| 2022-23 Master Varsity Boys Cross Country Schedule | ||||
|---|---|---|---|---|
Master Schedules are updated every 30 minutes. | ||||
| Date | Sport | Teams | Facility | Time |
| Tue., 8/30 | V Boys Cross Country | Coaches Challenge & Parent Meeting @ Hall (Scrim.) | Hall High School-Stadium (Track) | 6:00 p.m. |
| Fri., 9/2 | V Boys Cross Country | Ellington @ Tolland (Scrim.) | Tolland High School-Grass Field | 3:45 p.m. |
| Fri., 9/2 | V Boys Cross Country | Hale Ray @ Cromwell (Scrim.) | Cromwell High School-cross country course | 3:45 p.m. |
| Fri., 9/2 | V Boys Cross Country | Fairfield Prep @ Trumbull (Scrim.) | Trumbull High School-Cross Country Course | 4:00 p.m. |
| Fri., 9/2 | V Boys Cross Country | Pomperaug @ Danbury (Scrim.) | Danbury High School-Stadium Track | 6:00 p.m. |
| Fri., 9/2 | V Boys Cross Country | Immaculate, TBA @ New Fairfield (Scrim.) | New Fairfield High School-Track & Field, Cross Country | 7:00 p.m. |
| Sat., 9/3 | V Boys Cross Country | Old Lyme, Morgan @ Old Saybrook (Scrim.) | Old Saybrook High School-Old Saybrook Campus | 9:30 a.m. |
| Mon., 9/5 | V Boys Cross Country | Daniel Hand @ New Haven Road Race (Scrim.) | New Haven | 8:30 a.m. |
| Tue., 9/6 | V Boys Cross Country | Wamogo @ BL Cross Country Scrimmage (Scrim.) | Black Rock State Park | 4:00 p.m. |
| Tue., 9/6 | V Boys Cross Country | BL Cross Country Scrimmage @ Thomaston (Scrim.) | Black Rock State Park | 4:00 p.m. |
| Tue., 9/6 | V Boys Cross Country | Litchfield @ BL Cross Country Scrimmage (Scrim.) | Black Rock State Park | 4:00 p.m. |
| Tue., 9/6 | V Boys Cross Country | Housatonic Regional @ BL Cross Country Scrimmage (Scrim.) | Black Rock State Park | 4:00 p.m. |
| Tue., 9/6 | V Boys Cross Country | Nonnewaug @ BL Cross Country Scrimmage (Scrim.) | Black Rock State Park | 4:00 p.m. |
| Tue., 9/6 | V Boys Cross Country | Gilbert @ BL Cross Country Scrimmage (Scrim.) | Black Rock State Park | 4:00 p.m. |
| Tue., 9/6 | V Boys Cross Country | Terryville @ BL Cross Country Scrimmage (Scrim.) | Black Rock State Park | 4:00 p.m. |
| Tue., 9/6 | V Boys Cross Country | Shepaug Valley @ BL Cross Country Scrimmage (Scrim.) | Black Rock State Park | 4:00 p.m. |
| Tue., 9/6 | V Boys Cross Country | Northwestern @ BL Cross Country Scrimmage (Scrim.) | Black Rock State Park | 4:00 p.m. |
| Thu., 9/8 | V Boys Cross Country | Tolland @ Blue Dragon Invite | Veterans Memorial Park, Middletown, CT | 3:30 p.m. |
| Thu., 9/8 | V Boys Cross Country | Hale Ray @ Middletown | Veterans Memorial Park, Middletown, CT | 3:30 p.m. |
| Thu., 9/8 | V Boys Cross Country | Conard @ Blue Dragon Invitational - Middletown, Veterans Memorial Park | TBA | 3:30 p.m. |
| Thu., 9/8 | V Boys Cross Country | Plainville @ Middletown Blue Dragon Invitational | Not Listed-Veteran's Park, Middletown | 3:30 p.m. |
| Thu., 9/8 | V Boys Cross Country | MHS XC Blue Dragon Invite @ Middletown | Veterans Memorial Park, Middletown, CT | 3:30 p.m. |
| Thu., 9/8 | V Boys Cross Country | Maloney @ Blue Dragon Invitational (Middletown) | Veterans Memorial Park, Middletown, CT | 3:30 p.m. |
| Thu., 9/8 | V Boys Cross Country | Lewis Mills @ Blue Dragon Invitational | Not Listed-Veteran's Park, Middletown | 3:45 p.m. |
| Thu., 9/8 | V Boys Cross Country | Cheshire, Fairfield Prep, Foran @ North Haven | Wharton Brook State Park | 3:45 p.m. |
| Thu., 9/8 | V Boys Cross Country | Achievement First @ CRAL, Aerospace, Bulkeley, Classical Magnet, Comp Sci | Colt Park | 3:45 p.m. |
| Thu., 9/8 | V Boys Cross Country | Portland @ Blue Dragon Invitational | Palmer Field | 3:45 p.m. |
| Thu., 9/8 | V Boys Cross Country | Comp Sci @ CRAL, Aerospace, Bulkeley, Capital Prep, Classical Magnet | Colt Park | 3:45 p.m. |
| Thu., 9/8 | V Boys Cross Country | Bulkeley @ CRAL, Aerospace, Capital Prep, Classical Magnet, Comp Sci | Colt Park | 3:45 p.m. |
| Thu., 9/8 | V Boys Cross Country | East Haven, Hillhouse, Lyman Hall @ Hamden | Hamden Middle School-Back Field | 3:45 p.m. |
| Thu., 9/8 | V Boys Cross Country | Career Magnet, Jonathan Law, West Haven @ Sheehan | Sheehan High School-Sheehan HS Cross Country Course | 3:45 p.m. |
| Thu., 9/8 | V Boys Cross Country | Aerospace @ CRAL, Bulkeley, Capital Prep, Classical Magnet, Comp Sci | Colt Park | 3:45 p.m. |
| Thu., 9/8 | V Boys Cross Country | Classical Magnet @ CRAL, Aerospace, Bulkeley, Capital Prep, Comp Sci | Colt Park | 3:45 p.m. |
| Thu., 9/8 | V Boys Cross Country | HMTCA @ TBA, International, Innovation, Parish Hill, University, Weaver | Not Listed-Cross Country Course | 3:45 p.m. |
| Thu., 9/8 | V Boys Cross Country | Wethersfield @ Blue Dragon Invitational | Veterans Memorial Park, Middletown, CT | 3:45 p.m. |
| Thu., 9/8 | V Boys Cross Country | Parish Hill @ TBA, International, Innovation, HMTCA, University, Weaver | Not Listed-Cross Country Course | 3:45 p.m. |
| Thu., 9/8 | V Boys Cross Country | International @ TBA, Innovation, Parish Hill, HMTCA, University, Weaver | Not Listed-Cross Country Course | 3:45 p.m. |
| Thu., 9/8 | V Boys Cross Country | Weaver @ TBA, International, Innovation, Parish Hill, HMTCA, University | Not Listed-Cross Country Course | 3:45 p.m. |
| Thu., 9/8 | V Boys Cross Country | Northwest Catholic @ Blue Dragon Invitational | Veterans Memorial Park, Middletown, CT | 3:45 p.m. |
| Thu., 9/8 | V Boys Cross Country | Innovation @ TBA, International, Parish Hill, HMTCA, University, Weaver | Not Listed-Cross Country Course | 3:45 p.m. |
| Thu., 9/8 | V Boys Cross Country | University @ TBA, International, Innovation, Parish Hill, HMTCA, Weaver | Not Listed-Cross Country Course | 3:45 p.m. |
| Thu., 9/8 | V Boys Cross Country | Amity, Daniel Hand, Notre Dame-West Haven @ Branford | Branford Supply Pond | 3:45 p.m. |
| Thu., 9/8 | V Boys Cross Country | Guilford, Shelton, Xavier @ Wilbur Cross | East Rock Park | 4:00 p.m. |
| Thu., 9/8 | V Boys Cross Country | Morgan @ Blue Dragon Invitational | Veterans Memorial Park, Middletown, CT | 4:00 p.m. |
| Thu., 9/8 | V Boys Cross Country | Morgan @ Blue Dragon Invitational | Veterans Memorial Park, Middletown, CT | 4:00 p.m. |
| Thu., 9/8 | V Boys Cross Country | Berlin @ Boys Cross Country at Blue Dragon Invitational | Not Listed-Veteran's Park, Middletown | 5:00 p.m. |
| Fri., 9/9 | V Boys Cross Country | Wolcott Tech @ Bullard Havens Tech (Scrim.) | Bullard Havens Tech-Seaside Park | 3:45 p.m. |
| Sat., 9/10 | V Boys Cross Country | Windsor @ 41st Stratton Brook Invitational | Not Listed | 10:00 a.m. |
| Sat., 9/10 | V Boys Cross Country | Griswold @ Stratton Brook Invitational | Stratton Brook State Park | 10:00 a.m. |
| Sat., 9/10 | V Boys Cross Country | Stratton Brook Invitational @ Simsbury | Stratton Brook State Park | 10:00 a.m. |
| Sat., 9/10 | V Boys Cross Country | Cromwell @ Stratton Brook | Stratton Brook State Park | 10:00 a.m. |
| Sat., 9/10 | V Boys Cross Country | Derby @ Stratton Brook Invitational | Simsbury High School | 10:00 a.m. |
| Sat., 9/10 | V Boys Cross Country | East Hampton @ Stratton Brook Invitational | Stratton Brook State Park | 12:00 p.m. |
| Sat., 9/10 | V Boys Cross Country | Lyman Memorial @ 41st Stratton Brook XC Invitational | Stratton Brook State Park | 12:00 p.m. |
| Sat., 9/10 | V Boys Cross Country | Bolton @ Stratton Brook Invitational | Stratton Brook State Park | 1:40 p.m. |
| Sat., 9/10 | V Boys Cross Country | Norwich Free Academy @ Stratton Brook XC invite | Not Listed | 9:00 a.m. |
| Sat., 9/10 | V Boys Cross Country | Stratton Brook Invitational @ Avon | Stratton Brook State Park | 9:00 a.m. |
| Sat., 9/10 | V Boys Cross Country | Litchfield @ Startton Brook Invitational | Stratton Brook State Park | 9:00 a.m. |
| Sat., 9/10 | V Boys Cross Country | Shepaug Valley @ Washingtonville Wizards Invitational | Washingtonville High School-Cross Country Course | 9:30 a.m. |
| Sat., 9/10 | V Boys Cross Country | Danbury @ PTXC-12.3 | Kutztown University | TBA |
| Sat., 9/10 | V Boys Cross Country | Foran @ Stratton Brook Invitational | Stratton Brook State Park | TBA |
| Mon., 9/12 | V Boys Cross Country | Northwest Catholic, Simsbury @ Conard | Reservoir Rt. 4 | 3:45 p.m. |
| Tue., 9/13 | V Boys Cross Country | East Hampton @ Portland Invitational | Camp Ingersoll | 3:30 p.m. |
| Tue., 9/13 | V Boys Cross Country | Hale Ray @ Portland | Camp Ingersoll | 3:30 p.m. |
| Tue., 9/13 | V Boys Cross Country | Weaver @ TBA, Aerospace, Capital Prep, International, Comp Sci, Parish Hill | Not Listed-Cross Country Course | 3:45 p.m. |
| Tue., 9/13 | V Boys Cross Country | East Hartford, Enfield @ E.O. Smith | Mansfield Hollow State Park-Boys Course | 3:45 p.m. |
| Tue., 9/13 | V Boys Cross Country | Bullard Havens Tech @ Wright Tech | Scalzi Park | 3:45 p.m. |
| Tue., 9/13 | V Boys Cross Country | Rocky Hill @ Newington | John Wallace MS | 3:45 p.m. |
| Tue., 9/13 | V Boys Cross Country | Manchester, RHAM @ Tolland | Tolland High School-Grass Field | 3:45 p.m. |
| Tue., 9/13 | V Boys Cross Country | Classical Magnet @ CRAL, Bulkeley, Innovation, HMTCA, University | Colt Park | 3:45 p.m. |
| Tue., 9/13 | V Boys Cross Country | Innovation @ CRAL, Bulkeley, Classical Magnet, HMTCA, University | Colt Park | 3:45 p.m. |
| Tue., 9/13 | V Boys Cross Country | University @ CRAL, Bulkeley, Classical Magnet, Innovation, HMTCA | Colt Park | 3:45 p.m. |
| Tue., 9/13 | V Boys Cross Country | Bulkeley @ CRAL, Classical Magnet, Innovation, HMTCA, University | Colt Park | 3:45 p.m. |
| Tue., 9/13 | V Boys Cross Country | HMTCA @ CRAL, Bulkeley, Classical Magnet, Innovation, University | Colt Park | 3:45 p.m. |
| Tue., 9/13 | V Boys Cross Country | Abbott Tech @ Platt Tech | Eisenhower Park-Eisenhower | 3:45 p.m. |
| Tue., 9/13 | V Boys Cross Country | Aerospace @ TBA, Capital Prep, International, Comp Sci, Parish Hill, Weaver | Not Listed-Cross Country Course | 3:45 p.m. |
| Tue., 9/13 | V Boys Cross Country | Parish Hill @ TBA, Aerospace, Capital Prep, International, Comp Sci, Weaver | Not Listed-Cross Country Course | 3:45 p.m. |
| Tue., 9/13 | V Boys Cross Country | Comp Sci @ TBA, Aerospace, Capital Prep, International, Parish Hill, Weaver | Not Listed-Cross Country Course | 3:45 p.m. |
| Tue., 9/13 | V Boys Cross Country | International @ TBA, Aerospace, Capital Prep, Comp Sci, Parish Hill, Weaver | Not Listed-Cross Country Course | 3:45 p.m. |
| Tue., 9/13 | V Boys Cross Country | Capital Prep @ TBA, Aerospace, International, Comp Sci, Parish Hill, Weaver | Not Listed-Cross Country Course | 3:45 p.m. |
| Tue., 9/13 | V Boys Cross Country | Norwich Tech @ Windham Tech | Windham Technical High School-Mansfield Hollow | 3:45 p.m. |
| Tue., 9/13 | V Boys Cross Country | Fairfield Warde, New Canaan, Staples @ Ridgefield | Ridgefield High School-Upper Grass Field | 4:00 p.m. |
| Tue., 9/13 | V Boys Cross Country | Glastonbury, Southington @ Hall | Hall High School-Stadium (Track) | 4:00 p.m. |
| Tue., 9/13 | V Boys Cross Country | Housatonic Regional, Shepaug Valley @ Thomaston | Black Rock State Park | 4:00 p.m. |
| Tue., 9/13 | V Boys Cross Country | Brien McMahon, Greenwich, Westhill @ Trumbull | Trumbull High School-Cross Country Course | 4:00 p.m. |
| Tue., 9/13 | V Boys Cross Country | Putnam, St. Bernard @ Norwich Free Academy | Mohegan Park | 4:00 p.m. |
| Tue., 9/13 | V Boys Cross Country | East Lyme, Windham @ Montville | Montville High School-XC Course | 4:30 p.m. |
| Tue., 9/13 | V Boys Cross Country | Tourtellotte @ New London | Caulkins Park | Postponed |
| Wed., 9/14 | V Boys Cross Country | Bacon Academy, Fitch @ Ledyard | Ledyard High School-Ledyard High School Track | 3:15 p.m. |
| Wed., 9/14 | V Boys Cross Country | WCA, Watertown, Wilby @ Torrington | Veterans Memorial Park-Veterans Park XC Course | 3:45 p.m. |
| Wed., 9/14 | V Boys Cross Country | Old Lyme, Old Saybrook, Valley Regional @ Morgan | Indian River Complex-XC Course | 3:45 p.m. |
| Wed., 9/14 | V Boys Cross Country | Ellis Tech @ Cheney Tech | Cheney Tech.-Wickham Park | 3:45 p.m. |
| Wed., 9/14 | V Boys Cross Country | Bristol Eastern, Plainville @ Maloney | Hubbard Park-Hubbard Park Band Shell | 3:45 p.m. |
| Wed., 9/14 | V Boys Cross Country | Bristol Central, Platt @ Berlin | Pistol Creek | 3:45 p.m. |
| Wed., 9/14 | V Boys Cross Country | Derby, Holy Cross, Kennedy @ Crosby | Bucks Hill (MONTOE) Park-XC Course | 3:45 p.m. |
| Wed., 9/14 | V Boys Cross Country | Farmington @ Lewis Mills | Lewis Mills High School-Johnnycake Mountain Park | 3:45 p.m. |
| Wed., 9/14 | V Boys Cross Country | Fairfield Ludlowe, Stamford @ St. Joseph | St. Joseph High School-Trail | 4:00 p.m. |
| Wed., 9/14 | V Boys Cross Country | North Haven @ NEUBAUER INVITATIONAL | Sheehan High School-Sheehan HS Cross Country Course | 4:00 p.m. |
| Wed., 9/14 | V Boys Cross Country | Danbury, Norwalk, Wilton @ Darien | Darien High School-DHS Stadium Field | 4:00 p.m. |
| Wed., 9/14 | V Boys Cross Country | NEUBAUER INVITATIONAL @ Sheehan | Sheehan High School-Sheehan HS Cross Country Course | 4:00 p.m. |
| Wed., 9/14 | V Boys Cross Country | Foran @ NEUBAUER INVITATIONAL | Sheehan High School-Sheehan HS Cross Country Course | 4:00 p.m. |
| Wed., 9/14 | V Boys Cross Country | Coginchaug @ NEUBAUER INVITATIONAL | Sheehan High School-Sheehan HS Cross Country Course | 4:00 p.m. |
| Wed., 9/14 | V Boys Cross Country | Jonathan Law @ NEUBAUER INVITATIONAL | Sheehan High School-Sheehan HS Cross Country Course | 4:00 p.m. |
| Wed., 9/14 | V Boys Cross Country | Daniel Hand @ NEUBAUER INVITATIONAL | Sheehan High School-Sheehan HS Cross Country Course | 4:00 p.m. |
| Wed., 9/14 | V Boys Cross Country | Lyman Hall @ NEUBAUER INVITATIONAL | Sheehan High School-Sheehan HS Cross Country Course | 4:00 p.m. |
| Wed., 9/14 | V Boys Cross Country | Northwestern, Terryville @ Gilbert | Gilbert School-Cross Country | 4:00 p.m. |
| Wed., 9/14 | V Boys Cross Country | Litchfield, Nonnewaug @ Wamogo | Wamogo Regional High School-White Memorial Park | 4:00 p.m. |
| Wed., 9/14 | V Boys Cross Country | Rockville @ Bolton | Bolton High School-BHS Cross Country Course | 4:15 p.m. |
| Wed., 9/14 | V Boys Cross Country | Stafford @ Somers | Somers High School-P&R Fields | 4:15 p.m. |
| Wed., 9/14 | V Boys Cross Country | Griswold, Woodstock Academy @ Waterford | Harkness State Park | 4:15 p.m. |
| Wed., 9/14 | V Boys Cross Country | Oxford, Seymour, St. Paul Catholic @ Naugatuck | Hop Brook Park | 4:30 p.m. |
| Wed., 9/14 | V Boys Cross Country | East Windsor, Granby Memorial, Suffield @ Windsor Locks | Windsor Locks High School-Track | 4:30 p.m. |
| Wed., 9/14 | V Boys Cross Country | Killingly, Lyman Memorial @ Stonington | STONINGTON CT - High School-SHS Palmer Field (Turf) | 4:30 p.m. |
| Wed., 9/14 | V Boys Cross Country | Coventry, East Granby, Ellington @ Canton | Stratton Brook State Park | 4:30 p.m. |
| Wed., 9/14 | V Boys Cross Country | Immaculate, Notre Dame-Fairfield @ Pomperaug | Pomperaug High School-Cross Country Course | 5:00 p.m. |
| Wed., 9/14 | V Boys Cross Country | Kolbe Cathedral, New Milford, Stratford @ New Fairfield | New Fairfield High School-Track & Field, Cross Country | 5:00 p.m. |
| Wed., 9/14 | V Boys Cross Country | Joel Barlow, Newtown, Weston @ Brookfield | Brookfield High School-BHS Track | 5:00 p.m. |
| Wed., 9/14 | V Boys Cross Country | Bethel, Bunnell @ Masuk | Great Hollow Lake Field-Cross Country Trail | 5:00 p.m. |
| Thu., 9/15 | V Boys Cross Country | Wolcott Tech @ Kaynor Tech | Black Rock State Park | 3:45 p.m. |
| Thu., 9/15 | V Boys Cross Country | Hartford Public @ Wethersfield | Wethersfield Cove Park | 3:45 p.m. |
| Thu., 9/15 | V Boys Cross Country | New Britain @ Wethersfield | Wethersfield Cove Park | 3:45 p.m. |
| Fri., 9/16 | V Boys Cross Country | Ellis Tech, Norwich Tech, Plainfield @ Wheeler | Wheeler High School-Gym | 3:45 p.m. |
| Fri., 9/16 | V Boys Cross Country | Lyman Memorial @ Wheeler XC Invitational | Wheeler HS/MS-Wheeler MS Soccer Field | 4:45 p.m. |
| Sat., 9/17 | V Boys Cross Country | Conard @ Wilton Invitational - Allen's Meadow | TBA | 10:00 a.m. |
| Sat., 9/17 | V Boys Cross Country | Joel Barlow @ Wilton Invitational | Allen's Meadow | 10:45 p.m. |
| Sat., 9/17 | V Boys Cross Country | Maloney @ CT River Valley Invite | Cromwell High School-cross country course | 8:30 a.m. |
| Sat., 9/17 | V Boys Cross Country | Portland @ Cromwell Invitational | Pierson Park, Cromwell | 8:30 a.m. |
| Sat., 9/17 | V Boys Cross Country | Wethersfield @ CT River Valley Invitational | Cromwell High School | 8:30 a.m. |
| Sat., 9/17 | V Boys Cross Country | Ridgefield @ Regis Invitational | Van Cortlandt Park-Parade Grounds XC | 8:30 a.m. |
| Sat., 9/17 | V Boys Cross Country | Old Lyme @ Connecticut River Valley Invitational | Cromwell High School-cross country course | 8:30 a.m. |
| Sat., 9/17 | V Boys Cross Country | Amity @ Wilton Invitational | Not Listed | 9:00 a.m. |
| Sat., 9/17 | V Boys Cross Country | Wilton Invitational @ Wilton | Allen's Meadow-XC Course | 9:00 a.m. |
| Sat., 9/17 | V Boys Cross Country | Shelton @ Wilton Invitational @ Allens Meadow Park | Not Listed-Allen Meadow Park, Wilton HS | 9:00 a.m. |
| Sat., 9/17 | V Boys Cross Country | Amity @ Wilton Invitational | Not Listed | 9:00 a.m. |
| Sat., 9/17 | V Boys Cross Country | Daniel Hand @ CT River Valley Invitational | Cromwell High School-cross country course | 9:00 a.m. |
| Sat., 9/17 | V Boys Cross Country | Rocky Hill @ CT River Valley Invitational | Cromwell High School-cross country course | 9:00 a.m. |
| Sat., 9/17 | V Boys Cross Country | CT River Valley Invitational @ Cromwell | Cromwell High School-cross country course | 9:00 a.m. |
| Sat., 9/17 | V Boys Cross Country | Wethersfield @ CT River Valley Invitational | Cromwell High School-cross country course | 9:00 a.m. |
| Sat., 9/17 | V Boys Cross Country | Sheehan @ CT River Valley Invitational | Cromwell High School-cross country course | 9:00 a.m. |
| Sat., 9/17 | V Boys Cross Country | Hale Ray @ CT River Valley Invitational | Cromwell High School-cross country course | 9:00 a.m. |
| Sat., 9/17 | V Boys Cross Country | Thomaston @ CT River Valley Invitational | Cromwell High School-cross country course | 9:00 a.m. |
| Sat., 9/17 | V Boys Cross Country | Old Lyme @ CT River Valley Invitational | Cromwell High School-cross country course | 9:00 a.m. |
| Sat., 9/17 | V Boys Cross Country | Nonnewaug @ CT River Valley Invitational | Cromwell High School-cross country course | 9:00 a.m. |
| Sat., 9/17 | V Boys Cross Country | Haddam-Killingworth @ CT River Valley Invitational | Cromwell High School-cross country course | 9:00 a.m. |
| Sat., 9/17 | V Boys Cross Country | North Haven @ CT River Valley Invitational | Cromwell High School-cross country course | 9:00 a.m. |
| Sat., 9/17 | V Boys Cross Country | Maloney @ CT River Valley Invitational | Cromwell High School-cross country course | 9:00 a.m. |
| Sat., 9/17 | V Boys Cross Country | Watertown @ CT River Valley Invitational | Cromwell High School-cross country course | 9:00 a.m. |
| Sat., 9/17 | V Boys Cross Country | Coginchaug @ CT River Valley Invitational | Cromwell High School-cross country course | 9:00 a.m. |
| Sat., 9/17 | V Boys Cross Country | RHAM @ CT River Valley Invitational | Cromwell High School-cross country course | 9:00 a.m. |
| Sat., 9/17 | V Boys Cross Country | Guilford @ Wilton | Allen's Meadow-XC Course | 9:00 a.m. |
| Sat., 9/17 | V Boys Cross Country | Xavier @ Wilton Invite - Allen's Meadow | Not Listed | 9:00 a.m. |
| Sat., 9/17 | V Boys Cross Country | Cheshire @ Wilton | Allen's Meadow-XC Course | 9:00 a.m. |
| Sat., 9/17 | V Boys Cross Country | New Canaan @ Wilton | Allen's Meadow-XC Course | 9:00 a.m. |
| Sat., 9/17 | V Boys Cross Country | New Fairfield @ Wilton | Allen's Meadow-XC Course | 9:00 a.m. |
| Sat., 9/17 | V Boys Cross Country | Trumbull @ Wilton | Allen's Meadow-XC Course | 9:30 a.m. |
| Sat., 9/17 | V Boys Cross Country | Stamford @ Wilton XC invitational | Not Listed-Allen Meadow Park, Wilton HS | 9:30 a.m. |
| Sat., 9/17 | V Boys Cross Country | Darien @ Wilton | Allen's Meadow-XC Course | 9:30 p.m. |
| Sat., 9/17 | V Boys Cross Country | Hamden @ Wilton XC Invitational | Wilton High School-Allen Meadow | 9:30 p.m. |
| Sat., 9/17 | V Boys Cross Country | Southington @ WILTON INVITATIONAL at Allen's Meadow Park in Wilton, CT | [CIAC] Site TBA | 9:45 a.m. |
| Sat., 9/17 | V Boys Cross Country | Pomperaug @ Wilton | Allen's Meadow-XC Course | TBA |
| Sat., 9/17 | V Boys Cross Country | Glastonbury @ Wilton Invitational, Allen's Meadow, Wilton HS | Not Listed-Allen Meadow Park, Wilton HS | TBA |
| Mon., 9/19 | V Boys Cross Country | Enfield @ Windsor Locks | Windsor Locks High School-Track | 4:00 p.m. |
| Tue., 9/20 | V Boys Cross Country | Kennedy, Torrington, Woodland @ St. Paul Catholic | St. Paul Catholic HS -SP Track | 3:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | Seymour, WCA, Wolcott @ Holy Cross | Holy Cross | 3:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | Avon, Conard @ Glastonbury | JB Williams Park | 3:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | Branford, Fairfield Prep, Hillhouse @ Shelton | Shelton High School-Track | 3:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | Bristol Central, Middletown @ Plainville | Plainville Middle School-Cross Country Course | 3:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | East Haven, Foran, Sheehan @ Xavier | Mercy High School-Cross Country Course | 3:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | HMTCA @ CRAL, Aerospace, Classical Magnet, Innovation, Comp Sci | Elizabeth Park-Cross Country Course | 3:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | Fishers Island (NY), Vinal Tech @ Grasso Tech | Grasso Tech-Cross Country Course Upper Track | 3:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | Weaver @ Parish Hill, Bulkeley, CRAL, Capital Prep, International, University | Parish Hill High School-Cross Country Course | 3:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | East Catholic, Tolland @ East Hartford | Wickham Park | 3:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | Innovation @ CRAL, Aerospace, Classical Magnet, Comp Sci, HMTCA | Elizabeth Park-Cross Country Course | 3:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | University @ Parish Hill, Bulkeley, CRAL, Capital Prep, International, Weaver | Parish Hill High School-Cross Country Course | 3:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | Classical Magnet @ CRAL, Aerospace, Innovation, Comp Sci, HMTCA | Elizabeth Park-Cross Country Course | 3:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | International @ Parish Hill, Bulkeley, CRAL, Capital Prep, University, Weaver | Parish Hill High School-Cross Country Course | 3:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | Naugatuck, Watertown @ Derby | Witek Park | 3:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | Bulkeley, CRAL, Capital Prep, International, University, Weaver @ Parish Hill | Parish Hill High School-Cross Country Course | 3:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | Capital Prep @ Parish Hill, Bulkeley, CRAL, International, University, Weaver | Parish Hill High School-Cross Country Course | 3:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | Berlin, Lewis Mills @ Bristol Eastern | Page Park Bristol CT-Cross Country | 3:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | Comp Sci @ CRAL, Aerospace, Classical Magnet, Innovation, HMTCA | Elizabeth Park-Cross Country Course | 3:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | Aerospace @ CRAL, Classical Magnet, Innovation, Comp Sci, HMTCA | Elizabeth Park-Cross Country Course | 3:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | Bulkeley @ Parish Hill, CRAL, Capital Prep, International, University, Weaver | Parish Hill High School-Cross Country Course | 3:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | Platt Tech @ Wilcox Tech | Hubbard Park-Cross Country Course | 3:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | Terryville @ Wolcott Tech | John Minetto State Park | 3:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | Lyman Hall, Notre Dame-West Haven, Wilbur Cross @ Jonathan Law | Eisenhower Park | 3:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | Windsor @ Wethersfield | Wethersfield Cove Park | 3:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | Bullard Havens Tech, Kaynor Tech @ Abbott Tech | Wooster Cemetary | 3:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | Griswold, Plainfield, Putnam @ Killingly | Owen Bell Park -Softball Field | 3:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | Wright Tech @ Wolcott Tech | John Minetto State Park | 3:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | Hartford Public, Newington @ Bloomfield | Bloomfield High School-Cross Country Course | 3:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | Ledyard, Tourtellotte, Woodstock Academy @ East Lyme | East Lyme High School-Rocky Neck State Park | 4:00 p.m. |
| Tue., 9/20 | V Boys Cross Country | Brien McMahon, Fairfield Ludlowe, Staples @ Wilton | Allen's Meadow-XC Course | 4:00 p.m. |
| Tue., 9/20 | V Boys Cross Country | Greenwich, Norwalk, Stamford @ Fairfield Warde | Fairfield Warde HS-Tetreau/Davis Field | 4:00 p.m. |
| Tue., 9/20 | V Boys Cross Country | Career Magnet, Cheshire, Hamden @ Daniel Hand | Madison Surf Club-Surf Club | 4:00 p.m. |
| Tue., 9/20 | V Boys Cross Country | Amity, North Haven, West Haven @ Guilford | Guilford High School-East River Preserve | 4:00 p.m. |
| Tue., 9/20 | V Boys Cross Country | Darien, Ridgefield, St. Joseph @ Westhill | Scofield Magnet Middle School-Cross Country Course | 4:00 p.m. |
| Tue., 9/20 | V Boys Cross Country | Bacon Academy, New London, Wheeler @ Waterford | Harkness State Park | 4:15 p.m. |
| Tue., 9/20 | V Boys Cross Country | Windham @ Lyman Memorial | Lyman Memorial High School-Track | 4:30 p.m. |
| Tue., 9/20 | V Boys Cross Country | Fitch, Stonington @ Norwich Free Academy | Mohegan Park | 4:30 p.m. |
| Tue., 9/20 | V Boys Cross Country | Danbury, Trumbull @ New Canaan | Waveny Park | 4:30 p.m. |
| Tue., 9/20 | V Boys Cross Country | Crosby, Wilby @ Oxford | Oxford High School-OHS XC TRAIL | 4:30 p.m. |
| Tue., 9/20 | V Boys Cross Country | St. Bernard @ Montville | Montville High School-XC Course | 4:30 p.m. |
| Tue., 9/20 | V Boys Cross Country | Ellington, Rockville, Somers @ East Windsor | East Windsor Senior High School-East Windsor Reservoir | 4:45 p.m. |
| Tue., 9/20 | V Boys Cross Country | Bethel, Joel Barlow, New Fairfield @ Immaculate | Immaculate High School-Tarrywile | 5:00 p.m. |
| Tue., 9/20 | V Boys Cross Country | New Milford, Notre Dame-Fairfield @ Weston | Weston High School-WHS Stadium Field | 5:00 p.m. |
| Tue., 9/20 | V Boys Cross Country | Masuk, Pomperaug, Stratford @ Brookfield | Brookfield High School-BHS Track | 5:00 p.m. |
| Tue., 9/20 | V Boys Cross Country | Kolbe Cathedral, Newtown @ Bunnell | Bunnell HS-Bunnell XC Course | 5:00 p.m. |
| Wed., 9/21 | V Boys Cross Country | Valley Regional @ Coginchaug - Going to the Sun Cross Country Meet | Coginchaug Regional High School-Coginchaug Regional HS | 3:45 p.m. |
| Wed., 9/21 | V Boys Cross Country | East Hampton @ Coginchaug - Going to the Sun Cross Country Meet | Coginchaug Regional High School-Coginchaug Regional HS | 3:45 p.m. |
| Wed., 9/21 | V Boys Cross Country | Old Saybrook @ Coginchaug - Going to the Sun Cross Country Meet | Coginchaug Regional High School-Coginchaug Regional HS | 3:45 p.m. |
| Wed., 9/21 | V Boys Cross Country | Thomaston @ Coginchaug - Going to the Sun Cross Country Meet | Coginchaug Regional High School-Coginchaug Regional HS | 3:45 p.m. |
| Wed., 9/21 | V Boys Cross Country | Maloney @ Coginchaug - Going to the Sun Cross Country Meet | Coginchaug Regional High School-Coginchaug Regional HS | 3:45 p.m. |
| Wed., 9/21 | V Boys Cross Country | Morgan @ Coginchaug - Going to the Sun Cross Country Meet | Coginchaug Regional High School-Coginchaug Regional HS | 3:45 p.m. |
| Wed., 9/21 | V Boys Cross Country | Portland @ Coginchaug Invitational | Coginchaug Regional High School-Coginchaug Regional HS | 3:45 p.m. |
| Wed., 9/21 | V Boys Cross Country | E.O. Smith, Manchester @ South Windsor | Nevers Road Park-Nevers Road Park XC Trail | 3:45 p.m. |
| Wed., 9/21 | V Boys Cross Country | Coginchaug - Going to the Sun Cross Country Meet @ Coginchaug | Coginchaug Regional High School-Coginchaug Regional HS | 3:45 p.m. |
| Wed., 9/21 | V Boys Cross Country | Hale Ray @ Coginchaug - Going to the Sun Cross Country Meet | Coginchaug Regional High School-Coginchaug Regional HS | 3:45 p.m. |
| Wed., 9/21 | V Boys Cross Country | Platt @ Coginchaug - Going to the Sun Cross Country Meet | Coginchaug Regional High School-Coginchaug Regional HS | 3:45 p.m. |
| Wed., 9/21 | V Boys Cross Country | Holy Cross @ Coginchaug - Going to the Sun Cross Country Meet | Coginchaug Regional High School-Coginchaug Regional HS | 3:45 p.m. |
| Wed., 9/21 | V Boys Cross Country | Simsbury, Hall @ Farmington | Winding Trails-Cross Country Course | 3:45 p.m. |
| Wed., 9/21 | V Boys Cross Country | Cheney Tech @ Norwich Tech | Norwich Technical High School-Mohegan Park | 3:45 p.m. |
| Wed., 9/21 | V Boys Cross Country | East Catholic @ Coginchaug - Going to the Sun Cross Country Meet | Coginchaug Regional High School-Coginchaug Regional HS | 3:45 p.m. |
| Wed., 9/21 | V Boys Cross Country | Portland @ Coginchaug - Going to the Sun Cross Country Meet | Coginchaug Regional High School-Coginchaug Regional HS | 3:45 p.m. |
| Wed., 9/21 | V Boys Cross Country | Granby Memorial, Stafford @ Coventry | Coventry High School-Laidlaw Park | 4:00 p.m. |
| Wed., 9/21 | V Boys Cross Country | Windsor Locks @ Canton | Stratton Brook State Park | 4:00 p.m. |
| Wed., 9/21 | V Boys Cross Country | Bolton, Suffield @ East Granby | East Granby Farms | 4:30 p.m. |
| Thu., 9/22 | V Boys Cross Country | Grasso Tech @ Prince Tech | A I Prince Reg Voc Tech School-Elizabeth Park | Postponed |
| Sat., 9/24 | V Boys Cross Country | Windsor @ 10th Winding Trails Invitational | Not Listed | 10:00 a.m. |
| Sat., 9/24 | V Boys Cross Country | Hale Ray @ Ocean State Invitational | Not Listed | 10:00 a.m. |
| Sat., 9/24 | V Boys Cross Country | Notre Dame-West Haven @ Bowdoin Invite - Wappingers Falls | Not Listed | 10:00 a.m. |
| Sat., 9/24 | V Boys Cross Country | Lewis Mills @ Winding Trails Invitational | Winding Trails-Cross Country Course | 10:00 a.m. |
| Sat., 9/24 | V Boys Cross Country | Windsor Locks @ Winding Trails Invitational | Winding Trails-Cross Country Course | 10:15 a.m. |
| Sat., 9/24 | V Boys Cross Country | Shepaug Valley @ Winding Trails Invitational | Winding Trails-Cross Country Course | 10:45 a.m. |
| Sat., 9/24 | V Boys Cross Country | Griswold @ Ocean State Invitational | Goddard Park | 11:00 a.m. |
| Sat., 9/24 | V Boys Cross Country | Danbury @ Bowdoin Park XC Invitational | Bowdoin Park | 11:30 a.m. |
| Sat., 9/24 | V Boys Cross Country | Xavier @ Bowdoin Park Cross Country Classic | Bowdoin Park | 11:30 a.m. |
| Sat., 9/24 | V Boys Cross Country | Winding Trails Invitational Large School @ Farmington | Winding Trails-Cross Country Course | 12:00 p.m. |
| Sat., 9/24 | V Boys Cross Country | Daniel Hand @ Ocean State Invite - Goddard Park Rhode Island | Not Listed | 12:15 p.m. |
| Sat., 9/24 | V Boys Cross Country | Old Lyme @ Ocean State Invitational | Goddard Park | 1:25 p.m. |
| Sat., 9/24 | V Boys Cross Country | Ledyard @ Ocean State Invite | Not Listed-Goddard State Park-Warwick | 1:30 p.m. |
| Sat., 9/24 | V Boys Cross Country | Tolland @ Ocean State Invitational, RI | Goddard Park | 1:30 p.m. |
| Sat., 9/24 | V Boys Cross Country | Norwich Free Academy @ Ocean State | Not Listed | 8:00 a.m. |
| Sat., 9/24 | V Boys Cross Country | Derby @ Winding Trails Invitational (Farmington) | Winding Trails Center | 8:00 a.m. |
| Sat., 9/24 | V Boys Cross Country | Avon @ Winding Trails Invitational | Winding Trails-Cross Country Course | 8:00 a.m. |
| Sat., 9/24 | V Boys Cross Country | Southington @ OCEAN STATE INVITE AT GODDARD PARK, WARWICK, RI | [CIAC] Site TBA | 8:45 a.m. |
| Sat., 9/24 | V Boys Cross Country | Suffield @ Winding Trails Invite | Not Listed | 9:00 a.m. |
| Sat., 9/24 | V Boys Cross Country | Lyman Memorial @ 10th Winding Trails XC Invitational | Winding Trails Center | 9:00 a.m. |
| Sat., 9/24 | V Boys Cross Country | Granby Memorial @ Winding Trails Invitational | Winding Trails-Cross Country Course | 9:00 a.m. |
| Sat., 9/24 | V Boys Cross Country | Wolcott @ Winding Trails Invitational | Not Listed | 9:00 a.m. |
| Sat., 9/24 | V Boys Cross Country | Northwest Catholic @ Winding Trails | Winding Trails | 9:00 a.m. |
| Sat., 9/24 | V Boys Cross Country | Cheshire @ Winding Trails | Winding Trails-Cross Country Course | 9:00 a.m. |
| Sat., 9/24 | V Boys Cross Country | New Canaan @ Farmington | Winding Trails-Cross Country Course | 9:00 a.m. |
| Sat., 9/24 | V Boys Cross Country | Greenwich @ Bowdoin Park Classic Wappingers Falls, NY | Not Listed | 9:00 a.m. |
| Sat., 9/24 | V Boys Cross Country | Jonathan Law @ Winding Trails Invitational | Winding Trails-Cross Country Course | 9:00 a.m. |
| Sat., 9/24 | V Boys Cross Country | Litchfield @ Winding Trails Invitational | Winding Trails-Cross Country Course | 9:00 a.m. |
| Sat., 9/24 | V Boys Cross Country | Fitch @ Frank Kelley XC Invitational | Wrentham Development Center-Cross Country Course | 9:30 a.m. |
| Sat., 9/24 | V Boys Cross Country | Fairfield Ludlowe @ Winding Trails XC Invite | Winding Trails-Cross Country Course | TBA |
| Sat., 9/24 | V Boys Cross Country | Hall @ Manchester Invite | TBA | TBA |
| Sat., 9/24 | V Boys Cross Country | Foran @ Winding Trails Invitational | Winding Trails-Cross Country Course | TBA |
| Sat., 9/24 | V Boys Cross Country | Guilford @ Ocean State Invitational | Not Listed-Goddard State Park-Warwick | TBA |
| Sat., 9/24 | V Boys Cross Country | Woodstock Academy @ Ocean State Invitational | Not Listed | TBA |
| Sat., 9/24 | V Boys Cross Country | Berlin @ Boys Cross Country at Winding Trails Invitational | Winding Trails-Cross Country Course | TBA |
| Sat., 9/24 | V Boys Cross Country | Glastonbury @ Winding Trails Invitational, Winding Trails Farmington | Not Listed-Winding Trails Park-Farmington | TBA |
| Tue., 9/27 | V Boys Cross Country | Glastonbury, Northwest Catholic @ Farmington | Winding Trails-Cross Country Course | 3:15 p.m. |
| Tue., 9/27 | V Boys Cross Country | Prince Tech @ Windham Tech | Windham Technical High School-Mansfield Hollow | 3:30 p.m. |
| Tue., 9/27 | V Boys Cross Country | Rocky Hill, Windsor @ Hartford Public | Elizabeth Park-Cross Country Course | 3:45 p.m. |
| Tue., 9/27 | V Boys Cross Country | Berlin, Maloney @ Middletown | Veterans Memorial Park, Middletown, CT | 3:45 p.m. |
| Tue., 9/27 | V Boys Cross Country | Kennedy, Oxford, Wolcott @ Watertown | Veterans Memorial Park-Veterans Park XC Course | 3:45 p.m. |
| Tue., 9/27 | V Boys Cross Country | HMTCA @ CRAL, Aerospace, Bulkeley, Capital Prep, Innovation, Comp Sci, University | Colt Park-Cross Country Course | 3:45 p.m. |
| Tue., 9/27 | V Boys Cross Country | Cheney Tech, Norwich Tech @ Grasso Tech | Grasso Tech-Upper Track and Turf Field | 3:45 p.m. |
| Tue., 9/27 | V Boys Cross Country | Innovation @ CRAL, Aerospace, Bulkeley, Capital Prep, Comp Sci, HMTCA, University | Colt Park-Cross Country Course | 3:45 p.m. |
| Tue., 9/27 | V Boys Cross Country | University @ CRAL, Aerospace, Bulkeley, Capital Prep, Innovation, Comp Sci, HMTCA | Colt Park-Cross Country Course | 3:45 p.m. |
| Tue., 9/27 | V Boys Cross Country | Bloomfield @ New Britain | Stanley Quarter Park-Cross Country | 3:45 p.m. |
| Tue., 9/27 | V Boys Cross Country | Kaynor Tech @ Wright Tech | Scalzi Park | 3:45 p.m. |
| Tue., 9/27 | V Boys Cross Country | Capital Prep @ CRAL, Aerospace, Bulkeley, Innovation, Comp Sci, HMTCA, University | Colt Park-Cross Country Course | 3:45 p.m. |
| Tue., 9/27 | V Boys Cross Country | Comp Sci @ CRAL, Aerospace, Bulkeley, Capital Prep, Innovation, HMTCA, University | Colt Park-Cross Country Course | 3:45 p.m. |
| Tue., 9/27 | V Boys Cross Country | Aerospace @ CRAL, Bulkeley, Capital Prep, Innovation, Comp Sci, HMTCA, University | Colt Park-Cross Country Course | 3:45 p.m. |
| Tue., 9/27 | V Boys Cross Country | East Catholic, Enfield @ Manchester | Wickham Park | 3:45 p.m. |
| Tue., 9/27 | V Boys Cross Country | Bulkeley @ CRAL, Aerospace, Capital Prep, Innovation, Comp Sci, HMTCA, University | Colt Park-Cross Country Course | 3:45 p.m. |
| Tue., 9/27 | V Boys Cross Country | Ellis Tech @ Vinal Tech | Vinal Tech-Vinal CC Course | 3:45 p.m. |
| Tue., 9/27 | V Boys Cross Country | Abbott Tech @ Wilcox Tech | Hubbard Park-Cross Country Course | 3:45 p.m. |
| Tue., 9/27 | V Boys Cross Country | Southington @ Simsbury | Stratton Brook State Park | 3:45 p.m. |
| Tue., 9/27 | V Boys Cross Country | Platt, Plainville @ Lewis Mills | Johnnycake Mountain Park | 3:45 p.m. |
| Tue., 9/27 | V Boys Cross Country | Plainfield @ Wheeler | Wheeler High School-Gym | 3:45 p.m. |
| Tue., 9/27 | V Boys Cross Country | East Hartford, South Windsor @ RHAM | RHAM High School-Cross Country Course | 3:45 p.m. |
| Tue., 9/27 | V Boys Cross Country | Derby, Torrington @ Seymour | Seymour High School-Softball Diamond | 3:45 p.m. |
| Tue., 9/27 | V Boys Cross Country | Bullard Havens Tech @ Wolcott Tech | John Minetto State Park | 3:45 p.m. |
| Tue., 9/27 | V Boys Cross Country | Platt Tech @ Wolcott Tech | John Minetto State Park | 3:45 p.m. |
| Tue., 9/27 | V Boys Cross Country | Gilbert, Shepaug Valley @ Litchfield | Plumb Hill Field Complex-Plumb Hill Track | 4:00 p.m. |
| Tue., 9/27 | V Boys Cross Country | Nonnewaug, Thomaston @ Terryville | Terryville High School-Track | 4:00 p.m. |
| Tue., 9/27 | V Boys Cross Country | Holy Cross, Naugatuck, Wilby @ Woodland | Woodland High School-Track | 4:00 p.m. |
| Tue., 9/27 | V Boys Cross Country | Crosby, St. Paul Catholic @ WCA | Bucks Hill (MONTOE) Park-XC Course | 4:30 p.m. |
| Wed., 9/28 | V Boys Cross Country | Shoreline Meet 1 @ North Branford | Totoket Valley Park - North Branford-Totoket Park - North Branford | 3:30 p.m. |
| Wed., 9/28 | V Boys Cross Country | East Hampton @ Shoreline Meet 1 | Totoket Valley Park - North Branford-Totoket Park - North Branford | 3:30 p.m. |
| Wed., 9/28 | V Boys Cross Country | Cromwell @ Shoreline Meet 1 | Totoket Valley Park - North Branford-Totoket Park - North Branford | 3:30 p.m. |
| Wed., 9/28 | V Boys Cross Country | Haddam-Killingworth @ Shoreline Meet 1 | Totoket Valley Park - North Branford-Totoket Park - North Branford | 3:30 p.m. |
| Wed., 9/28 | V Boys Cross Country | Morgan @ Shoreline Meet 1 | Totoket Valley Park - North Branford-Totoket Park - North Branford | 3:30 p.m. |
| Wed., 9/28 | V Boys Cross Country | Valley Regional @ Shoreline Meet 1 | Totoket Valley Park - North Branford-Totoket Park - North Branford | 3:30 p.m. |
| Wed., 9/28 | V Boys Cross Country | Bridgeport Central, Brien McMahon, Fairfield Warde @ Darien | Darien High School-DHS Stadium Field | 4:00 p.m. |
| Wed., 9/28 | V Boys Cross Country | Greenwich, St. Joseph, Staples @ Danbury | Tarrywile Park | 4:00 p.m. |
| Wed., 9/28 | V Boys Cross Country | Housatonic Regional, Wamogo @ Northwestern | Northwestern Regional H.S.-Track | 4:00 p.m. |
| Wed., 9/28 | V Boys Cross Country | Coginchaug, Old Lyme, TBA, Portland @ Hale Ray | Nathan Hale Ray High School-HS XC Course | 4:00 p.m. |
| Wed., 9/28 | V Boys Cross Country | Fairfield Ludlowe, Norwalk, Ridgefield @ Trumbull | Trumbull High School-Cross Country Course | 4:00 p.m. |
| Wed., 9/28 | V Boys Cross Country | Coventry, Somers, Windsor Locks @ Bolton | Bolton High School-BHS Cross Country Course | 4:15 p.m. |
| Wed., 9/28 | V Boys Cross Country | Stamford, Westhill, Wilton @ New Canaan | Waveny Park | 4:30 p.m. |
| Wed., 9/28 | V Boys Cross Country | Masuk, New Fairfield, Notre Dame-Fairfield @ Newtown | Reed Intermediate School-Reed Intermediate School XC Trail | 5:00 p.m. |
| Wed., 9/28 | V Boys Cross Country | Kolbe Cathedral, Pomperaug @ Joel Barlow | Joel Barlow High School-Cross Country Course | 5:00 p.m. |
| Wed., 9/28 | V Boys Cross Country | Bethel, Weston @ Stratford | Wooster Middle School Field | 5:00 p.m. |
| Wed., 9/28 | V Boys Cross Country | Brookfield, Bunnell, Immaculate @ New Milford | New Milford High School-Joe Wiser Stadium - NMHS | 5:00 p.m. |
| Wed., 9/28 | V Boys Cross Country | Ellington, Stafford @ Suffield | Suffield High School-Bruce Park | 5:00 p.m. |
| Wed., 9/28 | V Boys Cross Country | Canton, Rockville @ Granby Memorial | Granby Memorial High School-XC Course | 5:00 p.m. |
| Thu., 9/29 | V Boys Cross Country | Prince Tech, Windham Tech @ Ellis Tech | Owen Bell Park-X-C Course | 3:45 p.m. |
| Thu., 9/29 | V Boys Cross Country | SCC Divisional Meet @ Guilford | Guilford High School-Guilford Fair grounds | 4:00 p.m. |
| Thu., 9/29 | V Boys Cross Country | East Windsor @ East Granby | East Granby Farms | 4:30 p.m. |
| Thu., 9/29 | V Boys Cross Country | Foran @ SCC Divisional Championship Boys Hammonasset & Quinnipiac | Guilford High School-Guilford Fair grounds | 4:30 p.m. |
| Thu., 9/29 | V Boys Cross Country | Jonathan Law @ SCC Divisional Championship Boys Hammonasset & Quinnipiac | Guilford High School-Guilford Fair grounds | 4:30 p.m. |
| Thu., 9/29 | V Boys Cross Country | Xavier @ SCC Divisional Championship Boys Hammonasset & Quinnipiac | Guilford High School-Guilford Fair grounds | 4:30 p.m. |
| Thu., 9/29 | V Boys Cross Country | Fairfield Prep @ SCC Divisional Championship Boys Hammonasset & Quinnipiac | Guilford High School-Guilford Fair grounds | 4:30 p.m. |
| Thu., 9/29 | V Boys Cross Country | Hillhouse @ SCC Divisional Championship Boys Hammonasset & Quinnipiac | Guilford High School-Guilford Fair grounds | 4:30 p.m. |
| Thu., 9/29 | V Boys Cross Country | Hamden @ SCC Divisional Championship Boys Hammonasset & Quinnipiac | Guilford High School-Guilford Fair grounds | 4:30 p.m. |
| Thu., 9/29 | V Boys Cross Country | West Haven @ SCC Divisional Championship Boys Hammonasset & Quinnipiac | Guilford High School-Guilford Fair grounds | 4:30 p.m. |
| Thu., 9/29 | V Boys Cross Country | Daniel Hand @ SCC Divisional Championship Boys Hammonasset & Quinnipiac | Guilford High School-Guilford Fair grounds | 4:30 p.m. |
| Thu., 9/29 | V Boys Cross Country | SCC Divisional Championship Boys Hammonasset & Quinnipiac @ Guilford | Guilford High School-Guilford Fair grounds | 4:30 p.m. |
| Thu., 9/29 | V Boys Cross Country | Notre Dame-West Haven @ SCC Divisional Championship Boys Hammonasset & Quinnipiac | Guilford High School-Guilford Fair grounds | 4:30 p.m. |
| Thu., 9/29 | V Boys Cross Country | East Haven @ SCC Divisional Championship Boys Housatonic & Oronoque | Guilford High School-Guilford Fair grounds | 5:30 p.m. |
| Thu., 9/29 | V Boys Cross Country | SCC Divisional Championship Boys Housatonic & Oronoque @ Guilford | Guilford High School-Guilford Fair grounds | 5:30 p.m. |
| Thu., 9/29 | V Boys Cross Country | Lyman Hall @ SCC Divisional Championship Boys Housatonic & Oronoque | Guilford High School-Guilford Fair grounds | 5:30 p.m. |
| Thu., 9/29 | V Boys Cross Country | Cheshire @ SCCDiv championship | Guilford Fairgrounds | 5:30 p.m. |
| Thu., 9/29 | V Boys Cross Country | North Haven @ SCC Divisional Championship Boys Housatonic & Oronoque | Guilford High School-Guilford Fair grounds | 5:30 p.m. |
| Thu., 9/29 | V Boys Cross Country | Amity @ SCC Divisional Championship Boys Housatonic & Oronoque | Guilford High School-Guilford Fair grounds | 5:30 p.m. |
| Thu., 9/29 | V Boys Cross Country | Career Magnet @ SCC Divisional Championship Boys Housatonic & Oronoque | Guilford High School-Guilford Fair grounds | 5:30 p.m. |
| Thu., 9/29 | V Boys Cross Country | Wilbur Cross @ SCC Divisional Championship Boys Housatonic & Oronoque | Guilford High School-Guilford Fair grounds | 5:30 p.m. |
| Thu., 9/29 | V Boys Cross Country | Shelton @ SCC Divisional Championship Boys Housatonic & Oronoque | Guilford High School-Guilford Fair grounds | 5:30 p.m. |
| Thu., 9/29 | V Boys Cross Country | Branford @ SCC Divisional Championship Boys Housatonic & Oronoque | Guilford High School-Guilford Fair grounds | 5:30 p.m. |
| Thu., 9/29 | V Boys Cross Country | Sheehan @ SCC Divisional Championship Boys Housatonic & Oronoque | Guilford High School-Guilford Fair grounds | 5:30 p.m. |
| Thu., 9/29 | V Boys Cross Country | Cheshire @ SCC Divisional Championship Boys Housatonic & Oronoque | Guilford High School-Guilford Fair grounds | 5:30 p.m. |
| Thu., 9/29 | V Boys Cross Country | Notre Dame-West Haven @ SCC Divisionals | Not Listed | TBA |
| Fri., 9/30 | V Boys Cross Country | Portland @ Woods Trail Run Thetford, VT (10/1 - 10/2) | Ft. Clarke Middle | 10:00 a.m. |
| Fri., 9/30 | V Boys Cross Country | Hale Ray @ Nonnewaug | Nonnewaug High School | 3:00 p.m. |
| Fri., 9/30 | V Boys Cross Country | East Hampton @ Nonnewaug Invitational | Nonnewaug High School | 3:30 p.m. |
| Fri., 9/30 | V Boys Cross Country | Wheeler @ Fishers Island (NY) | Fishers Island High School | 3:30 p.m. |
| Fri., 9/30 | V Boys Cross Country | Cheshire @ Nonnewaug | Nonnewaug High School | 3:30 p.m. |
| Fri., 9/30 | V Boys Cross Country | Lewis Mills @ Nonnewaug Invitational | Not Listed | 3:45 p.m. |
| Fri., 9/30 | V Boys Cross Country | Bristol Eastern @ Harry Geraghty XC Invitational | Nevers Road Park-Nevers Road Park XC Trail | 4:00 p.m. |
| Fri., 9/30 | V Boys Cross Country | Windham @ Harry Geraghty XC Invitational | Nevers Road Park-Nevers Road Park XC Trail | 4:00 p.m. |
| Fri., 9/30 | V Boys Cross Country | Northwest Catholic @ Harry Geraghty XC Invitational | Nevers Road Park-Nevers Road Park XC Trail | 4:00 p.m. |
| Fri., 9/30 | V Boys Cross Country | Hall @ Harry Geraghty XC Invitational | Nevers Road Park-Nevers Road Park XC Trail | 4:00 p.m. |
| Fri., 9/30 | V Boys Cross Country | Lyman Memorial @ Harry Geraghty XC Invitational | Nevers Road Park-Nevers Road Park XC Trail | 4:00 p.m. |
| Fri., 9/30 | V Boys Cross Country | Cromwell @ Harry Geraghty XC Invitational | Nevers Road Park-Nevers Road Park XC Trail | 4:00 p.m. |
| Fri., 9/30 | V Boys Cross Country | Bristol Central @ Harry Geraghty XC Invitational | Nevers Road Park-Nevers Road Park XC Trail | 4:00 p.m. |
| Fri., 9/30 | V Boys Cross Country | East Catholic @ Harry Geraghty XC Invitational | Nevers Road Park-Nevers Road Park XC Trail | 4:00 p.m. |
| Fri., 9/30 | V Boys Cross Country | University @ Harry Geraghty XC Invitational | Nevers Road Park-Nevers Road Park XC Trail | 4:00 p.m. |
| Fri., 9/30 | V Boys Cross Country | Windsor @ Harry Geraghty XC Invitational | Nevers Road Park-Nevers Road Park XC Trail | 4:00 p.m. |
| Fri., 9/30 | V Boys Cross Country | Enfield @ Harry Geraghty XC Invitational | Nevers Road Park-Nevers Road Park XC Trail | 4:00 p.m. |
| Fri., 9/30 | V Boys Cross Country | Hartford Public @ Harry Geraghty Invitational | South Windsor High School-Nevers Park | 4:00 p.m. |
| Fri., 9/30 | V Boys Cross Country | Lyman Memorial @ 10th Harry Geraghty XC Invite | Nevers Road Park-Nevers Road Park XC Trail | 4:00 p.m. |
| Fri., 9/30 | V Boys Cross Country | Nonnewaug XC Invitational @ Nonnewaug | Nonnewaug High School-XC Course | 4:00 p.m. |
| Fri., 9/30 | V Boys Cross Country | Norwich Tech @ Harry Geraghty XC Invitational | Nevers Road Park-Nevers Road Park XC Trail | 4:00 p.m. |
| Fri., 9/30 | V Boys Cross Country | Harry Geraghty XC Invitational @ South Windsor | Nevers Road Park-Nevers Road Park XC Trail | 4:00 p.m. |
| Sat., 10/1 | V Boys Cross Country | Wethersfield @ Woods Trail Run @ Thetford Academy, Vermont | Thetford Academy | 10:00 a.m. |
| Sat., 10/1 | V Boys Cross Country | New Canaan @ Brewster (NY) | Brewster High School | 9:00 a.m. |
| Sat., 10/1 | V Boys Cross Country | Pomperaug @ Brewster Invitational | Not Listed | TBA |
| Mon., 10/3 | V Boys Cross Country | North Haven @ Foran | EISENHOWER PARK | 2:00 p.m. |
| Mon., 10/3 | V Boys Cross Country | Notre Dame-West Haven @ Lauralton Hall Invitational | Not Listed | 3:30 p.m. |
| Mon., 10/3 | V Boys Cross Country | South Windsor, Tolland @ Enfield | Powder Hollow-Cross Country Course | 3:45 p.m. |
| Mon., 10/3 | V Boys Cross Country | New Britain, Newington @ Windsor | Windsor High School-Northwest Park | 3:45 p.m. |
| Mon., 10/3 | V Boys Cross Country | Lewis Mills, Maloney @ Bristol Central | Rockwell Park-Cross Country Course | 3:45 p.m. |
| Mon., 10/3 | V Boys Cross Country | Bristol Eastern, Middletown @ Platt | Hubbard Park-Hubbard Park Band Shell | 3:45 p.m. |
| Mon., 10/3 | V Boys Cross Country | Northwest Catholic, Hall @ Avon | Fisher Meadow Soccer Fields-Avon High School-Fisher Meadows at Avon Old Farms | 3:45 p.m. |
| Mon., 10/3 | V Boys Cross Country | Conard, Farmington @ Southington | Southington High School-Sloper | 3:45 p.m. |
| Mon., 10/3 | V Boys Cross Country | Brien McMahon, Danbury, Stamford @ Ridgefield | Ridgefield High School-Upper Grass Field | 4:00 p.m. |
| Mon., 10/3 | V Boys Cross Country | Fairfield Warde, St. Joseph, Trumbull @ Wilton | Allen's Meadow-XC Course | 4:00 p.m. |
| Mon., 10/3 | V Boys Cross Country | Norwalk, Westhill @ Staples | Staples High School-Staples Stadium | 4:00 p.m. |
| Mon., 10/3 | V Boys Cross Country | Wilbur Cross @ North Haven, Branford, Fairfield Prep, Jonathan Law, Foran, Notre Dame-West Haven | Eisenhower Park | 4:00 p.m. |
| Mon., 10/3 | V Boys Cross Country | Notre Dame-West Haven @ North Haven, Branford, Fairfield Prep, Jonathan Law, Foran, Wilbur Cross | Eisenhower Park | 4:00 p.m. |
| Mon., 10/3 | V Boys Cross Country | Jonathan Law @ North Haven, Branford, Fairfield Prep, Foran, Notre Dame-West Haven, Wilbur Cross | Eisenhower Park | 4:00 p.m. |
| Mon., 10/3 | V Boys Cross Country | Fairfield Prep @ North Haven, Branford, Jonathan Law, Foran, Notre Dame-West Haven, Wilbur Cross | Eisenhower Park | 4:00 p.m. |
| Mon., 10/3 | V Boys Cross Country | Branford @ North Haven, Fairfield Prep, Jonathan Law, Foran, Notre Dame-West Haven, Wilbur Cross | Eisenhower Park | 4:00 p.m. |
| Mon., 10/3 | V Boys Cross Country | Foran @ North Haven, Branford, Fairfield Prep, Jonathan Law, Notre Dame-West Haven, Wilbur Cross | Eisenhower Park | 4:00 p.m. |
| Mon., 10/3 | V Boys Cross Country | Branford, Fairfield Prep, Jonathan Law, Foran, Notre Dame-West Haven, Wilbur Cross @ North Haven | Eisenhower Park | 4:00 p.m. |
| Mon., 10/3 | V Boys Cross Country | Darien, Fairfield Ludlowe, New Canaan @ Greenwich | Greenwich Point | 4:00 p.m. |
| Mon., 10/3 | V Boys Cross Country | Masuk, New Milford @ Joel Barlow | Joel Barlow High School-Cross Country Course | 5:00 p.m. |
| Mon., 10/3 | V Boys Cross Country | Immaculate, Stratford @ Newtown | Reed Intermediate School-Reed Intermediate School XC Trail | 5:00 p.m. |
| Mon., 10/3 | V Boys Cross Country | Bethel, Brookfield, Notre Dame-Fairfield @ Kolbe Cathedral | Seaside Park-Seaside Park | 5:00 p.m. |
| Mon., 10/3 | V Boys Cross Country | Bunnell, New Fairfield, Weston @ Pomperaug | Pomperaug High School-Cross Country Course | 5:00 p.m. |
| Tue., 10/4 | V Boys Cross Country | Kennedy, WCA @ Naugatuck | Hop Brook Park | 3:30 p.m. |
| Tue., 10/4 | V Boys Cross Country | Valley Regional @ Haddam-Killingworth, Old Lyme, Morgan, North Branford, Old Saybrook | Haddam Killingworth High School (HK)-HKHS Cross Country Course | 3:30 p.m. |
| Tue., 10/4 | V Boys Cross Country | Morgan @ Haddam-Killingworth, Old Lyme, North Branford, Old Saybrook, Valley Regional | Haddam Killingworth High School (HK)-HKHS Cross Country Course | 3:30 p.m. |
| Tue., 10/4 | V Boys Cross Country | Old Lyme, Morgan, North Branford, Old Saybrook, Valley Regional @ Haddam-Killingworth | Haddam Killingworth High School (HK)-HKHS Cross Country Course | 3:30 p.m. |
| Tue., 10/4 | V Boys Cross Country | Old Lyme @ Haddam-Killingworth, Morgan, North Branford, Old Saybrook, Valley Regional | Haddam Killingworth High School (HK)-HKHS Cross Country Course | 3:30 p.m. |
| Tue., 10/4 | V Boys Cross Country | Old Saybrook @ Haddam-Killingworth, Old Lyme, Morgan, North Branford, Valley Regional | Haddam Killingworth High School (HK)-HKHS Cross Country Course | 3:30 p.m. |
| Tue., 10/4 | V Boys Cross Country | North Branford @ Haddam-Killingworth, Old Lyme, Morgan, Old Saybrook, Valley Regional | Haddam Killingworth High School (HK)-HKHS Cross Country Course | 3:30 p.m. |
| Tue., 10/4 | V Boys Cross Country | Litchfield, Terryville @ Housatonic Regional | Housatonic Valley Regional High-Cross Country Course | 3:45 p.m. |
| Tue., 10/4 | V Boys Cross Country | Oxford, Torrington @ Holy Cross | Holy Cross | 3:45 p.m. |
| Tue., 10/4 | V Boys Cross Country | HMTCA @ CRAL, International, Comp Sci, Parish Hill, Weaver | Elizabeth Park-Cross Country Course | 3:45 p.m. |
| Tue., 10/4 | V Boys Cross Country | Weaver @ CRAL, International, Comp Sci, Parish Hill, HMTCA | Elizabeth Park-Cross Country Course | 3:45 p.m. |
| Tue., 10/4 | V Boys Cross Country | Innovation @ CRAL, Aerospace, Bulkeley, Capital Prep, Classical Magnet, University | Northwest Park-Cross Country Course | 3:45 p.m. |
| Tue., 10/4 | V Boys Cross Country | University @ CRAL, Aerospace, Bulkeley, Capital Prep, Classical Magnet, Innovation | Northwest Park-Cross Country Course | 3:45 p.m. |
| Tue., 10/4 | V Boys Cross Country | Classical Magnet @ CRAL, Aerospace, Bulkeley, Capital Prep, Innovation, University | Northwest Park-Cross Country Course | 3:45 p.m. |
| Tue., 10/4 | V Boys Cross Country | International @ CRAL, Comp Sci, Parish Hill, HMTCA, Weaver | Elizabeth Park-Cross Country Course | 3:45 p.m. |
| Tue., 10/4 | V Boys Cross Country | Parish Hill @ CRAL, International, Comp Sci, HMTCA, Weaver | Elizabeth Park-Cross Country Course | 3:45 p.m. |
| Tue., 10/4 | V Boys Cross Country | Capital Prep @ CRAL, Aerospace, Bulkeley, Classical Magnet, Innovation, University | Northwest Park-Cross Country Course | 3:45 p.m. |
| Tue., 10/4 | V Boys Cross Country | Comp Sci @ CRAL, International, Parish Hill, HMTCA, Weaver | Elizabeth Park-Cross Country Course | 3:45 p.m. |
| Tue., 10/4 | V Boys Cross Country | Aerospace @ CRAL, Bulkeley, Capital Prep, Classical Magnet, Innovation, University | Northwest Park-Cross Country Course | 3:45 p.m. |
| Tue., 10/4 | V Boys Cross Country | Bulkeley @ CRAL, Aerospace, Capital Prep, Classical Magnet, Innovation, University | Northwest Park-Cross Country Course | 3:45 p.m. |
| Tue., 10/4 | V Boys Cross Country | Grasso Tech @ Ellis Tech | Owen Bell Park-X-C Course | 3:45 p.m. |
| Tue., 10/4 | V Boys Cross Country | Bloomfield, Wethersfield @ Rocky Hill | Elm Ridge Park / Vincino Field-Elm Ridge Park | 3:45 p.m. |
| Tue., 10/4 | V Boys Cross Country | Wolcott Tech @ Abbott Tech | Wooster Cemetary | 3:45 p.m. |
| Tue., 10/4 | V Boys Cross Country | Hartford Public @ East Hartford | East Hartford High School | 3:45 p.m. |
| Tue., 10/4 | V Boys Cross Country | Wright Tech @ Platt Tech | Eisenhower Park-Eisenhower | 3:45 p.m. |
| Tue., 10/4 | V Boys Cross Country | Nonnewaug, Northwestern @ Shepaug Valley | Shepaug Valley High School-Shepaug Valley Middle & High School Cross Country Course | 4:00 p.m. |
| Tue., 10/4 | V Boys Cross Country | Ledyard @ Griswold | Griswold High School-Hopeville State Park | 4:00 p.m. |
| Tue., 10/4 | V Boys Cross Country | Norwich Free Academy, Waterford @ East Lyme | East Lyme High School-Rocky Neck State Park | 4:00 p.m. |
| Tue., 10/4 | V Boys Cross Country | Sheehan @ Lyman Hall | Wharton Brook State Park | 4:00 p.m. |
| Tue., 10/4 | V Boys Cross Country | Putnam, Tourtellotte @ Plainfield | Plainfield High School Athletic Upper Complex-Cross Country Course | 4:00 p.m. |
| Tue., 10/4 | V Boys Cross Country | Gilbert, Wamogo @ Thomaston | Black Rock State Park | 4:00 p.m. |
| Tue., 10/4 | V Boys Cross Country | New London @ Plainfield | Plainfield High School Athletic Upper Complex-Cross Country Course | 4:00 p.m. |
| Tue., 10/4 | V Boys Cross Country | East Granby, Somers @ Granby Memorial | Granby Memorial High School-XC Course | 4:15 p.m. |
| Tue., 10/4 | V Boys Cross Country | St. Bernard, Wheeler @ Lyman Memorial | Lyman Memorial High School-Track | 4:30 p.m. |
| Tue., 10/4 | V Boys Cross Country | Montville @ Stonington | STONINGTON CT - High School-SHS Palmer Field (Turf) | 4:30 p.m. |
| Tue., 10/4 | V Boys Cross Country | Killingly @ Bacon Academy | Zagray Farm | 4:30 p.m. |
| Tue., 10/4 | V Boys Cross Country | Derby, St. Paul Catholic, Wolcott @ Wilby | Bucks Hill Park #1-Bucks Hill Park | 4:45 p.m. |
| Wed., 10/5 | V Boys Cross Country | Bullard Havens Tech, Wilcox Tech, Wright Tech @ Kaynor Tech | Black Rock State Park | 3:45 p.m. |
| Wed., 10/5 | V Boys Cross Country | Windsor Locks @ Ellington | Ellington High School-Track | 4:00 p.m. |
| Wed., 10/5 | V Boys Cross Country | Coventry, Rockville @ Suffield | Suffield High School-Bruce Park | 4:00 p.m. |
| Thu., 10/6 | V Boys Cross Country | Norwich Tech @ Prince Tech | A I Prince Reg Voc Tech School-Elizabeth Park | 3:30 p.m. |
| Thu., 10/6 | V Boys Cross Country | Crosby, Seymour, Watertown @ Woodland | Woodland High School-Track | 4:00 p.m. |
| Thu., 10/6 | V Boys Cross Country | Bolton, Canton, East Windsor @ Stafford | Stafford High School-Track located behind the school | 4:15 p.m. |
| Fri., 10/7 | V Boys Cross Country | Wilcox Tech @ Wolcott Tech | John Minetto State Park | 3:45 p.m. |
| Sat., 10/8 | V Boys Cross Country | Windsor @ 38th Wickham Park Invitational | Not Listed | 10:00 a.m. |
| Sat., 10/8 | V Boys Cross Country | Hale Ray @ Wickham Invitational | Wickham Park | 10:00 a.m. |
| Sat., 10/8 | V Boys Cross Country | Griswold @ Wickham Invitational | Wickham Park | 10:00 a.m. |
| Sat., 10/8 | V Boys Cross Country | Suffield @ Wickham Invite | Not Listed | 10:00 a.m. |
| Sat., 10/8 | V Boys Cross Country | Bethel @ Wickham Park Invitational | Wickham Park | 11:00 a.m. |
| Sat., 10/8 | V Boys Cross Country | Norwich Free Academy @ Cross Country Invitational | Not Listed | 11:00 a.m. |
| Sat., 10/8 | V Boys Cross Country | Plainville @ Wickham Park Invitational | Not Listed-Wickham Park | 11:00 a.m. |
| Sat., 10/8 | V Boys Cross Country | Conard @ Wickham Park Invite | Wickham Park-Manchester, Ct | 11:00 a.m. |
| Sat., 10/8 | V Boys Cross Country | Portland @ Wickham Invitational (Wickham Park) | TBA | 11:00 a.m. |
| Sat., 10/8 | V Boys Cross Country | Guilford @ Ponaganset Invitational at North Scituate, RI | Not Listed-TBA | 11:00 a.m. |
| Sat., 10/8 | V Boys Cross Country | Tolland @ Wickham Invitational | Not Listed-Wickham Park | 11:00 p.m. |
| Sat., 10/8 | V Boys Cross Country | Simsbury @ Wickham Invitational | Wickham Park | 12:45 p.m. |
| Sat., 10/8 | V Boys Cross Country | Wethersfield @ Wickham Invitational | Wickham Park | 1:00 p.m. |
| Sat., 10/8 | V Boys Cross Country | Hamden @ Wickham XC Invitational | Wickham Park | 2:45 p.m. |
| Sat., 10/8 | V Boys Cross Country | Bunnell @ Wickham Invitational | Not Listed-Wickham Park | 2:45 p.m. |
| Sat., 10/8 | V Boys Cross Country | Old Lyme @ Wickham Park Invitational | Wickham Park | 3:15 p.m. |
| Sat., 10/8 | V Boys Cross Country | East Hampton @ Wickham Invitational | Wickham Park | 3:30 p.m. |
| Sat., 10/8 | V Boys Cross Country | Shepaug Valley @ Wickham Invitational | Wickham Park | 3:45 p.m. |
| Sat., 10/8 | V Boys Cross Country | Comp Sci @ Wickham Invitational | Wickham Park | 3:45 p.m. |
| Sat., 10/8 | V Boys Cross Country | Aerospace @ Wickham Invitational | Wickham Park | 3:45 p.m. |
| Sat., 10/8 | V Boys Cross Country | Innovation @ Wickham Invitational | Wickham Park | 3:45 p.m. |
| Sat., 10/8 | V Boys Cross Country | International @ Wickham Invitational | Wickham Park | 3:45 p.m. |
| Sat., 10/8 | V Boys Cross Country | Lyman Memorial @ 38th Wickham Park XC Invitational | Wickham Park | 3:45 p.m. |
| Sat., 10/8 | V Boys Cross Country | Jonathan Law @ Wickham Park Invitational | Wickham Park | 4:00 p.m. |
| Sat., 10/8 | V Boys Cross Country | Lyman Hall @ Wickham Invitational | Not Listed-Wickham Park | 4:45 p.m. |
| Sat., 10/8 | V Boys Cross Country | Seymour @ Wickham Invitational (Scrim.) | Not Listed-Wickham Park | 8:00 a.m. |
| Sat., 10/8 | V Boys Cross Country | Norwich Free Academy @ Wickham Park Invite | Not Listed | 8:30 a.m. |
| Sat., 10/8 | V Boys Cross Country | Cheshire @ Wickham Invite | Wickham Park-Manchester, Ct | 9:00 a.m. |
| Sat., 10/8 | V Boys Cross Country | Shelton @ Wickham Park Invitational @ Wickham Park | Wickham Park | 9:00 a.m. |
| Sat., 10/8 | V Boys Cross Country | Granby Memorial @ Wickham Invitational | Wickham Park | 9:00 a.m. |
| Sat., 10/8 | V Boys Cross Country | Lewis Mills @ Wickham Invitational | Wickham Park | 9:00 a.m. |
| Sat., 10/8 | V Boys Cross Country | Bolton @ Wickham Invitational | Wickham Park | 9:00 a.m. |
| Sat., 10/8 | V Boys Cross Country | Wickham Invitational @ Xavier | Wickham Park-Manchester, Ct | 9:00 a.m. |
| Sat., 10/8 | V Boys Cross Country | Stafford @ Wickham Invite | Wickham Park | 9:00 a.m. |
| Sat., 10/8 | V Boys Cross Country | Litchfield @ Wickham Invitational | Wickham Park | 9:00 a.m. |
| Sat., 10/8 | V Boys Cross Country | New Canaan @ Avon | Wickham Park | 9:00 a.m. |
| Sat., 10/8 | V Boys Cross Country | East Catholic @ Wickham Invitational | Wickham Park | 9:30 a.m. |
| Sat., 10/8 | V Boys Cross Country | Fitch @ Wickham Park XC Invitational | Wickham Park-Manchester, Ct | 9:30 a.m. |
| Sat., 10/8 | V Boys Cross Country | Southington @ WICKHAM PARK INVITE AT WICKHAM PARK MANCHESTER CT | [CIAC] Site TBA | 9:45 a.m. |
| Sat., 10/8 | V Boys Cross Country | Foran @ Wickham Invitational | Wickham Park-Manchester, Ct | TBA |
| Sat., 10/8 | V Boys Cross Country | Ledyard @ Wickham Invite | Not Listed-Wickham Park | TBA |
| Sat., 10/8 | V Boys Cross Country | Daniel Hand @ Wickham Invite | Wickham Park | TBA |
| Sat., 10/8 | V Boys Cross Country | North Haven @ Wickham Invitational (Manchester) | Wickham Park | TBA |
| Sat., 10/8 | V Boys Cross Country | Hall @ Ponaganset Covered Bridge Classic | TBA | TBA |
| Sat., 10/8 | V Boys Cross Country | Fairfield Ludlowe @ Wickham Invitational | Wickham Park | TBA |
| Sat., 10/8 | V Boys Cross Country | Woodstock Academy @ Wickham Invitational | Not Listed | TBA |
| Sat., 10/8 | V Boys Cross Country | Wamogo @ Wickham Invitational | Wamogo Regional High School-White Memorial Park | TBA |
| Sat., 10/8 | V Boys Cross Country | Berlin @ Boys Cross Country at Wickham Invitational | Wickham Park-Manchester, Ct | TBA |
| Sat., 10/8 | V Boys Cross Country | Notre Dame-West Haven @ Wickham Invitational | Not Listed | TBA |
| Sat., 10/8 | V Boys Cross Country | Glastonbury @ Wickham Park Invitational | Not Listed-Wickham Park | TBA |
| Sat., 10/8 | V Boys Cross Country | Glastonbury @ Ponaganset Covered Bridge Classic Invitational, Ponaganset HS N. Scituate RI | Not Listed-unknown | TBA |
| Tue., 10/11 | V Boys Cross Country | Prince Tech, Cheney Tech @ Vinal Tech | Vinal Tech Field-Elizabeth Park | 3:30 p.m. |
| Tue., 10/11 | V Boys Cross Country | Wilcox Tech, Maloney @ Platt | Hubbard Park-Hubbard Park Band Shell | 3:30 p.m. |
| Tue., 10/11 | V Boys Cross Country | Avon @ Farmington | Winding Trails-Cross Country Course | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | Grasso Tech @ Windham Tech | Windham Technical High School-Mansfield Hollow | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | Wilby @ Kennedy | Bucks Hill Park #2-Buck Hill Park #2 | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | Crosby, Naugatuck, Wolcott @ Torrington | Hop Brook Park | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | RHAM @ Enfield | Powder Hollow-Cross Country Course | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | Hillhouse, North Haven, Sheehan @ Notre Dame-West Haven | Carrigan Middle School-Cardigan ms | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | Abbott Tech @ Wright Tech | Scalzi Park | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | Glastonbury @ Simsbury | Stratton Brook State Park | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | Gilbert, Housatonic Regional @ Nonnewaug | Nonnewaug High School-XC Course | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | East Hartford @ Manchester | Wickham Park | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | Bulkeley @ CRAL, Aerospace, Comp Sci, HMTCA, University | Colt Park | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | Aerospace @ CRAL, Bulkeley, Comp Sci, HMTCA, University | Colt Park | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | East Catholic @ South Windsor | Nevers Road Park-Nevers Road Park XC Trail | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | E.O. Smith @ Tolland | Tolland High School-Grass Field | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | University @ CRAL, Aerospace, Bulkeley, Comp Sci, HMTCA | Colt Park | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | Plainville @ Berlin | Pistol Creek | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | Parish Hill @ CRAL, Capital Prep, Classical Magnet, International, Innovation, Weaver | Stanley Quarter Park-Cross Country | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | New Britain @ Rocky Hill | Elm Ridge Park / Vincino Field-Elm Ridge Park | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | Innovation @ CRAL, Capital Prep, Classical Magnet, International, Parish Hill, Weaver | Stanley Quarter Park-Cross Country | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | Capital Prep @ CRAL, Classical Magnet, International, Innovation, Parish Hill, Weaver | Stanley Quarter Park-Cross Country | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | HMTCA @ CRAL, Aerospace, Bulkeley, Comp Sci, University | Colt Park | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | Hamden, Foran, Wilbur Cross @ Amity | Fitzgerald Field | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | International @ CRAL, Capital Prep, Classical Magnet, Innovation, Parish Hill, Weaver | Stanley Quarter Park-Cross Country | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | Weaver @ CRAL, Capital Prep, Classical Magnet, International, Innovation, Parish Hill | Stanley Quarter Park-Cross Country | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | Classical Magnet @ CRAL, Capital Prep, International, Innovation, Parish Hill, Weaver | Stanley Quarter Park-Cross Country | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | Putnam, Wheeler @ Tourtellotte | Tourtellotte Memorial High School-West Thompson Dam | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | Comp Sci @ CRAL, Aerospace, Bulkeley, HMTCA, University | Colt Park | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | Newington @ Wethersfield | Wethersfield Cove Park | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | Northwest Catholic @ Southington | Southington High School-Sloper | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | Hartford Public @ City Meet | Colt Park-Cross Country Course | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | Bullard Havens Tech, Kaynor Tech @ Platt Tech | Eisenhower Park-Eisenhower | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | Ellis Tech @ Norwich Tech | Norwich Technical High School-Mohegan Park | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | Windsor @ Bloomfield | Bloomfield High School-Cross Country Course | 3:45 p.m. |
| Tue., 10/11 | V Boys Cross Country | Ridgefield, Wilton @ Greenwich | Greenwich Point | 4:00 p.m. |
| Tue., 10/11 | V Boys Cross Country | Northwestern, Thomaston @ Litchfield | Plumb Hill Field Complex-Plumb Hill Track | 4:00 p.m. |
| Tue., 10/11 | V Boys Cross Country | Career Magnet, Fairfield Prep, Guilford @ Lyman Hall | Wharton Brook State Park | 4:00 p.m. |
| Tue., 10/11 | V Boys Cross Country | Conard @ Hall | Hall High School-Stadium (Track) | 4:00 p.m. |
| Tue., 10/11 | V Boys Cross Country | Shepaug Valley, Terryville @ Wamogo | Wamogo Regional High School-White Memorial Park | 4:00 p.m. |
| Tue., 10/11 | V Boys Cross Country | East Haven, Shelton, West Haven @ Daniel Hand | Madison Surf Club-Surf Club | 4:00 p.m. |
| Tue., 10/11 | V Boys Cross Country | Griswold @ Bacon Academy | Zagray Farm | 4:00 p.m. |
| Tue., 10/11 | V Boys Cross Country | Killingly, Waterford @ Ledyard | Ledyard High School-Ledyard High School Track | 4:00 p.m. |
| Tue., 10/11 | V Boys Cross Country | Darien, Stamford, Trumbull @ Staples | Staples High School-Staples Stadium | 4:00 p.m. |
| Tue., 10/11 | V Boys Cross Country | Branford, Jonathan Law, Xavier @ Cheshire | Cheshire Park-Field 1 | 4:00 p.m. |
| Tue., 10/11 | V Boys Cross Country | Montville, New London, Plainfield @ Lyman Memorial | Lyman Memorial High School-Track | 4:30 p.m. |
| Tue., 10/11 | V Boys Cross Country | Brien McMahon, Norwalk, St. Joseph @ New Canaan | Waveny Park | 4:30 p.m. |
| Tue., 10/11 | V Boys Cross Country | Stonington, Windham @ St. Bernard | St. Bernard School-Track | 4:30 p.m. |
| Tue., 10/11 | V Boys Cross Country | Norwich Free Academy @ Woodstock Academy | Pomfret Recreation Complex | 4:30 p.m. |
| Tue., 10/11 | V Boys Cross Country | Derby, WCA, Woodland @ Oxford | Oxford High School-OHS XC TRAIL | 4:30 p.m. |
| Tue., 10/11 | V Boys Cross Country | East Lyme @ Fitch | Haley Farm State Park | 4:30 p.m. |
| Tue., 10/11 | V Boys Cross Country | Holy Cross, St. Paul Catholic @ Watertown | Veterans Memorial Park-Veterans Park XC Course | 4:30 p.m. |
| Tue., 10/11 | V Boys Cross Country | Immaculate, Kolbe Cathedral, Masuk @ Weston | Weston High School-WHS Stadium Field | 5:00 p.m. |
| Tue., 10/11 | V Boys Cross Country | Brookfield @ New Fairfield | New Fairfield High School-Track & Field, Cross Country | 5:00 p.m. |
| Tue., 10/11 | V Boys Cross Country | Joel Barlow, Notre Dame-Fairfield, Stratford @ Bunnell | Bunnell HS-Bunnell XC Course | 5:00 p.m. |
| Tue., 10/11 | V Boys Cross Country | New Milford, Newtown, Pomperaug @ Bethel | Bethel High School-BHS track | 5:00 p.m. |
| Wed., 10/12 | V Boys Cross Country | East Hampton @ Hammonnassett Training Day | Hammonasset Park | 3:30 p.m. |
| Wed., 10/12 | V Boys Cross Country | Lewis Mills @ Middletown | Veterans Memorial Park, Middletown, CT | 3:45 p.m. |
| Wed., 10/12 | V Boys Cross Country | East Granby, Stafford, Windsor Locks @ Rockville | Rockville High School-Rockville Track | 3:45 p.m. |
| Wed., 10/12 | V Boys Cross Country | Bolton, Granby Memorial @ Ellington | Ellington High School-Track | 4:00 p.m. |
| Wed., 10/12 | V Boys Cross Country | Danbury, Fairfield Warde, Westhill @ Fairfield Ludlowe | Fairfield Ludlowe High School-Taft Field | 4:00 p.m. |
| Wed., 10/12 | V Boys Cross Country | East Windsor @ Coventry | Coventry High School-Laidlaw Park | 4:00 p.m. |
| Wed., 10/12 | V Boys Cross Country | Canton, Suffield @ Somers | Somers High School-P&R Fields | 4:15 p.m. |
| Fri., 10/14 | V Boys Cross Country | HOKA Postal Invitational @ Valley Regional | Valley Regional High School-Richard B. Blythe Field | 3:00 p.m. |
| Fri., 10/14 | V Boys Cross Country | Fishers Island (NY) @ Wheeler | Wheeler High School-Gym | 3:30 p.m. |
| Fri., 10/14 | V Boys Cross Country | Windham Tech @ Cheney Tech | Cheney Tech.-Wickham Park | 3:45 p.m. |
| Fri., 10/14 | V Boys Cross Country | E.O. Smith, East Catholic @ RHAM | Mansfield Hollow State Park-Boys Course | 3:45 p.m. |
| Fri., 10/14 | V Boys Cross Country | Platt Tech, Stratford, West Haven @ Jonathan Law | Eisenhower Park | 3:45 p.m. |
| Fri., 10/14 | V Boys Cross Country | Cheshire @ Lyman Hall | Wharton Brook State Park | 4:00 p.m. |
| Fri., 10/14 | V Boys Cross Country | Windham, Woodstock Academy @ Fitch | Haley Farm State Park | 4:30 p.m. |
| Sat., 10/15 | V Boys Cross Country | Woodland @ Wolcott | Wolcott High School-Monroe Field and Lower Field | 10:00 a.m. |
| Sat., 10/15 | V Boys Cross Country | Bristol Central, Bristol Eastern @ St. Paul Catholic | St. Paul Catholic HS -SP Track | 8:15 a.m. |
| Mon., 10/17 | V Boys Cross Country | Grasso Tech @ CTC Boys XC Championships | Wickham Park | TBA |
| Tue., 10/18 | V Boys Cross Country | Windsor @ CCC Cross Country Championships | Windsor High School | 10:00 a.m. |
| Tue., 10/18 | V Boys Cross Country | Bulkeley @ CRAL Championship Meet | Stanley Quarter Park-Cross Country | 1:30 p.m. |
| Tue., 10/18 | V Boys Cross Country | Aerospace @ CRAL Championship Meet | Stanley Quarter Park-Cross Country | 1:30 p.m. |
| Tue., 10/18 | V Boys Cross Country | University @ CRAL Championship Meet | Stanley Quarter Park-Cross Country | 1:30 p.m. |
| Tue., 10/18 | V Boys Cross Country | Parish Hill @ CRAL Championship Meet | Stanley Quarter Park-Cross Country | 1:30 p.m. |
| Tue., 10/18 | V Boys Cross Country | Innovation @ CRAL Championship Meet | Stanley Quarter Park-Cross Country | 1:30 p.m. |
| Tue., 10/18 | V Boys Cross Country | Capital Prep @ CRAL Championship Meet | Stanley Quarter Park-Cross Country | 1:30 p.m. |
| Tue., 10/18 | V Boys Cross Country | International @ CRAL Championship Meet | Stanley Quarter Park-Cross Country | 1:30 p.m. |
| Tue., 10/18 | V Boys Cross Country | HMTCA @ CRAL Championship Meet | Stanley Quarter Park-Cross Country | 1:30 p.m. |
| Tue., 10/18 | V Boys Cross Country | Weaver @ CRAL Championship Meet | Stanley Quarter Park-Cross Country | 1:30 p.m. |
| Tue., 10/18 | V Boys Cross Country | Classical Magnet @ CRAL Championship Meet | Stanley Quarter Park-Cross Country | 1:30 p.m. |
| Tue., 10/18 | V Boys Cross Country | Comp Sci @ CRAL Championship Meet | Stanley Quarter Park-Cross Country | 1:30 p.m. |
| Tue., 10/18 | V Boys Cross Country | Hartford Public @ CCC XC Championship | Wickham Park | 3:00 p.m. |
| Tue., 10/18 | V Boys Cross Country | Middletown @ CCC XC Championships | Wickham Park-Manchester, Ct | 3:00 p.m. |
| Tue., 10/18 | V Boys Cross Country | Southington @ CCC CHAMPIONSHIPS AT WICKHAM PARK | [CIAC] Site TBA | TBA |
| Tue., 10/18 | V Boys Cross Country | Berlin @ Boys Cross Country at CC Championship | Not Listed | TBA |
| Wed., 10/19 | V Boys Cross Country | Seymour @ NVL XC Championships | Veterans Memorial Park-Veterans Park XC Course | 2:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | Wolcott @ NVL XC Championships | Veterans Memorial Park-Veterans Park XC Course | 2:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | Torrington @ NVL XC Championships | Veterans Memorial Park-Veterans Park XC Course | 2:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | Holy Cross @ NVL XC Championships | Veterans Memorial Park-Veterans Park XC Course | 2:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | NVL XC Championships @ Watertown | Veterans Memorial Park-Veterans Park XC Course | 2:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | Kennedy @ NVL XC Championships | Veterans Memorial Park-Veterans Park XC Course | 2:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | Derby @ NVL XC Championships | Veterans Memorial Park-Veterans Park XC Course | 2:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | Ansonia @ NVL XC Championships | Veterans Memorial Park-Veterans Park XC Course | 2:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | St. Paul Catholic @ NVL XC Championships | Veterans Memorial Park-Veterans Park XC Course | 2:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | WCA @ NVL XC Championships | Veterans Memorial Park-Veterans Park XC Course | 2:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | Naugatuck @ NVL XC Championships | Veterans Memorial Park-Veterans Park XC Course | 2:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | Oxford @ NVL XC Championships | Veterans Memorial Park-Veterans Park XC Course | 2:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | Wilby @ NVL XC Championships | Veterans Memorial Park-Veterans Park XC Course | 2:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | Crosby @ NVL XC Championships | Veterans Memorial Park-Veterans Park XC Course | 2:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | Woodland @ NVL XC Championships | Veterans Memorial Park-Veterans Park XC Course | 2:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | Foran @ SCC Championships | East Shore Athletic Complex-East Shore Park | 3:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | Weston @ SWC cross country championships | Bethel High School-BHS track | 4:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | New Fairfield @ SWC cross country championships | Bethel High School-BHS track | 4:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | New Milford @ SWC cross country championships | Bethel High School-BHS track | 4:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | Masuk @ SWC cross country championships | Bethel High School-BHS track | 4:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | Stratford @ SWC cross country championships | Bethel High School-BHS track | 4:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | Kolbe Cathedral @ SWC cross country championships | Bethel High School-BHS track | 4:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | Brookfield @ SWC cross country championships | Bethel High School-BHS track | 4:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | Notre Dame-Fairfield @ SWC cross country championships | Bethel High School-BHS track | 4:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | Pomperaug @ SWC cross country championships | Bethel High School-BHS track | 4:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | Joel Barlow @ SWC cross country championships | Bethel High School-BHS track | 4:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | SWC cross country championships @ Bethel | Bethel High School-BHS track | 4:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | Bunnell @ SWC cross country championships | Bethel High School-BHS track | 4:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | Immaculate @ SWC cross country championships | Bethel High School-BHS track | 4:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | Newtown @ SWC cross country championships | Bethel High School-BHS track | 4:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | SCC Championship @ Guilford | Guilford High School-East Shore Park, New Haven | 4:00 p.m. |
| Wed., 10/19 | V Boys Cross Country | North Haven @ SCC Conference Meet | East Shore Athletic Complex | TBA |
| Thu., 10/20 | V Boys Cross Country | Woodstock Academy @ ECC Championship | Not Listed | 1:00 p.m. |
| Thu., 10/20 | V Boys Cross Country | Morgan @ Shoreline Cross Country Championship | Hammonasset Park | 1:30 p.m. |
| Thu., 10/20 | V Boys Cross Country | East Hampton @ Shoreline Cross Country Championship | Hammonasset Park | 1:30 p.m. |
| Thu., 10/20 | V Boys Cross Country | Haddam-Killingworth @ Shoreline Cross Country Championship | Hammonasset Park | 1:30 p.m. |
| Thu., 10/20 | V Boys Cross Country | Shoreline Cross Country Championship @ Cromwell | Hammonasset Park | 1:30 p.m. |
| Thu., 10/20 | V Boys Cross Country | North Branford @ Shoreline Cross Country Championship | Hammonasset Park | 1:30 p.m. |
| Thu., 10/20 | V Boys Cross Country | Portland @ Shoreline Cross Country Championship | Hammonasset Park | 1:30 p.m. |
| Thu., 10/20 | V Boys Cross Country | Hale Ray @ Shoreline Cross Country Championship | Hammonasset Park | 1:30 p.m. |
| Thu., 10/20 | V Boys Cross Country | Valley Regional @ Shoreline Cross Country Championship | Hammonasset Park | 1:30 p.m. |
| Thu., 10/20 | V Boys Cross Country | Old Saybrook @ Shoreline Cross Country Championship | Hammonasset Park | 1:30 p.m. |
| Thu., 10/20 | V Boys Cross Country | Coginchaug @ Shoreline Cross Country Championship | Hammonasset Park | 1:30 p.m. |
| Thu., 10/20 | V Boys Cross Country | Old Lyme @ Shoreline Cross Country Championship | Hammonasset Park | 1:30 p.m. |
| Thu., 10/20 | V Boys Cross Country | Hale Ray @ Shoreline Championship-Hammonassett State Park | Not Listed | 2:30 p.m. |
| Fri., 10/21 | V Boys Cross Country | Wamogo @ BL Cross Country Championships | Black Rock State Park | TBA |
| Mon., 10/24 | V Boys Cross Country | Foran, Platt Tech @ Jonathan Law | Eisenhower Park | Canceled |
| Tue., 10/25 | V Boys Cross Country | Guilford @ Old Saybrook | Old Saybrook High School-Old Saybrook Campus | 4:00 p.m. |
| Tue., 10/25 | V Boys Cross Country | Windsor @ Freshmen Meet | Not Listed | 4:00 p.m. |
| Tue., 10/25 | V Boys Cross Country | Daniel Hand @ Old Saybrook | Old Saybrook High School-Old Saybrook Campus | 4:15 p.m. |
| Tue., 10/25 | V Boys Cross Country | Hall @ Old Saybrook Invitational (Sophomores Only) | TBA | TBA |
| Wed., 10/26 | V Boys Cross Country | Middle School Invitational @ Old Saybrook | Old Saybrook High School-Old Saybrook Campus | 3:45 p.m. |
| Thu., 10/27 | V Boys Cross Country | Wolcott Tech @ Terryville | Terryville High School-Track | 4:00 p.m. |