| SINGLES |
| 1st Round |
| Vinay Annigeri, Manchester def. Lex Urban, Wheeler, 6-2, 6-0; Peter Taylor, Canton def. Orest Skoplyak, Bulkeley, 6-2, 6-0; Jeff Allanach, Pomperaug def. Dan Pasternak, New Canaan, 7-5, 2-6, 6-3; Andrew Salak, Wethersfield def. Brett Sperry, Trumbull, 6-2, 6-3; Mark Zanetto, Maloney def. Rick Jamgochin, Fairfield Prep, 6-1, 4-6, 6-1; George Crouse, Stonington def. Dan Roymen, Simsbury, 6-3, 6-1; McDonald Lee, Amity def. David Jervasi, Bacon Academy, 6-3, 6-2; Dustin Parente, Northwest Regional def. Varum Vasudeva, Trumbull, 7-6 (7-5), 6-2. |
| Quarterfinals |
| Vinay Annigeri, Manchester def. Peter Taylor, Canton, 6-2, 6-4; Andrew Salak, Wethersfield def. Jeff Allanach, Pomperaug, 6-0, 6-2; George Crouse, Stonington def. Mark Zanetto, Maloney, 6-4, 6-3; Dustin Parente, Northwest Regional def. McDonald Lee, Amity, 6-2, 6-7 (5-7) 6-2. |
| Semifinals |
| Vinay Annigeri, Manchester def. Andrew Salak, Wethersfield 6-2, 6-4; George Crouse, Stonington def. Dustin Parente, Northwest Regional 2-6, 6-1, 6-4. |
| Finals |
| Vinay Annigeri, Manchester def. George Crouse, Stonington, 6-2, 6-4. |
| DOUBLES |
| 1st Round |
| Tyler Edwards/Bryan Matthews, Cheshire def. Justin Lucht/Jesse Thompson, Morgan, 6-3, 6-1; Bill Connor/Matt Urbanetti, East Catholic def. Chris Small/Andrew Vitale, Greenwich, 7-6 (8-6), 7-5; Tom Chicaga/Adrian Cosma, Bulkeley def. Mitchell Case/Joe Rotofi, Northwest Regional, 2-6, 6-2, 6-4; Tom Norris/Dan O'Connor, New Canaan def. Mike Oleyer/Vlad Daoud, Hall, 6-0, 6-3; Brandy Barnes/Matt Oliver, Wilton def. Dan Haynes/Joe Diaz, Westbrook, 6-0, 6-1; Brett O'Neil/Brendan Donahue, Wethersfield def. Robert Duguay/Chris Maglieri, Simsbury, 6-3, 7-6 (7-1); Will Freeman/Jon Wallace, Hall def. Drew Bryson/Paul Suzio, Sheehan, 6-2, 6-3; Peter Spring/Matt Spring, Canton def. Jayson Tobias/Peter Barry Locker, Stamford, 7-6 (7-5) 6-1 |
| Quarterfinals |
| Tyler Edwards/Bryan Matthews, Cheshire def. Bill Connor/Matt Urbanetti, East Catholic, 6-2, 6-1; Tom Norris/Dan O'Connor, New Canaan def. Tom Chicaga/Adrian Cosma, Bulkeley, 6-3, 6-1; Brandy Barnes/Matt Oliver, Wilton def. Brett O'Neil/Brendan Donahue, Wethersfield, 3-6, 7-6 (7-5), 6-0; Peter Spring/Matt Spring, Canton def. Will Freeman/Jon Wallace, Hall, 6-0, 6-7 (5-7), 6-1. |
| Semifinals |
| Tyler Edwards/Bryan Matthews, Cheshire def. Tom Norris/Dan O'Connor, New Canaan 6-2, 6-3; Peter Spring/Matt Spring, Canton def. Brandy Barnes/Matt Oliver, Wilton 6-0, 6-3 |
| Finals |
| Peter Spring/Matt Spring, Canton def. Tyler Edwards/Bryan Matthews, 4-6, 6-0, 6-3 |