| Shelton 2016-17 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 846 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| TBA | JV Baseball | Xavier | Away - Xavier H.S. Rich Magner Field [Directions] | 3:45 p.m. | ||
| TBA | JV Baseball | Amity | Home - Riverview Park - Shelton [Directions] | TBA | ||
| TBA | JV Baseball | Branford | Home - Shelton HS Baseball Field [Directions] | TBA | doubleheader w/Branford | |
| TBA | JV Baseball | Branford | Home - Shelton HS Baseball Field [Directions] | TBA | doubleheader w/Branford | |
| TBA | FR Baseball | Amity | Away - John Janenda Baseball Field @ Amity HS [Directions] | 4:15 p.m. | ||
| TBA | FR Baseball | North Haven | Away - North Haven Athletic Complex - Brook Field [Directions] | TBA | ||
| TBA | FR Baseball | Sheehan | Home - Nike Site - Shelton [Directions] | TBA | ||
| TBA | FR Boys Lacrosse | Westhill | Away - Westhill Front Turf Field [Directions] | 4:15 p.m. | W 13-4 | |
| TBA | FR Boys Lacrosse | Westhill | Home - Shelton HS - Lower Field [Directions] | Cancelled | Cancelled | |
| TBA | JV Boys Soccer | Lyman Hall | Home - Shelton HS Finn Stadium [Directions] | TBA | ||
| TBA | JV Girls Lacrosse | Sacred Heart Academy | Away - Sacred Heart Academy [Directions] | 5:15 p.m. | ||
| TBA | JV Girls Lacrosse | Daniel Hand | Away - Surf Club [Directions] | TBA | ||
| TBA | V Softball | Derby (Scrim.) | Away - Derby- Ryan Athletic Complex- softball field [Directions] | Cancelled | Cancelled | |
| TBA | JV Softball | Career Magnet | Home - Shelton Intermediate School Field [Directions] | TBA | ||
| TBA | JV Softball | Branford | Away - Foote Memorial park [Directions] | TBA | ||
| Sat., 8/27 | V Girls Soccer | Seymour (Scrim.) | Home - Shelton HS Finn Stadium [Directions] | 4:00 p.m. | ||
| Sat., 8/27 | JV Girls Soccer | Seymour (Scrim.) | Home - Shelton HS Finn Stadium [Directions] | 4:00 p.m. | ||
| Tue., 8/30 | V Football | Masuk (Scrim.) | Home - Shelton HS Finn Stadium [Directions] | 6:00 p.m. | ||
| Tue., 8/30 | V Field Hockey | St. Joseph (Scrim.) | Home - Shelton Intermediate School Field [Directions] | 3:30 p.m. | ||
| Tue., 8/30 | V Girls Soccer | East Haven (Scrim.) | Away - East Haven HS [Directions] | 7:00 p.m. | ||
| Tue., 8/30 | JV Girls Soccer | East Haven (Scrim.) | Away [Directions] | 3:30 p.m. | ||
| Wed., 8/31 | V Girls Volleyball | Masuk (Scrim.) | Home - Shelton HS Gym [Directions] | 3:30 p.m. | ||
| Wed., 8/31 | JV Girls Volleyball | Masuk (Scrim.) | Home - Shelton HS Gym [Directions] | 3:30 p.m. | same time as Var.-two courts | |
| Thu., 9/1 | V Boys Soccer | Trumbull (Scrim.) | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | ||
| Thu., 9/1 | JV Boys Soccer | Trumbull (Scrim.) | Home - Shelton HS Finn Stadium [Directions] | 5:00 p.m. | ||
| Thu., 9/1 | FR Boys Soccer | Trumbull (Scrim.) | Home - Shelton HS - Lower Field [Directions] | 5:00 p.m. | ||
| Thu., 9/1 | FR Boys Soccer | Trumbull (Scrim.) | Home - Shelton HS - Lower Field [Directions] | 5:00 p.m. | ||
| Thu., 9/1 | V Girls Soccer | Pomperaug (Scrim.) | Away - Sports Complex & Track [Directions] | 3:30 p.m. | ||
| Thu., 9/1 | JV Girls Soccer | Pomperaug (Scrim.) | Away - PHS Soccer Field [Directions] | 3:00 p.m. | ||
| Fri., 9/2 | V Girls Volleyball | Ansonia (Scrim.) | Home - Shelton HS Gym [Directions] | 3:30 p.m. | ||
| Fri., 9/2 | JV Girls Volleyball | Ansonia (Scrim.) | Home - Shelton HS Gym [Directions] | 3:30 p.m. | same time as Var.-two courts | |
| Sat., 9/3 | V Girls Soccer | Shelton Jamboree | Home - Shelton HS [Directions] | 8:00 a.m. | ||
| Sat., 9/3 | JV Girls Soccer | Shelton Jamboree | Home - Shelton HS [Directions] | 8:00 a.m. | ||
| Tue., 9/6 | V Boys Soccer | Masuk (Scrim.) | Home - Shelton HS Finn Stadium [Directions] | 6:00 p.m. | ||
| Tue., 9/6 | JV Boys Soccer | Masuk (Scrim.) | Home - Shelton HS Finn Stadium [Directions] | 7:15 p.m. | ||
| Tue., 9/6 | V Girls Volleyball | Sacred Heart Academy (Scrim.) | Home - Shelton HS Gym [Directions] | 3:30 p.m. | ||
| Tue., 9/6 | JV Girls Volleyball | Sacred Heart Academy (Scrim.) | Home - Shelton HS Gym [Directions] | 3:30 p.m. | same time as Var.-two courts | |
| Wed., 9/7 | V Girls Volleyball | Seymour (Scrim.) | Home - Shelton HS Gym [Directions] | 3:45 p.m. | ||
| Wed., 9/7 | JV Girls Volleyball | Seymour (Scrim.) | Home - Shelton HS Gym [Directions] | 3:45 p.m. | same time as Var. - two courts | |
| Thu., 9/8 | FR Football | Amity (Scrim.) | Home - Shelton HS Finn Stadium [Directions] | 6:00 p.m. | ||
| Fri., 9/9 | V Football | Amity | Away - William Johnson Football Field @ Amity HS [Directions] | 7:00 p.m. | W 42-6 | |
| Fri., 9/9 | V Boys Soccer | Amity | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | W 3-1 | |
| Fri., 9/9 | JV Boys Soccer | Amity | Home - Shelton HS Finn Stadium [Directions] | 5:30 p.m. | ||
| Fri., 9/9 | V Field Hockey | Lyman Hall | Away - Lyman Hall HS Field 2 [Directions] | 3:45 p.m. | L 0-4 | |
| Fri., 9/9 | JV Field Hockey | Lyman Hall | Away - Lyman Hall Field #1 [Directions] | 5:15 p.m. | ||
| Fri., 9/9 | V Girls Soccer | Amity | Away - Amity HS - Field # 3 [Directions] | 3:45 p.m. | L 1-3 | |
| Fri., 9/9 | JV Girls Soccer | Amity | Away - Amity HS - Field # 2 [Directions] | 3:45 p.m. | W 4-2 | |
| Fri., 9/9 | V Girls Volleyball | Stamford | Away - Stamford HS [Directions] | 6:00 p.m. | L 0-3 | @ Stamford H.S. |
| Sat., 9/10 | JV Football | Amity | Home - Shelton HS Finn Stadium [Directions] | 10:00 a.m. | ||
| Sat., 9/10 | V Girls Volleyball | Trinity Catholic | Away - Stamford HS | 4:00 p.m. | W 3-0 | @ Stamford H.S. |
| Mon., 9/12 | V Girls Volleyball | Cheshire | Away - Cheshire High - West Gym [Directions] | 6:30 p.m. | L 1-3 | |
| Mon., 9/12 | JV Girls Volleyball | Cheshire | Away - Cheshire High - West Gym [Directions] | 5:30 p.m. | ||
| Tue., 9/13 | V Boys Cross Country | Hamden, Sheehan, West Haven | Away - Brooksvale Park [Directions] | 4:00 p.m. | ||
| Tue., 9/13 | V Boys Soccer | Cheshire | Away - Cheshire High Main Game field [Directions] | 6:00 p.m. | T 2-2 | |
| Tue., 9/13 | FR Boys Soccer | Fairfield Prep | Away - Rafferty Stadium, Fairfield University [Directions] | 3:45 p.m. | ||
| Tue., 9/13 | V Girls Cross Country | Hamden, Sheehan, West Haven | Away - Brooksvale Park [Directions] | 4:00 p.m. | ||
| Tue., 9/13 | V Girls Soccer | Guilford | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | W 2-1 | |
| Tue., 9/13 | JV Girls Soccer | Guilford | Home - Shelton HS Finn Stadium [Directions] | 5:30 p.m. | W 4-1 | |
| Tue., 9/13 | V Girls Swimming and Diving | Jonathan Law | Home - Shelton Community Center Pool [Directions] | 3:30 p.m. | Win 105-63 | |
| Wed., 9/14 | JV Boys Soccer | Cheshire | Away - Cheshire HS soccer field [Directions] | 3:45 p.m. | ||
| Thu., 9/15 | FR Football | Notre Dame-West Haven | Away - Veteran's Stadium [Directions] | 4:00 p.m. | ||
| Thu., 9/15 | FR Boys Soccer | Guilford | Home - Shelton HS - Lower Field [Directions] | 3:45 p.m. | ||
| Thu., 9/15 | V Girls Soccer | Wilbur Cross | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | W 6-1 | |
| Thu., 9/15 | JV Girls Soccer | Wilbur Cross | Home - Shelton HS Finn Stadium [Directions] | 5:30 p.m. | W 7-1 | |
| Thu., 9/15 | FR Girls Soccer | Daniel Hand | Home - Shelton HS - Upper Field [Directions] | 3:45 p.m. | W 5-0 | |
| Thu., 9/15 | V Girls Volleyball | Branford | Home - Shelton HS Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Thu., 9/15 | JV Girls Volleyball | Branford | Home - Shelton HS Gym [Directions] | 4:30 p.m. | ||
| Fri., 9/16 | V Football | Notre Dame-West Haven | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | W 33-21 | |
| Fri., 9/16 | V Boys Soccer | West Haven | Away - Ken Strong Stadium [Directions] | 7:00 p.m. | W 2-1 | |
| Fri., 9/16 | JV Boys Soccer | West Haven | Away - Ken Strong Stadium [Directions] | 5:00 p.m. | ||
| Fri., 9/16 | V Field Hockey | Sheehan | Home - Shelton Intermediate School Field [Directions] | 3:45 p.m. | L 8-0 | |
| Fri., 9/16 | JV Field Hockey | Sheehan | Home - Shelton Intermediate School Field [Directions] | 5:15 p.m. | ||
| Fri., 9/16 | V Girls Swimming and Diving | Hamden | Away - HHS Pool [Directions] | 4:00 p.m. | Win 110-69 | |
| Fri., 9/16 | V Girls Volleyball | East Haven | Home - Shelton HS Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Fri., 9/16 | JV Girls Volleyball | East Haven | Home - Shelton HS Gym [Directions] | 4:30 p.m. | ||
| Sat., 9/17 | V Boys Cross Country | Wilton Invitational | Away | 8:00 a.m. | @ Allen Meadows Park | |
| Sat., 9/17 | JV Football | Notre Dame-West Haven | Away - Veteran's Stadium [Directions] | 10:00 a.m. | ||
| Sat., 9/17 | V Girls Cross Country | Wilton Invitational | Away | 8:00 a.m. | @ Allen Meadows Park | |
| Mon., 9/19 | V Boys Soccer | North Haven | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | W 6-0 | |
| Mon., 9/19 | JV Boys Soccer | North Haven | Home - Shelton HS Finn Stadium [Directions] | 5:30 p.m. | ||
| Mon., 9/19 | V Girls Volleyball | Lyman Hall | Away - Lyman Hall HS Gymnasium [Directions] | 5:30 p.m. | W 3-0 | |
| Mon., 9/19 | JV Girls Volleyball | Lyman Hall | Away - Lyman Hall HS Gymnasium [Directions] | 4:15 p.m. | ||
| Mon., 9/19 | FR Girls Volleyball | Sacred Heart Academy | Away - Sacred Heart Academy [Directions] | 3:45 p.m. | ||
| Tue., 9/20 | V Boys Cross Country | Daniel Hand | Home - Shelton HS [Directions] | 4:00 p.m. | Boys: 17-42 Shelton-Hand Dillon S 17:36 Wells S 18:31 Sacoto S 18:56 Zorba DH 19:01 Pineau S 19:03 Damonia S 19:43 McGeary DH 19:48 Cristino DH 19:56 Mascia DH 20:13 Rossi DH 20:19 | |
| Tue., 9/20 | V Girls Cross Country | Daniel Hand | Home - Shelton HS [Directions] | 4:00 p.m. | 25-34 Hand-Shelton Phillips DH 21:14 LoMonte S 22:03 Spisto S 22:05 Martin DH 22:09 Canter DH 22:18 Weissenberg S 22:29 Law DH 23:05 Connelly DH 23:15 Rottermind DH 23:21 Hartman DH 23:45 | |
| Tue., 9/20 | V Girls Swimming and Diving | East Haven/Cross/Hillhouse/SHA | Away - East Haven Recreation Pool [Directions] | 4:00 p.m. | Win 100-54 | |
| Wed., 9/21 | V Boys Soccer | Branford | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | W 2-0 | |
| Wed., 9/21 | JV Boys Soccer | Branford | Home - Shelton HS Finn Stadium [Directions] | 5:30 p.m. | ||
| Wed., 9/21 | FR Boys Soccer | Amity | Away - Amity HS - Field # 2 [Directions] | 3:45 p.m. | ||
| Wed., 9/21 | V Field Hockey | North Haven | Home - Shelton Intermediate School Field [Directions] | 3:45 p.m. | L 2-0 | |
| Wed., 9/21 | JV Field Hockey | North Haven | Home - Shelton Intermediate School Field [Directions] | 5:15 p.m. | ||
| Wed., 9/21 | V Girls Soccer | Sheehan | Away - Sheehan HS Riccitelli Field [Directions] | 6:00 p.m. | L 1-2 | |
| Wed., 9/21 | V Girls Volleyball | Sheehan | Home - Shelton HS Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Wed., 9/21 | JV Girls Volleyball | Sheehan | Home - Shelton HS Gym [Directions] | 4:30 p.m. | ||
| Wed., 9/21 | FR Girls Volleyball | Woodland | Home - Shelton HS Gym [Directions] | 3:00 p.m. | ||
| Thu., 9/22 | FR Football | Branford | Home - Shelton HS Finn Stadium [Directions] | 6:00 p.m. | ||
| Thu., 9/22 | V Field Hockey | Amity | Away - Amity HS [Directions] | 4:00 p.m. | L 0-9 | |
| Thu., 9/22 | JV Field Hockey | Amity | Away - Amity HS [Directions] | 5:30 p.m. | ||
| Thu., 9/22 | JV Girls Soccer | Sheehan | Away - Moran MS [Directions] | 3:45 p.m. | W 5-0 | |
| Thu., 9/22 | FR Girls Soccer | Guilford | Home - Shelton HS - Upper Field [Directions] | 3:45 p.m. | W 3-0 | |
| Fri., 9/23 | V Boys Soccer | Career/Hillhouse | Away - East Shore Athletic Complex [Directions] | 3:45 p.m. | W 5-0 | |
| Fri., 9/23 | V Field Hockey | Daniel Hand | Away - DHHS Turf Field [Directions] | 3:45 p.m. | L 0-6 | |
| Fri., 9/23 | JV Field Hockey | Daniel Hand | Away - DHHS Turf Field [Directions] | 5:15 p.m. | ||
| Fri., 9/23 | V Girls Soccer | Lauralton Hall | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | W 4-2 | |
| Fri., 9/23 | JV Girls Soccer | Lauralton Hall | Home - Shelton HS Finn Stadium [Directions] | 5:30 p.m. | W 7-0 | |
| Fri., 9/23 | V Girls Swimming and Diving | West Haven | Home - Shelton Community Center Pool [Directions] | 4:00 p.m. | Win 102-63 | |
| Fri., 9/23 | V Girls Volleyball | Wilbur Cross | Home - Shelton HS Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Fri., 9/23 | JV Girls Volleyball | Wilbur Cross | Home - Shelton HS Gym [Directions] | 4:30 p.m. | ||
| Sat., 9/24 | V Football | Branford | Away - Guilford HS [Directions] | 5:00 p.m. | W 45-14 | |
| Sat., 9/24 | JV Football | Branford | Home - Shelton HS Finn Stadium [Directions] | Cancelled | Cancelled | |
| Sat., 9/24 | JV Boys Soccer | Career/Hillhouse | Away - East Shore Athletic Complex [Directions] | 10:30 a.m. | ||
| Sat., 9/24 | FR Girls Volleyball | Masuk | Away - David Strong Gymnasium @ Masuk HS [Directions] | 10:00 a.m. | ||
| Mon., 9/26 | FR Boys Soccer | Xavier | Away - Xavier H.S. Turf Field [Directions] | 3:45 p.m. | ||
| Mon., 9/26 | V Girls Soccer | Sacred Heart Academy | Away - Sacred Heart Academy [Directions] | 3:45 p.m. | W 8-2 | |
| Mon., 9/26 | V Girls Volleyball | Amity | Away - Paul D. Mengold Gymnasium at Amity Regional HS [Directions] | 5:15 p.m. | L 2-3 | |
| Mon., 9/26 | JV Girls Volleyball | Amity | Away - Paul D. Mengold Gymnasium at Amity Regional HS [Directions] | 3:45 p.m. | ||
| Tue., 9/27 | V Boys Cross Country | Lyman Hall, Branford, East Haven | Away - Wharton Brook Park [Directions] | 4:00 p.m. | ||
| Tue., 9/27 | V Boys Soccer | Fairfield Prep | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | L 0-1 | |
| Tue., 9/27 | JV Boys Soccer | Fairfield Prep | Home - Shelton HS Finn Stadium [Directions] | 5:30 p.m. | ||
| Tue., 9/27 | V Girls Cross Country | Lyman Hall, Branford, East Haven | Away - Wharton Brook Park [Directions] | 4:00 p.m. | ||
| Tue., 9/27 | JV Girls Soccer | Sacred Heart Academy | Away - Sacred Heart Academy [Directions] | 3:45 p.m. | W 5-0 | |
| Tue., 9/27 | V Girls Swimming and Diving | Lauralton Hall | Away - Foran HS Pool [Directions] | 6:00 p.m. | Loss 98-82 | @ Foran HS |
| Wed., 9/28 | V Girls Volleyball | Guilford | Away - Main Gym at GHS [Directions] | 5:15 p.m. | W 3-1 | |
| Wed., 9/28 | JV Girls Volleyball | Guilford | Away - Main Gym at GHS [Directions] | 3:45 p.m. | ||
| Wed., 9/28 | FR Girls Volleyball | Guilford | Away - Aux Gym at GHS [Directions] | 3:45 p.m. | ||
| Thu., 9/29 | FR Football | Xavier | Away - Xavier H.S. Turf Field [Directions] | 4:00 p.m. | ||
| Thu., 9/29 | FR Boys Soccer | Notre Dame-West Haven | Home - Shelton HS - Lower Field [Directions] | 3:45 p.m. | ||
| Thu., 9/29 | V Field Hockey | Sheehan | Away - Sheehan HS Riccitelli Field [Directions] | 6:30 p.m. | L 1-6 | |
| Thu., 9/29 | JV Field Hockey | Sheehan | Away - Sheehan HS Riccitelli Field [Directions] | 5:15 p.m. | ||
| Thu., 9/29 | JV Girls Soccer | Cheshire | Home - Shelton HS Finn Stadium [Directions] | 5:30 p.m. | W 2-1 | |
| Thu., 9/29 | FR Girls Soccer | Amity | Away - Center Field - Woodbridge [Directions] | 3:45 p.m. | L 1-3 | |
| Thu., 9/29 | V Girls Swimming and Diving | Cheshire | Home - Shelton Community Center Pool [Directions] | 3:30 p.m. | Loss 89-73 | |
| Sat., 10/1 | V Football | Xavier | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | W 38-35 | |
| Sat., 10/1 | JV Boys Soccer | Lyman Hall | Away - Lyman Hall Fitzgerald Field [Directions] | Cancelled | Cancelled | |
| Sat., 10/1 | V Girls Soccer | Cheshire | Home - Shelton HS Finn Stadium [Directions] | 3:30 p.m. | W 1-0 | |
| Sat., 10/1 | FR Girls Soccer | Cheshire | Home - Shelton HS Finn Stadium [Directions] | 10:30 a.m. | W 7-0 | |
| Sat., 10/1 | FR Girls Volleyball | Woodland | Away [Directions] | Cancelled | Cancelled | |
| Sat., 10/1 | FR Girls Volleyball | Amity | Home - Shelton HS Gym [Directions] | 10:00 a.m. | ||
| Sun., 10/2 | JV Football | Xavier | Away - Xavier H.S. Turf Field [Directions] | 2:00 p.m. | ||
| Mon., 10/3 | V Boys Soccer | Lyman Hall | Away - Lyman Hall Field #1 [Directions] | 3:45 p.m. | W 6-1 | |
| Mon., 10/3 | V Girls Volleyball | Branford | Away - James L MacVeigh Alumni Athletic Complex - Gym [Directions] | 5:30 p.m. | L 1-3 | |
| Mon., 10/3 | JV Girls Volleyball | Branford | Away - James L MacVeigh Alumni Athletic Complex - Gym [Directions] | 4:30 p.m. | ||
| Tue., 10/4 | FR Boys Soccer | Daniel Hand | Home - Shelton HS - Lower Field [Directions] | 3:45 p.m. | ||
| Tue., 10/4 | V Field Hockey | Amity | Home - Shelton Intermediate School Field [Directions] | 3:45 p.m. | L 0-4 | |
| Tue., 10/4 | JV Field Hockey | Amity | Home - Shelton Intermediate School Field [Directions] | 5:15 p.m. | ||
| Tue., 10/4 | V Girls Soccer | Amity | Home - Shelton HS Finn Stadium [Directions] | 7:15 p.m. | T 0-0 | |
| Tue., 10/4 | JV Girls Soccer | Amity | Home - Shelton HS Finn Stadium [Directions] | 5:30 p.m. | W 2-1 | |
| Tue., 10/4 | V Girls Swimming and Diving | Daniel Hand | Away - Madison Swim and Racquet Club [Directions] | 5:00 p.m. | Loss 97-71 | |
| Wed., 10/5 | V Boys Soccer | Amity | Away - Amity HS - Field # 3 [Directions] | 3:45 p.m. | L 0-2 | |
| Wed., 10/5 | V Girls Volleyball | Cheshire | Home - Shelton HS Gym [Directions] | 6:00 p.m. | L 2-3 | |
| Wed., 10/5 | JV Girls Volleyball | Cheshire | Home - Shelton HS Gym [Directions] | 4:30 p.m. | ||
| Thu., 10/6 | FR Football | Bunnell | Home - Shelton HS Finn Stadium [Directions] | 6:00 p.m. | ||
| Thu., 10/6 | JV Boys Soccer | Amity | Away - Amity HS - Field # 2 [Directions] | 3:45 p.m. | ||
| Thu., 10/6 | V Field Hockey | Sacred Heart Academy | Away - Sacred Heart Academy [Directions] | 3:45 p.m. | L 0-11 | |
| Thu., 10/6 | JV Field Hockey | Sacred Heart Academy | Away - Sacred Heart Academy [Directions] | 5:15 p.m. | ||
| Thu., 10/6 | FR Girls Soccer | Mercy | Away - Mercy [Directions] | 4:00 p.m. | W 3-1 | |
| Thu., 10/6 | V Girls Swimming and Diving | Amity | Home - Shelton Community Center Pool [Directions] | 3:30 p.m. | Loss 93-72 | |
| Thu., 10/6 | FR Girls Volleyball | O'Brien Tech | Away - O'Brien Tech Gymnasium [Directions] | 3:45 p.m. | ||
| Fri., 10/7 | V Football | Daniel Hand | Away - Surf Club [Directions] | 7:00 p.m. | W 34-20 | |
| Fri., 10/7 | V Boys Soccer | Cheshire | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | W 3-1 | |
| Fri., 10/7 | JV Boys Soccer | Cheshire | Home - Shelton HS Finn Stadium [Directions] | 5:30 p.m. | ||
| Fri., 10/7 | FR Boys Soccer | Xavier | Home - Shelton HS - Lower Field [Directions] | 3:45 p.m. | ||
| Fri., 10/7 | V Field Hockey | Hamden | Home - Shelton Intermediate School Field [Directions] | 3:45 p.m. | L 0-5 | |
| Fri., 10/7 | JV Field Hockey | Hamden | Home - Shelton Intermediate School Field [Directions] | 5:15 p.m. | ||
| Fri., 10/7 | V Girls Soccer | Guilford | Away - Bittner Park - Guilford [Directions] | 7:15 p.m. | L 1-4 | |
| Fri., 10/7 | JV Girls Soccer | Guilford | Away - Bittner Park - Guilford [Directions] | 5:30 p.m. | W 2-1 | |
| Fri., 10/7 | V Girls Volleyball | East Haven | Away - East Haven HS [Directions] | 5:30 p.m. | W 3-1 | |
| Fri., 10/7 | JV Girls Volleyball | East Haven | Away - East Haven HS [Directions] | 4:00 p.m. | ||
| Sat., 10/8 | V Boys Cross Country | Wickham Invitational | Away | 9:00 a.m. | ||
| Sat., 10/8 | JV Football | Daniel Hand | Home - Shelton HS Finn Stadium [Directions] | 10:00 a.m. | ||
| Sat., 10/8 | V Girls Cross Country | Wickham Invitational | Away | 9:00 a.m. | ||
| Sat., 10/8 | FR Girls Volleyball | Masuk | Home - Shelton HS Gym [Directions] | 10:00 a.m. | ||
| Tue., 10/11 | V Boys Soccer | West Haven | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | W 4-1 | |
| Tue., 10/11 | JV Boys Soccer | West Haven | Home - Shelton HS Finn Stadium [Directions] | 5:30 p.m. | ||
| Tue., 10/11 | V Field Hockey | Cheshire | Away - Cheshire High Main Game field [Directions] | 6:00 p.m. | L 0-9 | |
| Tue., 10/11 | JV Field Hockey | Cheshire | Away - Cheshire HS Field Hockey Field [Directions] | 4:30 p.m. | ||
| Tue., 10/11 | V Girls Soccer | Wilbur Cross | Away - Rice Field II [Directions] | 3:45 p.m. | W 5-0 | |
| Tue., 10/11 | V Girls Swimming and Diving | Branford | Away - Walsh Intermediate School - pool [Directions] | 4:00 p.m. | Win 102-78 | |
| Tue., 10/11 | V Girls Volleyball | Lyman Hall | Home - Shelton HS Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Tue., 10/11 | JV Girls Volleyball | Lyman Hall | Home - Shelton HS Gym [Directions] | 4:30 p.m. | ||
| Wed., 10/12 | FR Boys Soccer | Notre Dame-West Haven | Home - Shelton HS - Lower Field [Directions] | 3:45 p.m. | ||
| Wed., 10/12 | JV Girls Soccer | Wilbur Cross | Away - Rice Field II [Directions] | 3:45 p.m. | W 8-0 | |
| Wed., 10/12 | FR Girls Volleyball | Sacred Heart Academy | Away - Sacred Heart Academy [Directions] | 3:45 p.m. | ||
| Thu., 10/13 | V Boys Cross Country | Amity, Cheshire | Home - Shelton HS [Directions] | 4:00 p.m. | ||
| Thu., 10/13 | V Girls Cross Country | Amity, Cheshire | Home - Shelton HS [Directions] | 4:00 p.m. | ||
| Thu., 10/13 | V Field Hockey | Lauralton Hall | Home - Shelton Intermediate School Field [Directions] | 3:45 p.m. | L 0-8 | |
| Thu., 10/13 | JV Field Hockey | Lauralton Hall | Home - Shelton Intermediate School Field [Directions] | 5:15 p.m. | ||
| Fri., 10/14 | V Boys Soccer | North Haven | Away - North Haven Athletic Complex [Directions] | 6:30 p.m. | W 4-0 | |
| Fri., 10/14 | FR Girls Soccer | Cheshire | Away - Bartlem -field 2 [Directions] | 3:45 p.m. | W 5-0 | |
| Fri., 10/14 | V Girls Swimming and Diving | North Haven | Home - Shelton Community Center Pool [Directions] | 4:00 p.m. | Win 89-81 | |
| Sat., 10/15 | JV Boys Soccer | North Haven | Away - North Haven Athletic Complex - Brook Field [Directions] | 11:00 a.m. | ||
| Sat., 10/15 | FR Boys Soccer | Cheshire | Home - Shelton HS - Lower Field [Directions] | 10:30 a.m. | ||
| Sat., 10/15 | V Girls Soccer | Pomperaug | Home - Shelton HS Finn Stadium [Directions] | 7:15 p.m. | W 5-1 | |
| Sat., 10/15 | JV Girls Soccer | Pomperaug | Home - Shelton HS Finn Stadium [Directions] | 5:30 p.m. | W 4-0 | |
| Sat., 10/15 | FR Girls Soccer | Guilford | Away - Long Hill Park - Guilford [Directions] | 10:30 a.m. | W 2-0 | |
| Sat., 10/15 | V Girls Volleyball | Foran | Home - Shelton HS Gym [Directions] | 2:30 p.m. | W 3-0 | |
| Sat., 10/15 | JV Girls Volleyball | Foran | Home - Shelton HS Gym [Directions] | 1:00 p.m. | ||
| Mon., 10/17 | V Boys Soccer | Branford | Away - Branford HS-Turf Field [Directions] | 6:30 p.m. | W 2-1 | |
| Mon., 10/17 | V Field Hockey | North Haven | Away - North Haven Athletic Complex [Directions] | 3:45 p.m. | L 1-3 | |
| Mon., 10/17 | JV Field Hockey | North Haven | Away - North Haven Athletic Complex [Directions] | 5:15 p.m. | ||
| Mon., 10/17 | V Girls Soccer | Sheehan | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | W 4-0 | |
| Mon., 10/17 | JV Girls Soccer | Sheehan | Home - Shelton HS Finn Stadium [Directions] | 5:30 p.m. | W 5-0 | |
| Mon., 10/17 | V Girls Swimming and Diving | Sacred Heart Academy | Away - Albertus Magnus College [Directions] | 4:00 p.m. | Win 102-77 | |
| Mon., 10/17 | V Girls Volleyball | Wilbur Cross | Away - Wilbur Cross Gym [Directions] | 5:30 p.m. | W 3-0 | |
| Mon., 10/17 | JV Girls Volleyball | Wilbur Cross | Away - Wilbur Cross Gym [Directions] | 4:00 p.m. | ||
| Mon., 10/17 | FR Girls Volleyball | Sacred Heart Academy | Home - Shelton HS Gym [Directions] | 3:45 p.m. | ||
| Tue., 10/18 | JV Boys Soccer | Branford | Away - 'Flax Mill Field [Directions] | 3:45 p.m. | ||
| Tue., 10/18 | FR Boys Soccer | Cheshire | Away - Bartlem park [Directions] | 3:45 p.m. | ||
| Wed., 10/19 | V Boys Soccer | Career/Hillhouse | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | W 3-1 | |
| Wed., 10/19 | JV Boys Soccer | Career/Hillhouse | Home - Shelton HS Finn Stadium [Directions] | 5:15 p.m. | ||
| Wed., 10/19 | FR Boys Soccer | Fairfield Prep | Home - Shelton HS - Lower Field [Directions] | 3:45 p.m. | ||
| Wed., 10/19 | V Field Hockey | Lyman Hall | Home - Shelton Intermediate School Field [Directions] | 3:45 p.m. | L 1-0 | |
| Wed., 10/19 | JV Field Hockey | Lyman Hall | Home - Shelton Intermediate School Field [Directions] | 5:15 p.m. | ||
| Wed., 10/19 | V Girls Soccer | Lauralton Hall | Away - Lauralton Hall Field [Directions] | 3:45 p.m. | L 0-4 | |
| Wed., 10/19 | V Girls Volleyball | Sheehan | Away - Sheehan HS Gymnasium [Directions] | 6:30 p.m. | W 3-1 | |
| Wed., 10/19 | JV Girls Volleyball | Sheehan | Away - Sheehan HS Gymnasium [Directions] | 5:15 p.m. | ||
| Thu., 10/20 | V Boys Cross Country | SCC Championship @ East Shore Park, New Haven | Away | 1:00 p.m. | ||
| Thu., 10/20 | FR Football | North Haven | Home - Shelton HS Finn Stadium [Directions] | 6:00 p.m. | ||
| Thu., 10/20 | V Girls Cross Country | SCC Championship @ East Shore Park | Away | 1:00 p.m. | ||
| Thu., 10/20 | JV Girls Soccer | Lauralton Hall | Away - Lauralton Hall Field [Directions] | 4:15 p.m. | W 4-0 | |
| Thu., 10/20 | FR Girls Soccer | Naugatuck | Away - Breen Field [Directions] | 3:15 p.m. | W 7-0 | @ Breen Field |
| Fri., 10/21 | V Football | North Haven | Away - Vanacore Field [Directions] | 7:00 p.m. | W 35-34 | |
| Fri., 10/21 | V Boys Soccer | Fairfield Prep | Away - Rafferty Stadium, Fairfield University [Directions] | 4:00 p.m. | L 0-2 | |
| Fri., 10/21 | V Field Hockey | Mercy | Away - Mercy [Directions] | 3:45 p.m. | L 0-7 | |
| Fri., 10/21 | JV Field Hockey | Mercy | Away - Mercy [Directions] | 5:15 p.m. | ||
| Fri., 10/21 | V Girls Soccer | Sacred Heart Academy | Home - Shelton HS Finn Stadium [Directions] | 7:15 p.m. | W 1-0 | |
| Fri., 10/21 | JV Girls Soccer | Sacred Heart Academy | Home - Shelton HS Finn Stadium [Directions] | 5:00 p.m. | W 7-0 | |
| Fri., 10/21 | V Girls Swimming and Diving | St. Joseph | Home - Shelton Community Center Pool [Directions] | 4:00 p.m. | Win 111-55 | |
| Fri., 10/21 | V Girls Volleyball | Amity | Home - Shelton HS Gym [Directions] | 6:00 p.m. | W 3-1 | |
| Fri., 10/21 | JV Girls Volleyball | Amity | Home - Shelton HS Gym [Directions] | 4:30 p.m. | ||
| Sat., 10/22 | JV Football | North Haven | Home - Shelton HS Finn Stadium [Directions] | 2:00 p.m. | ||
| Sat., 10/22 | V Girls Soccer | Joel Barlow | Away - Field I (Stadium) [Directions] | 12:00 p.m. | L 1-2 | |
| Sat., 10/22 | FR Girls Volleyball | Amity | Home - Shelton HS Gym [Directions] | 10:00 a.m. | ||
| Mon., 10/24 | V Boys Soccer | Lyman Hall | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | W 10-2 | |
| Mon., 10/24 | FR Boys Soccer | Amity | Home - Shelton HS - Lower Field [Directions] | 3:45 p.m. | ||
| Mon., 10/24 | V Field Hockey | Guilford | Home - Shelton Intermediate School Field [Directions] | 3:45 p.m. | L 0-12 | |
| Mon., 10/24 | JV Field Hockey | Guilford | Home - Shelton Intermediate School Field [Directions] | 5:15 p.m. | ||
| Mon., 10/24 | V Girls Soccer | Cheshire | Away - Cheshire High Main Game field [Directions] | 6:00 p.m. | L 3-5 | |
| Mon., 10/24 | V Girls Volleyball | Guilford | Home - Shelton HS Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Mon., 10/24 | JV Girls Volleyball | Guilford | Home - Shelton HS Gym [Directions] | 4:30 p.m. | ||
| Mon., 10/24 | FR Girls Volleyball | Guilford | Home - Shelton HS Gym [Directions] | 3:30 p.m. | ||
| Tue., 10/25 | V Girls Cross Country | Cheshire | Home - Shelton HS Track [Directions] | 4:00 p.m. | Novice Meet | |
| Tue., 10/25 | JV Girls Soccer | Cheshire | Away - Bartlem park [Directions] | 3:45 p.m. | ||
| Tue., 10/25 | V Girls Swimming and Diving | Seymour | Away - Seymour HS [Directions] | 6:00 p.m. | Win 102-67 | |
| Wed., 10/26 | JV Boys Soccer | Fairfield Prep | Away - Rafferty Stadium, Fairfield University [Directions] | 4:00 p.m. | ||
| Wed., 10/26 | FR Boys Soccer | Daniel Hand | Away - Janssen Field/DHHS Campus [Directions] | 4:00 p.m. | ||
| Wed., 10/26 | V Field Hockey | Branford | Away - Branford HS-Turf Field [Directions] | 7:00 p.m. | L 1-11 | |
| Wed., 10/26 | JV Field Hockey | Branford | Away - Branford HS-Turf Field [Directions] | 5:30 p.m. | ||
| Wed., 10/26 | V Girls Volleyball | Foran | Away - Edna L. Fraser Gymnasium [Directions] | 6:00 p.m. | W 3-2 | |
| Wed., 10/26 | JV Girls Volleyball | Foran | Away - Edna L. Fraser Gymnasium [Directions] | 5:00 p.m. | ||
| Fri., 10/28 | V Football | Cheshire | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | W 34-20 | |
| Fri., 10/28 | FR Boys Soccer | Guilford | Away - Long Hill Park - Guilford [Directions] | 4:00 p.m. | ||
| Fri., 10/28 | V Girls Volleyball | SCC Championship - First Round | Home - Shelton HS Gym [Directions] | 5:00 p.m. | vs. Lyman Hall | |
| Fri., 10/28 | FR Girls Volleyball | Amity | Away - Paul D. Mengold Gymnasium at Amity Regional HS [Directions] | 3:45 p.m. | ||
| Sat., 10/29 | V Boys Cross Country | Class LL Championships | Away | TBA | @ Wickham Park | |
| Sat., 10/29 | JV Football | Cheshire | Away - Cheshire High Main Game field [Directions] | 12:30 p.m. | ||
| Sat., 10/29 | FR Football | Cheshire | Home - Shelton HS [Directions] | 10:00 a.m. | ||
| Sat., 10/29 | V Boys Soccer | SCC Championship - Quarterfinals | Home [Directions] | 1:00 p.m. | vs. Hamden | |
| Sat., 10/29 | V Girls Soccer | SCC Championship Quarterfinals | Away | 6:00 p.m. | @ Cheshire HS | |
| Sat., 10/29 | FR Girls Soccer | Mercy | Home - Shelton HS - Upper Field [Directions] | 10:00 a.m. | W 5-0 | |
| Sat., 10/29 | FR Girls Volleyball | O'Brien Tech | Home - Shelton HS Gym [Directions] | 10:00 a.m. | ||
| Tue., 11/1 | V Boys Soccer | SCC Semifinals | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | vs. Cheshire | |
| Tue., 11/1 | FR Girls Soccer | Amity | Home - Shelton HS - Upper Field [Directions] | 3:45 p.m. | W 4-1 | |
| Tue., 11/1 | V Girls Swimming and Diving | SCC Qualifying Meet | Away | 5:00 p.m. | @ Cheshire Country Club | |
| Tue., 11/1 | V Girls Volleyball | SCC Quarterfinals | Home - Shelton HS Gym [Directions] | 5:00 p.m. | vs. Jonathan Law | |
| Tue., 11/1 | V Girls Volleyball | SCC Quarterfinals | Home - Shelton HS Gym [Directions] | 5:00 p.m. | vs. Jonathan Law | |
| Thu., 11/3 | FR Football | Fairfield Prep | Home - Shelton HS Finn Stadium [Directions] | 4:00 p.m. | ||
| Thu., 11/3 | V Boys Soccer | SCC Championship @ West Haven HS | Away | 7:30 p.m. | vs. Fairfield Prep | |
| Thu., 11/3 | FR Girls Soccer | Daniel Hand | Away - Janssen Field/DHHS Campus [Directions] | 3:45 p.m. | W 5-0 | |
| Thu., 11/3 | V Girls Swimming and Diving | SCC Championship Meet | Away | 6:00 p.m. | @ SCSU | |
| Thu., 11/3 | V Girls Volleyball | SCC Semifinals | Away | 6:00 p.m. | vs. Cheshire | |
| Thu., 11/3 | V Girls Volleyball | SCC Semifinals | Away | 6:00 p.m. | vs. Cheshire | |
| Fri., 11/4 | V Boys Cross Country | State Open Championship | Away | TBA | @ Wickham Park | |
| Fri., 11/4 | V Football | Fairfield Prep | Away - Rafferty Stadium, Fairfield University [Directions] | 6:00 p.m. | L 15-38 | |
| Sat., 11/5 | JV Football | Fairfield Prep | Home - Shelton HS Finn Stadium [Directions] | 10:00 a.m. | ||
| Mon., 11/7 | V Girls Volleyball | Class LL First Round | Home [Directions] | 5:00 p.m. | vs. Conard | |
| Tue., 11/8 | V Boys Soccer | CIAC Class LL First Round | Home [Directions] | 7:00 p.m. | vs. West Haven | |
| Tue., 11/8 | V Boys Soccer | CIAC Class LL First Round | Home [Directions] | 7:00 p.m. | vs. West Haven | |
| Wed., 11/9 | V Girls Soccer | CIAC Class LL First Round | Away | 6:00 p.m. | @ Southington | |
| Thu., 11/10 | FR Football | West Haven | Away - Ken Strong Stadium [Directions] | 6:00 p.m. | ||
| Thu., 11/10 | V Boys Soccer | CIAC Class LL Second Round | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | vs. Wilbur Cross | |
| Thu., 11/10 | V Girls Volleyball | Class LL Second Round | Away | 6:00 p.m. | @ Southington | |
| Fri., 11/11 | V Football | West Haven | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | L 52-59 | |
| Fri., 11/11 | V Girls Soccer | CIAC Class LL Second Round | Away | 2:00 p.m. | @ Glastonbury | |
| Sat., 11/12 | V Boys Cross Country | New England Championships | Away | TBA | ||
| Sat., 11/12 | JV Football | West Haven | Away - Ken Strong Stadium [Directions] | 10:30 a.m. | ||
| Sat., 11/12 | V Boys Soccer | CIAC Class LL Quarterfinal | Away | 11:00 a.m. | @ Greenwich | |
| Sat., 11/12 | V Girls Swimming and Diving | CIAC Qualifying Meet | Away | 6:00 p.m. | @ East Hartford | |
| Tue., 11/15 | V Boys Soccer | CIAC Class LL Semifinal | Away | 6:00 p.m. | vs. Danbury (at Fairfield Ludlowe | |
| Wed., 11/16 | V Girls Swimming and Diving | CIAC Championship Meet | Away | 6:00 p.m. | @ SCSU | |
| Sat., 11/19 | JV Football | Derby | Away - Derby - Ryan Athletic Complex - Deflippo Field [Directions] | 10:00 a.m. | ||
| Sat., 11/19 | FR Football | Derby | Away - Derby - Ryan Athletic Complex - Deflippo Field [Directions] | Cancelled | Cancelled | |
| Sat., 11/19 | V Boys Soccer | CIAC Class LL FINAL | Away | 2:00 p.m. | @ Willowbrook Park - vs. Farmington | |
| Thu., 11/24 | V Football | Derby | Home - Shelton HS Finn Stadium [Directions] | 10:30 a.m. | W 44-8 | |
| Tue., 11/29 | V Football | Newtown | Away [Directions] | 6:30 p.m. | Class LL Quarterfinals | |
| Fri., 12/2 | V Girls Basketball | Masuk (Scrim.) | Home - Shelton HS Gym [Directions] | 3:00 p.m. | ||
| Sat., 12/3 | V Wrestling | Oxford (Scrim.) | Home - Shelton HS - Auxillary Gym [Directions] | 9:00 a.m. | ||
| Sun., 12/4 | V Girls Ice Hockey | Avon (Scrim.) | Home - The Rinks at Shelton [Directions] | 7:10 p.m. | Avon/Southington | |
| Mon., 12/5 | V Football | Ridgefield | Home - Shelton HS Finn Stadium [Directions] | 6:30 p.m. | Class LL Semifinals | |
| Wed., 12/7 | V Girls Basketball | Newtown (Scrim.) | Home - Shelton HS Gym [Directions] | 3:00 p.m. | Tri-scrimmage w/Trumbull | |
| Wed., 12/7 | V Girls Basketball | Trumbull (Scrim.) | Home - Shelton HS Gym [Directions] | 3:00 p.m. | Tri-scrimmage w/Newtown | |
| Fri., 12/9 | V Boys Basketball | Seymour (Scrim.) | Away - Seymour HS [Directions] | 3:30 p.m. | ||
| Fri., 12/9 | V Girls Basketball | Seymour (Scrim.) | Home - Perry Hill School [Directions] | 3:30 p.m. | ||
| Sat., 12/10 | V Boys Basketball | Trumbull (Scrim.) | Away - THS Main Gym [Directions] | 12:00 p.m. | ||
| Sat., 12/10 | JV Boys Basketball | Trumbull (Scrim.) | Away - THS Main Gym [Directions] | 12:00 a.m. | ||
| Sat., 12/10 | V Boys Ice Hockey | New Canaan (Scrim.) | Home - Bennett Rink [Directions] | 1:00 p.m. | ||
| Sat., 12/10 | V Boys Ice Hockey | Alumni Game | Home - Bennett Rink [Directions] | 7:00 p.m. | ||
| Sat., 12/10 | V Wrestling | Fairfield Warde, Fairfield Ludlowe (Scrim.) | Away - Fairfield Warde Small Gym [Directions] | 9:00 a.m. | ||
| Mon., 12/12 | V Girls Basketball | Westhill | Home - Shelton HS Gym [Directions] | 6:00 p.m. | L 37-50 | |
| Mon., 12/12 | JV Girls Basketball | Westhill | Home - Shelton HS Gym [Directions] | 4:15 p.m. | ||
| Mon., 12/12 | FR Girls Basketball | Westhill | Home - Shelton HS Gym [Directions] | 3:45 p.m. | ||
| Tue., 12/13 | V Boys Basketball | Fairfield Warde (Scrim.) | Home - Shelton HS Gym [Directions] | 5:00 p.m. | ||
| Tue., 12/13 | V Boys Ice Hockey | Glastonbury (Scrim.) | Home - Bennett Rink [Directions] | 5:50 p.m. | ||
| Tue., 12/13 | V Girls Ice Hockey | West Haven/SHA | Away - Bennett Rink [Directions] | 7:30 p.m. | L 0-6 | |
| Wed., 12/14 | V Wrestling | Cheshire | Away - Cheshire HS East Gym [Directions] | 6:00 p.m. | Shelton 75- Cheshire 6 | |
| Thu., 12/15 | V Boys Basketball | Trinity Catholic (Scrim.) | Home - Shelton HS Gym [Directions] | Cancelled | Cancelled | |
| Thu., 12/15 | V Boys Ice Hockey | Jamboree | Home - Bennett Rink [Directions] | 5:30 p.m. | ||
| Fri., 12/16 | V Girls Basketball | Foran | Home - Shelton HS Gym [Directions] | 7:00 p.m. | W 56-43 | |
| Fri., 12/16 | JV Girls Basketball | Foran | Home - Shelton HS Gym [Directions] | 5:15 p.m. | ||
| Fri., 12/16 | FR Girls Basketball | Foran | Home - Shelton HS Gym [Directions] | 3:45 p.m. | ||
| Fri., 12/16 | V Girls Ice Hockey | Trumbull/St. Joseph | Home - The Rinks at Shelton [Directions] | 4:00 p.m. | W 12-9 | |
| Sat., 12/17 | V Wrestling | Shelton Invitational | Home - Shelton HS Gym [Directions] | Cancelled | Cancelled | Platt Tech, Norwalk Greenwich, Weston, Masuk, Wolcott Tech, Green Farms, New Haven, Amity |
| Sun., 12/18 | V Wrestling | Amity, Masuk | Home - Shelton HS - Auxillary Gym [Directions] | 1:00 p.m. | Shelton42-Masuk 28 Shelton 57-Amity 15 | |
| Sun., 12/18 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - The Rinks at Shelton [Directions] | 7:30 p.m. | L 1-8 | |
| Tue., 12/20 | V Boys Basketball | Lyman Hall | Away - Lyman Hall HS Gymnasium [Directions] | 7:00 p.m. | W 71-57 | |
| Tue., 12/20 | JV Boys Basketball | Lyman Hall | Away - Lyman Hall HS Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 12/20 | FR Boys Basketball | Lyman Hall | Away - Lyman Hall HS Gymnasium [Directions] | 3:45 p.m. | ||
| Tue., 12/20 | V Boys Indoor Track | SCC Developmental Meet | Away - New Haven Athletic Center Fieldhouse | 5:00 p.m. | ||
| Tue., 12/20 | V Wrestling | East Haven | Away - East Haven HS [Directions] | 7:00 p.m. | ||
| Wed., 12/21 | V Boys Ice Hockey | East Catholic | Away - Champions Skating Center/Cromwell [Directions] | 8:10 p.m. | W 3-0 | |
| Wed., 12/21 | V Boys Swimming and Diving | West Haven | Home - Shelton Community Center Pool [Directions] | 4:00 p.m. | Win 96-65 | |
| Wed., 12/21 | V Girls Ice Hockey | Guilford Coop | Home - The Rinks at Shelton [Directions] | 5:30 p.m. | W 7-1 | |
| Wed., 12/21 | V Girls Indoor Track | SCC Developmental Meet | Away - New Haven Athletic Center Fieldhouse | 5:00 p.m. | ||
| Thu., 12/22 | V Boys Basketball | Cheshire | Away - Cheshire High - West Gym [Directions] | 7:00 p.m. | W 71-70(2OT) | |
| Thu., 12/22 | JV Boys Basketball | Cheshire | Away - Cheshire High - West Gym [Directions] | 5:15 p.m. | ||
| Thu., 12/22 | FR Boys Basketball | Cheshire | Away - Cheshire High - West Gym [Directions] | 3:45 p.m. | ||
| Thu., 12/22 | V Wrestling | Fairfield Warde, Wilton, Greenwich | Away - Fairfield Warde Small Gym [Directions] | 4:00 p.m. | ||
| Thu., 12/22 | V Girls Basketball | Amity | Away - Paul D. Mengold Gymnasium at Amity Regional HS [Directions] | 7:00 p.m. | L 49-52(OT) | |
| Thu., 12/22 | JV Girls Basketball | Amity | Away - Paul D. Mengold Gymnasium at Amity Regional HS [Directions] | 5:15 p.m. | ||
| Thu., 12/22 | FR Girls Basketball | Amity | Away - Paul D. Mengold Gymnasium at Amity Regional HS [Directions] | 3:45 p.m. | ||
| Fri., 12/23 | V Boys Ice Hockey | East Catholic | Home - Bennett Rink [Directions] | 4:00 p.m. | W 3-0 | |
| Tue., 12/27 | V Boys Basketball | Berlin | Away - BHS A-Gym [Directions] | 6:45 p.m. | W 76-75(OT) | |
| Tue., 12/27 | JV Boys Basketball | Berlin | Away - BHS A-Gym [Directions] | 5:00 p.m. | ||
| Tue., 12/27 | V Boys Swimming and Diving | Jonathan Law | Home - Shelton Community Center Pool [Directions] | 3:30 p.m. | Win 100-65 | |
| Tue., 12/27 | V Girls Basketball | East Lyme | Home - Shelton HS Gym [Directions] | 7:00 p.m. | W 55-53 | |
| Wed., 12/28 | V Boys Basketball | New Canaan | Home - Shelton HS Gym [Directions] | 6:45 p.m. | W 61-49 | |
| Wed., 12/28 | JV Boys Basketball | New Canaan | Home - Shelton HS Gym [Directions] | 5:00 p.m. | ||
| Thu., 12/29 | V Boys Ice Hockey | Hamden | Home - Bennett Rink [Directions] | 6:30 p.m. | L 3-1 | |
| Thu., 12/29 | V Boys Indoor Track | Hillhouse Winter Relays | Away - New Haven Athletic Center Fieldhouse | 9:00 a.m. | ||
| Thu., 12/29 | V Wrestling | Fairfield Prep, Stratford | Home - Shelton HS - Auxillary Gym [Directions] | 10:30 a.m. | ||
| Thu., 12/29 | V Girls Basketball | Sacred Heart Academy | Home - Shelton HS Gym [Directions] | TBA | W 48-42 | |
| Thu., 12/29 | V Girls Indoor Track | Hillhouse Winter Relays | Away - New Haven Athletic Center Fieldhouse | 9:00 a.m. | ||
| Fri., 12/30 | V Boys Swimming and Diving | Masuk | Away - Masuk Pool [Directions] | 12:30 p.m. | Win 97-83 | |
| Sat., 12/31 | V Wrestling | Shelton Duals | Home - Shelton HS Gym [Directions] | 9:00 a.m. | Notre Dame WH, Thomaston, New Haven, Morgan, Oxford | |
| Tue., 1/3 | V Boys Basketball | Sheehan | Home - Shelton HS Gym [Directions] | 7:00 p.m. | W 72-64 | |
| Tue., 1/3 | JV Boys Basketball | Sheehan | Home - Shelton HS Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/3 | FR Boys Basketball | Sheehan | Home - Shelton HS Gym [Directions] | 3:45 p.m. | ||
| Tue., 1/3 | V Boys Swimming and Diving | HK-Valley | Away - Haddam Killingworth HS [Directions] | 4:30 p.m. | Win 93-77 | |
| Wed., 1/4 | V Boys Ice Hockey | Simsbury | Away - ISCC [Directions] | 7:50 p.m. | W 3-0 | |
| Wed., 1/4 | V Girls Indoor Track | SCC Developmental Meet | Away - New Haven Athletic Center Fieldhouse | 5:00 p.m. | ||
| Fri., 1/6 | V Boys Basketball | North Haven | Away - Fred Kelly Gymnasium [Directions] | 7:00 p.m. | W 62-58 | |
| Fri., 1/6 | JV Boys Basketball | North Haven | Away - Fred Kelly Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/6 | FR Boys Basketball | North Haven | Away - Fred Kelly Gymnasium [Directions] | 3:45 p.m. | ||
| Fri., 1/6 | V Boys Swimming and Diving | Greater New Haven | Home - Shelton Community Center Pool [Directions] | 4:00 p.m. | Win 96-68 | |
| Fri., 1/6 | V Girls Basketball | Lyman Hall | Home - Shelton HS Gym [Directions] | 7:00 p.m. | W 54-51 | |
| Fri., 1/6 | JV Girls Basketball | Lyman Hall | Home - Shelton HS Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/6 | FR Girls Basketball | Lyman Hall | Home - Shelton HS Gym [Directions] | 3:45 p.m. | ||
| Fri., 1/6 | V Girls Ice Hockey | Lauralton Hall | Home - The Rinks at Shelton [Directions] | 4:00 p.m. | W 5-2 | |
| Sat., 1/7 | V Wrestling | Masuk Duals | Away | 10:00 a.m. | Masuk, Norwalk, Harding, Notre Dame Fairfield, Barlow | |
| Mon., 1/9 | V Boys Basketball | Wilbur Cross | Away - Wilbur Cross Gym [Directions] | 7:00 p.m. | L 77-85 | |
| Mon., 1/9 | JV Boys Basketball | Wilbur Cross | Away - Wilbur Cross Gym [Directions] | 5:15 p.m. | ||
| Mon., 1/9 | FR Boys Basketball | Wilbur Cross | Away - Wilbur Cross Gym [Directions] | 3:45 p.m. | ||
| Mon., 1/9 | V Boys Ice Hockey | Conard | Home [Directions] | 6:30 p.m. | W 6-0 | |
| Mon., 1/9 | V Boys Indoor Track | SCC Developmental Meet | Away - New Haven Athletic Center Fieldhouse | 5:00 p.m. | ||
| Mon., 1/9 | V Girls Basketball | Career Magnet | Home - Shelton HS Gym [Directions] | 7:00 p.m. | L 53-58 | |
| Mon., 1/9 | JV Girls Basketball | Career Magnet | Home - Shelton HS Gym [Directions] | 5:15 p.m. | ||
| Mon., 1/9 | FR Girls Basketball | Career Magnet | Home - Shelton HS Gym [Directions] | 3:45 p.m. | ||
| Tue., 1/10 | V Boys Swimming and Diving | Fairfield Prep | Away - Recreation Complex, Fairfield University [Directions] | 4:00 p.m. | Loss 104-71 | |
| Tue., 1/10 | V Wrestling | Xavier | Home - Shelton HS Gym [Directions] | 7:00 p.m. | ||
| Wed., 1/11 | V Boys Basketball | Notre Dame-West Haven | Home - Shelton HS Gym [Directions] | 7:00 p.m. | L 55-96 | |
| Wed., 1/11 | JV Boys Basketball | Notre Dame-West Haven | Home - Shelton HS Gym [Directions] | 5:15 p.m. | ||
| Wed., 1/11 | FR Boys Basketball | Notre Dame-West Haven | Home - Shelton HS Gym [Directions] | 3:45 p.m. | ||
| Wed., 1/11 | V Boys Ice Hockey | North Haven | Away - Northford Ice Pavilion [Directions] | 5:45 p.m. | W 3-2 | |
| Wed., 1/11 | V Girls Basketball | Sheehan | Away - Sheehan HS Gymnasium [Directions] | 7:00 p.m. | W 48-45 | |
| Wed., 1/11 | JV Girls Basketball | Sheehan | Away - Sheehan HS Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 1/11 | FR Girls Basketball | Sheehan | Away - Sheehan HS Gymnasium [Directions] | 3:45 p.m. | ||
| Wed., 1/11 | V Girls Ice Hockey | Notre Dame-Fairfield | Away - Milford Ice Pavilion [Directions] | 4:10 p.m. | L 3-6 | |
| Thu., 1/12 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford Ice Pavilion [Directions] | 4:00 p.m. | L 1-2 | |
| Fri., 1/13 | V Boys Basketball | East Haven | Home - Shelton HS Gym [Directions] | 7:00 p.m. | W 68-59(OT) | |
| Fri., 1/13 | JV Boys Basketball | East Haven | Home - Shelton HS Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/13 | FR Boys Basketball | East Haven | Home - Shelton HS Gym [Directions] | 3:45 p.m. | ||
| Fri., 1/13 | V Boys Swimming and Diving | Xavier | Home - Shelton Community Center Pool [Directions] | 4:00 p.m. | Win 96-74 | |
| Fri., 1/13 | V Girls Basketball | West Haven | Away - WHHS Gym [Directions] | 7:00 p.m. | W 63-35 | |
| Fri., 1/13 | JV Girls Basketball | West Haven | Away - WHHS Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/13 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Home - The Rinks at Shelton [Directions] | 5:30 p.m. | L 6-7 | |
| Sat., 1/14 | V Boys Ice Hockey | Scarsdale (NY) | Home - Bennett Rink [Directions] | 1:00 p.m. | W 3-1 | |
| Sat., 1/14 | V Wrestling | Colter Abely Mid-Season Classic - @ Mercy HS | Away | 9:00 a.m. | vs. Glastonbury, Simsbury, New Fairfield, Pomperaug, Ridgefield, Trumbull, Windham, Fairfield Warde, NFA, Fitch, Xavier | |
| Tue., 1/17 | V Boys Basketball | Amity | Away - Paul D. Mengold Gymnasium at Amity Regional HS [Directions] | 7:00 p.m. | L 44-68 | |
| Tue., 1/17 | JV Boys Basketball | Amity | Away - Paul D. Mengold Gymnasium at Amity Regional HS [Directions] | 5:15 p.m. | ||
| Tue., 1/17 | FR Boys Basketball | Amity | Away - Paul D. Mengold Gymnasium at Amity Regional HS [Directions] | 3:45 p.m. | ||
| Tue., 1/17 | V Boys Indoor Track | SCC Novice Meet | Away - New Haven Athletic Center Fieldhouse | 3:30 p.m. | ||
| Tue., 1/17 | V Boys Swimming and Diving | Branford | Away - Walsh Intermediate School - pool [Directions] | 4:00 p.m. | Win 91-69 | |
| Tue., 1/17 | V Girls Basketball | Cheshire | Home - Shelton HS Gym [Directions] | 7:00 p.m. | W 46-28 | |
| Tue., 1/17 | JV Girls Basketball | Cheshire | Home - Shelton HS Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/17 | FR Girls Basketball | Cheshire | Home - Shelton HS Gym [Directions] | 3:45 p.m. | ||
| Tue., 1/17 | V Girls Indoor Track | SCC Novice Meet | Away - New Haven Athletic Center Fieldhouse | 3:30 p.m. | ||
| Wed., 1/18 | V Boys Ice Hockey | Fairfield Prep | Home - Bennett Rink [Directions] | 6:30 p.m. | L 0-5 | |
| Wed., 1/18 | V Wrestling | Branford | Away - James L MacVeigh Alumni Athletic Complex - Gym [Directions] | 6:30 p.m. | ||
| Wed., 1/18 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton Rinks [Directions] | 3:30 p.m. | L 2-7 | |
| Thu., 1/19 | V Girls Ice Hockey | Fairfield Ludlowe/Warde | Away - Wonderland of Ice [Directions] | 6:00 p.m. | L 2-7 | |
| Fri., 1/20 | V Boys Basketball | Foran | Away - Edna L. Fraser Gymnasium [Directions] | 7:00 p.m. | W 69-53 | |
| Fri., 1/20 | JV Boys Basketball | Foran | Away - Edna L. Fraser Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/20 | FR Boys Basketball | Foran | Away - Edna L. Fraser Gymnasium [Directions] | 3:45 p.m. | ||
| Fri., 1/20 | V Boys Indoor Track | Yale Invitational - Day 1 | Away - Yale University | 12:00 p.m. | ||
| Fri., 1/20 | V Girls Basketball | Guilford | Home - Shelton HS Gym [Directions] | 7:00 p.m. | L 40-63 | |
| Fri., 1/20 | JV Girls Basketball | Guilford | Home - Shelton HS Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/20 | FR Girls Basketball | Guilford | Home - Shelton HS Gym [Directions] | 3:45 p.m. | ||
| Fri., 1/20 | V Girls Indoor Track | Yale Invitational - Day 1 | Away - Yale University | 12:00 p.m. | ||
| Sat., 1/21 | V Boys Ice Hockey | Ridgefield | Home - Bennett Rink [Directions] | 1:00 p.m. | L 3-2 | |
| Sat., 1/21 | V Boys Indoor Track | Yale Invitational - Day 2 | Away - Yale University | 7:30 a.m. | ||
| Sat., 1/21 | V Boys Indoor Track | SCC Coaches Invitational Meet | Away - New Haven Athletic Center Fieldhouse | Cancelled | Cancelled | |
| Sat., 1/21 | V Wrestling | John Chacho Duals @ Staples HS | Away | 9:00 a.m. | vs. Staples, BMHS, Fairfield Prep, Masuk, Bunnell | |
| Sat., 1/21 | V Girls Indoor Track | Yale Invitational - Day 2 | Away - Yale University | 7:30 a.m. | ||
| Sat., 1/21 | V Girls Indoor Track | SCC Coaches Invitational Meet | Away - New Haven Athletic Center Fieldhouse | Cancelled | Cancelled | |
| Sun., 1/22 | V Girls Ice Hockey | Daniel Hand Coop | Home - The Rinks at Shelton [Directions] | 7:00 p.m. | L 6-0 | |
| Mon., 1/23 | V Boys Basketball | Sheehan | Away - Sheehan HS Gymnasium [Directions] | 7:00 p.m. | L 66-69 | |
| Mon., 1/23 | JV Boys Basketball | Sheehan | Away - Sheehan HS Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 1/23 | FR Boys Basketball | Sheehan | Away - Sheehan HS Gymnasium [Directions] | 3:45 p.m. | ||
| Mon., 1/23 | V Boys Ice Hockey | Amity | Away - Bennett Rink - West Haven [Directions] | 6:30 p.m. | W 4-1 | |
| Mon., 1/23 | V Girls Basketball | Foran | Away - Edna L. Fraser Gymnasium [Directions] | 7:00 p.m. | W 60-33 | |
| Mon., 1/23 | JV Girls Basketball | Foran | Away - Edna L. Fraser Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 1/23 | FR Girls Basketball | Foran | Away - Edna L. Fraser Gymnasium [Directions] | 3:45 p.m. | ||
| Tue., 1/24 | V Boys Indoor Track | SCC East Sectional Meet | Away - New Haven Athletic Center Fieldhouse | 4:00 p.m. | ||
| Tue., 1/24 | V Boys Swimming and Diving | Cheshire | Home - Shelton Community Center Pool [Directions] | 3:30 p.m. | Loss 99-66 | |
| Tue., 1/24 | V Wrestling | Foran | Home - Shelton HS Gym [Directions] | 7:00 p.m. | ||
| Tue., 1/24 | V Girls Indoor Track | SCC East Sectional Meet | Away - New Haven Athletic Center Fieldhouse | 4:00 p.m. | ||
| Wed., 1/25 | V Girls Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 7:00 p.m. | W 56-30 | |
| Wed., 1/25 | JV Girls Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 5:15 p.m. | ||
| Wed., 1/25 | FR Girls Basketball | Fairfield Ludlowe | Away - FLHS Main Gym [Directions] | 3:45 p.m. | ||
| Thu., 1/26 | V Boys Basketball | North Haven | Home - Shelton HS Gym [Directions] | 7:00 p.m. | W 73-57 | |
| Thu., 1/26 | JV Boys Basketball | North Haven | Home - Shelton HS Gym [Directions] | 5:15 p.m. | ||
| Thu., 1/26 | FR Boys Basketball | North Haven | Home - Shelton HS Gym [Directions] | 3:45 p.m. | ||
| Fri., 1/27 | V Girls Basketball | Lyman Hall | Away - Lyman Hall HS Gymnasium [Directions] | 7:00 p.m. | L 47-48 | |
| Fri., 1/27 | JV Girls Basketball | Lyman Hall | Away - Lyman Hall HS Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/27 | FR Girls Basketball | Lyman Hall | Away - Lyman Hall HS Gymnasium [Directions] | 3:45 p.m. | ||
| Fri., 1/27 | V Girls Ice Hockey | West Haven/SHA | Home - The Rinks at Shelton [Directions] | 4:00 p.m. | L 0-8 | |
| Sat., 1/28 | V Boys Ice Hockey | Notre Dame-Fairfield | Away - Milford Ice Pavilion [Directions] | 6:00 p.m. | W 5-3 | |
| Sat., 1/28 | V Wrestling | Shoreline Scuffle | Away | 9:00 a.m. | @ Branford H.S. | |
| Mon., 1/30 | V Boys Basketball | Wilbur Cross | Home - Shelton HS Gym [Directions] | 7:00 p.m. | L 45-84 | |
| Mon., 1/30 | JV Boys Basketball | Wilbur Cross | Home - Shelton HS Gym [Directions] | 5:15 p.m. | ||
| Mon., 1/30 | FR Boys Basketball | Wilbur Cross | Home - Shelton HS Gym [Directions] | 3:45 p.m. | ||
| Mon., 1/30 | V Boys Ice Hockey | East Haven Coop | Away - DiLungo Rink [Directions] | 4:15 p.m. | L 7-4 | |
| Mon., 1/30 | V Girls Basketball | Career Magnet | Away - Career HS [Directions] | 7:00 p.m. | L 37-60 | |
| Mon., 1/30 | JV Girls Basketball | Career Magnet | Away - Career HS [Directions] | 5:15 p.m. | ||
| Mon., 1/30 | FR Girls Basketball | Career Magnet | Away - Career HS [Directions] | 3:45 p.m. | ||
| Wed., 2/1 | V Boys Basketball | Notre Dame-West Haven | Away - Notre Dame HS [Directions] | 7:00 p.m. | L 66-89 | |
| Wed., 2/1 | JV Boys Basketball | Notre Dame-West Haven | Away - Notre Dame HS [Directions] | 5:15 p.m. | ||
| Wed., 2/1 | FR Boys Basketball | Notre Dame-West Haven | Away - Notre Dame HS [Directions] | 3:45 p.m. | ||
| Wed., 2/1 | V Boys Ice Hockey | Suffield/Granby/Windsor Locks Wildcats | Home - Bennett Rink [Directions] | 6:30 p.m. | W 5-2 | |
| Wed., 2/1 | V Boys Swimming and Diving | Daniel Hand/Branford/Old Saybrook | Home - Shelton Community Center Pool [Directions] | 4:00 p.m. | Loss 94-74 | |
| Wed., 2/1 | V Wrestling | Guilford | Away - Main Gym at GHS [Directions] | 7:00 p.m. | ||
| Wed., 2/1 | V Girls Basketball | Sheehan | Home - Shelton HS Gym [Directions] | 7:00 p.m. | W 52-47 | |
| Wed., 2/1 | JV Girls Basketball | Sheehan | Home - Shelton HS Gym [Directions] | 5:15 p.m. | ||
| Wed., 2/1 | FR Girls Basketball | Sheehan | Home - Shelton HS Gym [Directions] | Cancelled | Cancelled | |
| Thu., 2/2 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Away - So No Icehouse - Norwalk [Directions] | 8:00 p.m. | L 2-7 | |
| Fri., 2/3 | V Boys Basketball | East Haven | Away - East Haven HS [Directions] | 7:00 p.m. | W 50-46 | |
| Fri., 2/3 | JV Boys Basketball | East Haven | Away - East Haven HS [Directions] | 5:15 p.m. | ||
| Fri., 2/3 | FR Boys Basketball | East Haven | Away - East Haven HS [Directions] | 3:45 p.m. | ||
| Fri., 2/3 | V Boys Indoor Track | SCC Championships | Away - New Haven Athletic Center Fieldhouse | 4:00 p.m. | ||
| Fri., 2/3 | V Boys Swimming and Diving | Seymour | Home - Shelton Community Center Pool [Directions] | 4:00 p.m. | Win 93-77 | |
| Fri., 2/3 | V Girls Basketball | West Haven | Home - Shelton HS Gym [Directions] | 7:00 p.m. | W 71-49 | |
| Fri., 2/3 | JV Girls Basketball | West Haven | Home - Shelton HS Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/3 | V Girls Indoor Track | SCC Championships | Away - New Haven Athletic Center Fieldhouse | 4:00 p.m. | ||
| Sat., 2/4 | V Boys Ice Hockey | Notre Dame-West Haven | Home - Bennett Rink [Directions] | 5:00 p.m. | W 2-1 | |
| Sat., 2/4 | V Wrestling | Law Invitational @ Jonathan Law HS | Away | 10:00 a.m. | Law, Prep, E. Haven, Northwestern, Darien, Bpt Central, Ridgefield | |
| Sat., 2/4 | V Girls Ice Hockey | Guilford Coop | Away - East Haven Ice Rink [Directions] | 5:00 p.m. | W 6-3 | |
| Tue., 2/7 | V Boys Basketball | Amity | Home - Shelton HS Gym [Directions] | 7:00 p.m. | L 56-68 | |
| Tue., 2/7 | JV Boys Basketball | Amity | Home - Shelton HS Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/7 | FR Boys Basketball | Amity | Home - Shelton HS Gym [Directions] | 3:45 p.m. | ||
| Tue., 2/7 | V Girls Basketball | Cheshire | Away - Cheshire High East Gym [Directions] | 7:00 p.m. | W 50-39 | |
| Tue., 2/7 | JV Girls Basketball | Cheshire | Away - Cheshire High East Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/7 | FR Girls Basketball | Cheshire | Away - Cheshire High East Gym [Directions] | 3:45 p.m. | ||
| Wed., 2/8 | V Wrestling | Daniel Hand | Home - Shelton HS Gym [Directions] | 7:00 p.m. | ||
| Fri., 2/10 | V Boys Swimming and Diving | Amity | Home - Shelton Community Center Pool [Directions] | 4:00 p.m. | Loss 90-78 | |
| Fri., 2/10 | V Wrestling | SCC JV Championship | Away | 4:30 p.m. | @ Wilbur Cross | |
| Fri., 2/10 | V Girls Basketball | Guilford | Away - Main Gym at GHS [Directions] | 7:00 p.m. | L 58-85 | |
| Fri., 2/10 | JV Girls Basketball | Guilford | Away - Main Gym at GHS [Directions] | 5:15 p.m. | ||
| Fri., 2/10 | FR Girls Basketball | Guilford | Away - Main Gym at GHS [Directions] | 3:45 p.m. | ||
| Sat., 2/11 | V Boys Basketball | Foran | Home - Shelton HS Gym [Directions] | 5:00 p.m. | W 63-61 | |
| Sat., 2/11 | JV Boys Basketball | Foran | Home - Shelton HS Gym [Directions] | 3:00 p.m. | ||
| Sat., 2/11 | FR Boys Basketball | Foran | Home - Shelton HS Gym [Directions] | 1:00 p.m. | ||
| Sat., 2/11 | V Boys Ice Hockey | Milford Coop | Away - Milford Ice Pavilion [Directions] | 1:00 p.m. | W 8-0 | |
| Sat., 2/11 | V Wrestling | SCC Championship | Away | 9:00 a.m. | @ Wilbur Cross | |
| Mon., 2/13 | V Boys Basketball | Cheshire | Home - Shelton HS Gym [Directions] | 7:00 p.m. | W 70-64 | |
| Mon., 2/13 | JV Boys Basketball | Cheshire | Home - Shelton HS Gym [Directions] | 5:15 p.m. | ||
| Mon., 2/13 | FR Boys Basketball | Cheshire | Home - Shelton HS Gym [Directions] | 3:45 p.m. | ||
| Tue., 2/14 | V Girls Basketball | Amity | Home - Shelton HS Gym [Directions] | 7:00 p.m. | L 42-37 | |
| Tue., 2/14 | JV Girls Basketball | Amity | Home - Shelton HS Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/14 | FR Girls Basketball | Amity | Home - Shelton HS Gym [Directions] | 3:45 p.m. | ||
| Wed., 2/15 | V Boys Ice Hockey | Xavier | Away - Freeman Athletic Center, Wesleyan University [Directions] | 7:00 p.m. | L 3-6 | |
| Wed., 2/15 | V Boys Indoor Track | Class LL Championship Meet | Away - New Haven Athletic Center Fieldhouse | 4:00 p.m. | ||
| Wed., 2/15 | V Girls Ice Hockey | Lauralton Hall | Away [Directions] | 4:45 p.m. | W 4-3(OT) | Wonderland of Ice in Bridgeport |
| Wed., 2/15 | V Girls Indoor Track | Class LL Championship Meet | Away - New Haven Athletic Center Fieldhouse | 4:00 p.m. | ||
| Fri., 2/17 | V Boys Basketball | Lyman Hall | Home - Shelton HS Gym [Directions] | 7:00 p.m. | W 71-68 | |
| Fri., 2/17 | JV Boys Basketball | Lyman Hall | Home - Shelton HS Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/17 | FR Boys Basketball | Lyman Hall | Home - Shelton HS Gym [Directions] | 3:45 p.m. | ||
| Fri., 2/17 | V Boys Ice Hockey | Harvey School (NY) | Away | 3:45 p.m. | W 5-1 | |
| Fri., 2/17 | V Boys Swimming and Diving | Oxford | Home - Shelton Community Center Pool [Directions] | 4:00 p.m. | Win 94-73 | |
| Fri., 2/17 | V Wrestling | LL Championship | Away | 4:00 p.m. | @ Trumbull H.S. | |
| Fri., 2/17 | V Girls Ice Hockey | Notre Dame-Fairfield | Home - The Rinks at Shelton [Directions] | 2:00 p.m. | T 3-3 | |
| Sat., 2/18 | V Wrestling | LL Championship | Away | 9:00 a.m. | @ Trumbull H.S. | |
| Sat., 2/18 | V Girls Basketball | Sheehan | Away [Directions] | 10:00 a.m. | SCC First Round Game | |
| Sat., 2/18 | V Girls Ice Hockey | Stamford/Westhill/Staples | Away - Terry Conners Ice Rink [Directions] | 8:20 p.m. | L 4-6 | |
| Sun., 2/19 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - The Rinks at Shelton [Directions] | 6:00 p.m. | L 2-5 | |
| Mon., 2/20 | V Boys Indoor Track | Class LL Open Meet | Away - New Haven Athletic Center Fieldhouse | 4:00 p.m. | ||
| Mon., 2/20 | V Girls Indoor Track | Class LL Open Meet | Away - New Haven Athletic Center Fieldhouse | 4:00 p.m. | ||
| Tue., 2/21 | V Boys Swimming and Diving | Notre Dame-West Haven | Away - Albertus Magnus College [Directions] | 6:00 p.m. | Loss 106-73 | |
| Thu., 2/23 | V Boys Basketball | Cheshire | Home - Shelton HS Gym [Directions] | 6:30 p.m. | SCC First Round Game | |
| Fri., 2/24 | V Wrestling | State Open | Away | 4:00 p.m. | @ New Haven Athletic Center | |
| Sat., 2/25 | V Boys Ice Hockey | Cheshire | Home - Bennett Rink [Directions] | 1:00 p.m. | W 6-2 | |
| Sat., 2/25 | V Wrestling | State Open | Away | 9:00 a.m. | @ New Haven Athletic Center | |
| Mon., 2/27 | V Boys Ice Hockey | Glastonbury | Home - Bennett Rink [Directions] | 6:30 p.m. | W 5-0 | |
| Tue., 2/28 | V Girls Basketball | Norwich Free Academy | Away - Alumni Gym [Directions] | 6:00 p.m. | ||
| Wed., 3/1 | V Boys Ice Hockey | Hamden | Away - Lou Astorino Ice Rink [Directions] | 7:00 p.m. | L 3-6 | |
| Sat., 3/4 | V Boys Indoor Track | New England Championships | Away - Boston, MA | 10:00 a.m. | ||
| Sat., 3/4 | V Girls Indoor Track | New England Championships | Away - Boston, MA | 10:00 a.m. | ||
| Thu., 3/23 | V Boys Volleyball | Fairfield Warde (Scrim.) | Home - Shelton HS Gym [Directions] | 3:30 p.m. | ||
| Thu., 3/23 | JV Boys Volleyball | Fairfield Warde (Scrim.) | Home - Shelton HS Gym [Directions] | 3:30 p.m. | ||
| Fri., 3/24 | V Boys Tennis | St. Joseph (Scrim.) | Away - St. Joseph HS [Directions] | 4:00 p.m. | ||
| Sat., 3/25 | V Boys Lacrosse | Stamford (Scrim.) | Away - Stamford High Soccer Field [Directions] | 12:00 p.m. | ||
| Sat., 3/25 | V Boys Volleyball | Darien HS PlayDay | Away | 9:00 a.m. | ||
| Sat., 3/25 | JV Boys Volleyball | Darien HS PlayDay | Away | 9:00 a.m. | ||
| Sat., 3/25 | V Girls Lacrosse | Immaculate HS Jamboree | Away | TBA | ||
| Sat., 3/25 | V Girls Lacrosse | Immaculate HS Jamboree | Away | TBA | ||
| Mon., 3/27 | JV Baseball | Ansonia (Scrim.) | Away - Nolan Field, Ansonia [Directions] | Cancelled | Cancelled | |
| Tue., 3/28 | V Boys Volleyball | St. Joseph (Scrim.) | Home - Shelton HS Gym [Directions] | 4:00 p.m. | ||
| Tue., 3/28 | JV Boys Volleyball | St. Joseph (Scrim.) | Home - Shelton HS Gym [Directions] | 4:00 p.m. | ||
| Wed., 3/29 | V Baseball | St. Joseph (Scrim.) | Away - St. Joseph HS [Directions] | Cancelled | Cancelled | |
| Wed., 3/29 | V Baseball | Newtown (Scrim.) | Away - Newtown HS Baseball Field [Directions] | 4:15 p.m. | ||
| Wed., 3/29 | V Boys Lacrosse | Daniel Hand (Scrim.) | Away [Directions] | 5:00 p.m. | & LaSalle Academy (RI) | |
| Wed., 3/29 | JV Boys Lacrosse | Daniel Hand (Scrim.) | Away - DHHS Turf Field [Directions] | 5:00 p.m. | & LaSalle Academy (RI) | |
| Wed., 3/29 | V Boys Tennis | Masuk (Scrim.) | Home - Shelton HS Tennis Courts [Directions] | 4:00 p.m. | ||
| Wed., 3/29 | V Softball | Trumbull (Scrim.) | Away - Varsity Softball Field [Directions] | 4:00 p.m. | ||
| Thu., 3/30 | V Baseball | Torrington (Scrim.) | Home - Riverview Park - Shelton [Directions] | 4:15 p.m. | ||
| Thu., 3/30 | V Boys Tennis | Trumbull (Scrim.) | Away - THS Tennis Courts [Directions] | 4:30 p.m. | ||
| Thu., 3/30 | V Softball | Notre Dame-Fairfield (Scrim.) | Away - Park Avenue Field at Notre Dame [Directions] | 4:00 p.m. | ||
| Thu., 3/30 | V Girls Tennis | Masuk (Scrim.) | Home - Shelton HS Tennis Courts [Directions] | 3:30 p.m. | ||
| Fri., 3/31 | V Boys Volleyball | Masuk (Scrim.) | Home - Shelton HS Gym [Directions] | 3:30 p.m. | ||
| Fri., 3/31 | JV Boys Volleyball | Masuk (Scrim.) | Home - Shelton HS Gym [Directions] | 3:30 p.m. | ||
| Sat., 4/1 | V Boys Lacrosse | Trumbull | Away - McDougall Stadium [Directions] | 12:00 p.m. | L 13-6 | |
| Sat., 4/1 | JV Boys Lacrosse | Trumbull | Away - McDougall Stadium [Directions] | 10:00 a.m. | L 12-2 | |
| Mon., 4/3 | V Baseball | Xavier | Home - Shelton HS Baseball Field [Directions] | 4:15 p.m. | W 6-5 | |
| Mon., 4/3 | V Boys Lacrosse | North Haven | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | L 9-5 | |
| Mon., 4/3 | JV Boys Lacrosse | North Haven | Home - Shelton HS Finn Stadium [Directions] | 5:30 p.m. | L 4-3 | |
| Mon., 4/3 | FR Boys Lacrosse | Guilford | Home - Shelton HS - Lower Field [Directions] | 3:45 p.m. | L 4-3 | |
| Mon., 4/3 | V Boys Tennis | Guilford | Away - Tennis Courts at GHS [Directions] | 3:45 p.m. | L 2-5 | |
| Mon., 4/3 | V Boys Volleyball | Norwich Free Academy | Home - Shelton HS Gym [Directions] | 6:00 p.m. | W 3-0 | |
| Mon., 4/3 | JV Boys Volleyball | Norwich Free Academy | Home - Shelton HS Gym [Directions] | 4:30 p.m. | ||
| Mon., 4/3 | V Girls Tennis | Branford | Home - Shelton HS Tennis Courts [Directions] | 3:45 p.m. | W 5-2 | |
| Tue., 4/4 | V Girls Lacrosse | Stratford/Bunnell (Scrim.) | Away - Penders Field [Directions] | 5:30 p.m. | ||
| Wed., 4/5 | V Baseball | Amity | Away - John Janenda Baseball Field @ Amity HS [Directions] | 4:15 p.m. | L 3-6 | |
| Wed., 4/5 | V Boys Golf | Hamden | Away - Laurel View CC [Directions] | 2:30 p.m. | Hamden: 172 Shelton: 205 | |
| Wed., 4/5 | V Boys Lacrosse | Guilford | Away - Kavanaugh Turf Field at GHS [Directions] | 7:00 p.m. | L 5-9 | |
| Wed., 4/5 | JV Boys Lacrosse | Guilford | Away - Kavanaugh Turf Field at GHS [Directions] | 5:00 p.m. | L 9-4 | |
| Wed., 4/5 | V Boys Outdoor Track | Cheshire | Home - Shelton HS Track [Directions] | 3:45 p.m. | ||
| Wed., 4/5 | V Girls Outdoor Track | Cheshire | Home - Shelton HS Track [Directions] | 3:45 p.m. | ||
| Wed., 4/5 | V Softball | Career Magnet | Home - Shelton HS Softball Field [Directions] | 3:45 p.m. | W 5-2 | |
| Wed., 4/5 | V Girls Tennis | Jonathan Law | Away - Jonathan Law HS Tennis Courts [Directions] | 3:45 p.m. | W 4-3 | |
| Fri., 4/7 | V Boys Volleyball | Daniel Hand | Away - DHHS Gym [Directions] | 5:30 p.m. | W 3-0 | |
| Fri., 4/7 | JV Boys Volleyball | Daniel Hand | Away - DHHS Gym [Directions] | 4:00 p.m. | ||
| Fri., 4/7 | V Girls Lacrosse | Cheshire | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | L 3-9 | |
| Fri., 4/7 | JV Girls Lacrosse | Cheshire | Home - Shelton HS Finn Stadium [Directions] | 5:15 p.m. | ||
| Sat., 4/8 | JV Baseball | Trumbull | Away - Varsity Baseball Field [Directions] | 1:00 p.m. | ||
| Sat., 4/8 | FR Baseball | Trumbull | Away - JV Baseball Field [Directions] | 1:00 p.m. | ||
| Sat., 4/8 | V Boys Lacrosse | Amity | Home - Shelton HS Finn Stadium [Directions] | 1:00 p.m. | L 5-7 | |
| Sat., 4/8 | JV Boys Lacrosse | Amity | Home - Shelton HS Finn Stadium [Directions] | 11:00 a.m. | L 10-2 | |
| Sat., 4/8 | V Boys Outdoor Track | Hand Freshman Invitational | Away | 9:00 a.m. | ||
| Sat., 4/8 | V Girls Lacrosse | Sheehan | Away - Sheehan HS Riccitelli Field [Directions] | 2:15 p.m. | W 7-4 | |
| Sat., 4/8 | JV Girls Lacrosse | Sheehan | Away - Sheehan HS Riccitelli Field [Directions] | 1:00 p.m. | ||
| Sat., 4/8 | V Girls Outdoor Track | Hand Freshman Invitational | Away | 9:00 a.m. | ||
| Mon., 4/10 | V Baseball | Sheehan | Away - Westside Field-South Street [Directions] | 12:00 p.m. | L 2-16 | |
| Mon., 4/10 | FR Baseball | Sheehan | Away - Westside Field-South Street [Directions] | 2:30 p.m. | ||
| Mon., 4/10 | V Boys Tennis | Notre Dame-West Haven | Home - Shelton HS Tennis Courts [Directions] | 3:45 p.m. | W 5-2 | |
| Tue., 4/11 | V Baseball | Trumbull | Home - Shelton HS Baseball Field [Directions] | 10:00 a.m. | W 5-3 | |
| Tue., 4/11 | JV Baseball | Sheehan | Home - Riverview Park - Shelton [Directions] | 3:45 p.m. | ||
| Tue., 4/11 | V Boys Outdoor Track | Amity | Home - Shelton HS Track [Directions] | 1:00 p.m. | ||
| Tue., 4/11 | V Boys Tennis | Hamden | Home - Shelton HS Tennis Courts [Directions] | 3:45 p.m. | W 6-1 | |
| Tue., 4/11 | V Boys Volleyball | Oxford | Home - Shelton HS Gym [Directions] | 5:15 p.m. | W 3-2 | |
| Tue., 4/11 | JV Boys Volleyball | Oxford | Home - Shelton HS Gym [Directions] | 3:45 p.m. | ||
| Tue., 4/11 | V Girls Lacrosse | Amity | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | W 14-3 | |
| Tue., 4/11 | JV Girls Lacrosse | Amity | Home - Shelton HS Finn Stadium [Directions] | 5:15 p.m. | ||
| Tue., 4/11 | V Girls Outdoor Track | Amity | Home - Shelton HS Track [Directions] | 1:00 p.m. | ||
| Tue., 4/11 | V Softball | Lyman Hall | Away - Lyman Hall Varsity Softball Field [Directions] | 10:30 a.m. | L 2-10 | |
| Tue., 4/11 | JV Softball | Lyman Hall | Away - Lyman Hall JV Softball Field [Directions] | 10:30 a.m. | ||
| Wed., 4/12 | V Baseball | Cheshire | Home - Shelton HS Baseball Field [Directions] | 1:00 p.m. | L 0-3 | |
| Wed., 4/12 | JV Baseball | Cheshire | Away - Cheshire High Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 4/12 | FR Baseball | Cheshire | Home - Nike Site - Shelton [Directions] | 1:00 p.m. | ||
| Wed., 4/12 | V Boys Tennis | West Haven | Away - Painter Park Tennis Courts [Directions] | 10:30 a.m. | W 6-1 | |
| Wed., 4/12 | V Boys Volleyball | Southington | Home - Shelton HS Gym [Directions] | 6:00 p.m. | L 1-3 | |
| Wed., 4/12 | JV Boys Volleyball | Southington | Home - Shelton HS Gym [Directions] | 5:00 p.m. | ||
| Thu., 4/13 | V Boys Lacrosse | Lewis Mills | Home - Shelton HS Finn Stadium [Directions] | 1:00 p.m. | W 9-2 | |
| Thu., 4/13 | JV Boys Lacrosse | Lewis Mills | Home - Shelton HS Finn Stadium [Directions] | 3:00 p.m. | W 7-3 | |
| Thu., 4/13 | V Girls Lacrosse | Hamden | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | W 15-9 | |
| Thu., 4/13 | JV Girls Lacrosse | Hamden | Home - Shelton HS Finn Stadium [Directions] | 5:15 p.m. | ||
| Sat., 4/15 | V Boys Volleyball | Darien | Home - Shelton HS Gym [Directions] | 10:00 a.m. | L 1-3 | |
| Sat., 4/15 | JV Boys Volleyball | Darien | Home - Shelton HS Gym [Directions] | 11:30 a.m. | ||
| Sat., 4/15 | V Softball | Fairfield Warde | Home - Shelton HS Softball Field [Directions] | 11:00 a.m. | L 0-14 | |
| Mon., 4/17 | V Baseball | Foran | Away - Ken Walker Field [Directions] | 4:15 p.m. | W 2-1 | |
| Mon., 4/17 | FR Baseball | Foran | Away - Wasson Field [Directions] | 4:15 p.m. | ||
| Mon., 4/17 | V Boys Lacrosse | Jonathan Law | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | W 7-3 | |
| Mon., 4/17 | JV Boys Lacrosse | Jonathan Law | Home - Shelton HS Finn Stadium [Directions] | 5:30 p.m. | W 25-0 | |
| Mon., 4/17 | V Boys Tennis | Career Magnet | Home - Shelton HS Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Mon., 4/17 | V Boys Volleyball | Xavier | Home - Shelton HS Gym [Directions] | 6:30 p.m. | W 3-0 | |
| Mon., 4/17 | JV Boys Volleyball | Xavier | Home - Shelton HS Gym [Directions] | 4:30 p.m. | ||
| Mon., 4/17 | V Softball | Amity | Away - Amity HS Softball Field (Field #6) [Directions] | 3:45 p.m. | L 7-12 | |
| Mon., 4/17 | JV Softball | Amity | Away - Center Field - Woodbridge [Directions] | 3:45 p.m. | ||
| Mon., 4/17 | V Girls Tennis | Daniel Hand | Away - Polson Tennis Courts/DHHS Campus [Directions] | 3:45 p.m. | L 0-7 | |
| Tue., 4/18 | JV Baseball | Foran | Home - Riverview Park - Shelton [Directions] | 4:15 p.m. | ||
| Tue., 4/18 | FR Baseball | Xavier | Home - Nike Site - Shelton [Directions] | 4:00 p.m. | ||
| Tue., 4/18 | V Boys Golf | Notre Dame-West Haven | Home - Brownson CC - Shelton [Directions] | 2:30 p.m. | Notre Dame: 162 Shelton: 183 | |
| Tue., 4/18 | V Boys Outdoor Track | Wilbur Cross, Foran, Hamden | Home - Shelton HS Track [Directions] | 3:45 p.m. | ||
| Tue., 4/18 | V Boys Volleyball | Masuk | Away - David Strong Gymnasium @ Masuk HS [Directions] | 5:15 p.m. | W 3-0 | |
| Tue., 4/18 | JV Boys Volleyball | Masuk | Away - David Strong Gymnasium @ Masuk HS [Directions] | 4:00 p.m. | ||
| Tue., 4/18 | V Girls Lacrosse | Foran | Away - Foran HS - Turf Field [Directions] | 6:00 p.m. | L 11-14 | |
| Tue., 4/18 | JV Girls Lacrosse | Foran | Away - Foran HS - Turf Field [Directions] | 4:30 p.m. | ||
| Tue., 4/18 | V Girls Outdoor Track | Jonathan Law, East Haven, Mercy | Away - Lawmen Stadium [Directions] | 3:45 p.m. | ||
| Tue., 4/18 | V Girls Tennis | Amity | Home - Shelton HS Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Wed., 4/19 | V Baseball | Guilford | Away - Baseball Field at GHS [Directions] | 4:15 p.m. | L 6-7 | |
| Wed., 4/19 | FR Baseball | Guilford | Away - Long Hill Park - Guilford [Directions] | 4:15 p.m. | ||
| Wed., 4/19 | V Boys Golf | Cheshire | Home - Brownson CC - Shelton [Directions] | 2:30 p.m. | Cheshire: 157 Shelton: 166 | |
| Wed., 4/19 | V Boys Lacrosse | Fairfield Prep | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | L 11-2 | |
| Wed., 4/19 | JV Boys Lacrosse | Fairfield Prep | Home - Shelton HS Finn Stadium [Directions] | 5:30 p.m. | L 15-0 | |
| Wed., 4/19 | FR Boys Lacrosse | Amity | Home - Shelton HS - Lower Field [Directions] | 4:00 p.m. | W 15-0 | |
| Wed., 4/19 | V Softball | Mercy | Home - Shelton HS Softball Field [Directions] | 3:45 p.m. | W 15-13 | |
| Wed., 4/19 | JV Softball | Mercy | Home - Shelton HS Softball Field [Directions] | 3:45 p.m. | ||
| Thu., 4/20 | JV Baseball | Guilford | Home - Riverview Park - Shelton [Directions] | 4:15 p.m. | ||
| Thu., 4/20 | V Boys Tennis | Jonathan Law | Away - Jonathan Law HS Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Thu., 4/20 | V Girls Lacrosse | Daniel Hand | Away - Surf Club [Directions] | 6:30 p.m. | L 4-13 | |
| Thu., 4/20 | V Softball | Hamden | Away - HHS Softball Field [Directions] | 3:45 p.m. | W 11-10 | |
| Thu., 4/20 | JV Softball | Hamden | Away - Bassett Field [Directions] | 3:45 p.m. | ||
| Thu., 4/20 | V Girls Tennis | Sacred Heart Academy | Away - Sacred Heart Academy [Directions] | 3:45 p.m. | L 2-5 | |
| Fri., 4/21 | V Boys Volleyball | Oxford | Away - OHS-Main Gym [Directions] | 4:00 p.m. | W 3-1 | |
| Fri., 4/21 | JV Boys Volleyball | Oxford | Away - OHS-Main Gym [Directions] | 5:15 p.m. | ||
| Sat., 4/22 | V Boys Volleyball | Rhode Island Invitational | Away | 9:00 a.m. | @ Rhode Island College, Providence RI | |
| Sat., 4/22 | JV Boys Volleyball | Rhode Island Invitational | Away | 9:00 a.m. | @ Rhode Island College, Providence RI | |
| Sat., 4/22 | V Girls Lacrosse | Masuk | Away - Benedict Stadium Field @ Masuk HS [Directions] | 5:30 p.m. | L 8-13 | |
| Sat., 4/22 | JV Girls Lacrosse | Masuk | Away - Benedict Stadium Field @ Masuk HS [Directions] | 4:00 p.m. | ||
| Sun., 4/23 | V Baseball | North Haven | Away - DeMayo Field [Directions] | 1:00 p.m. | L 4-9 | |
| Mon., 4/24 | V Baseball | Wilbur Cross | Home - Shelton HS Baseball Field [Directions] | 4:15 p.m. | W 9-4 | |
| Mon., 4/24 | JV Baseball | North Haven | Home - Riverview Park - Shelton [Directions] | 4:15 p.m. | ||
| Mon., 4/24 | FR Baseball | Wilbur Cross | Home - Nike Site - Shelton [Directions] | 3:45 p.m. | ||
| Mon., 4/24 | V Boys Golf | Guilford | Away - Madison Country Club [Directions] | 2:30 p.m. | Guilford: 179 Shelton: 185 | |
| Mon., 4/24 | V Boys Lacrosse | Lyman Hall | Away - Lyman Hall Fitzgerald Field [Directions] | 6:00 p.m. | W 19-5 | |
| Mon., 4/24 | JV Boys Lacrosse | Lyman Hall | Away - Lyman Hall Fitzgerald Field [Directions] | 4:30 p.m. | W 14-2 | |
| Mon., 4/24 | V Softball | Sacred Heart Academy | Home - Shelton HS Softball Field [Directions] | 3:45 p.m. | L 2-11 | |
| Mon., 4/24 | JV Softball | Sacred Heart Academy | Home - Shelton HS Softball Field [Directions] | 3:45 p.m. | ||
| Mon., 4/24 | V Girls Tennis | Guilford | Home - Shelton HS Tennis Courts [Directions] | 3:45 p.m. | L 5-2 | |
| Wed., 4/26 | V Boys Golf | Fairfield Prep, Sheehan | Away - Country Club of Fairfield [Directions] | 3:00 p.m. | Fairfield Prep: 163 Shelton: 181 | |
| Wed., 4/26 | V Boys Outdoor Track | Sheehan | Home - Shelton HS Track [Directions] | 3:45 p.m. | ||
| Wed., 4/26 | V Boys Volleyball | Cheshire | Away - Cheshire High - West Gym [Directions] | 6:00 p.m. | L 0-3 | |
| Wed., 4/26 | JV Boys Volleyball | Cheshire | Away - Cheshire High - West Gym [Directions] | 5:00 p.m. | ||
| Wed., 4/26 | V Girls Lacrosse | Sacred Heart Academy | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | W 12-8 | |
| Wed., 4/26 | V Girls Outdoor Track | Sheehan, Branford | Home - Shelton HS Finn Stadium [Directions] | 3:45 p.m. | ||
| Thu., 4/27 | V Baseball | Sheehan | Home - Shelton HS Baseball Field [Directions] | 7:00 p.m. | W 4-3 | |
| Thu., 4/27 | JV Baseball | Sheehan | Away - Westside Field-South Street [Directions] | 4:15 p.m. | ||
| Thu., 4/27 | V Boys Golf | Xavier | Away - Portland Golf Club [Directions] | 2:30 p.m. | Xavier: 152 Shelton: 186 | |
| Thu., 4/27 | V Boys Lacrosse | Norwalk | Away - Testa Field, NHS [Directions] | 6:30 p.m. | L 9-8 OT | |
| Thu., 4/27 | JV Boys Lacrosse | Norwalk | Away - Testa Field, NHS [Directions] | 4:30 p.m. | W 8-6 | |
| Thu., 4/27 | V Boys Tennis | Sheehan | Home - Shelton HS Tennis Courts [Directions] | 3:45 p.m. | W 6-1 | |
| Thu., 4/27 | V Girls Lacrosse | West Haven | Away - Ken Strong Stadium [Directions] | 5:30 p.m. | W 15-9 | |
| Thu., 4/27 | JV Girls Lacrosse | West Haven | Away - Ken Strong Stadium [Directions] | 7:00 p.m. | ||
| Thu., 4/27 | V Softball | Guilford | Home - Shelton HS Softball Field [Directions] | 3:45 p.m. | L 1-13 | |
| Thu., 4/27 | V Girls Tennis | Foran | Away - Foran HS [Directions] | 3:45 p.m. | L 3-4 | |
| Fri., 4/28 | V Baseball | Fairfield Prep | Away - Alumni Diamond, Fairfield University [Directions] | 4:15 p.m. | L 6-7 | |
| Fri., 4/28 | FR Baseball | Fairfield Prep | Away - Owen Fish Park [Directions] | 4:00 p.m. | ||
| Fri., 4/28 | V Boys Outdoor Track | O'Grady Relays - Danbury HS | Away | TBA | ||
| Fri., 4/28 | V Boys Tennis | West Haven | Away - Painter Park Tennis Courts [Directions] | 3:45 p.m. | W 5-2 | |
| Fri., 4/28 | V Boys Volleyball | Amity | Home - Shelton HS Gym [Directions] | 6:30 p.m. | W 3-0 | |
| Fri., 4/28 | JV Boys Volleyball | Amity | Home - Shelton HS Gym [Directions] | 4:30 p.m. | ||
| Fri., 4/28 | V Girls Outdoor Track | O'Grady Relays - Danbury HS | Away | TBA | ||
| Fri., 4/28 | V Softball | Woodland | Home - Shelton HS Softball Field [Directions] | 3:45 p.m. | W 15-3 | |
| Sat., 4/29 | JV Baseball | Fairfield Prep | Home - Shelton HS Baseball Field [Directions] | 10:00 a.m. | ||
| Sat., 4/29 | V Boys Outdoor Track | O'Grady Relays - Danbury HS | Away | TBA | ||
| Sat., 4/29 | V Boys Tennis | Lyman Hall | Away - Lyman Hall Doolittle Park Tennis Courts [Directions] | 10:30 a.m. | W 5-2 | |
| Sat., 4/29 | V Girls Outdoor Track | O'Grady Relays - Danbury HS | Away | TBA | ||
| Mon., 5/1 | V Baseball | Amity | Home - Shelton HS Baseball Field [Directions] | 4:30 p.m. | L 1-8 | |
| Mon., 5/1 | JV Baseball | Wilbur Cross | Away - Rice Field I [Directions] | 3:45 p.m. | ||
| Mon., 5/1 | FR Baseball | Amity | Home - Nike Site - Shelton [Directions] | 4:00 p.m. | ||
| Mon., 5/1 | V Boys Lacrosse | Foran | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | W 7-6 OT | |
| Mon., 5/1 | JV Boys Lacrosse | Foran | Home - Shelton HS Finn Stadium [Directions] | 5:30 p.m. | W 9-0 | |
| Mon., 5/1 | V Boys Tennis | Cheshire | Home - Shelton HS Tennis Courts [Directions] | 3:45 p.m. | L 1-6 | |
| Mon., 5/1 | V Boys Volleyball | Daniel Hand | Home - Shelton HS Gym [Directions] | 6:30 p.m. | W 3-0 | |
| Mon., 5/1 | JV Boys Volleyball | Daniel Hand | Home - Shelton HS Gym [Directions] | 4:30 p.m. | ||
| Tue., 5/2 | V Baseball | Cheshire | Away - Cheshire High Baseball Field [Directions] | 4:15 p.m. | W 7-6 | |
| Tue., 5/2 | JV Baseball | Amity | Away - John Janenda Baseball Field @ Amity HS [Directions] | 3:45 p.m. | ||
| Tue., 5/2 | FR Baseball | Cheshire | Away - Bartlem park [Directions] | 4:00 p.m. | ||
| Tue., 5/2 | V Boys Golf | Amity | Home - Brownson CC - Shelton [Directions] | 3:00 p.m. | Amity: 158 Shelton: 174 | |
| Tue., 5/2 | V Boys Outdoor Track | Lyman Hall | Away - Lyman Hall [Directions] | 3:45 p.m. | ||
| Tue., 5/2 | V Girls Lacrosse | Jonathan Law | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | L 9-12 | |
| Tue., 5/2 | JV Girls Lacrosse | Jonathan Law | Home - Shelton HS Finn Stadium [Directions] | 5:15 p.m. | ||
| Tue., 5/2 | V Girls Outdoor Track | Lyman Hall | Away - Lyman Hall [Directions] | 3:45 p.m. | ||
| Tue., 5/2 | V Softball | Harding | Away - Luis Munoz Marin School [Directions] | 4:00 p.m. | W 28-4 | |
| Tue., 5/2 | JV Softball | Harding | Away - Luis Munoz Marin School [Directions] | 4:00 p.m. | ||
| Tue., 5/2 | V Girls Tennis | Lyman Hall | Home - Shelton HS Tennis Courts [Directions] | 3:45 p.m. | W 5-2 | |
| Wed., 5/3 | JV Baseball | Cheshire | Home - Shelton HS Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 5/3 | V Boys Golf | Daniel Hand | Home - Brownson CC - Shelton [Directions] | 3:00 p.m. | Hand: 173 Shelton: 177 | |
| Wed., 5/3 | V Boys Tennis | Fairfield Prep | Away - Walsh Athletic Center Courts, Fairfield University [Directions] | 3:45 p.m. | L 2-5 | |
| Wed., 5/3 | V Boys Volleyball | Masuk | Home - Shelton HS Gym [Directions] | 6:30 p.m. | W 3-0 | |
| Wed., 5/3 | JV Boys Volleyball | Masuk | Home - Shelton HS Gym [Directions] | 4:30 p.m. | ||
| Wed., 5/3 | V Softball | Lyman Hall | Home - Shelton HS Softball Field [Directions] | 4:00 p.m. | L 5-14 | |
| Wed., 5/3 | JV Softball | Lyman Hall | Home - Shelton HS Softball Field [Directions] | 4:00 p.m. | ||
| Wed., 5/3 | V Girls Tennis | Branford | Away - Branford HS-Tennis courts [Directions] | 3:45 p.m. | L 5-2 | |
| Thu., 5/4 | V Boys Golf | Guilford | Home - Brownson CC - Shelton [Directions] | 3:00 p.m. | Guilford: 172 Shelton: 178 | |
| Thu., 5/4 | FR Boys Lacrosse | Trumbull | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | L 7-6 | |
| Thu., 5/4 | V Boys Tennis | Daniel Hand | Home - Shelton HS Tennis Courts [Directions] | 3:45 p.m. | L 1-6 | |
| Thu., 5/4 | V Girls Lacrosse | North Haven | Away - North Haven Athletic Complex [Directions] | 3:45 p.m. | W 13-9 | |
| Thu., 5/4 | JV Girls Lacrosse | North Haven | Away - North Haven Athletic Complex [Directions] | 5:15 p.m. | ||
| Thu., 5/4 | V Softball | Branford | Home - Shelton HS Softball Field [Directions] | 4:00 p.m. | W 7-1 | |
| Thu., 5/4 | JV Softball | Branford | Home - Shelton HS Softball Field [Directions] | 4:00 p.m. | ||
| Fri., 5/5 | V Boys Volleyball | Kolbe Cathedral | Home - Shelton HS Gym [Directions] | 6:30 p.m. | W 3-0 | |
| Fri., 5/5 | JV Boys Volleyball | Kolbe Cathedral | Home - Shelton HS Gym [Directions] | 4:30 p.m. | ||
| Sat., 5/6 | V Boys Lacrosse | Masuk | Away - Benedict Stadium Field @ Masuk HS [Directions] | 11:00 a.m. | W 7-5 | |
| Sat., 5/6 | JV Boys Lacrosse | Masuk | Away - Benedict Stadium Field @ Masuk HS [Directions] | 12:45 p.m. | L 7-6 OT | |
| Sat., 5/6 | V Boys Outdoor Track | Midnight Meet - Amity HS | Away | 5:00 p.m. | ||
| Sat., 5/6 | V Girls Outdoor Track | Midnight Meet - Amity HS | Away | 5:00 p.m. | ||
| Sat., 5/6 | JV Softball | Career Magnet | Away - East Shore Athletic Complex [Directions] | Cancelled | Cancelled | |
| Mon., 5/8 | V Baseball | Foran | Home - Shelton HS Baseball Field [Directions] | 7:00 p.m. | L 2-3 | |
| Mon., 5/8 | FR Baseball | Foran | Home - Nike Site - Shelton [Directions] | 4:15 p.m. | ||
| Mon., 5/8 | V Boys Lacrosse | Wilbur Cross | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | W 13-6 | |
| Mon., 5/8 | FR Boys Lacrosse | Amity | Away - Amity HS - Field # 2 [Directions] | 4:00 p.m. | W 15-4 | |
| Mon., 5/8 | V Boys Tennis | Amity | Away - Amity HS Tennis Courts [Directions] | 3:45 p.m. | L 1-6 | |
| Mon., 5/8 | V Boys Volleyball | Xavier | Away - Xavier H.S. [Directions] | 5:30 p.m. | W 3-0 | |
| Mon., 5/8 | JV Boys Volleyball | Xavier | Away - Xavier H.S. [Directions] | 4:30 p.m. | ||
| Mon., 5/8 | V Softball | Amity | Home - Shelton HS Softball Field [Directions] | 3:45 p.m. | L 12-13 | |
| Mon., 5/8 | JV Softball | Amity | Home - Shelton HS Softball Field [Directions] | 3:45 p.m. | ||
| Mon., 5/8 | V Girls Tennis | East Haven | Away - East Haven HS [Directions] | 3:45 p.m. | W 4-3 | |
| Tue., 5/9 | JV Baseball | Foran | Away - Ken Walker Field [Directions] | 4:15 p.m. | ||
| Tue., 5/9 | V Boys Golf | Hamden | Home - Brownson CC - Shelton [Directions] | 2:45 p.m. | Hamden: 172 Shelton: 182 | |
| Tue., 5/9 | V Boys Outdoor Track | North Haven, Career Magnet | Away - Vanacore Field [Directions] | 3:45 p.m. | ||
| Tue., 5/9 | V Boys Tennis | Wilbur Cross | Home - Shelton HS Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Tue., 5/9 | V Girls Lacrosse | Lyman Hall | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | W 14-5 | |
| Tue., 5/9 | JV Girls Lacrosse | Lyman Hall | Home - Shelton HS Finn Stadium [Directions] | 5:15 p.m. | ||
| Tue., 5/9 | V Softball | Branford | Away - Branford HS-Softball Field [Directions] | 3:45 p.m. | L 1-11 | |
| Wed., 5/10 | V Baseball | Guilford | Home - Shelton HS Baseball Field [Directions] | 7:00 p.m. | L 2-3 | |
| Wed., 5/10 | FR Baseball | Guilford | Home - Nike Site - Shelton [Directions] | 4:00 p.m. | ||
| Wed., 5/10 | V Boys Golf | Amity | Away - The Tradition at Oak Lane C.C. - Woodbridge [Directions] | 2:30 p.m. | Amity: 151 Shelton: 192 | |
| Wed., 5/10 | V Boys Lacrosse | West Haven | Away - Ken Strong Stadium [Directions] | 6:00 p.m. | W 11-3 | |
| Wed., 5/10 | JV Boys Lacrosse | West Haven | Away - Ken Strong Stadium [Directions] | 7:30 p.m. | W 8-2 | |
| Wed., 5/10 | V Boys Volleyball | Newtown | Away - Newtown HS Gymnasium [Directions] | 5:00 p.m. | W 3-1 | |
| Wed., 5/10 | JV Boys Volleyball | Newtown | Away - Newtown HS Gymnasium [Directions] | 3:45 p.m. | ||
| Wed., 5/10 | V Girls Outdoor Track | North Haven, Career Magnet | Away - Vanacore Field [Directions] | 3:45 p.m. | ||
| Wed., 5/10 | V Softball | Mercy | Away - Mercy [Directions] | 3:45 p.m. | L 10-16 | |
| Wed., 5/10 | JV Softball | Mercy | Away - Mercy [Directions] | 3:45 p.m. | ||
| Wed., 5/10 | V Girls Tennis | West Haven | Away - WHHS [Directions] | 3:45 p.m. | W 5-2 | |
| Thu., 5/11 | V Baseball | North Haven | Home - Shelton HS Baseball Field [Directions] | 7:00 p.m. | L 1-12 | |
| Thu., 5/11 | JV Baseball | Guilford | Away - Long Hill Park - Guilford [Directions] | 4:15 p.m. | ||
| Thu., 5/11 | FR Baseball | North Haven | Home - Nike Site - Shelton [Directions] | 4:15 p.m. | ||
| Thu., 5/11 | V Boys Golf | Fairfield Prep, Cheshire | Away - Brooklawn Country Club, Fairfield, CT [Directions] | 3:00 p.m. | Fairfield Prep: 161 Cheshire: 188 Shelton: 197 | |
| Thu., 5/11 | V Boys Tennis | Guilford | Home - Shelton HS Tennis Courts [Directions] | 3:45 p.m. | L 2-5 | |
| Thu., 5/11 | V Girls Lacrosse | Hamden | Away - HHS Turf Field #1 [Directions] | 5:00 p.m. | W 16-4 | |
| Thu., 5/11 | JV Girls Lacrosse | Hamden | Away - HHS Turf Field #1 [Directions] | 6:30 p.m. | ||
| Thu., 5/11 | V Softball | Wolcott | Away - Wolcott HS [Directions] | 3:45 p.m. | W 4-2 | |
| Thu., 5/11 | JV Softball | Wolcott | Away - Wolcott HS [Directions] | 4:00 p.m. | ||
| Fri., 5/12 | V Boys Lacrosse | Branford | Away - Branford HS-Turf Field [Directions] | 6:15 p.m. | W 6-4 | |
| Fri., 5/12 | JV Boys Lacrosse | Branford | Away - Branford HS-Turf Field [Directions] | Cancelled | Cancelled | |
| Fri., 5/12 | FR Boys Lacrosse | Hamden | Home - Shelton HS - Lower Field [Directions] | 4:00 p.m. | W 5-4 | |
| Fri., 5/12 | V Boys Tennis | Notre Dame-West Haven | Away - Southern Connecticut University [Directions] | 4:00 p.m. | W 5-2 | |
| Fri., 5/12 | V Boys Volleyball | East Hartford | Home - Shelton HS Gym [Directions] | 6:00 p.m. | L 2-3 | |
| Fri., 5/12 | JV Boys Volleyball | East Hartford | Home - Shelton HS Gym [Directions] | 4:30 p.m. | ||
| Fri., 5/12 | V Girls Lacrosse | Sacred Heart Academy | Away - Sacred Heart Academy [Directions] | 3:45 p.m. | W 9-6 | |
| Fri., 5/12 | JV Girls Lacrosse | Sacred Heart Academy | Away - Sacred Heart Academy [Directions] | 5:15 p.m. | ||
| Fri., 5/12 | V Softball | Hamden | Home - Shelton HS Softball Field [Directions] | 3:45 p.m. | W 13-0 | |
| Fri., 5/12 | JV Softball | Hamden | Home - Shelton HS Softball Field [Directions] | 3:45 p.m. | ||
| Fri., 5/12 | V Girls Tennis | Jonathan Law | Home - Shelton HS Tennis Courts [Directions] | 4:30 p.m. | L 4-3 | |
| Sat., 5/13 | JV Baseball | North Haven | Away - North Haven Athletic Complex [Directions] | 9:00 a.m. | ||
| Mon., 5/15 | V Baseball | Wilbur Cross | Away - Rice Field I [Directions] | 4:15 p.m. | W 8-6 | |
| Mon., 5/15 | FR Baseball | Wilbur Cross | Away - Rice Field II [Directions] | 4:15 p.m. | ||
| Mon., 5/15 | V Boys Lacrosse | Sheehan | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | W 14-2 | |
| Mon., 5/15 | JV Boys Lacrosse | Sheehan | Home - Shelton HS Finn Stadium [Directions] | 5:30 p.m. | W 10-7 | |
| Mon., 5/15 | FR Boys Lacrosse | Trumbull | Home - Shelton HS - Lower Field [Directions] | 4:00 p.m. | W 7-6 | |
| Mon., 5/15 | V Boys Tennis | Hamden | Away - HHS Tennis Courts [Directions] | 3:45 p.m. | W 6-1 | |
| Mon., 5/15 | V Boys Volleyball | Joel Barlow | Home - Shelton HS Gym [Directions] | 6:30 p.m. | W 3-1 | |
| Mon., 5/15 | JV Boys Volleyball | Joel Barlow | Home - Shelton HS Gym [Directions] | 5:00 p.m. | ||
| Mon., 5/15 | V Softball | Sacred Heart Academy | Away - Sacred Heart Academy [Directions] | 3:45 p.m. | W 12-3 | |
| Mon., 5/15 | JV Softball | Sacred Heart Academy | Away - Pine Rock Field, Hamden [Directions] | 3:45 p.m. | ||
| Tue., 5/16 | JV Baseball | Wilbur Cross | Home - Riverview Park - Shelton [Directions] | 3:45 p.m. | ||
| Tue., 5/16 | V Boys Outdoor Track | SCC East Sectional Meet | Away | 2:00 p.m. | @ Amity HS | |
| Tue., 5/16 | V Girls Lacrosse | West Haven | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | W 13-9 | |
| Tue., 5/16 | JV Girls Lacrosse | West Haven | Home - Shelton HS Finn Stadium [Directions] | 5:15 p.m. | ||
| Tue., 5/16 | V Girls Outdoor Track | SCC East Sectional Meet | Away | 2:00 p.m. | @ Amity HS | |
| Tue., 5/16 | V Softball | Career Magnet | Away - East Shore Athletic Complex [Directions] | 3:45 p.m. | W 13-0 | |
| Tue., 5/16 | V Girls Tennis | Lauralton Hall | Home [Directions] | 3:45 p.m. | L 0-7 | |
| Wed., 5/17 | V Baseball | Fairfield Prep | Home - Bridgeport Harbor Yard [Directions] | 7:00 p.m. | L 10-11 | |
| Wed., 5/17 | FR Baseball | Fairfield Prep | Home - Shelton HS Baseball Field [Directions] | 4:00 p.m. | ||
| Wed., 5/17 | V Boys Lacrosse | Hamden | Away - HHS Turf Field #1 [Directions] | 7:00 p.m. | W 17-8 | |
| Wed., 5/17 | JV Boys Lacrosse | Hamden | Away - HHS Turf Field #1 [Directions] | 5:00 p.m. | W 8-6 | |
| Wed., 5/17 | V Boys Volleyball | Cheshire | Home - Shelton HS Gym [Directions] | 6:30 p.m. | L 2-3 | |
| Wed., 5/17 | JV Boys Volleyball | Cheshire | Home - Shelton HS Gym [Directions] | 4:30 p.m. | ||
| Wed., 5/17 | V Girls Lacrosse | Sheehan | Home - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | L 9-10 | |
| Wed., 5/17 | JV Girls Lacrosse | Sheehan | Home - Shelton HS Finn Stadium [Directions] | 5:15 p.m. | ||
| Wed., 5/17 | V Softball | Guilford | Away - Bittner Park - Guilford [Directions] | 7:00 p.m. | L 8-19 | |
| Wed., 5/17 | V Girls Tennis | Career Magnet | Home - Shelton HS Tennis Courts [Directions] | 3:45 p.m. | W 7-0 | |
| Thu., 5/18 | JV Baseball | Fairfield Prep | Away - Owen Fish Park [Directions] | 4:00 p.m. | ||
| Thu., 5/18 | V Boys Golf | East Haven | Home - Brownson CC - Shelton [Directions] | 3:30 p.m. | Shelton: 165 East Haven:165 | |
| Thu., 5/18 | FR Boys Lacrosse | Guilford | Away - New Turf Field [Directions] | 3:45 p.m. | ||
| Thu., 5/18 | V Boys Outdoor Track | SCC Novice Meet @ Xavier HS | Away | 3:30 p.m. | ||
| Thu., 5/18 | JV Boys Volleyball | Notre Dame-Fairfield (Scrim.) | Home - Shelton HS Gym [Directions] | 4:00 p.m. | ||
| Thu., 5/18 | JV Girls Lacrosse | Pomperaug | Away - Sports Complex & Track [Directions] | 5:00 p.m. | ||
| Thu., 5/18 | V Girls Outdoor Track | SCC Novice Meet @ Sheehan HS | Away | 3:30 p.m. | ||
| Thu., 5/18 | V Girls Tennis | Sacred Heart Academy | Home - Shelton HS Tennis Courts [Directions] | 3:45 p.m. | L 1-6 | |
| Fri., 5/19 | V Baseball | Xavier | Away - Palmer Field [Directions] | 7:00 p.m. | W 7-6 | |
| Fri., 5/19 | FR Baseball | Xavier | Away - Xavier H.S. Rich Magner Field [Directions] | 4:00 p.m. | ||
| Fri., 5/19 | V Boys Volleyball | Amity | Away - Paul D. Mengold Gymnasium at Amity Regional HS [Directions] | 5:00 p.m. | W 3-1 | |
| Fri., 5/19 | JV Boys Volleyball | Amity | Away - Paul D. Mengold Gymnasium at Amity Regional HS [Directions] | 4:00 p.m. | ||
| Sat., 5/20 | JV Baseball | Xavier | Home - Shelton HS Baseball Field [Directions] | 10:30 a.m. | ||
| Sun., 5/21 | V Boys Lacrosse | SCC First Round @ Cheshire | Away | 5:00 p.m. | ||
| Tue., 5/23 | V Boys Golf | Notre Dame-West Haven, Daniel Hand | Away - Racebrook CC [Directions] | 2:45 p.m. | Notre Dame: 170 Shelton: 182 | |
| Tue., 5/23 | V Boys Outdoor Track | SCC Championship Meet | Away | 2:00 p.m. | @ Lyman Hall | |
| Tue., 5/23 | V Boys Tennis | Fairfield Prep | Away - Walsh Athletic Center Courts, Fairfield University [Directions] | 3:45 p.m. | ||
| Tue., 5/23 | V Girls Lacrosse | Jonathan Law (Scrim.) | Away - Lawmen Stadium [Directions] | 4:00 p.m. | ||
| Tue., 5/23 | V Girls Outdoor Track | SCC Championship Meet | Away | 2:00 p.m. | @ Lyman Hall | |
| Tue., 5/23 | V Softball | Jonathan Law (Scrim.) | Away - Jonathan Law HS Softball Field [Directions] | 3:45 p.m. | ||
| Wed., 5/24 | V Baseball | O'Brien Tech | Home - Shelton HS Baseball Field [Directions] | 7:00 p.m. | W 11-1 | |
| Wed., 5/24 | V Boys Golf | Cheshire | Away - Farms Country Club [Directions] | 2:30 p.m. | Cheshire: 156 Shelton: 178 | |
| Wed., 5/24 | V Boys Volleyball | Amity | Home - Shelton HS Gym [Directions] | 6:00 p.m. | W 3-0 | SCC Semifinals |
| Wed., 5/24 | V Softball | Notre Dame-Fairfield (Scrim.) | Home - Shelton HS Softball Field [Directions] | 4:00 p.m. | ||
| Thu., 5/25 | V Boys Golf | Chappa Memorial Tournament | Away - Longshore CC | TBA | ||
| Thu., 5/25 | V Softball | Sacred Heart Academy (Scrim.) | Home - Shelton HS Softball Field [Directions] | Cancelled | Cancelled | |
| Fri., 5/26 | V Baseball | Platt Tech (Scrim.) | Home - Shelton HS Baseball Field [Directions] | Cancelled | Cancelled | |
| Fri., 5/26 | V Boys Volleyball | Cheshire | Away - Cheshire High - West Gym [Directions] | 6:00 p.m. | SCC Championship | |
| Sat., 5/27 | V Baseball | Sheehan (Scrim.) | Away [Directions] | 1:30 p.m. | ||
| Sat., 5/27 | V Boys Lacrosse | Brien McMahon | Home - Shelton HS Finn Stadium [Directions] | 11:00 a.m. | CIAC Qualifying Round | |
| Sat., 5/27 | V Boys Tennis | CIAC Quarterfinals | Away - Yale University | 8:30 a.m. | ||
| Tue., 5/30 | V Baseball | Wilton | Away - WHS Varsity Baseball Field [Directions] | 4:00 p.m. | L 5-8 | |
| Tue., 5/30 | V Boys Golf | SCC Tournament | Away - Racebrook CC | 7:00 a.m. | ||
| Tue., 5/30 | V Girls Lacrosse | Conard | Away - Conard HS Stadium [Directions] | 5:00 p.m. | ||
| Tue., 5/30 | V Softball | Trumbull | Away [Directions] | 4:15 p.m. | ||
| Wed., 5/31 | V Boys Outdoor Track | Class LL Championship | Away - Manchester HS | 3:00 p.m. | ||
| Wed., 5/31 | V Boys Volleyball | Conard | Home - Shelton HS Gym [Directions] | 5:00 p.m. | ||
| Wed., 5/31 | V Girls Outdoor Track | Class LL Championship | Away - Manchester HS | 3:00 p.m. | ||
| Fri., 6/2 | V Boys Volleyball | Darien | Away [Directions] | 5:30 p.m. | ||
| Mon., 6/5 | V Boys Outdoor Track | CIAC Open Championship | Away - Willowbrook Park - New Britain | 1:30 p.m. | ||
| Mon., 6/5 | V Girls Outdoor Track | CIAC Open Championship | Away - Willowbrook Park - New Britain | 1:30 p.m. | ||
| Tue., 6/6 | V Boys Golf | CIAC Division 1 State Championship @ Fairview Farms, Harwinton CT | Away | TBA | ||
| Sat., 6/10 | V Boys Outdoor Track | New England Championships | Away - Norwell HS, Massachusetts | TBA | ||
| Sat., 6/10 | V Girls Outdoor Track | New England Championships | Away - Norwell HS, Massachusetts | TBA | ||