| Shepaug Valley 2017-18 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 484 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| TBA | JV Baseball | Lewis Mills | Home - Shepaug Valley HS JV Baseball Field [Directions] | 3:45 p.m. | ||
| TBA | FR Boys Basketball | Thomaston | Home - Ted Alex Gymnasium [Directions] | 3:45 p.m. | ||
| TBA | JV Boys Soccer | Thomaston | Away - Nystroms Park [Directions] | TBA | 2:25 PM | |
| TBA | V Wrestling | Thomaston | Home - BHS Big Gym [Directions] | TBA | ||
| TBA | JV Girls Basketball | Wilby | Away - Wilby H.S. [Directions] | TBA | 3:45 PM | |
| TBA | JV Girls Soccer | Thomaston | Away - Nystroms Park [Directions] | TBA | 2:25 PM | |
| TBA | JV Girls Soccer | Wamogo | Away - Wamogo JV Soccer Field [Directions] | TBA | 2:25 PM | |
| TBA | JV Girls Soccer | Wamogo | Home - Shepaug Valley HS JV Soccer Field [Directions] | TBA | ||
| TBA | JV Softball | Thomaston | Home - Dick Ayer Field [Directions] | 3:45 p.m. | ||
| Tue., 7/4 | School Holidays and Closings | Independence Day | ||||
| Mon., 9/4 | School Holidays and Closings | Labor Day | ||||
| Fri., 9/8 | V Boys Soccer | Litchfield | Away - Plumb Hill Field Complex [Directions] | W 1-0 | 2:25 PM | |
| Fri., 9/8 | JV Boys Soccer | Litchfield | Away - Plumb Hill Field Complex [Directions] | 4:45 p.m. | 2:25 PM | |
| Fri., 9/8 | V Field Hockey | Wamogo | Home - Joan Gauthey Field [Directions] | W 4-1 | ||
| Fri., 9/8 | JV Field Hockey | Wamogo | Home - Joan Gauthey Field [Directions] | 5:00 p.m. | ||
| Fri., 9/8 | V Girls Soccer | Litchfield | Away - Plumb Hill Field Complex [Directions] | L 1-0 | 1:50 PM | 1:40 PM Dismissal |
| Fri., 9/8 | JV Girls Soccer | Litchfield | Away - Plumb Hill Field Complex [Directions] | 3:00 p.m. | 1:50 PM | 1:40 PM Dismissal |
| Sat., 9/9 | V Boys Cross Country | Washingtonville Wizard Invitational | Away - Washingtonville HS, 54 West Main Street Washingtonville, NY 10992 | 10:00 a.m. | 6:45 AM | Varsity - 10:00 AM; JV - 10:50 AM |
| Sat., 9/9 | V Girls Cross Country | Washingtonville Wizard Invitational | Away - Washingtonville HS, 54 West Main Street Washingtonville, NY 10992 | 9:30 a.m. | 6:45 AM | Varsity - 9:30 AM; JV - 10:30 AM |
| Mon., 9/11 | V Field Hockey | Brookfield | Away - BHS Stadium Field [Directions] | L 0-3 | 2:45 PM | |
| Mon., 9/11 | JV Field Hockey | Brookfield | Away - BHS Back Turf [Directions] | 5:15 p.m. | 2:45 PM | |
| Tue., 9/12 | V Boys Cross Country | Northwestern, Housatonic Regional | Away - Northwestern [Directions] | 4:00 p.m. | 2:00 PM | 1:50 PM Dismissal |
| Tue., 9/12 | V Boys Soccer | Thomaston | Home - Shepaug Valley Varsity Soccer Field [Directions] | W 3-2 | ||
| Tue., 9/12 | JV Boys Soccer | Thomaston | Home - Shepaug Valley HS JV Soccer Field [Directions] | 3:45 p.m. | ||
| Tue., 9/12 | V Girls Cross Country | Northwestern, Housatonic Regional | Away - Northwestern [Directions] | 4:00 p.m. | 2:00 PM | 1:50 PM Dismissal |
| Tue., 9/12 | V Field Hockey | Lewis Mills | Home - Joan Gauthey Field [Directions] | W 3-2 | ||
| Tue., 9/12 | JV Field Hockey | Lewis Mills | Home - Joan Gauthey Field [Directions] | 5:00 p.m. | ||
| Tue., 9/12 | V Girls Soccer | Thomaston | Away - Highwood Farms Field [Directions] | W 2-0 | 2:25 PM | |
| Thu., 9/14 | V Boys Soccer | Housatonic Regional | Away - Housatonic [Directions] | L 5-0 | 2:00 PM | 1:50 PM Dismissal |
| Thu., 9/14 | JV Boys Soccer | Housatonic Regional | Away - Housatonic [Directions] | 3:45 p.m. | 2:00 PM | 1:50 PM Dismissal |
| Thu., 9/14 | V Girls Soccer | Housatonic Regional | Home - Shepaug Valley Varsity Soccer Field [Directions] | L 1-0 [Detailed Results] | ||
| Fri., 9/15 | V Football | Cheney Tech | Away - Cheney Tech [Directions] | L 20-40 | ||
| Sat., 9/16 | V Boys Cross Country | Stratton Brook Invitational | Away - Stratton Brook Park, 149 Farms Village Rd, Simsbury | 10:00 a.m. | 7:30 AM | |
| Sat., 9/16 | V Boys Cross Country | Stratton Brook Invitational | Away - Stratton Brook Park, 149 Farms Village Rd, Simsbury | 10:00 a.m. | 7:30 AM | |
| Sat., 9/16 | V Girls Cross Country | Stratton Brook Invitational | Away - Stratton Brook Park, 149 Farms Village Rd, Simsbury | 10:00 a.m. | 7:30 AM | |
| Sat., 9/16 | JV Girls Soccer | Housatonic Regional | Home - Shepaug Valley HS JV Soccer Field [Directions] | 10:00 a.m. | ||
| Mon., 9/18 | JV Football | ATI | Home - Torrington Pop Warner Field [Directions] | L 12-0 | ||
| Tue., 9/19 | V Boys Cross Country | Lewis Mills, Terryville | Home - Shepaug Valley School [Directions] | 4:00 p.m. | ||
| Tue., 9/19 | V Boys Soccer | Gilbert | Home - Shepaug Valley Varsity Soccer Field [Directions] | T 0-0 | ||
| Tue., 9/19 | JV Boys Soccer | Gilbert | Home - Shepaug Valley HS JV Soccer Field [Directions] | 3:45 p.m. | ||
| Tue., 9/19 | V Girls Cross Country | Lewis Mills, Terryville | Home - Shepaug Valley School [Directions] | 4:00 p.m. | ||
| Tue., 9/19 | V Girls Soccer | Gilbert | Away - Walker Field [Directions] | W 8-0 | 2:00 PM | 1:50 PM Dismissal |
| Wed., 9/20 | V Field Hockey | Nonnewaug | Away - Nonnewaug HS Field [Directions] | T 0-0 | 2:25 PM | |
| Wed., 9/20 | JV Field Hockey | Nonnewaug | Away - Nonnewaug HS Field [Directions] | 5:00 p.m. | 2:25 PM | |
| Thu., 9/21 | V Field Hockey | New Fairfield | Away - Rebel Turf [Directions] | L 0-8 | 2:45 PM | |
| Thu., 9/21 | JV Field Hockey | New Fairfield | Away - Rebel Turf [Directions] | 6:00 p.m. | 2:45 PM | |
| Fri., 9/22 | V Boys Soccer | Terryville | Away - New Terryville HS [Directions] | L 3-2 | 2:15 PM | 2:05 PM Dismissal |
| Fri., 9/22 | JV Boys Soccer | Terryville | Away - Upper Fisher Field [Directions] | 3:45 p.m. | 2:15 PM | 2:05 PM Dismissal |
| Fri., 9/22 | V Girls Soccer | Terryville | Home - Shepaug Valley Varsity Soccer Field [Directions] | W 3-1 | ||
| Fri., 9/22 | JV Girls Soccer | Terryville | Home - Shepaug Valley HS JV Soccer Field [Directions] | 3:45 p.m. | ||
| Sat., 9/23 | V Boys Cross Country | Winding Trails Invitational | Away - Winding Trails Center, 50 Winding Trails Drive, Farmington | 9:00 a.m. | 6:45 AM | |
| Sat., 9/23 | V Boys Cross Country | Winding Trails Invitational | Away - Winding Trails Center, 50 Winding Trails Drive, Farmington | 9:00 a.m. | 6:45 AM | |
| Sat., 9/23 | V Football | O'Brien Tech | Away - O'Brien Tech Athletic Complex [Directions] | L 12-39 | ||
| Sat., 9/23 | V Girls Cross Country | Winding Trails Invitational | Away - Winding Trails Center, 50 Winding Trails Drive, Farmington | 9:00 a.m. | 6:45 AM | |
| Mon., 9/25 | JV Football | Cheney Tech | Away - Cheney Tech [Directions] | L 31-6 | ||
| Tue., 9/26 | V Boys Soccer | Northwestern | Home - Shepaug Valley Varsity Soccer Field [Directions] | L 2-0 | ||
| Tue., 9/26 | JV Boys Soccer | Northwestern | Home - Shepaug Valley HS JV Soccer Field [Directions] | 3:45 p.m. | ||
| Tue., 9/26 | V Field Hockey | Thomaston | Home - Joan Gauthey Field [Directions] | OT-L 2-3 | ||
| Tue., 9/26 | JV Field Hockey | Thomaston | Home - Joan Gauthey Field [Directions] | 5:00 p.m. | ||
| Tue., 9/26 | V Girls Soccer | Northwestern | Away - Northwestern Varsity Field [Directions] | L 4-0 | 2:00 PM | 1:50 PM Dismissal |
| Tue., 9/26 | JV Girls Soccer | Northwestern | Away - Northwestern JV field [Directions] | 3:45 p.m. | 2:00 PM | 1:50 PM Dismissal |
| Fri., 9/29 | V Boys Soccer | Lewis Mills | Away - Lewis Mills Track [Directions] | L 6-0 | 2:00 PM | 1:50 PM Dismissal |
| Fri., 9/29 | JV Boys Soccer | Lewis Mills | Away - Lewis Mills Track [Directions] | 3:45 p.m. | 2:00 PM | 1:50 PM Dismissal |
| Fri., 9/29 | V Girls Soccer | Lewis Mills | Home - Shepaug Valley Varsity Soccer Field [Directions] | L 5-0 | ||
| Fri., 9/29 | JV Girls Soccer | Lewis Mills | Home - Shepaug Valley HS JV Soccer Field [Directions] | 3:45 p.m. | ||
| Fri., 9/29 | Miscellaneous Events | Middle School Social | - Ted Alex Gymnasium | 2:30 p.m. | ||
| Sat., 9/30 | V Football | Norwich Tech | Home - at Housatonic HS [Directions] | L 0-38 | ||
| Mon., 10/2 | JV Football | O'Brien Tech | Away - O'Brien Tech Athletic Complex [Directions] | L 28-0 | ||
| Tue., 10/3 | V Boys Cross Country | Litchfield | Home - Shepaug Valley School [Directions] | 4:00 p.m. | ||
| Tue., 10/3 | V Boys Soccer | Nonnewaug | Home - Shepaug Valley Varsity Soccer Field [Directions] | L 5-1 | ||
| Tue., 10/3 | JV Boys Soccer | Nonnewaug | Home - Shepaug Valley HS JV Soccer Field [Directions] | 3:45 p.m. | ||
| Tue., 10/3 | V Girls Cross Country | Litchfield | Home - Shepaug Valley School [Directions] | 4:00 p.m. | ||
| Tue., 10/3 | V Field Hockey | Northwestern | Away - Northwestern Field [Directions] | L 0-3 | 2:00 PM | 1:50 PM Dismissal |
| Tue., 10/3 | JV Field Hockey | Northwestern | Away - Northwestern Field [Directions] | 5:00 p.m. | 2:00 PM | 1:50 PM Dismissal |
| Tue., 10/3 | V Girls Soccer | Nonnewaug | Away - NHS - Varsity Soccer Field [Directions] | L 6-0 | 2:25 PM | |
| Tue., 10/3 | JV Girls Soccer | Nonnewaug | Away - NHS - JV Soccer Field [Directions] | 3:45 p.m. | 2:25 PM | |
| Wed., 10/4 | V Field Hockey | Watertown | Home - Joan Gauthey Field [Directions] | L 3-5 | ||
| Wed., 10/4 | JV Field Hockey | Watertown | Home - Joan Gauthey Field [Directions] | 5:00 p.m. | ||
| Thu., 10/5 | V Boys Soccer | Wamogo | Home - Shepaug Valley Varsity Soccer Field [Directions] | W 4-0 | ||
| Thu., 10/5 | JV Boys Soccer | Wamogo | Home - Shepaug Valley HS JV Soccer Field [Directions] | 3:45 p.m. | ||
| Thu., 10/5 | V Girls Soccer | Wamogo | Away - Wamogo Varsity Soccer Field [Directions] | W 5-0 | 2:25 PM | |
| Fri., 10/6 | V Field Hockey | Litchfield | Away - Plumb Hill Field Complex, Litchfield [Directions] | W 3-1 | 2:25 PM | |
| Fri., 10/6 | JV Field Hockey | Litchfield | Away - Plumb Hill Field Complex, Litchfield [Directions] | 5:15 p.m. | 2:25 PM | |
| Fri., 10/6 | School Holidays and Closings | Professional Development - No School | ||||
| Sat., 10/7 | V Boys Cross Country | Wickham Invitational | Away - Wickham Park, 1329 Middle Turnpike W, Manchester | 2:20 p.m. | 9:15 AM | |
| Sat., 10/7 | V Girls Cross Country | Wickham Invitational | Away - Wickham Park, 1329 Middle Turnpike W, Manchester | 1:45 p.m. | 9:15 AM | |
| Mon., 10/9 | JV Football | Wilcox/Kaynor | Home - Torrington Pop Warner Field [Directions] | Cancelled | ||
| Mon., 10/9 | School Holidays and Closings | Columbus Day | ||||
| Tue., 10/10 | V Boys Cross Country | Thomaston, Gilbert | Away - Black Rock State Park [Directions] | 4:00 p.m. | 2:25 PM | |
| Tue., 10/10 | V Boys Soccer | Housatonic Regional | Home - Shepaug Valley Varsity Soccer Field [Directions] | L 2-0 | ||
| Tue., 10/10 | JV Boys Soccer | Housatonic Regional | Home - Shepaug Valley HS JV Soccer Field [Directions] | 3:45 p.m. | ||
| Tue., 10/10 | V Girls Cross Country | Thomaston, Gilbert | Away - Black Rock State Park [Directions] | 4:00 p.m. | 2:25 PM | |
| Tue., 10/10 | V Field Hockey | Lewis Mills | Away - Lewis Mills Field Hockey Field [Directions] | W 3-0 | 2:00 PM | 1:50 PM Dismissal |
| Tue., 10/10 | JV Field Hockey | Lewis Mills | Away - Lewis Mills Field Hockey Field [Directions] | 5:00 p.m. | 2:00 PM | 1:50 PM Dismissal |
| Tue., 10/10 | V Girls Soccer | Housatonic Regional | Away - Housatonic [Directions] | L 3-0 | 2:00 PM | 1:50 PM Dismissal |
| Tue., 10/10 | JV Girls Soccer | Housatonic Regional | Away - Housatonic [Directions] | 3:45 p.m. | 2:00 PM | 1:50 PM Dismissal |
| Thu., 10/12 | V Boys Cross Country | Wamogo | Away - White Memorial (HS XC Course) [Directions] | 4:00 p.m. | 2:25 PM | |
| Thu., 10/12 | V Boys Soccer | Litchfield | Home - Shepaug Valley Varsity Soccer Field [Directions] | L 0-1 | ||
| Thu., 10/12 | JV Boys Soccer | Litchfield | Home - Shepaug Valley HS JV Soccer Field [Directions] | 3:45 p.m. | ||
| Thu., 10/12 | V Girls Cross Country | Wamogo | Away - White Memorial (HS XC Course) [Directions] | 4:00 p.m. | 2:25 PM | |
| Thu., 10/12 | JV Field Hockey | Housatonic Regional | Home - Joan Gauthey Field [Directions] | 4:00 p.m. | ||
| Thu., 10/12 | V Girls Soccer | Litchfield | Home - Shepaug Valley Varsity Soccer Field [Directions] | L 3-0 | ||
| Thu., 10/12 | JV Girls Soccer | Litchfield | Home - Shepaug Valley Varsity Soccer Field [Directions] | 3:15 p.m. | ||
| Sat., 10/14 | V Football | Bullard/Kolbe | Home - at Housatonic HS [Directions] | L 9-60 | ||
| Sat., 10/14 | V Field Hockey | Litchfield | Home - Joan Gauthey Field [Directions] | L 1-2 | ||
| Sat., 10/14 | JV Field Hockey | Litchfield | Home - Joan Gauthey Field [Directions] | 5:00 p.m. | ||
| Mon., 10/16 | V Boys Cross Country | Nonnewaug | Away - Paul Burns Memorial Track [Directions] | 4:00 p.m. | 2:25 PM | |
| Mon., 10/16 | JV Football | Bullard/Kolbe | Away - Bullard Havens [Directions] | Cancelled | ||
| Mon., 10/16 | V Girls Cross Country | Nonnewaug | Away - Paul Burns Memorial Track [Directions] | 4:00 p.m. | 2:25 PM | |
| Tue., 10/17 | V Boys Soccer | Thomaston | Away - Highwood Farm [Directions] | L 3-1 | 2:25 PM | |
| Tue., 10/17 | V Field Hockey | Nonnewaug | Home - Joan Gauthey Field [Directions] | L 0-1 | ||
| Tue., 10/17 | JV Field Hockey | Nonnewaug | Home - Joan Gauthey Field [Directions] | 5:00 p.m. | ||
| Tue., 10/17 | V Girls Soccer | Thomaston | Home - Shepaug Valley Varsity Soccer Field [Directions] | W 3-0 | ||
| Tue., 10/17 | JV Girls Soccer | Thomaston | Home - Shepaug Valley HS JV Soccer Field [Directions] | 3:45 p.m. | ||
| Wed., 10/18 | School Holidays and Closings | Parent/Teacher Conferences - Early Release | ||||
| Thu., 10/19 | V Field Hockey | Danbury | Away - Danbury HS Stadium [Directions] | L 0-2 | 1:50 PM | 1:40 PM Dismissal |
| Thu., 10/19 | JV Field Hockey | Danbury | Away - Danbury HS Grass Field Hockey Field [Directions] | 5:00 p.m. | 1:50 PM | 1:40 PM Dismissal |
| Thu., 10/19 | School Holidays and Closings | Parent/Teacher Conferences - Early Release | ||||
| Fri., 10/20 | V Boys Cross Country | Berkshire League Championship | Away - Black Rock State Park | 4:15 p.m. | 12:45 PM | JV Meet 2:45, 12:30 Dismissal |
| Fri., 10/20 | V Boys Soccer | Gilbert | Away - Walker Field [Directions] | W 2-1 | 2:00 PM | 1:50 PM Dismissal |
| Fri., 10/20 | JV Boys Soccer | Gilbert | Away - Rowley Field [Directions] | 3:45 p.m. | 2:00 PM | 1:50 PM Dismissal |
| Fri., 10/20 | V Girls Cross Country | Berkshire League Championship | Away - Black Rock State Park | 3:30 p.m. | 12:45 PM | Boys JV Meet 2:45, 12:30 Dismissal |
| Fri., 10/20 | V Girls Soccer | Gilbert | Home - Shepaug Valley Varsity Soccer Field [Directions] | W 7-0 | ||
| Fri., 10/20 | School Holidays and Closings | Parent/Teacher Conferences - Early Release | ||||
| Sat., 10/21 | V Boys Cross Country | BL Championship Rain Date | Away - Black Rock State Park | 4:15 p.m. | 12:45 PM | JV Meet 2:45, 12:30 Dismissal |
| Sat., 10/21 | V Football | Prince Tech-Innovation | Away - Prince Tech/Moriarty Field [Directions] | L 8-42 | ||
| Sat., 10/21 | V Girls Cross Country | BL Championship Rain Date | Away - Black Rock State Park | 3:30 p.m. | 12:45 PM | Boys JV Meet 2:45, 12:30 Dismissal |
| Mon., 10/23 | JV Football | Prince Tech-Innovation | Home - Torrington Pop Warner Field [Directions] | L 20-6 | ||
| Tue., 10/24 | JV Field Hockey | Thomaston | Away - Thomaston H.S. Field [Directions] | Cancelled | 2:25 PM | |
| Thu., 10/26 | V Boys Soccer | Terryville | Home - Shepaug Valley Varsity Soccer Field [Directions] | T 0-0 | ||
| Thu., 10/26 | JV Boys Soccer | Terryville | Home - Shepaug Valley HS JV Soccer Field [Directions] | 3:45 p.m. | ||
| Thu., 10/26 | V Field Hockey | Thomaston | Away - Thomaston H.S. Field [Directions] | W 2-1(OT) | 2:25 PM | |
| Thu., 10/26 | JV Field Hockey | Housatonic Regional | Away [Directions] | Cancelled | 2:00 PM | 1:50 PM Dismissal |
| Thu., 10/26 | V Girls Soccer | Terryville | Away - New Terryville HS [Directions] | W 2-0 | 2:15 PM | 2:05 PM Dismissal |
| Thu., 10/26 | JV Girls Soccer | Terryville | Away - Upper Fisher Field [Directions] | 3:45 p.m. | 2:15 PM | 2:05 PM Dismissal |
| Fri., 10/27 | V Boys Soccer | Northwestern | Away - Northwestern Varsity Field [Directions] | L 0-1 | 2:00 PM | 1:50 PM Dismissal |
| Fri., 10/27 | JV Boys Soccer | Northwestern | Away - Northwestern JV field [Directions] | 3:45 p.m. | 2:00 PM | 1:50 PM Dismissal |
| Fri., 10/27 | V Field Hockey | Wamogo | Away - Wamogo Varsity Field Hockey Field [Directions] | W 4-2 | 2:25 PM | |
| Fri., 10/27 | JV Field Hockey | Wamogo | Away - Wamogo Varsity Field Hockey Field [Directions] | 5:00 p.m. | 2:25 PM | |
| Fri., 10/27 | V Girls Soccer | Northwestern | Home - Shepaug Valley Varsity Soccer Field [Directions] | L 6-1 | ||
| Fri., 10/27 | JV Girls Soccer | Northwestern | Home - Shepaug Valley HS JV Soccer Field [Directions] | 3:45 p.m. | ||
| Fri., 10/27 | Miscellaneous Events | Middle School Dance | - Shepaug Cafeteria | 7:00 p.m. | ||
| Sat., 10/28 | V Football | VGW Techs | Home - Housatonic HS [Directions] | L 21-40 | ||
| Mon., 10/30 | JV Football | VGW Techs | Away - Vinal Tech Field [Directions] | Cancelled | ||
| Tue., 10/31 | V Boys Soccer | Wamogo | Away - Wamogo Varsity Soccer Field [Directions] | W 2-1 | 2:25 PM | |
| Tue., 10/31 | JV Boys Soccer | Wamogo | Away - Wamogo JV Soccer Field [Directions] | Cancelled | 2:25 PM | |
| Tue., 10/31 | V Field Hockey | Northwestern | Home - Joan Gauthey Field [Directions] | L 0-3 | ||
| Tue., 10/31 | JV Field Hockey | Northwestern | Home - Joan Gauthey Field [Directions] | 5:00 p.m. | ||
| Tue., 10/31 | V Girls Soccer | Wamogo | Home - Shepaug Valley Varsity Soccer Field [Directions] | W 5-0 | ||
| Tue., 10/31 | School Holidays and Closings | Halloween | ||||
| Fri., 11/3 | V Football | Quinebaug Valley | Away - St. Marie Greenhalgh Sports Complex [Directions] | L 7-43 | ||
| Mon., 11/6 | JV Football | O'Brien Tech | Home - Torrington Pop Warner Field [Directions] | L 28-0 | ||
| Tue., 11/7 | School Holidays and Closings | Professional Development - No School | ||||
| Fri., 11/10 | School Holidays and Closings | Veterans Day observed | ||||
| Sat., 11/11 | V Football | Platt Tech | Home - at Housatonic HS [Directions] | L 16-42 | ||
| Mon., 11/13 | JV Football | Platt Tech | Home - Torrington Pop Warner Field [Directions] | 3:00 p.m. | ||
| Thu., 11/16 | Miscellaneous Events | Sportsmanship Conference | Away - Aqua Turf Club | 8:15 a.m. | 7:00 AM | Bus Departs Aqua Turf at 12:30 pm |
| Wed., 11/22 | School Holidays and Closings | Thanksgiving Recess - No School | ||||
| Thu., 11/23 | V Football | ATI | Home - Housatonic HS [Directions] | L 6-48 | ||
| Thu., 11/23 | School Holidays and Closings | Thanksgiving Day | ||||
| Fri., 11/24 | School Holidays and Closings | Thanksgiving Recess - No School | ||||
| Thu., 12/7 | Miscellaneous Events | Shepaug Musical Production | Home [Directions] | TBA | ||
| Fri., 12/8 | Miscellaneous Events | Shepaug Musical Production | Home [Directions] | TBA | ||
| Sat., 12/9 | Miscellaneous Events | Shepaug Musical Production | Home [Directions] | TBA | ||
| Sun., 12/10 | Miscellaneous Events | Shepaug Musical Production | Home [Directions] | TBA | ||
| Tue., 12/12 | V Girls Basketball | Terryville | Away - New Terryville HS [Directions] | W 44-36 | 4:15 PM | |
| Tue., 12/12 | JV Girls Basketball | Terryville | Away - New Terryville HS [Directions] | 5:30 p.m. | 4:15 PM | |
| Wed., 12/13 | V Wrestling | Bunnell | Away - Bunnell [Directions] | 106 Ryan Cruz (Bunn) win by FF 113 Double forfeit 120 Double forfeit 126 Mike Amorando (Bunn) win by fall 3:03 over Aidan Fitton (Brook) 132 Caleb Lupinski (Brook) Win by FF 138 Julian DeMatte (Bunn) win Dec 5-2 Louis Stabile (Brook) 145 Sean Abner(Bunn) win by FF 152 Double Forfeit 160 Jaden Lofton (Brook) win by fall 5:54 over Matt Soares (Bunn) 170 Jacob Halsted (Bunn) win by FF 182 Erick Cruz (Bunn) win by FF 195 Danny Nguyen (Bunn) win by FF 220 Adam Frame (Brook) win by fall 3:43 over Gabe DaSilva 285 Richard Mitchell (Brook) win by FF Platt Tech team of one 132 Caleb Lupinski (Brook) win by fall 3:57 over Ryan Allan (Platt) | 4:00pm | |
| Wed., 12/13 | V Competitive Cheerleading | Abbott Tech | Home - Ted Alex Gymnasium [Directions] | 7:00 p.m. | Girls Basketball Game | |
| Wed., 12/13 | V Girls Basketball | Abbott Tech | Home - Ted Alex Gymnasium [Directions] | W 55-16 | ||
| Wed., 12/13 | JV Girls Basketball | Abbott Tech | Home - Ted Alex Gymnasium [Directions] | 5:30 p.m. | ||
| Thu., 12/14 | Miscellaneous Events | Holiday Bazaar | Home [Directions] | 6:30 p.m. | ||
| Sat., 12/16 | V Boys Ice Hockey | Mt. Everett (MA) | Away - Berkshire School - 245 North Undermountain Road Sheffield, MA 01257 | L 1-5 | 12:45 P.M. | |
| Sat., 12/16 | V Boys Indoor Track | Hillhouse Invitational | Away - Floyd Little Athletic Center, 480 Sherman Parkway New Haven, CT | 10:00 a.m. | 8:30 AM | |
| Sat., 12/16 | V Wrestling | C.J. McCormack Invitational | Away | 8:00 a.m. | 6:30am | Berlin |
| Mon., 12/18 | V Girls Basketball | Lewis Mills | Away - Lewis Mills Gym [Directions] | L 16-41 | 4:00 PM | |
| Mon., 12/18 | JV Girls Basketball | Lewis Mills | Away - Lewis Mills Gym [Directions] | 5:30 p.m. | 4:00 PM | |
| Tue., 12/19 | V Boys Basketball | Housatonic Regional | Away - Housatonic [Directions] | W 86-62 | 4:00 PM | |
| Tue., 12/19 | JV Boys Basketball | Housatonic Regional | Away - Housatonic [Directions] | 5:30 p.m. | 4:00 PM | |
| Tue., 12/19 | FR Boys Basketball | Housatonic Regional | Away - Housatonic [Directions] | 3:45 p.m. | 2:00 PM | 1:50 PM Dismissal |
| Tue., 12/19 | V Boys Swimming and Diving | Lewis Mills | Home - Shepaug Valley HS Pool [Directions] | 4:30 p.m. | ||
| Tue., 12/19 | V Competitive Cheerleading | Housatonic Regional | Home - Ted Alex Gymnasium [Directions] | 7:00 p.m. | Girls Basketball Game | |
| Tue., 12/19 | V Girls Basketball | Housatonic Regional | Home - Ted Alex Gymnasium [Directions] | L 20-50 | ||
| Tue., 12/19 | JV Girls Basketball | Housatonic Regional | Home - Ted Alex Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 12/20 | V Boys Ice Hockey | Daniel Hand | Home - Gunnery Rink [Directions] | L 0-4 | ||
| Wed., 12/20 | V Wrestling | Bethel | Home - BHS Big Gym [Directions] | 160 Max Khoshabo (Be) win by fall 3:46 over Jaden Loften (Br) 170 Byron Menendez (Be) win by FF 182 Gabe Lacerda (Be) win by FF 195 Patrick Pena (Be) win by FF 220 Nick Cote win by fall 1:33 over Adam Frame (Br) 285 Richard Mitchell (Br) win by fall 2:15 over Luke Rioux (Be) 106 double FF 113 Jacob Anderson (Be) win by FF 120 Aidan Fitton (Br) win by FF 126 Louis Stabile (Br) win by fall 3:02 over Lucas Wells (Be) 132 Nikita Redmond (Be) win by fall 5:30 over Caleb Lupinski (Br) 138 Vincent Gianonne (Be) win by FF 145 Evan Wachsman (Be) win by FF 152 Nick Marchak (Be) win by FF | ||
| Sat., 12/23 | V Boys Ice Hockey | Eastern CT Eagles | Home - Gunnery Rink [Directions] | L 2-8 | ||
| Sun., 12/24 | School Holidays and Closings | Christmas Eve | ||||
| Mon., 12/25 | School Holidays and Closings | Christmas Day | ||||
| Wed., 12/27 | V Boys Basketball | Wamogo | Home - Ted Alex Gymnasium [Directions] | W 73-68 | Alumni Night & Shepaug Holiday Tournament | |
| Wed., 12/27 | JV Boys Basketball | Wamogo | Home - Ted Alex Gymnasium [Directions] | 3:00 p.m. | ||
| Wed., 12/27 | FR Boys Basketball | Wamogo | Home - Ted Alex Gymnasium [Directions] | 1:30 p.m. | ||
| Wed., 12/27 | V Girls Basketball | Wilby | Away - Wilby H.S. [Directions] | W 53-28 | 12:15 PM | |
| Thu., 12/28 | V Boys Indoor Track | Haddam-Killingworth Invitational | Away - Floyd Little Athletic Center, 480 Sherman Parkway New Haven, CT | TBA | TBA | |
| Thu., 12/28 | V Girls Indoor Track | Haddam-Killingworth Invitational | Away - Floyd Little Athletic Center, 480 Sherman Parkway New Haven, CT | TBA | TBA | |
| Fri., 12/29 | V Boys Basketball | Oxford | Home - Ted Alex Gymnasium [Directions] | W 55-47 | Shepaug Holiday Tournament Championship Game | |
| Sat., 12/30 | V Boys Ice Hockey | Milford Coop | Away - Milford Ice Pavilion [Directions] | L 2-5 | 10:30 AM | |
| Sat., 12/30 | V Wrestling | Danbury Invitational | Away - Danbury HS | 9:15 a.m. | 7:30am | |
| Sat., 12/30 | V Girls Basketball | Northwestern | Home - Ted Alex Gymnasium [Directions] | L 59-34 | ||
| Sat., 12/30 | JV Girls Basketball | Northwestern | Home - Ted Alex Gymnasium [Directions] | 2:30 p.m. | ||
| Sun., 12/31 | School Holidays and Closings | New Years Eve | ||||
| Mon., 1/1 | School Holidays and Closings | New Years Day | ||||
| Tue., 1/2 | V Boys Basketball | Northwestern | Away - Northwestern Gym [Directions] | L 39-60 | 4:00 PM | |
| Tue., 1/2 | JV Boys Basketball | Northwestern | Away - Northwestern Gym [Directions] | 5:30 p.m. | 4:00 PM | |
| Tue., 1/2 | V Boys Swimming and Diving | Litchfield | Home - Shepaug Valley HS Pool [Directions] | 4:30 p.m. | ||
| Wed., 1/3 | V Boys Basketball | Litchfield | Home - Ted Alex Gymnasium [Directions] | L 50-46 | ||
| Wed., 1/3 | JV Boys Basketball | Litchfield | Home - Ted Alex Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 1/3 | FR Boys Basketball | Litchfield | Home - Ted Alex Gymnasium [Directions] | 3:45 p.m. | ||
| Wed., 1/3 | V Boys Ice Hockey | Newington Coop | Away - Newington Ice Arena - 300 Alumni Rd. in Newington [Directions] | L 1-6 | 3:30 PM | |
| Wed., 1/3 | V Wrestling | Weston | Home - BHS Big Gym [Directions] | 195 Charles Gallardo (W) FF 220 Adam Frame (B) win by fall 0:24 over Connor Trail (W) 285 Richard Mitchell(B) win by fall 1:31 over Anthony Martinez (W) 106 Jack Tunney (W) win by FF 113 Julian Schlossberg (W) win by FF 120 Aidan Fitton (B) win by fall 1:24 over Chris Wilson (W) 126 Richie Stabile (B) win by fall 1:38 over Alex Daniel (W) 132 Breon Phiter (W) Maj Dec 13-5 over Louis Stabile (B) 138 Anthony Fontana (W) win by fall 3:17 over Caleb Lupinski (B) 145 Jake Cavicchia (W) win by FF 152 Seth Papay (W) win by FF 160 Jaden Lofton (B) win by fall 1:22 over Luke Mcnally (W) 170 Alec Mcgione (W) win by FF 182 Camilo Fonatna (W) win by FF | ||
| Wed., 1/3 | V Competitive Cheerleading | Litchfield | Home - Ted Alex Gymnasium [Directions] | 7:00 p.m. | Boys Basketball Game | |
| Wed., 1/3 | V Girls Basketball | Litchfield | Away - Litchfield HS [Directions] | W 42-36 | 4:30 PM | |
| Wed., 1/3 | JV Girls Basketball | Litchfield | Away - Litchfield HS [Directions] | 5:30 p.m. | 4:00 PM | |
| Sat., 1/6 | V Boys Ice Hockey | Sheehan | Home - Gunnery Rink [Directions] | L 0-2 | ||
| Sat., 1/6 | V Wrestling | Lawless Invitational | Away - Nonnewaug HS | 7:30 a.m. | 6:30am | |
| Sun., 1/7 | V Boys Indoor Track | James Barber Invitational | Away - Moore Field House, SCSU, 125 Wintergreen Ave. New Haven, CT 06515 | 12:00 p.m. | 10:30 AM | |
| Sun., 1/7 | V Girls Indoor Track | James Barber Invitational | Away - Moore Field House, SCSU, 125 Wintergreen Ave. New Haven, CT 06515 | 12:00 p.m. | 10:30 AM | |
| Tue., 1/9 | V Boys Basketball | Abbott Tech | Home - Ted Alex Gymnasium [Directions] | W 67-58 | ||
| Tue., 1/9 | JV Boys Basketball | Abbott Tech | Home - Ted Alex Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 1/9 | V Boys Swimming and Diving | Nonnewaug | Home - Shepaug Valley HS Pool [Directions] | 4:30 p.m. | ||
| Tue., 1/9 | V Competitive Cheerleading | Abbott Tech | Home - Ted Alex Gymnasium [Directions] | 7:00 p.m. | Boys Basketball Game | |
| Tue., 1/9 | V Girls Basketball | Wamogo | Away - Wamogo Gym 1 (Large Gym) [Directions] | L 39-51 | 4:30 PM | |
| Tue., 1/9 | JV Girls Basketball | Wamogo | Away - Wamogo Gym 1 (Large Gym) [Directions] | 5:30 p.m. | 4:30 PM | |
| Tue., 1/9 | Miscellaneous Events | Middle School Concert | Home [Directions] | TBA | ||
| Wed., 1/10 | V Boys Basketball | Thomaston | Home - Ted Alex Gymnasium [Directions] | W 79-45 | ||
| Wed., 1/10 | JV Boys Basketball | Thomaston | Home - Ted Alex Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 1/10 | V Boys Ice Hockey | Newtown/New Fairfield | Away - Danbury Ice Arena [Directions] | L 2-5 | 5:30 PM | |
| Wed., 1/10 | V Boys Swimming and Diving | Housatonic Regional | Away - Hotchkiss [Directions] | 5:30 p.m. | 3:45 PM | |
| Wed., 1/10 | V Wrestling | New Milford | Home - BHS Big Gym [Directions] | 106 Joanne Ortiz (NM) win by FFT 113 Shayne Donaldson (NM) win by FFT 120 Pete Coniglio (NM) win by fall 1:57 over Adian Fitton (BR) 126 Luke Schell (NM) win 6-4 in OT over Lou Stabile (BR) 132 Mel Ortiz (NM) win by fall over Caleb Lupinski (BR) 138 Colin Lindner (NM) win by FFT 145 Tyler Schultz (NM) win by fft 152 Nick Romandi (NM) win by FFT 160 Rcihard Morell (NM) win by FFT 170 Isaac Chameron (NM)win by FFT 182 Kyle Fabich (NM) win by FFT 195 Julian Reza (NM) win by FFT 220 Mike Haggerty (NM) win 4-3 over Adam Frame (BR) 285 Richard Mitchell (BR) win by FFT | ||
| Wed., 1/10 | V Competitive Cheerleading | Thomaston | Home - Ted Alex Gymnasium [Directions] | 7:00 p.m. | Boys Basketball Game | |
| Thu., 1/11 | Miscellaneous Events | High School Concert | Home [Directions] | TBA | ||
| Fri., 1/12 | V Boys Basketball | Nonnewaug | Home - Ted Alex Gymnasium [Directions] | W 72-45 | ||
| Fri., 1/12 | JV Boys Basketball | Nonnewaug | Home - Ted Alex Gymnasium [Directions] | 3:00 p.m. | ||
| Fri., 1/12 | V Boys Ice Hockey | Housatonic Coop | Away - Hotchkiss [Directions] | L 0-5 | 6:15 PM | |
| Fri., 1/12 | V Boys Indoor Track | McReavy Invitational | Away - Freeman Athletic Center, 161 Cross Street, Middletown CT | 4:30 p.m. | 2:45 PM | |
| Fri., 1/12 | V Boys Swimming and Diving | Gilbert | Home - Shepaug Valley HS Pool [Directions] | 3:45 p.m. | ||
| Fri., 1/12 | V Competitive Cheerleading | Nonnewaug | Home - Ted Alex Gymnasium [Directions] | 6:00 p.m. | Girls Basketball Game | |
| Fri., 1/12 | V Competitive Cheerleading | Nonnewaug | Home - Ted Alex Gymnasium [Directions] | 7:30 p.m. | Boys Basketball Game | |
| Fri., 1/12 | V Girls Basketball | Nonnewaug | Home - Ted Alex Gymnasium [Directions] | L 26-50 | ||
| Fri., 1/12 | JV Girls Basketball | Nonnewaug | Home - Ted Alex Gymnasium [Directions] | 4:30 p.m. | ||
| Fri., 1/12 | V Girls Indoor Track | McReavy Invitational | Away - Freeman Athletic Center, 161 Cross Street, Middletown CT | 4:30 p.m. | 2:45 PM | |
| Sat., 1/13 | V Boys Ice Hockey | JBWA | Away - Danbury Ice Arena [Directions] | L 3-6 | 4:10 PM | |
| Sat., 1/13 | V Wrestling | Griswold Tournament | Away | Cancelled | 6:30am | |
| Mon., 1/15 | V Girls Basketball | Thomaston | Away - Thomaston H.S. Gymnasium [Directions] | L 42-48 | 4:30 PM | |
| Mon., 1/15 | JV Girls Basketball | Thomaston | Away - Thomaston HS Gymnasium [Directions] | 5:30 p.m. | 4:30 PM | |
| Mon., 1/15 | School Holidays and Closings | Martin Luther King Day | ||||
| Tue., 1/16 | Miscellaneous Events | Chris Herren Event | TBA | |||
| Thu., 1/18 | V Boys Basketball | Gilbert | Home - Ted Alex Gymnasium [Directions] | W 77-61 | ||
| Thu., 1/18 | JV Boys Basketball | Gilbert | Home - Ted Alex Gymnasium [Directions] | 5:30 p.m. | ||
| Thu., 1/18 | FR Boys Basketball | Gilbert | Home - Ted Alex Gymnasium [Directions] | 3:45 p.m. | ||
| Thu., 1/18 | V Wrestling | New Fairfield | Away - NFHS Gym [Directions] | 106 Mike Wrobel (N) win by fft 113 Vladimir Vasquez (N) win by fft 120 Hunter Chin (N) win by pin 1:23 over Aidan Fitton (B) 126 Devon Capichiano (N) win 4-1 over Louis Stabile (b) 132 Devin Anderson (N) win 8-6 over Caleb Lupinski (B) 138 Nick Rivera (N) win by fft 145 double fft 152 Brian Sacco (N) win by fft 160 Colman Doucette(N) win by fft 170 James Fiscella (n) win by fft 182 Dawson Remington (N) win by fft 195 Adam Frame (B) win by fft 220 Azaam Castellano (N) win by fft 285 Richard Mitchell (B) win by fft | 4:30pm | |
| Thu., 1/18 | V Girls Basketball | Gilbert | Away - Gilbert Gym [Directions] | L 49-60 | 2:00 PM | 1:50 PM Dismissal |
| Thu., 1/18 | JV Girls Basketball | Gilbert | Away - Gilbert Gym [Directions] | 3:45 p.m. | 2:00 PM | |
| Fri., 1/19 | V Boys Basketball | Terryville | Away - New Terryville HS [Directions] | W 55-38 | 4:15 PM | |
| Fri., 1/19 | JV Boys Basketball | Terryville | Away - New Terryville HS [Directions] | 5:30 p.m. | 4:15 PM | |
| Fri., 1/19 | V Boys Swimming and Diving | Nonnewaug | Home - Shepaug Valley HS Pool [Directions] | 4:30 p.m. | ||
| Fri., 1/19 | V Competitive Cheerleading | Terryville | Home - Ted Alex Gymnasium [Directions] | 7:00 p.m. | Girls Basketball Game | |
| Fri., 1/19 | V Girls Basketball | Terryville | Home - Ted Alex Gymnasium [Directions] | W 41-34 | ||
| Fri., 1/19 | JV Girls Basketball | Terryville | Home - Ted Alex Gymnasium [Directions] | 5:30 p.m. | ||
| Sat., 1/20 | V Boys Ice Hockey | Brookfield | Away - Danbury Ice Arena [Directions] | L 1-5 | 6:00 PM | |
| Sat., 1/20 | V Wrestling | New Milford Tournament | Away | 7:00 a.m. | ||
| Tue., 1/23 | V Boys Basketball | Lewis Mills | Away - Lewis Mills Gym [Directions] | L 62-77 | 4:00 PM | |
| Tue., 1/23 | JV Boys Basketball | Lewis Mills | Away - Lewis Mills Gym [Directions] | 5:30 p.m. | 4:00 PM | |
| Tue., 1/23 | FR Boys Basketball | Lewis Mills | Away - Lewis Mills Gym [Directions] | 3:45 p.m. | 2:00 PM | 1:50 PM Dismissal |
| Tue., 1/23 | V Boys Swimming and Diving | Housatonic Regional | Home - Shepaug Valley HS Pool [Directions] | 7:00 p.m. | ||
| Tue., 1/23 | V Competitive Cheerleading | Lewis Mills | Home - Ted Alex Gymnasium [Directions] | 7:00 p.m. | Girls Basketball Game | |
| Tue., 1/23 | V Girls Basketball | Lewis Mills | Home - Ted Alex Gymnasium [Directions] | L 35-53 | ||
| Tue., 1/23 | JV Girls Basketball | Lewis Mills | Home - Ted Alex Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 1/24 | V Boys Ice Hockey | Pawling (NY) | Home - Gunnery Rink [Directions] | L 5-7 | ||
| Thu., 1/25 | V Boys Swimming and Diving | Litchfield | Home - Shepaug Valley HS Pool [Directions] | 4:30 p.m. | ||
| Thu., 1/25 | V Wrestling | Stratford | Away - Needham Memorial Gymnasium [Directions] | 6:00 p.m. | 4:00pm | |
| Fri., 1/26 | V Boys Basketball | Housatonic Regional | Home - Ted Alex Gymnasium [Directions] | W 67-44 | ||
| Fri., 1/26 | JV Boys Basketball | Housatonic Regional | Home - Ted Alex Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 1/26 | FR Boys Basketball | Housatonic Regional | Home - Ted Alex Gymnasium [Directions] | 3:45 p.m. | ||
| Fri., 1/26 | V Boys Ice Hockey | Mt. Everett (MA) | Home - Gunnery Rink [Directions] | L 1-4 | ||
| Fri., 1/26 | V Competitive Cheerleading | Housatonic Regional | Home - Ted Alex Gymnasium [Directions] | 7:00 p.m. | Boys Basketball Game | |
| Fri., 1/26 | V Girls Basketball | Housatonic Regional | Away - Housatonic [Directions] | L 46-59 | 4:00 PM | |
| Fri., 1/26 | JV Girls Basketball | Housatonic Regional | Away - Housatonic [Directions] | 5:30 p.m. | 4:00 PM | |
| Sat., 1/27 | V Boys Swimming and Diving | Northwestern | Away - Winsted YMCA [Directions] | 4:30 p.m. | 2:25 PM | |
| Sat., 1/27 | V Wrestling | Rodney Smith Invitational | Away - East Windsor HS | 9:30 a.m. | 6:15am | Weigh in starts at 7:30am |
| Mon., 1/29 | V Boys Ice Hockey | Masuk | Home - Gunnery Rink [Directions] | L 1-5 | ||
| Mon., 1/29 | Unified Sports Basketball | Nonnewaug | Away [Directions] | 3:30 p.m. | 2:00 PM | |
| Tue., 1/30 | V Boys Basketball | Northwestern | Home - Ted Alex Gymnasium [Directions] | L 63-44 | ||
| Tue., 1/30 | JV Boys Basketball | Northwestern | Home - Ted Alex Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 1/30 | V Boys Swimming and Diving | Wamogo | Home - Shepaug Valley HS Pool [Directions] | 4:30 p.m. | ||
| Tue., 1/30 | V Competitive Cheerleading | Northwestern | Home - Ted Alex Gymnasium [Directions] | 7:00 p.m. | Boys Basketball Game | |
| Tue., 1/30 | V Girls Basketball | Northwestern | Away - Northwestern HS [Directions] | L 32-63 | 4:00 PM | |
| Tue., 1/30 | JV Girls Basketball | Northwestern | Away - Northwestern HS [Directions] | 5:30 p.m. | 4:00 PM | |
| Wed., 1/31 | V Wrestling | Notre Dame-Fairfield | Home - BHS Big Gym [Directions] | 106: Thamar Kalangala (NDF) win by FF 113 double FFT 120 Richie Stabile (B) win by fft 126 Lou Stabile (B) dec 7-1 over Nick Lemley (NDF) 132 Michael Agate (NDF) win by fall 4:31 over Caleb Lupinski (B) 138 DOuble fft 145 double fft 152 Anthony Gonez (NDF) win dec 5-4 over Colton Nakano (B) 160 Mark Delima (NDF) win by fft 170 Tavon Simpson (NDF) win by fft 182 DOuble fft 195 double fft 220 Dan Geriak (NDF) win by fall 4:33 over Guzman Acuna (B) 285 Richard Mitchell (B) win by fft | ||
| Thu., 2/1 | V Wrestling | Portland/Cromwell | Away - Portland HS [Directions] | 5:30 p.m. | 3:15pm | |
| Fri., 2/2 | V Boys Swimming and Diving | Lewis Mills | Home - Shepaug Valley HS Pool [Directions] | 4:30 p.m. | ||
| Sat., 2/3 | V Boys Basketball | Litchfield | Away - Litchfield HS [Directions] | W 63-58 | 4:15 PM | |
| Sat., 2/3 | JV Boys Basketball | Litchfield | Away - Litchfield HS [Directions] | 5:30 p.m. | 4:15 PM | |
| Sat., 2/3 | V Boys Ice Hockey | Sheehan | Away - Choate Rosemary Hall [Directions] | L 0-8 | 2:30 PM | |
| Sat., 2/3 | V Girls Basketball | Litchfield | Home - Ted Alex Gymnasium [Directions] | W 33-31 | ||
| Sat., 2/3 | JV Girls Basketball | Litchfield | Home - Ted Alex Gymnasium [Directions] | 1:30 p.m. | ||
| Mon., 2/5 | FR Boys Basketball | Litchfield | Away - Litchfield HS [Directions] | 4:30 p.m. | 3:15 PM | |
| Mon., 2/5 | V Boys Indoor Track | Capital Prep State Qualifier | Away - Freeman Athletic Center, 161 Cross Street, Middletown, CT | 5:00 p.m. | 2:45 PM | |
| Mon., 2/5 | V Wrestling | Newtown | Away - Newtown HS Gymnasium [Directions] | 7:00 p.m. | 5:45pm | |
| Mon., 2/5 | V Girls Indoor Track | Capital Prep State Qualifier | Away - Freeman Athletic Center, 161 Cross Street, Middletown, CT | 5:00 p.m. | 2:45 PM | |
| Tue., 2/6 | V Boys Basketball | Thomaston | Away - Thomaston HS Gymnasium [Directions] | L 61-65(OT) | 4:30 PM | |
| Tue., 2/6 | JV Boys Basketball | Thomaston | Away - Thomaston HS Gymnasium [Directions] | 5:30 p.m. | 4:30 PM | |
| Tue., 2/6 | FR Boys Basketball | Thomaston | Away - Thomaston HS Gymnasium [Directions] | 3:45 p.m. | 2:25 PM | |
| Tue., 2/6 | V Boys Swimming and Diving | Wamogo | Away - CJR Pool [Directions] | 5:00 p.m. | 3:30 PM | |
| Tue., 2/6 | V Competitive Cheerleading | Thomaston | Home - Ted Alex Gymnasium [Directions] | 7:00 p.m. | Girls Basketball Game | |
| Tue., 2/6 | V Girls Basketball | Thomaston | Home - Ted Alex Gymnasium [Directions] | L 27-35 | ||
| Tue., 2/6 | JV Girls Basketball | Thomaston | Home - Ted Alex Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 2/9 | V Boys Basketball | Nonnewaug | Away - Nonnewaug HS Gym [Directions] | L 41-57 | 4:30 PM | |
| Fri., 2/9 | JV Boys Basketball | Nonnewaug | Away - Nonnewaug HS Gym [Directions] | 3:00 p.m. | 2:00 | 1:50 Dismissal |
| Fri., 2/9 | V Boys Swimming and Diving | Gilbert | Away - Winsted YMCA [Directions] | 7:30 p.m. | 5:30 PM | |
| Fri., 2/9 | V Girls Basketball | Nonnewaug | Away - Nonnewaug HS Gym [Directions] | L 32-55 | 4:30 PM | |
| Fri., 2/9 | JV Girls Basketball | Nonnewaug | Away - Nonnewaug HS Gym [Directions] | 4:30 p.m. | 2:00 PM | 1:50 PM Dismissal |
| Sat., 2/10 | V Boys Ice Hockey | Wethersfield | Away - Newington Arena [Directions] | L 0-6 | 1:30 PM | |
| Mon., 2/12 | V Boys Basketball | Wamogo | Away - Wamogo Gym 1 (Large Gym) [Directions] | L 54-62 | 4:30 PM | |
| Mon., 2/12 | JV Boys Basketball | Wamogo | Away - Wamogo Gym 1 (Large Gym) [Directions] | 5:30 p.m. | 4:30 PM | |
| Mon., 2/12 | FR Boys Basketball | Wamogo | Away - Wamogo Gym 1 (Large Gym) [Directions] | 3:45 p.m. | 2:25 PM | |
| Mon., 2/12 | V Competitive Cheerleading | Wamogo | Home - Ted Alex Gymnasium [Directions] | 7:00 p.m. | Girls Basketball Game | |
| Mon., 2/12 | V Girls Basketball | Wamogo | Home - Ted Alex Gymnasium [Directions] | L 37-44 | ||
| Mon., 2/12 | JV Girls Basketball | Wamogo | Home - Ted Alex Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 2/14 | V Boys Ice Hockey | Newtown/New Fairfield | Home - Gunnery Rink [Directions] | L 1-9 | ||
| Wed., 2/14 | V Boys Swimming and Diving | Northwestern | Home - Shepaug Valley HS Pool [Directions] | 4:30 p.m. | ||
| Thu., 2/15 | V Boys Basketball | Gilbert | Away - Gilbert Gym [Directions] | W 76-55 | 4:00 PM | |
| Thu., 2/15 | JV Boys Basketball | Gilbert | Away - Gilbert Gym [Directions] | 5:30 p.m. | 4:00 PM | |
| Thu., 2/15 | FR Boys Basketball | Gilbert | Away - Gilbert Gym [Directions] | 3:45 p.m. | 2:00 PM | 1:50 PM Dismissal |
| Thu., 2/15 | V Competitive Cheerleading | Gilbert | Home - Ted Alex Gymnasium [Directions] | 7:00 p.m. | Girls Basketball Game | |
| Thu., 2/15 | V Girls Basketball | Gilbert | Home - Ted Alex Gymnasium [Directions] | L 41-44 | ||
| Thu., 2/15 | JV Girls Basketball | Gilbert | Home - Ted Alex Gymnasium [Directions] | 5:30 p.m. | ||
| Mon., 2/19 | School Holidays and Closings | President's Day - No School | ||||
| Tue., 2/20 | V Boys Basketball | Terryville | Home - Ted Alex Gymnasium [Directions] | W 57-35 | ||
| Tue., 2/20 | JV Boys Basketball | Terryville | Home - Ted Alex Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 2/20 | V Boys Swimming and Diving | Watertown | Home - Shepaug Valley HS Pool [Directions] | 4:30 p.m. | ||
| Tue., 2/20 | V Competitive Cheerleading | Terryville | Home - Ted Alex Gymnasium [Directions] | 7:00 p.m. | Boys Basketball Game | |
| Tue., 2/20 | School Holidays and Closings | Professional Development - No School | ||||
| Thu., 2/22 | V Competitive Cheerleading | Lewis Mills | Home - Ted Alex Gymnasium [Directions] | 7:00 p.m. | Boys Basketball Game | |
| Fri., 2/23 | V Boys Basketball | Lewis Mills | Home - Ted Alex Gymnasium [Directions] | L 72-65 | ||
| Fri., 2/23 | JV Boys Basketball | Lewis Mills | Home - Ted Alex Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 2/23 | FR Boys Basketball | Lewis Mills | Home - Ted Alex Gymnasium [Directions] | 3:45 p.m. | ||
| Sat., 2/24 | V Boys Ice Hockey | Lyman Hall | Away - Northford Ice Pavillion [Directions] | L 1-9 | 3:30 PM | |
| Mon., 2/26 | V Boys Ice Hockey | Housatonic Coop | Home - Gunnery Rink [Directions] | L 1-3 | ||
| Tue., 2/27 | V Boys Ice Hockey | Eastern CT Eagles | Away - Connecticut College [Directions] | L 0-4 | 10:15 AM | |
| Tue., 2/27 | Unified Sports Basketball | Wamogo | Away [Directions] | 2:30 p.m. | 2:00 PM | |
| Wed., 2/28 | V Boys Ice Hockey | JBWA | Home - Gunnery Rink [Directions] | W 4-3(OT) | ||
| Sat., 3/3 | V Boys Swimming and Diving | Berkshire League Championships | Away - Hixon Pool at Hotchkiss School | 1:00 p.m. | 10:00 AM | 22 Lime Rock Road, Lakeville, CT 06039 |
| Thu., 3/22 | School Holidays and Closings | Parent/Teacher Conferences - Early Release | ||||
| Fri., 3/23 | School Holidays and Closings | Parent/Teacher Conferences - Early Release | ||||
| Fri., 3/30 | School Holidays and Closings | Good Friday - No School | ||||
| Sat., 3/31 | V Baseball | Terryville | Home - Ted Alex Field [Directions] | W 11-1 | ||
| Sat., 3/31 | JV Baseball | Terryville | Home - Ted Alex Field [Directions] | 11:00 p.m. | ||
| Sat., 3/31 | V Softball | Terryville | Home - Dick Ayer Field [Directions] | W 7-5 | ||
| Sun., 4/1 | School Holidays and Closings | Easter Sunday | ||||
| Thu., 4/5 | V Baseball | Brookfield | Home - Ted Alex Field [Directions] | W 7-1 | ||
| Thu., 4/5 | V Boys Outdoor Track | Northwestern | Away - Northwestern HS [Directions] | 4:00 p.m. | 2:00 PM | 1:50 PM Dismissal |
| Thu., 4/5 | V Boys Tennis | Gilbert | Away - Gilbert [Directions] | W 5-0 | 2:00 PM | 1:50 PM Dismissal |
| Thu., 4/5 | V Girls Outdoor Track | Northwestern | Away - Northwestern HS [Directions] | 4:00 p.m. | 2:00 PM | 1:50 PM Dismissal |
| Thu., 4/5 | V Girls Tennis | Gilbert | Home - Shepaug Valley HS Courts [Directions] | W 7-0 | ||
| Fri., 4/6 | School Holidays and Closings | Senior Trip | ||||
| Sat., 4/7 | School Holidays and Closings | Senior Trip | ||||
| Sun., 4/8 | School Holidays and Closings | Senior Trip | ||||
| Mon., 4/9 | V Baseball | Litchfield | Away - Litchfield HS Baseball Field [Directions] | W 10-0 | 2:25 PM | |
| Mon., 4/9 | JV Baseball | Thomaston | Home - Ted Alex Field [Directions] | 3:45 p.m. | ||
| Mon., 4/9 | V Softball | Litchfield | Home - Dick Ayer Field [Directions] | W 17-2 | ||
| Tue., 4/10 | V Boys Outdoor Track | Thomaston | Home - Shepaug Valley HS Track [Directions] | 4:00 p.m. | ||
| Tue., 4/10 | V Girls Outdoor Track | Thomaston | Home - Shepaug Valley HS Track [Directions] | 4:00 p.m. | ||
| Wed., 4/11 | V Baseball | Northwestern | Home - Ted Alex Field [Directions] | W 7-6 | ||
| Wed., 4/11 | JV Baseball | Northwestern | Away - Northwestern Varsity Field [Directions] | 3:45 p.m. | 2:00 PM | 1:50 PM Dismissal |
| Wed., 4/11 | V Boys Tennis | Nonnewaug | Home - Shepaug Valley HS Courts [Directions] | L 4-1 [Detailed Results] | ||
| Wed., 4/11 | V Softball | Northwestern | Home - Dick Ayer Field [Directions] | L 1-8 | 2:00 PM | 1:50 PM Dismissal |
| Wed., 4/11 | V Girls Tennis | Nonnewaug | Away - Edgewood Tennis and Bath [Directions] | W 6-1 | 2:25 PM | |
| Thu., 4/12 | V Baseball | Nonnewaug | Home - Ted Alex Field [Directions] | W 7-2 | ||
| Thu., 4/12 | JV Baseball | Nonnewaug | Away - Nonnewaug Varsity Baseball Field [Directions] | 3:45 p.m. | 2:25 PM | |
| Thu., 4/12 | V Boys Tennis | Thomaston | Away - Nystroms Park [Directions] | W 4-1 [Detailed Results] | 2:25 PM | |
| Thu., 4/12 | V Softball | Bethel | Away - Kisling Field at Bethel HS [Directions] | W 9-6 | 2:00 PM | 1:50 PM Dismissal |
| Thu., 4/12 | V Girls Tennis | Thomaston | Home - Shepaug Valley HS Courts [Directions] | W 7-0 | ||
| Fri., 4/13 | V Boys Outdoor Track | Spartan Twilight Relays | Home - Shepaug Valley HS Track [Directions] | 6:30 p.m. | ||
| Fri., 4/13 | V Boys Tennis | Wamogo | Home - Shepaug Valley HS Courts [Directions] | W 5-0 [Detailed Results] | ||
| Fri., 4/13 | V Girls Outdoor Track | Spartan Twilight Relays | Home - Shepaug Valley HS Track [Directions] | 6:30 p.m. | ||
| Fri., 4/13 | V Girls Tennis | Wamogo | Away - Wamogo Tennis Courts [Directions] | W 7-0 | 2:25 PM | |
| Tue., 4/17 | V Baseball | Housatonic Regional | Home - Ted Alex Field [Directions] | W 6-0 | 2:00 PM | Bus Leaves from Washington Primary |
| Tue., 4/17 | V Boys Outdoor Track | Gilbert | Away - NW Reg 7 Track [Directions] | 2:00 p.m. | 12:00 PM | |
| Tue., 4/17 | V Girls Outdoor Track | Gilbert | Away - NW Reg 7 Track [Directions] | 2:00 p.m. | 12:00 PM | |
| Wed., 4/18 | V Baseball | Lewis Mills | Home - Ted Alex Field [Directions] | W 10-8 | ||
| Wed., 4/18 | V Softball | Lewis Mills | Away - Lewis Mills Softball Field [Directions] | L 5-6 | 2:00 PM | Bus Leaves from Washington Primary |
| Fri., 4/20 | V Baseball | Wamogo | Home - Ted Alex Field [Directions] | W 15-1 | ||
| Fri., 4/20 | V Softball | Wamogo/Litchfield | Home - Dick Ayer Field [Directions] | L 1-11 | ||
| Sat., 4/21 | JV Baseball | Brookfield | Away - BHS Baseball Field [Directions] | 10:00 a.m. | 8:30 AM | Bus Leaves from Washington Primary |
| Sat., 4/21 | V Softball | Thomaston | Home - Dick Ayer Field [Directions] | L 3-10 | ||
| Mon., 4/23 | V Baseball | Gilbert | Home - Ted Alex Field [Directions] | W 9-0 | ||
| Mon., 4/23 | JV Baseball | Gilbert | Home - Shepaug Valley HS JV Baseball Field [Directions] | 4:00 p.m. | ||
| Mon., 4/23 | V Boys Outdoor Track | Wamogo | Home - Shepaug Valley HS Track [Directions] | 4:00 p.m. | ||
| Mon., 4/23 | V Boys Tennis | Lewis Mills | Home - Shepaug Valley HS Courts [Directions] | L 5-0 [Detailed Results] | ||
| Mon., 4/23 | V Girls Outdoor Track | Wamogo | Home - Shepaug Valley HS Track [Directions] | 4:00 p.m. | ||
| Mon., 4/23 | V Softball | Gilbert | Away - Rowley Field [Directions] | W 12-1 | 2:00 PM | 1:50 PM Dismissal |
| Mon., 4/23 | V Girls Tennis | Lewis Mills | Away - Lewis Mills Tennis Courts [Directions] | W 6-1 | 2:00 PM | 1:50 PM Dismissal |
| Tue., 4/24 | V Baseball | Thomaston | Away - Thomaston H.S. Field [Directions] | W 7-3 | 2:25 PM | Bus Leaves from Washington Primary |
| Tue., 4/24 | V Boys Golf | Litchfield, Lewis Mills | Home - Lake Waramaug Country Club [Directions] | Lewis Mills 162, Shepaug 223, Litchfield 224 | ||
| Tue., 4/24 | V Boys Tennis | Housatonic Regional | Home - Shepaug [Directions] | L 4-1 [Detailed Results] | ||
| Tue., 4/24 | V Softball | Nonnewaug | Away - Nonnewaug HS Varsity Field [Directions] | W 9-4 | 2:25 PM | |
| Tue., 4/24 | V Girls Tennis | Housatonic Regional | Away - Housatonic [Directions] | W 6-1 | 2:00 PM | 1:50 PM Dismissal |
| Thu., 4/26 | JV Baseball | Thomaston | Away - Thomaston H.S. Field [Directions] | 3:45 p.m. | 2:25 PM | |
| Thu., 4/26 | V Boys Outdoor Track | Terryville | Home - Shepaug Valley HS Track [Directions] | 4:00 p.m. | ||
| Thu., 4/26 | V Boys Tennis | Litchfield | Away - Litchfield HS [Directions] | L 0-5 | 2:25 PM | |
| Thu., 4/26 | V Girls Outdoor Track | Terryville | Home - Shepaug Valley HS Track [Directions] | 4:00 p.m. | ||
| Thu., 4/26 | V Softball | Housatonic Regional | Home - Dick Ayer Field [Directions] | W 16-1 | ||
| Mon., 4/30 | V Baseball | Nonnewaug | Away - Nonnewaug HS Varsity Field [Directions] | W 6-1 | 2:25 PM | |
| Mon., 4/30 | JV Baseball | Nonnewaug | Home - Ted Alex Field [Directions] | 3:45 p.m. | 2:25 PM | |
| Mon., 4/30 | V Boys Tennis | Gilbert | Home - Shepaug Valley HS Courts [Directions] | W 4-1 [Detailed Results] | ||
| Mon., 4/30 | V Softball | Nonnewaug | Home - Dick Ayer Field [Directions] | L 7-16 | ||
| Mon., 4/30 | V Girls Tennis | Gilbert | Away - Gilbert [Directions] | W 6-1 | 1:15 PM | 1:05 PM Dismissal |
| Tue., 5/1 | V Baseball | Terryville | Away - New Terryville HS [Directions] | W 11-5 | 2:15 PM | 2:05 PM Dismissal |
| Tue., 5/1 | JV Baseball | Terryville | Away - Lower Fisher Elementary [Directions] | 3:45 p.m. | 2:15 PM | 2:05 PM Dismissal |
| Tue., 5/1 | V Boys Golf | Northwestern, Litchfield | Away - Norfolk CC [Directions] | Northwestern 191, Litchfield 237, Shepaug 251 | 1:40 PM | 1:30 PM Dismissal |
| Tue., 5/1 | V Boys Outdoor Track | Litchfield | Home - Shepaug Valley HS Track [Directions] | 4:00 p.m. | ||
| Tue., 5/1 | V Boys Tennis | Northwestern | Away - NWR-7 Tennis Courts [Directions] | L 2-3 [Detailed Results] | 2:00 PM | 1:50 PM Dismissal |
| Tue., 5/1 | V Girls Outdoor Track | Litchfield | Home - Shepaug Valley HS Track [Directions] | 4:00 p.m. | ||
| Tue., 5/1 | V Girls Tennis | Northwestern | Home - Shepaug Valley HS Courts [Directions] | W 7-0 | ||
| Wed., 5/2 | V Baseball | Housatonic Regional | Away - Housatonic Field [Directions] | W 3-2 | 2:00 PM | 1:50 PM Dismissal |
| Wed., 5/2 | JV Baseball | Housatonic Regional | Away - HS JV Field [Directions] | 3:45 p.m. | 2:00 PM | 1:50 PM Dismissal |
| Wed., 5/2 | V Boys Golf | Wamogo, Terryville | Away - Stonybrook Golf Course [Directions] | Terryville/Thomaston 211, Shepaug 252, Wamogo 261 | 2:00 PM | 1:50 PM Dismissal |
| Wed., 5/2 | V Boys Tennis | Litchfield | Home - Shepaug Valley HS Courts [Directions] | L 4-1 [Detailed Results] | ||
| Wed., 5/2 | V Softball | Housatonic Regional | Away - Housatonic Field [Directions] | W 9-0 | 2:00 PM | 1:50 PM Dismissal |
| Wed., 5/2 | V Girls Tennis | Litchfield | Away - Litchfield HS [Directions] | L 2-5 | 2:25 PM | |
| Fri., 5/4 | V Baseball | Platt | Home - Ted Alex Field [Directions] | W 6-4 | ||
| Fri., 5/4 | JV Baseball | Platt | Home - Shepaug Valley HS JV Baseball Field [Directions] | 3:45 p.m. | ||
| Fri., 5/4 | V Boys Tennis | Nonnewaug | Away - Edgewood Tennis and Bath [Directions] | L 3-2 | 2:25 PM | |
| Fri., 5/4 | V Girls Tennis | Nonnewaug | Home - Shepaug Valley HS Courts [Directions] | W 6-1 | ||
| Sat., 5/5 | V Boys Outdoor Track | Marty Roberts Invitational | Away - Coginchaug HS - 135 Pickett Ln, Durham, CT 06422 | 10:00 a.m. | 7:30 AM | |
| Sat., 5/5 | V Girls Outdoor Track | Marty Roberts Invitational | Away - Coginchaug HS - 135 Pickett Ln, Durham, CT 06422 | 10:00 a.m. | 7:30 AM | |
| Mon., 5/7 | V Baseball | Litchfield | Home - Ted Alex Field [Directions] | W 8-3 | ||
| Mon., 5/7 | JV Baseball | Wamogo | Away [Directions] | 3:45 p.m. | 2:25 PM | |
| Mon., 5/7 | JV Baseball | Wamogo | Away - Wamogo Baseball Field [Directions] | 3:45 p.m. | ||
| Mon., 5/7 | V Boys Golf | Housatonic Regional | Home - Lake Waramaug Country Club [Directions] | Housatonic 193, Shepaug 241 | ||
| Mon., 5/7 | V Boys Outdoor Track | Housatonic Regional | Away - Housatonic Track [Directions] | 4:00 p.m. | 2:00 PM | 1:50 PM Dismissal |
| Mon., 5/7 | V Boys Tennis | Wamogo | Away - Wamogo Tennis Courts [Directions] | W 4-1 [Detailed Results] | 2:25 PM | |
| Mon., 5/7 | V Girls Outdoor Track | Housatonic Regional | Away - Housatonic Track [Directions] | 4:00 p.m. | 2:00 PM | 1:50 PM Dismissal |
| Mon., 5/7 | V Softball | Litchfield | Away - Plumb Hill Field Complex, Litchfield [Directions] | W 16-0 | 2:25 PM | |
| Mon., 5/7 | V Girls Tennis | Wamogo | Home - Shepaug Valley HS Courts [Directions] | W 7-0 | ||
| Tue., 5/8 | JV Baseball | Litchfield | Home - Shepaug Valley HS JV Baseball Field [Directions] | 4:00 p.m. | ||
| Tue., 5/8 | V Boys Tennis | Thomaston | Home - Shepaug Valley HS Courts [Directions] | W 4-1 [Detailed Results] | ||
| Tue., 5/8 | V Girls Tennis | Thomaston | Away - Nystroms Park [Directions] | W 7-0 | 2:25 PM | |
| Wed., 5/9 | V Baseball | Northwestern | Away - Northwestern Varsity Field [Directions] | W 11-4 | 2:00 PM | 1:50 PM Dismissal |
| Wed., 5/9 | JV Baseball | Northwestern | Home - Ted Alex Field [Directions] | 3:45 p.m. | ||
| Wed., 5/9 | V Boys Tennis | Northwestern | Home - Shepaug Valley HS Courts [Directions] | L 3-2 [Detailed Results] | ||
| Wed., 5/9 | V Softball | Northwestern | Away - Northwestern Varsity Field [Directions] | L 2-12 | ||
| Wed., 5/9 | V Girls Tennis | Northwestern | Away - NWR-7 Tennis Courts [Directions] | W 7-0 | 2:00 PM | 1:50 PM Dismissal |
| Thu., 5/10 | V Boys Outdoor Track | Lewis Mills | Home - Shepaug Valley HS Track [Directions] | 4:00 p.m. | ||
| Thu., 5/10 | V Boys Tennis | Housatonic Regional | Away - Housatonic [Directions] | L 3-2 [Detailed Results] | 2:00 PM | 1:50 PM Dismissal |
| Thu., 5/10 | V Girls Outdoor Track | Lewis Mills | Home - Shepaug Valley HS Track [Directions] | 4:00 p.m. | ||
| Thu., 5/10 | V Girls Tennis | Housatonic Regional | Home - Shepaug [Directions] | W 6-1 | ||
| Fri., 5/11 | V Softball | Abbott Tech | Home - Dick Ayer Field [Directions] | W 14-3 | ||
| Fri., 5/11 | Miscellaneous Events | Middle School Dance | Home - Shepaug Cafeteria [Directions] | 7:00 p.m. | ||
| Sat., 5/12 | V Boys Outdoor Track | Irv Black Invitational | Away - Veterans Stadium Willowbrook Park, John Karbonic Way, New Britain, CT 06051 | 12:00 p.m. | 10:00 AM | |
| Sat., 5/12 | V Girls Outdoor Track | Irv Black Invitational | Away - Veterans Stadium Willowbrook Park, John Karbonic Way, New Britain, CT 06051 | 12:00 p.m. | 10:00 AM | |
| Sun., 5/13 | School Holidays and Closings | Mothers Day | ||||
| Mon., 5/14 | V Baseball | Thomaston | Home - Ted Alex Field [Directions] | W 10-0 | ||
| Mon., 5/14 | V Boys Golf | Terryville | Home - Lake Waramaug Country Club [Directions] | Terryville 213, Shepaug 241 | ||
| Mon., 5/14 | V Boys Outdoor Track | Nonnewaug | Away - Paul Burns Memorial Track [Directions] | 4:00 p.m. | 2:25 PM | |
| Mon., 5/14 | V Boys Tennis | Lewis Mills | Away - Lewis Mills Tennis Courts [Directions] | L 0-5 | 2:00 PM | 1:50 PM Dismissal |
| Mon., 5/14 | V Girls Outdoor Track | Nonnewaug | Away [Directions] | 4:00 p.m. | 2:25 PM | 1:50 PM Dismissal |
| Mon., 5/14 | V Softball | Thomaston | Away - Bev Lowden Softball Field (T.H.S.) [Directions] | L 11-5 | 2:25 PM | |
| Mon., 5/14 | V Girls Tennis | Litchfield | Home - Shepaug Valley HS Courts [Directions] | L 3-4 | 1:00 PM Dismissal | |
| Mon., 5/14 | V Girls Tennis | Lewis Mills | Home - Shepaug Valley HS Courts [Directions] | W 7-0 | ||
| Wed., 5/16 | V Baseball | Lewis Mills | Away - Lewis Mills Baseball Field [Directions] | L 3-1 | 2:00 PM | 1:50 PM Dismissal |
| Wed., 5/16 | JV Baseball | Lewis Mills | Away - Lewis Mills JV Baseball Field [Directions] | 3:45 p.m. | 2:00 PM | 1:50 PM Dismissal |
| Wed., 5/16 | V Softball | Lewis Mills | Home - Dick Ayer Field [Directions] | L 3-6 | ||
| Wed., 5/16 | Miscellaneous Events | HS Concert | Home [Directions] | TBA | ||
| Thu., 5/17 | V Baseball | Wamogo | Home - Ted Alex Field [Directions] | W 11-1 | ||
| Thu., 5/17 | V Boys Golf | Gilbert, Housatonic Regional | Away - Greenwood Country Club [Directions] | Gilbert 165, Housatonic 198, Shepaug 227 | 1:40 PM | 1:30 PM Dismissal |
| Thu., 5/17 | V Softball | Terryville | Away - New Terryville HS [Directions] | W 22-3 | 2:15 PM | 2:05 PM Dismissal |
| Fri., 5/18 | JV Baseball | Wamogo | Away - Wamogo Baseball Field [Directions] | 3:45 p.m. | 2:25 PM | |
| Sat., 5/19 | V Boys Outdoor Track | Berkshire League Championships | Away [Directions] | 9:00 a.m. | 7:00 AM | Admission $6 Adults, $3 Students |
| Sat., 5/19 | V Girls Outdoor Track | Berkshire League Championships | Away [Directions] | 9:00 a.m. | 7:00 AM | Admission $6 Adults, $3 Students |
| Mon., 5/21 | V Baseball | Gilbert | Away - Walker Field [Directions] | W 14-3 | 2:00 PM | 1:50 PM Dismissal |
| Mon., 5/21 | V Boys Golf | Wamogo, Northwestern | Home - Lake Waramaug Country Club [Directions] | Northwestern 205, Shepaug 228, Wamogo 261 | 2:15 PM Dismissal | |
| Mon., 5/21 | V Softball | Gilbert | Home - Dick Ayer Field [Directions] | W 6-0 | ||
| Tue., 5/22 | JV Baseball | Housatonic Regional | Home - Shepaug Valley HS JV Baseball Field [Directions] | Cancelled | ||
| Tue., 5/22 | V Boys Golf | Lewis Mills, Nonnewaug | Away - Fairview Farms Golf Course - Harwinton [Directions] | Lewis Mills 155, Nonnewaug 220, Shepaug 240 | 1:50 PM | 1:40 PM Dismissal |
| Tue., 5/22 | V Boys Outdoor Track | Berkshire League Festival | Away [Directions] | 3:45 p.m. | ||
| Tue., 5/22 | V Girls Outdoor Track | Berkshire League Festival | Away [Directions] | 3:45 p.m. | ||
| Wed., 5/23 | V Boys Outdoor Track | Berkshire League Festival | Away [Directions] | 3:45 p.m. | 1:30 PM | 1:20 PM Dismissal |
| Wed., 5/23 | V Girls Outdoor Track | Berkshire League Festival | Away [Directions] | 3:45 p.m. | 1:30 PM | 1:20 PM Dismissal |
| Wed., 5/23 | V Softball | Wamogo/Litchfield | Away - Wamogo Varsity Softball Field [Directions] | L 2-14 | 2:25 PM | |
| Mon., 5/28 | School Holidays and Closings | Memorial Day | ||||
| Wed., 5/30 | V Boys Golf | Nonnewaug, Gilbert | Away - Heritage Village CC [Directions] | 3:00 p.m. | 2:00 PM | 1:50 PM Dismissal |
| Sun., 6/17 | School Holidays and Closings | Fathers Day | ||||