| Sheehan 2013-14 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 916 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| TBA | JV Baseball | Fairfield Prep | Home - Sheehan HS Baseball Field [Directions] | TBA | ||
| TBA | JV Baseball | Jonathan Law | Away - Law Baseball Field [Directions] | Cancelled | 2:00pm | |
| TBA | JV Baseball | Amity | Away - John Janenda Baseball Field @ Amity HS [Directions] | TBA | TBA | |
| TBA | JV Baseball | Branford | Away - James L. MacVeigh Alumni Athletic Complex - Baseball Field [Directions] | TBA | 8:45am | |
| TBA | JV Baseball | Guilford | Away - Baseball Field at GHS [Directions] | TBA | 8:30am | |
| TBA | JV Baseball | Jonathan Law | Home - Sheehan HS Baseball Field [Directions] | TBA | ||
| TBA | FR Baseball | Hamden | Home - Westside Field-South Street [Directions] | TBA | ||
| TBA | FR Baseball | Amity | Away - John Janenda Baseball Field @ Amity HS [Directions] | TBA | 10:45am | |
| TBA | FR Boys Basketball | Shelton | Away - Shelton High School Gym [Directions] | TBA | 2:00pm | |
| TBA | FR Football | Trinity Catholic | Away - Trinity Catholic Alumni Field | TBA | 1:00pm | |
| TBA | JV Boys Ice Hockey | West Haven Coop | Home - DiLungo Rink [Directions] | TBA | ||
| TBA | JV Boys Lacrosse | Jonathan Law | Home - Sheehan HS Riccitelli Field [Directions] | TBA | ||
| TBA | JV Boys Lacrosse | North Haven | Away - North Haven Athletic Complex [Directions] | TBA | 2:15pm | |
| TBA | V Boys Outdoor Track | Amity | Away - Amity High School [Directions] | TBA | 8:30am | 2 buses |
| TBA | JV Boys Soccer | Amity | Home - Moran Middle School [Directions] | TBA | ||
| TBA | V Wrestling | South Windsor | Away - South Windsor High School [Directions] | postponed | 4:00 | |
| TBA | FR Girls Basketball | Amity | Away - Amity High School [Directions] | TBA | 2:15pm | |
| TBA | V Girls Indoor Track | SCC Girls Developmental | Away - Floyd Little Athletic Center (Hillhouse HS) | 5:00 p.m. | 3:00pm | |
| TBA | V Girls Outdoor Track | Amity | Away - Amity High School [Directions] | TBA | 8:30am | 2 buses |
| TBA | JV Girls Soccer | Branford | Home - Moran Middle School [Directions] | TBA | ||
| TBA | JV Girls Soccer | Cheshire | Away - Bartlem park [Directions] | TBA | 2:45pm | |
| TBA | JV Softball | Wilbur Cross | Home - Sheehan HS Highland Field [Directions] | TBA | ||
| TBA | JV Softball | Amity | Away - Center Field - Woodbridge [Directions] | TBA | 2:00pm | |
| TBA | JV Softball | West Haven | Home - Sheehan HS Highland Field [Directions] | TBA | ||
| TBA | JV Softball | Career Magnet | Away - East Shore Athletic Complex [Directions] | TBA | 2:15pm | |
| TBA | JV Softball | Shelton | Home - Pragemann Park-Oak Street [Directions] | TBA | ||
| TBA | JV Softball | Jonathan Law (Scrim.) | Home - Sheehan HS Highland Field [Directions] | TBA | ||
| TBA | FR Softball | Foran | Home - Sheehan HS Softball Field [Directions] | TBA | Two, 5 inning games | |
| TBA | FR Softball | Jonathan Law | Away - Law Softball Field [Directions] | TBA | 9:15am | |
| TBA | FR Softball | Amity | Home - Sheehan HS Highland Field [Directions] | TBA | ||
| TBA | FR Softball | Lyman Hall | Away - Lyman Hall Varsity Softball Field [Directions] | TBA | ||
| Thu., 7/4 | School Holidays and Closings | Independence Day | ||||
| Tue., 8/27 | V Boys Soccer | Maloney (Scrim.) | Away - Falcon Field [Directions] | 6:30 p.m. | 5:15pm | |
| Wed., 8/28 | V Girls Soccer | Suffield (Scrim.) | Away - Beneski Turf Field SHS [Directions] | 4:00 p.m. | 2:00pm | |
| Wed., 8/28 | Miscellaneous Events | FB Jamboree | Home - Sheehan HS Riccitelli Field [Directions] | 4:00 p.m. | ||
| Thu., 8/29 | V Field Hockey | Maloney (Scrim.) | Home - Sheehan HS Field Hockey/Lax Field [Directions] | 3:45 p.m. | ||
| Sat., 8/31 | FR Football | Watertown (Scrim.) | Home - Sheehan HS Riccitelli Field [Directions] | 11:00 a.m. | ||
| Sat., 8/31 | V Boys Soccer | Berlin Jamboree | Away - Sage Park-Berlin | 9:30 a.m. | 8:15am | |
| Sat., 8/31 | V Boys Soccer | North Haven Jamboree | Away - North Haven HS | 4:30 p.m. | 3:00pm | |
| Sat., 8/31 | V Field Hockey | Avon Jamboree | Away - Avon HS | 9:00 a.m. | 7:00am | |
| Sat., 8/31 | V Girls Soccer | Newtown (Scrim.) | Away [Directions] | 9:00 a.m. | 7:30am | |
| Sat., 8/31 | V Girls Volleyball | East Haven Jamboree | Away - East Haven HS | 8:30 a.m. | 7:15am | |
| Mon., 9/2 | Miscellaneous Events | FB vs Simsbury | Home - Sheehan HS Riccitelli Field [Directions] | 10:00 a.m. | ||
| Mon., 9/2 | School Holidays and Closings | Labor Day | ||||
| Wed., 9/4 | V Girls Soccer | Coginchaug (Scrim.) | Home - Sheehan HS Riccitelli Field [Directions] | 3:15 p.m. | ||
| Wed., 9/4 | School Holidays and Closings | Rosh Hashana begins at sundown | ||||
| Thu., 9/5 | FR Football | Maloney (Scrim.) | Home - Sheehan HS Riccitelli Field [Directions] | 3:30 p.m. | ||
| Thu., 9/5 | V Girls Soccer | Platt (Scrim.) | Home - Pragemann Park-Oak Street [Directions] | 3:30 p.m. | ||
| Thu., 9/5 | Miscellaneous Events | FB vs North Branford | Home - Sheehan HS Riccitelli Field [Directions] | 6:30 p.m. | ||
| Thu., 9/5 | School Holidays and Closings | Rosh Hashana | ||||
| Fri., 9/6 | School Holidays and Closings | Rosh Hashana | ||||
| Sat., 9/7 | V Girls Soccer | Berlin (Scrim.) | Away - Sage Park-Berlin [Directions] | 3:00 p.m. | 2:00pm | |
| Sat., 9/7 | V Girls Volleyball | Choate Rosemary Hall (Scrim.) | Away - Choate | 3:00 p.m. | 2:00pm | |
| Tue., 9/10 | V Boys Soccer | Jonathan Law | Away - Jonathan Law Turf Field [Directions] | W 5-1 | 3:30pm | |
| Wed., 9/11 | V Boys Cross Country | Neubauer Invitational | Home - Sheehan HS [Directions] | 3:45 p.m. | ||
| Wed., 9/11 | JV Boys Soccer | Jonathan Law | Away - Jonathan Law Grass Field [Directions] | 3:45 p.m. | 2:00pm | |
| Wed., 9/11 | V Girls Cross Country | Neubauer Invitational | Home - Sheehan HS [Directions] | 3:45 p.m. | ||
| Wed., 9/11 | V Girls Swimming and Diving | West Haven | Away - WHHS Pool [Directions] | Sheehan-99 West Haven-73 | 2:00pm | |
| Wed., 9/11 | V Girls Volleyball | Mercy | Away - Mercy [Directions] | L 3-2 | 2:15pm | |
| Wed., 9/11 | JV Girls Volleyball | Mercy | Away - Mercy [Directions] | 3:45 p.m. | 2:15pm | |
| Thu., 9/12 | V Boys Soccer | East Haven | Home - Sheehan HS Riccitelli Field [Directions] | W 3-2 | ||
| Thu., 9/12 | V Field Hockey | Lyman Hall | Away - Lyman Hall HS Field 2 [Directions] | T 0-0 | 2:30pm | |
| Thu., 9/12 | JV Field Hockey | Lyman Hall | Away - Lyman Hall HS Field 2 [Directions] | 5:15 p.m. | 2:30pm | |
| Thu., 9/12 | V Girls Soccer | Wilbur Cross | Away - Rice Field II [Directions] | T 2-2 | 2:00pm | |
| Thu., 9/12 | V Girls Volleyball | Wilbur Cross | Home - Sheehan HS Gymnasium [Directions] | W 3-0 | ||
| Thu., 9/12 | JV Girls Volleyball | Wilbur Cross | Home - Sheehan HS Gymnasium [Directions] | 3:45 p.m. | ||
| Fri., 9/13 | V Boys Cross Country | Blue Dragon Invitational | Away - Veterans Park-Middletown | 4:00 p.m. | 2:00pm | |
| Fri., 9/13 | V Football | Trinity Catholic | Home - Sheehan HS Riccitelli Field [Directions] | W 63-26 | ||
| Fri., 9/13 | JV Boys Soccer | East Haven | Home - Moran Middle School [Directions] | 3:45 p.m. | ||
| Fri., 9/13 | V Girls Cross Country | Blue Dragon Invitational | Away - Veterans Park-Middletown | 4:00 p.m. | 2:00pm | |
| Fri., 9/13 | JV Girls Soccer | Wilbur Cross | Away - Rice Field II [Directions] | 3:45 p.m. | 2:15pm | |
| Fri., 9/13 | School Holidays and Closings | Yom Kippur begins at sundown | ||||
| Sat., 9/14 | School Holidays and Closings | Yom Kippur | ||||
| Mon., 9/16 | V Field Hockey | Old Saybrook | Home - Sheehan HS Riccitelli Field [Directions] | L 2-0 | ||
| Mon., 9/16 | JV Field Hockey | Old Saybrook | Home - Sheehan HS Riccitelli Field [Directions] | 4:30 p.m. | ||
| Mon., 9/16 | V Girls Volleyball | Ledyard | Home - Sheehan HS Gymnasium [Directions] | L 3-0 | ||
| Mon., 9/16 | JV Girls Volleyball | Ledyard | Home - Sheehan HS Gymnasium [Directions] | 4:15 p.m. | ||
| Tue., 9/17 | V Boys Cross Country | Notre Dame-West Haven, West Haven, Shelton | Home - Sheehan HS [Directions] | 3:45 p.m. | ||
| Tue., 9/17 | V Boys Soccer | West Haven | Home - Sheehan HS Riccitelli Field [Directions] | T 2-2 | ||
| Tue., 9/17 | V Girls Cross Country | Sacred Heart Academy, West Haven, Shelton | Home - Sheehan HS [Directions] | 3:45 p.m. | ||
| Tue., 9/17 | V Girls Soccer | West Haven | Away - Ken Strong Stadium [Directions] | W 1-0 | 4:30pm | |
| Tue., 9/17 | JV Girls Soccer | West Haven | Away - Ken Strong Stadium [Directions] | 6:00 p.m. | 4:30pm | |
| Wed., 9/18 | JV Boys Soccer | West Haven | Home - Moran Middle School [Directions] | 3:45 p.m. | ||
| Wed., 9/18 | V Field Hockey | North Haven | Home - Sheehan HS Field Hockey/Lax Field [Directions] | W 2-1 | ||
| Wed., 9/18 | JV Field Hockey | North Haven | Home - Sheehan HS Field Hockey/Lax Field [Directions] | 5:15 p.m. | ||
| Wed., 9/18 | V Girls Volleyball | East Haven | Home - Sheehan HS Gymnasium [Directions] | W 3-0 | ||
| Wed., 9/18 | JV Girls Volleyball | East Haven | Home - Sheehan HS Gymnasium [Directions] | 4:45 p.m. | ||
| Thu., 9/19 | FR Football | Amity | Home - Sheehan HS Riccitelli Field [Directions] | 6:00 p.m. | ||
| Fri., 9/20 | V Football | Amity | Away - William Johnson Football Field @ Amity HS [Directions] | L 13-48 | 4:30pm | 2 buses |
| Fri., 9/20 | V Field Hockey | Guilford | Home - Sheehan HS Field Hockey/Lax Field [Directions] | L 4-0 | ||
| Fri., 9/20 | JV Field Hockey | Guilford | Home - Sheehan HS Field Hockey/Lax Field [Directions] | 5:15 p.m. | ||
| Fri., 9/20 | V Girls Soccer | Cheshire | Home - Sheehan HS Riccitelli Field [Directions] | L 4-2 | ||
| Fri., 9/20 | V Girls Swimming and Diving | Daniel Hand | Home - Sheehan HS Pool [Directions] | Sheehan-88 Hand-93 | ||
| Fri., 9/20 | V Girls Volleyball | Amity | Away - Amity High School [Directions] | L 3-1 | 2:00pm | |
| Fri., 9/20 | JV Girls Volleyball | Amity | Away - Amity High School [Directions] | 3:45 p.m. | 2:00pm | |
| Sat., 9/21 | JV Football | Amity | Away - William Johnson Football Field @ Amity HS [Directions] | 1:00 p.m. | 11:00am | |
| Sat., 9/21 | V Boys Soccer | New Fairfield | Away - Rebel Stadium [Directions] | T 2-2 | 12:00pm | |
| Sat., 9/21 | JV Boys Soccer | New Fairfield | Away - Rebel Stadium [Directions] | 4:30 p.m. | 12:00pm | |
| Sat., 9/21 | JV Girls Soccer | Cheshire | Home - Moran Middle School [Directions] | 10:00 a.m. | ||
| Mon., 9/23 | V Boys Soccer | Shelton | Home - Sheehan HS Riccitelli Field [Directions] | T 1-1 | ||
| Mon., 9/23 | V Girls Soccer | Shelton | Away - Shelton High School Finn Stadium [Directions] | L 1-0 | 3:30pm | |
| Mon., 9/23 | JV Girls Soccer | Shelton | Away - Shelton High School Finn Stadium [Directions] | 5:30 p.m. | 3:30pm | |
| Mon., 9/23 | V Girls Volleyball | Jonathan Law | Away - Jonathan Law New Gym [Directions] | W 3-1 | 2:00pm | |
| Mon., 9/23 | JV Girls Volleyball | Jonathan Law | Away - Jonathan Law New Gym [Directions] | 3:45 p.m. | 2:00pm | |
| Tue., 9/24 | V Boys Cross Country | Hillhouse, Cheshire, Foran | Away - Cheshire park [Directions] | 4:00 p.m. | 2:30pm | |
| Tue., 9/24 | JV Boys Soccer | Shelton | Home - Moran Middle School [Directions] | 3:45 p.m. | ||
| Tue., 9/24 | V Girls Cross Country | Hillhouse, Cheshire, Foran | Away - Cheshire park [Directions] | 4:00 p.m. | 2:30pm | |
| Tue., 9/24 | V Field Hockey | Cheshire | Away - Cheshire High Main Game field [Directions] | L 5-0 | 3:45pm | |
| Tue., 9/24 | JV Field Hockey | Cheshire | Away - Cheshire High Field Hockey field [Directions] | 5:00 p.m. | 3:45pm | |
| Tue., 9/24 | V Girls Swimming and Diving | Sacred Heart Academy | Home - Sheehan HS Pool [Directions] | Sheehan-93 SHA-97 | ||
| Wed., 9/25 | V Boys Soccer | Lyman Hall | Away - Lyman Hall Fitzgerald Field [Directions] | L 1-0 | 4:15pm | |
| Wed., 9/25 | V Field Hockey | Old Saybrook | Away - Old Saybrook High School [Directions] | L 3-0 | 1:30pm | |
| Wed., 9/25 | JV Field Hockey | Old Saybrook | Away - Old Saybrook High School [Directions] | 5:00 p.m. | 1:30pm | |
| Wed., 9/25 | V Girls Soccer | Lyman Hall | Away - Lyman Hall Fitzgerald Field [Directions] | W 3-1 | 5:00pm | |
| Wed., 9/25 | V Girls Volleyball | Cheshire | Home - Sheehan HS Gymnasium [Directions] | L 3-0 | ||
| Wed., 9/25 | JV Girls Volleyball | Cheshire | Home - Sheehan HS Gymnasium [Directions] | 4:45 p.m. | ||
| Thu., 9/26 | FR Football | Foran | Home - Sheehan HS Riccitelli Field [Directions] | 6:00 p.m. | ||
| Thu., 9/26 | JV Boys Soccer | Lyman Hall | Home - Moran Middle School [Directions] | 3:45 p.m. | ||
| Thu., 9/26 | JV Girls Soccer | Lyman Hall | Away - Lyman Hall Field #1 [Directions] | 3:45 p.m. | 2:45pm | |
| Fri., 9/27 | V Boys Cross Country | Bellringer Invitational | Away - East Hampton HS | 3:00 p.m. | 1:15pm | |
| Fri., 9/27 | V Football | Foran | Away - Foran High School - Turf Field [Directions] | L 14-41 | 4:30pm | 2 buses |
| Fri., 9/27 | V Girls Cross Country | Bellringer Invitational | Away - East Hampton HS | 3:00 p.m. | 1:15pm | |
| Fri., 9/27 | V Girls Soccer | Amity | Home - Sheehan HS Riccitelli Field [Directions] | L 1-0 | ||
| Fri., 9/27 | V Girls Volleyball | Shelton | Away - Shelton High School Gym [Directions] | W 3-1 | 2:00pm | |
| Fri., 9/27 | JV Girls Volleyball | Shelton | Away - Shelton High School Gym [Directions] | 4:00 p.m. | 2:00pm | |
| Sat., 9/28 | JV Football | Foran | Away - Foran High School - Turf Field [Directions] | 10:00 a.m. | 7:45am | |
| Sat., 9/28 | V Boys Soccer | Cheshire | Away - Cheshire High Main Game field [Directions] | W 2-1 | 4:45pm | Pickup at Yalesville |
| Sat., 9/28 | JV Girls Soccer | Amity | Home - Moran Middle School [Directions] | 10:00 a.m. | ||
| Sat., 9/28 | School Holidays and Closings | Band Competition | ||||
| Mon., 9/30 | V Girls Swimming and Diving | Hamden | Away - HHS Pool [Directions] | Sheehan-93 Hamden-91 | 2:15pm | |
| Mon., 9/30 | V Girls Volleyball | Lyman Hall | Away - Lyman Hall High School Gymnasium [Directions] | L 3-1 | 4:00pm | |
| Mon., 9/30 | JV Girls Volleyball | Lyman Hall | Away - Lyman Hall High School Gymnasium [Directions] | 4:45 p.m. | 4:00pm | |
| Tue., 10/1 | V Boys Cross Country | Amity, East Haven, Wilbur Cross | Away - Fitzgerald Trail - Woodbridge [Directions] | 4:00 p.m. | 2:00pm | |
| Tue., 10/1 | V Boys Soccer | Amity | Away - Amity High School - Field # 3 [Directions] | L 4-1 | 2:00pm | |
| Tue., 10/1 | V Girls Cross Country | Amity, East Haven, Wilbur Cross | Away - Fitzgerald Trail - Woodbridge [Directions] | 4:00 p.m. | 2:00pm | |
| Tue., 10/1 | V Field Hockey | Amity | Home - Sheehan HS Field Hockey/Lax Field [Directions] | OT-L 2-1 | ||
| Tue., 10/1 | JV Field Hockey | Amity | Home - Sheehan HS Field Hockey/Lax Field [Directions] | 5:30 p.m. | ||
| Tue., 10/1 | V Girls Soccer | Branford | Home - Sheehan HS Riccitelli Field [Directions] | L 5-1 | ||
| Wed., 10/2 | JV Boys Soccer | Amity | Away - Amity High School - Field # 2 [Directions] | 3:45 p.m. | 2:15pm | |
| Wed., 10/2 | V Field Hockey | Southington | Home - Sheehan HS Riccitelli Field [Directions] | T 1-1 | ||
| Wed., 10/2 | JV Field Hockey | Southington | Home - Sheehan HS Riccitelli Field [Directions] | 4:30 p.m. | ||
| Wed., 10/2 | V Girls Soccer | Jonathan Law | Away - Jonathan Law Turf Field [Directions] | W 2-1 | 3:30pm | |
| Wed., 10/2 | V Girls Swimming and Diving | Seymour | Away - Seymour High School [Directions] | Sheehan-101 Seymour-67 | 1:45pm | |
| Wed., 10/2 | V Girls Volleyball | Sacred Heart Academy | Away - Sacred Heart Academy [Directions] | W 3-1 | 2:15pm | |
| Wed., 10/2 | JV Girls Volleyball | Sacred Heart Academy | Away - Sacred Heart Academy [Directions] | 3:45 p.m. | 2:15pm | |
| Thu., 10/3 | FR Football | Cheshire | Away - Cheshire High Main Game field [Directions] | 4:00 p.m. | 2:30pm | |
| Thu., 10/3 | JV Boys Soccer | Cheshire | Away - Bartlem park [Directions] | 3:45 p.m. | 2:30pm | |
| Thu., 10/3 | JV Girls Soccer | Jonathan Law | Away - Jonathan Law Grass Field [Directions] | 3:45 p.m. | 2:00pm | |
| Fri., 10/4 | V Football | Cheshire | Home - Sheehan HS Riccitelli Field [Directions] | L 27-28 (OT) | ||
| Fri., 10/4 | V Boys Soccer | East Haven | Away - East Haven High School [Directions] | W 5-1 | 2:00pm | |
| Fri., 10/4 | V Field Hockey | Mercy | Away - Mercy [Directions] | W 2-1 | 2:00pm | |
| Fri., 10/4 | JV Field Hockey | Mercy | Away - Mercy [Directions] | 5:15 p.m. | 2:00pm | |
| Fri., 10/4 | V Girls Volleyball | Lewis Mills | Away - Lewis Mills Gym [Directions] | W 3-1 | 2:00pm | |
| Fri., 10/4 | JV Girls Volleyball | Lewis Mills | Away - Lewis Mills Gym [Directions] | 4:00 p.m. | 2:00pm | |
| Sat., 10/5 | JV Football | Cheshire | Home - Sheehan HS Riccitelli Field [Directions] | 10:00 a.m. | ||
| Sat., 10/5 | JV Boys Soccer | East Haven | Away - East Haven High School [Directions] | 10:00 a.m. | 8:30am | |
| Sat., 10/5 | V Girls Soccer | Wilbur Cross | Home - Sheehan HS Riccitelli Field [Directions] | W 1-0 | ||
| Sat., 10/5 | JV Girls Soccer | Wilbur Cross | Home - Sheehan HS Riccitelli Field [Directions] | 1:00 p.m. | ||
| Mon., 10/7 | V Girls Swimming and Diving | Shelton | Away - Shelton Community Center Pool [Directions] | Sheehan-97 Shelton-67 | 2:00pm | |
| Mon., 10/7 | V Girls Volleyball | East Haven | Away - East Haven High School [Directions] | W 3-1 | 4:00pm | |
| Mon., 10/7 | JV Girls Volleyball | East Haven | Away - East Haven High School [Directions] | 5:30 p.m. | 4:00pm | |
| Tue., 10/8 | V Boys Cross Country | Lyman Hall | Away - Wharton Brook Park [Directions] | 3:45 p.m. | 2:15pm | |
| Tue., 10/8 | V Girls Cross Country | Lyman Hall | Away - Wharton Brook Park [Directions] | 3:45 p.m. | 2:15pm | |
| Tue., 10/8 | V Field Hockey | Branford | Away - Branford High School-Turf Field [Directions] | L 4-1 | 3:45pm | |
| Tue., 10/8 | JV Field Hockey | Branford | Away - Branford High School-Turf Field [Directions] | 5:30 p.m. | 3:45pm | |
| Tue., 10/8 | V Girls Soccer | Cheshire | Away - Cheshire High Main Game field [Directions] | L 4-1 | 2:45pm | |
| Wed., 10/9 | V Boys Soccer | Shelton | Away - Shelton High School Finn Stadium [Directions] | L 3-2 | 4:45pm | |
| Wed., 10/9 | V Field Hockey | Morgan | Away - Indian River Complex [Directions] | T 1-1 | 3:00pm | |
| Wed., 10/9 | JV Field Hockey | Morgan | Away - Indian River Complex [Directions] | 5:00 p.m. | 3:00pm | |
| Wed., 10/9 | V Girls Soccer | Shelton | Home - Sheehan HS Riccitelli Field [Directions] | L 1-0 | ||
| Wed., 10/9 | V Girls Volleyball | Amity | Home - Sheehan HS Gymnasium [Directions] | L 3-1 | ||
| Wed., 10/9 | JV Girls Volleyball | Amity | Home - Sheehan HS Gymnasium [Directions] | 3:45 p.m. | ||
| Thu., 10/10 | FR Football | North Haven | Home - Sheehan HS Riccitelli Field [Directions] | 6:00 p.m. | ||
| Thu., 10/10 | JV Boys Soccer | Shelton | Away - Shelton High School Finn Stadium [Directions] | 4:45 p.m. | 2:45pm | |
| Thu., 10/10 | JV Girls Soccer | Shelton | Home - Moran Middle School [Directions] | 3:45 p.m. | ||
| Thu., 10/10 | V Girls Swimming and Diving | North Haven | Home - Sheehan HS Pool [Directions] | Sheehan-83 North Haven-101 | ||
| Fri., 10/11 | V Football | North Haven | Away - Vanacore Field [Directions] | L 28-47 | 4:45pm | 2 buses |
| Fri., 10/11 | JV Boys Soccer | Lyman Hall | Away - Woodhouse Field, Route 150 [Directions] | 3:45 p.m. | 2:45pm | |
| Fri., 10/11 | V Field Hockey | Daniel Hand | Home - Sheehan HS Riccitelli Field [Directions] | L 0-6 | ||
| Fri., 10/11 | JV Field Hockey | Daniel Hand | Home - Sheehan HS Riccitelli Field [Directions] | 5:15 p.m. | ||
| Fri., 10/11 | V Girls Volleyball | Jonathan Law | Home - Sheehan HS Gymnasium [Directions] | W 3-0 | ||
| Fri., 10/11 | JV Girls Volleyball | Jonathan Law | Home - Sheehan HS Gymnasium [Directions] | 3:45 p.m. | ||
| Sat., 10/12 | V Boys Cross Country | Wickham Park Invitational | Away - Wickham Park-Manchester | 9:00 a.m. | 7:00am | |
| Sat., 10/12 | JV Football | North Haven | Away - Vanacore Field [Directions] | 10:30 a.m. | 8:45am | |
| Sat., 10/12 | V Boys Soccer | Lyman Hall | Home - Sheehan HS Riccitelli Field [Directions] | W 3-0 | ||
| Sat., 10/12 | V Girls Cross Country | Wickham Park Invitational | Away - Wickham Park-Manchester | 9:00 a.m. | 7:00am | |
| Sat., 10/12 | V Girls Soccer | Lyman Hall | Home - Sheehan HS Riccitelli Field [Directions] | T 0-0 | ||
| Mon., 10/14 | V Girls Volleyball | Cheshire | Away - Cheshire High - West Gym [Directions] | L 3-0 | 4:15pm | |
| Mon., 10/14 | JV Girls Volleyball | Cheshire | Away - Cheshire High - West Gym [Directions] | 5:30 p.m. | 4:15pm | |
| Mon., 10/14 | School Holidays and Closings | Columbus Day | ||||
| Tue., 10/15 | V Boys Soccer | Cheshire | Home - Sheehan HS Riccitelli Field [Directions] | T 3-3 | ||
| Tue., 10/15 | V Girls Soccer | Amity | Away - Amity High School - Field # 3 [Directions] | L 3-1 | 2:00pm | |
| Tue., 10/15 | V Girls Swimming and Diving | Jonathan Law | Away - Foran Pool [Directions] | Sheehan-97 Jonathan Law-78 | 3:00pm | |
| Wed., 10/16 | FR Football | Hillhouse | Home - Sheehan HS Riccitelli Field [Directions] | 3:30 p.m. | ||
| Wed., 10/16 | JV Boys Soccer | Cheshire | Home - Moran Middle School [Directions] | 3:45 p.m. | ||
| Wed., 10/16 | V Field Hockey | Lyman Hall | Home - Sheehan HS Riccitelli Field [Directions] | W 1-0 | ||
| Wed., 10/16 | JV Field Hockey | Lyman Hall | Home - Sheehan HS Field Hockey/Lax Field [Directions] | 4:00 p.m. | ||
| Wed., 10/16 | JV Girls Soccer | Amity | Away - Amity High School - Field # 2 [Directions] | 3:45 p.m. | 2:15pm | |
| Wed., 10/16 | V Girls Volleyball | Shelton | Home - Sheehan HS Gymnasium [Directions] | L 3-1 | ||
| Wed., 10/16 | JV Girls Volleyball | Shelton | Home - Sheehan HS Gymnasium [Directions] | 3:45 p.m. | ||
| Thu., 10/17 | V Boys Cross Country | SCC Championships | Away - Hammonassett State Park-Madison | 1:00 p.m. | 10:30am | |
| Thu., 10/17 | V Football | Hillhouse | Home - Sheehan HS Riccitelli Field [Directions] | L 2-42 | ||
| Thu., 10/17 | V Girls Cross Country | SCC Championships | Away - Hammonassett State Park-Madison | 1:00 p.m. | 10:30am | |
| Thu., 10/17 | JV Girls Soccer | Lyman Hall | Home - Moran Middle School [Directions] | 3:45 p.m. | ||
| Thu., 10/17 | V Girls Swimming and Diving | East Haven/Cross/Hillhouse/SHA | Home - Sheehan HS Pool [Directions] | Sheehan-96 East Haven-73 | ||
| Fri., 10/18 | V Boys Soccer | Amity | Home - Sheehan HS Riccitelli Field [Directions] | W 3-1 | ||
| Fri., 10/18 | V Field Hockey | North Haven | Away - North Haven Athletic Complex - Brook Field [Directions] | W 1-0 | 2:30pm | |
| Fri., 10/18 | V Girls Soccer | Branford | Away - Branford High School-Turf Field [Directions] | T 0-0 | 2:00pm | |
| Fri., 10/18 | V Girls Swimming and Diving | Woodland | Away - Woodland Pool [Directions] | Sheehan-101 Woodland-80 | 3:00pm | |
| Fri., 10/18 | V Girls Volleyball | Lyman Hall | Home - Sheehan HS Gymnasium [Directions] | L 3-2 | ||
| Fri., 10/18 | JV Girls Volleyball | Lyman Hall | Home - Sheehan HS Gymnasium [Directions] | 4:45 p.m. | ||
| Sat., 10/19 | JV Football | Hillhouse | Away - Blake Field I [Directions] | 10:30 a.m. | 8:30am | |
| Sat., 10/19 | V Boys Soccer | North Branford | Home - Sheehan HS Riccitelli Field [Directions] | W 4-1 | ||
| Sat., 10/19 | JV Girls Soccer | Branford | Away - Branford High School-Turf Field [Directions] | 1:00 p.m. | 11:30am | |
| Sat., 10/19 | Miscellaneous Events | Powderpuff Practice | Home - Frosh Football Field [Directions] | 8:45 a.m. | ||
| Sat., 10/19 | Miscellaneous Events | Band Rehearsal | Home - Sheehan HS Riccitelli Field [Directions] | 9:30 a.m. | ||
| Sun., 10/20 | Miscellaneous Events | Powderpuff Practice | Home - Frosh Football Field [Directions] | 9:45 a.m. | ||
| Mon., 10/21 | V Boys Cross Country | Platt Tech Invitational | Away - Eisenhower Park-Milford | 3:30 p.m. | 1:30pm | |
| Mon., 10/21 | V Boys Soccer | West Haven | Away - Ken Strong Stadium [Directions] | W 1-0 | 4:45pm | |
| Mon., 10/21 | V Girls Cross Country | Platt Tech Invitational | Away - Eisenhower Park-Milford | 3:30 p.m. | 2:00pm | |
| Mon., 10/21 | V Field Hockey | Sacred Heart Academy | Away - Sacred Heart Academy [Directions] | W 4-2 | 2:15pm | |
| Mon., 10/21 | JV Field Hockey | Sacred Heart Academy | Away - Sacred Heart Academy [Directions] | 5:15 p.m. | 2:15pm | |
| Mon., 10/21 | V Girls Soccer | West Haven | Home - Sheehan HS Riccitelli Field [Directions] | L 2-0 | ||
| Mon., 10/21 | V Girls Swimming and Diving | Foran | Away - Foran High School [Directions] | Sheehan-98 Foran-88 | 2:00pm | |
| Mon., 10/21 | V Girls Volleyball | Mercy | Home - Sheehan HS Gymnasium [Directions] | L 3-1 | ||
| Mon., 10/21 | JV Girls Volleyball | Mercy | Home - Sheehan HS Gymnasium [Directions] | 3:45 p.m. | ||
| Tue., 10/22 | JV Boys Soccer | West Haven | Away - TBA [Directions] | 3:45 p.m. | 2:00pm | |
| Tue., 10/22 | V Field Hockey | Hamden | Home - Sheehan HS Riccitelli Field [Directions] | L 1-3 | ||
| Tue., 10/22 | JV Field Hockey | Hamden | Home - Sheehan HS Riccitelli Field [Directions] | 5:30 p.m. | ||
| Tue., 10/22 | JV Girls Soccer | West Haven | Home - Moran Middle School [Directions] | 3:45 p.m. | ||
| Wed., 10/23 | V Boys Soccer | Jonathan Law | Home - Sheehan HS Riccitelli Field [Directions] | W 6-1 | ||
| Wed., 10/23 | V Girls Swimming and Diving | Lyman Hall | Home - Sheehan HS Pool [Directions] | Sheehan-101 Lyman Hall-83 | ||
| Wed., 10/23 | V Girls Volleyball | Wilbur Cross | Away - Wilbur Cross Gym [Directions] | W 3-0 | 2:15pm | |
| Wed., 10/23 | JV Girls Volleyball | Wilbur Cross | Away - Wilbur Cross Gym [Directions] | 3:45 p.m. | 2:15pm | |
| Thu., 10/24 | V Boys Cross Country | Freshman Invitational | Away - Terryville Park-Danbury | 3:30 p.m. | 1:00pm | |
| Thu., 10/24 | FR Football | Jonathan Law | Away - Jonathan Law Turf Field [Directions] | 3:45 p.m. | 1:30pm | |
| Thu., 10/24 | JV Boys Soccer | Jonathan Law | Home - Moran Middle School [Directions] | 3:45 p.m. | ||
| Thu., 10/24 | V Girls Cross Country | Freshman Invitational | Away - Terryville Park-Danbury | 3:30 p.m. | 1:00pm | |
| Thu., 10/24 | JV Field Hockey | North Haven | Away - North Haven Athletic Complex - Brook Field [Directions] | 3:45 p.m. | 2:30pm | |
| Thu., 10/24 | V Girls Volleyball | Sacred Heart Academy | Home - Sheehan HS Gymnasium [Directions] | W 3-2 | ||
| Thu., 10/24 | JV Girls Volleyball | Sacred Heart Academy | Home - Sheehan HS Gymnasium [Directions] | 5:45 p.m. | ||
| Fri., 10/25 | V Football | Jonathan Law | Home - Sheehan HS Riccitelli Field [Directions] | W 47-13 | ||
| Fri., 10/25 | JV Girls Soccer | Foran | Home - Moran Middle School [Directions] | 3:45 p.m. | ||
| Fri., 10/25 | V Girls Volleyball | Daniel Hand | Away - DHHS Gym [Directions] | W 3-1 | 2:30pm | SCC Tournament-First Round |
| Sat., 10/26 | V Boys Cross Country | CIAC Class M Championship | Away - Wickham Park - East Hartford [Directions] | 11:25 a.m. | 8:45am | |
| Sat., 10/26 | JV Football | Jonathan Law | Home - Sheehan HS Riccitelli Field [Directions] | 10:00 a.m. | ||
| Sat., 10/26 | V Boys Soccer | Branford | Away - Branford High School-Turf Field [Directions] | L 5-2 | 4:00pm | SCC Tournament-Quarterfinals |
| Sat., 10/26 | V Girls Cross Country | CIAC Class M Championship | Away - Wickham Park - East Hartford [Directions] | 11:55 a.m. | 8:45am | |
| Sat., 10/26 | V Field Hockey | Daniel Hand | Away - Daniel Hand HS [Directions] | L 4-1 | 12:30pm | SCC Playoffs-Quarterfinals |
| Sat., 10/26 | Miscellaneous Events | Powderpuff Practice | Home - Frosh Football Field [Directions] | 8:45 a.m. | ||
| Sun., 10/27 | Miscellaneous Events | Powderpuff Practice | Home - Frosh Football Field [Directions] | 9:45 a.m. | ||
| Mon., 10/28 | V Girls Soccer | Foran | Home - Sheehan HS Riccitelli Field [Directions] | W 4-0 | ||
| Mon., 10/28 | V Girls Swimming and Diving | SCC Swim Qualifier | Away - Hamden HS | 4:00 p.m. | 2:00pm | |
| Mon., 10/28 | V Girls Volleyball | Cheshire | Away - Cheshire High - West Gym [Directions] | L 3-0 | 4:30pm | SCC Tournament-Quarterfinals |
| Tue., 10/29 | V Girls Swimming and Diving | SCC Diving Championships | Away - Hamden HS | 5:00 p.m. | ||
| Wed., 10/30 | FR Football | Fairfield Warde | Home - Sheehan HS Riccitelli Field [Directions] | 6:00 p.m. | ||
| Wed., 10/30 | V Girls Swimming and Diving | SCC Swim Championships | Away - SCSU | 6:00 p.m. | 2:30pm | |
| Thu., 10/31 | School Holidays and Closings | Halloween | ||||
| Fri., 11/1 | V Boys Cross Country | CIAC Open Championship | Away - Wickham Park - East Hartford [Directions] | 3:30 p.m. | 12:45pm | |
| Fri., 11/1 | V Football | Fairfield Warde | Away - Tetreau/Davis Field [Directions] | W 42-7 | 3:45pm | 2 buses |
| Fri., 11/1 | V Girls Cross Country | CIAC Open Championship | Away - Wickham Park - East Hartford [Directions] | 4:15 p.m. | 12:45pm | |
| Sat., 11/2 | V Boys Soccer | Hamden (Scrim.) | Home - Sheehan HS Riccitelli Field [Directions] | 4:00 p.m. | ||
| Sat., 11/2 | Miscellaneous Events | Band Practice (ends at 9am) | Home - Sheehan HS Riccitelli Field [Directions] | 7:30 a.m. | ||
| Sat., 11/2 | Miscellaneous Events | Field Hockey Jamboree | Home - 3 fields [Directions] | 9:30 a.m. | ||
| Sun., 11/3 | Miscellaneous Events | Powderpuff Practice | Home - Sheehan HS Riccitelli Field [Directions] | 9:45 a.m. | ||
| Mon., 11/4 | V Field Hockey | Lyman Hall | Home - Sheehan HS Riccitelli Field [Directions] | W 4-0 | CIAC Tournament-Opening Round | |
| Mon., 11/4 | V Girls Soccer | Rocky Hill | Away - Rocky Hill HS [Directions] | W 2-0 | 12:30pm | CIAC Tournament-First Round |
| Mon., 11/4 | V Girls Volleyball | Plainfield | Home - Sheehan HS Gymnasium [Directions] | W 3-0 | CIAC Tournament-First Round | |
| Tue., 11/5 | V Boys Soccer | Bullard Havens Tech | Home - Sheehan HS Riccitelli Field [Directions] | W 3-1 | CIAC Tournament-First Round | |
| Tue., 11/5 | V Field Hockey | Lauralton Hall | Away - Weston HS [Directions] | L 5-1 | 11:45am | CIAC Tournament-First Round |
| Wed., 11/6 | FR Football | Berlin | Home - Sheehan HS Riccitelli Field [Directions] | 6:00 p.m. | ||
| Wed., 11/6 | V Girls Soccer | Lauralton Hall | Away - Lauralton Hall Field [Directions] | W 1-0 | 11:45am | CIAC Tournament-Second Round |
| Wed., 11/6 | V Girls Volleyball | Granby Memorial | Away - Granby Memorial HS [Directions] | L 3-0 | 4:15pm | CIAC Tournament-Second Round |
| Thu., 11/7 | V Boys Soccer | Montville | Away - Montville HS [Directions] | L 2-0 | 2:45pm | CIAC Tournament-Second Round |
| Thu., 11/7 | V Girls Swimming and Diving | CIAC Class M Diving Trials/Finals | Away - Middletown HS [Directions] | 5:30 p.m. | ||
| Fri., 11/8 | JV Football | Woodstock Academy | Away - Bentley Turf Field [Directions] | 2:30 p.m. | 11:30am | |
| Fri., 11/8 | V Girls Soccer | Waterford | Away - Alumni Turf Field [Directions] | L 1-0 | 11:15am | CIAC Tournament-Quarterfinals |
| Sat., 11/9 | V Boys Cross Country | New England Championship | Away - Derryfield Park-Manchester, NH [Directions] | TBA | ||
| Sat., 11/9 | V Girls Cross Country | New England Championship | Away - Derryfield Park-Manchester, NH [Directions] | TBA | ||
| Sat., 11/9 | V Girls Swimming and Diving | CIAC Class M Qualifying | Away - East Hartford [Directions] | 11:30 a.m. | 9:00am | |
| Sat., 11/9 | Miscellaneous Events | Powderpuff Practice | Home - Sheehan HS Riccitelli Field [Directions] | 8:45 a.m. | ||
| Sun., 11/10 | Miscellaneous Events | Powderpuff Practice | Home - Sheehan HS Riccitelli Field [Directions] | 9:45 a.m. | ||
| Mon., 11/11 | School Holidays and Closings | Veterans Day | ||||
| Wed., 11/13 | V Girls Swimming and Diving | CIAC Class M Finals | Away - SCSU [Directions] | 6:00 p.m. | 3:45pm | |
| Thu., 11/14 | FR Football | East Haven | Away - East Haven High School [Directions] | 7:00 p.m. | 5:00pm | |
| Fri., 11/15 | V Football | East Haven | Home - Sheehan HS Riccitelli Field [Directions] | W 42-0 | ||
| Fri., 11/15 | V Girls Swimming and Diving | CIAC Open Diving | Away - Plainville HS [Directions] | 5:30 p.m. | ||
| Sat., 11/16 | JV Football | East Haven | Home - Sheehan HS Riccitelli Field [Directions] | 10:00 a.m. | ||
| Sat., 11/16 | V Girls Swimming and Diving | CIAC Open Swimming | Away - Yale Univ. [Directions] | 12:00 p.m. | ||
| Sat., 11/16 | Miscellaneous Events | Powderpuff Practice | Home - Varsity Football Practice Field [Directions] | 8:45 a.m. | ||
| Sun., 11/17 | Miscellaneous Events | Powderpuff Practice | Home - Sheehan HS Riccitelli Field [Directions] | 9:45 a.m. | ||
| Thu., 11/21 | JV Football | Branford | Away - Branford High School-Turf Field [Directions] | Cancelled | ||
| Thu., 11/21 | Miscellaneous Events | Powderpuff Practice | Home - Sheehan HS Gymnasium [Directions] | 2:00 p.m. | ||
| Thu., 11/21 | Miscellaneous Events | Powderpuff Scrimmage | Home - Sheehan HS Riccitelli Field [Directions] | 5:00 p.m. | ||
| Fri., 11/22 | V Football | Branford | Home - Sheehan HS Riccitelli Field [Directions] | W 49-13 | ||
| Sat., 11/23 | FR Football | Lyman Hall | Away - Lyman Hall Fitzgerald Field [Directions] | 10:30 a.m. | 9:00am | |
| Sat., 11/23 | Miscellaneous Events | Powderpuff Practice | Home - Varsity Football Practice Field [Directions] | 8:45 a.m. | ||
| Sun., 11/24 | Miscellaneous Events | Powderpuff Practice | Home - Sheehan HS Riccitelli Field [Directions] | 9:45 a.m. | ||
| Wed., 11/27 | Miscellaneous Events | Powderpuff Game | Away - Lyman Hall HS | 3:00 p.m. | 1:45pm | 6 buses |
| Thu., 11/28 | V Football | Lyman Hall | Home - Sheehan HS Riccitelli Field [Directions] | W 54-7 | ||
| Thu., 11/28 | School Holidays and Closings | Thanksgiving Day, First day of Chanukah | ||||
| Fri., 11/29 | V Girls Basketball | Coginchaug (Scrim.) | Home - Sheehan HS Gymnasium [Directions] | 2:00 p.m. | ||
| Sat., 11/30 | V Girls Basketball | St. Paul Catholic (Scrim.) | Away - St. Paul Catholic H.S. [Directions] | 10:30 a.m. | 9:00am | |
| Tue., 12/3 | V Girls Basketball | East Haven (Scrim.) | Home - Sheehan HS Gymnasium [Directions] | 3:00 p.m. | ||
| Thu., 12/5 | V Boys Ice Hockey | New Canaan (Scrim.) | Home - DiLungo Rink [Directions] | 3:15 p.m. | ||
| Thu., 12/5 | School Holidays and Closings | Last day of Chanukah | ||||
| Fri., 12/6 | V Girls Basketball | Record-Journal Jamboree | Away - Platt HS-Meriden | 7:00 p.m. | 5:30pm | |
| Sat., 12/7 | V Boys Basketball | Southington (Scrim.) | Away [Directions] | 9:30 a.m. | 8:15am | |
| Sat., 12/7 | V Boys Ice Hockey | Hall (Scrim.) | Home - Choate Rosemary Hall [Directions] | 7:00 p.m. | ||
| Sat., 12/7 | V Girls Basketball | North Haven (Scrim.) | Home - Sheehan HS Gymnasium [Directions] | 10:00 a.m. | ||
| Sat., 12/7 | V Girls Ice Hockey | Daniel Hand Coop | Home - Lou Astorino Ice Rink [Directions] | W 8-0 | ||
| Mon., 12/9 | V Boys Basketball | Westbrook (Scrim.) | Home - Sheehan HS Gymnasium [Directions] | 6:00 p.m. | ||
| Wed., 12/11 | V Boys Ice Hockey | E.O. Smith-Tolland (Scrim.) | Home - Choate Rosemary Hall [Directions] | 7:15 p.m. | ||
| Wed., 12/11 | V Girls Basketball | Guilford | Home - Sheehan HS Gymnasium [Directions] | W 49-38 | ||
| Wed., 12/11 | JV Girls Basketball | Guilford | Home - Sheehan HS Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 12/11 | FR Girls Basketball | Guilford | Home - Sheehan HS Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 12/13 | V Boys Basketball | Creed (Scrim.) | Home - Sheehan HS Gymnasium [Directions] | 4:30 p.m. | ||
| Fri., 12/13 | V Girls Basketball | Sacred Heart Academy | Away - Sacred Heart Academy [Directions] | W 23-20 | 3:45pm | |
| Fri., 12/13 | JV Girls Basketball | Sacred Heart Academy | Away - Sacred Heart Academy [Directions] | 5:15 p.m. | 3:45pm | |
| Fri., 12/13 | FR Girls Basketball | Sacred Heart Academy | Away - Sacred Heart Academy [Directions] | 3:45 p.m. | 2:15pm | |
| Sat., 12/14 | V Boys Ice Hockey | Jamboree | Home - DiLungo Rink [Directions] | 10:15 a.m. | ||
| Sat., 12/14 | JV Girls Ice Hockey | Daniel Hand Coop | Away - Northford Ice Rink [Directions] | Cancelled | Yes | |
| Mon., 12/16 | V Boys Basketball | Naugatuck (Scrim.) | Home - Sheehan HS Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 12/18 | V Boys Basketball | Hillhouse | Home - Sheehan HS Gymnasium [Directions] | L 76-39 | ||
| Wed., 12/18 | JV Boys Basketball | Hillhouse | Home - Sheehan HS Gymnasium [Directions] | 5:30 p.m. | ||
| Wed., 12/18 | FR Boys Basketball | Hillhouse | Home - Sheehan HS Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 12/18 | V Boys Ice Hockey | Trumbull | Away - Shelton Rinks [Directions] | W 5-4 | 5:45 pm | |
| Wed., 12/18 | V Boys Ice Hockey | Eastern CT Eagles | Away - Connecticut College [Directions] | L 2-3 | 5:30pm | exit 13 commuter lot |
| Wed., 12/18 | V Boys Indoor Track | SCC Boys Developmental | Away - Floyd Little Athletic Center (Hillhouse HS) | 5:00 p.m. | 3:00pm | |
| Wed., 12/18 | V Boys Swimming and Diving | Branford | Home - Sheehan HS Pool [Directions] | Sheehan-79 Branford-96 | ||
| Thu., 12/19 | V Girls Basketball | Jonathan Law | Home - Sheehan HS Gymnasium [Directions] | W 57-43 | ||
| Thu., 12/19 | JV Girls Basketball | Jonathan Law | Home - Sheehan HS Gymnasium [Directions] | 5:30 p.m. | ||
| Thu., 12/19 | FR Girls Basketball | Jonathan Law | Home - Sheehan HS Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 12/20 | V Boys Basketball | West Haven | Home - Sheehan HS Gymnasium [Directions] | W 60-55 | ||
| Fri., 12/20 | JV Boys Basketball | West Haven | Home - Sheehan HS Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 12/20 | V Boys Swimming and Diving | HK-Valley | Away - Haddam Killingworth HS [Directions] | Sheehan-87 HK-83 | 2:00pm | |
| Fri., 12/20 | V Girls Basketball | Mercy | Away - Mercy [Directions] | L 67-13 | 3:45pm | |
| Fri., 12/20 | JV Girls Basketball | Mercy | Away - Mercy [Directions] | 5:15 p.m. | 3:45pm | |
| Fri., 12/20 | FR Girls Basketball | Mercy | Away - Mercy [Directions] | 3:45 p.m. | 2:15pm | |
| Sat., 12/21 | V Boys Ice Hockey | Fairfield Warde/Ludlowe | Home - DiLungo Rink [Directions] | W 2-0 | ||
| Sat., 12/21 | V Boys Ice Hockey | Shepaug Valley Ice Hockey | Away - Rumsey Hall School Rink [Directions] | W 9-2 | 1:30pm | Sheehan |
| Sat., 12/21 | V Wrestling | LANCER TOURNAMENT AT WATERFORD | Away | 1st Place: Zack Murillo and Zach Bylykbashi 3rd Place: Austin Abacherli and Alex Martin | 7:00 | |
| Sat., 12/21 | JV Wrestling | Pete Sepko JV Tournament | Home - Southington High School [Directions] | 8:00 a.m. | ||
| Sat., 12/21 | V Girls Ice Hockey | Wilton/Norwalk/McMahon | Away - SoNo Ice House, South Norwalk [Directions] | W 6-0 | 9:30 am | |
| Mon., 12/23 | V Boys Basketball | Joel Barlow | Home - Sheehan HS Gymnasium [Directions] | L 59-46 | ||
| Mon., 12/23 | JV Boys Basketball | Joel Barlow | Home - Sheehan HS Gymnasium [Directions] | 5:30 p.m. | ||
| Mon., 12/23 | FR Boys Basketball | Joel Barlow | Home - Sheehan HS Gymnasium [Directions] | 4:00 p.m. | ||
| Mon., 12/23 | V Boys Ice Hockey | Stamford | Home - DiLungo Rink [Directions] | W 9-1 | ||
| Mon., 12/23 | JV Wrestling | Nonnewaug Tournament | Away | 10:00 a.m. | 7:00 | |
| Tue., 12/24 | School Holidays and Closings | Christmas Eve | ||||
| Wed., 12/25 | School Holidays and Closings | Christmas Day | ||||
| Thu., 12/26 | V Boys Basketball | Foran | Away - Platt Tech High School [Directions] | L 57-51 | 3:30pm | |
| Fri., 12/27 | V Boys Basketball | Platt Tech | Away - Platt Tech Gymnasium [Directions] | W 78-31 | 3:30pm | |
| Fri., 12/27 | V Boys Ice Hockey | Greenwich | Away - Dorothy Hamill Ice Rink [Directions] | W 6-0 | 11:00 am | |
| Fri., 12/27 | JV Wrestling | Tomahawk JV Tournament | Away - Glastonbury | 9:00 a.m. | 7:00 | |
| Fri., 12/27 | V Girls Basketball | Ellington | Home - Sheehan HS Gymnasium [Directions] | W 52-51 | ||
| Fri., 12/27 | FR Girls Basketball | Platt | Home - Sheehan HS Gymnasium [Directions] | 10:00 a.m. | ||
| Fri., 12/27 | Miscellaneous Events | Sheehan Holiday Tournament | Home - Sheehan HS Gymnasium [Directions] | 6:00 p.m. | ||
| Sat., 12/28 | V Boys Ice Hockey | Wilton | Home - DiLungo Rink [Directions] | W 5-0 | ||
| Sat., 12/28 | V Boys Ice Hockey | Norwich Free Academy | Away - Norwich Ice Rink [Directions] | W 5-3 | 1:00pm | exit 13 commuter lot |
| Sat., 12/28 | V Wrestling | Simsbury | Away [Directions] | 1st Place - Zack Murillo, Austin Abacherli, and Zach Maxwell 3rd Place - Tyler Hyde and Alex Martin | 7:00 | |
| Sat., 12/28 | V Girls Basketball | Simsbury | Home - Sheehan HS Gymnasium [Directions] | L 46-37 | ||
| Sat., 12/28 | V Girls Ice Hockey | New Canaan | Home - Lou Astorino Ice Rink [Directions] | L 0-1 | ||
| Sat., 12/28 | Miscellaneous Events | Sheehan Holiday Tournament | Home - Sheehan HS Gymnasium [Directions] | 6:00 p.m. | ||
| Mon., 12/30 | V Boys Ice Hockey | Daniel Hand | Away - Northford Ice Pavilion [Directions] | W 8-5 | 2:30 pm | |
| Mon., 12/30 | V Girls Basketball | Amity | Away - Amity High School [Directions] | L 62-45 | 3:45pm | |
| Mon., 12/30 | JV Girls Basketball | Amity | Away - Amity High School [Directions] | 5:15 p.m. | 3:45pm | |
| Tue., 12/31 | School Holidays and Closings | New Years Eve | ||||
| Wed., 1/1 | School Holidays and Closings | New Years Day | ||||
| Thu., 1/2 | JV Girls Ice Hockey | Simsbury | Home - Lou Astorino Ice Rink [Directions] | Cancelled | ||
| Sat., 1/4 | V Boys Ice Hockey | West Haven Coop | Away - Bennett Rink [Directions] | W 6-2 | 11:30 am | |
| Sat., 1/4 | V Boys Ice Hockey | Housatonic Coop | Away - Hotchkiss [Directions] | W 5-3 | ||
| Sat., 1/4 | V Boys Indoor Track | Shoreline Coaches Invitational | Away - Floyd Little Athletic Center (Hillhouse HS) | 10:00 a.m. | 8:15am | |
| Sat., 1/4 | V Wrestling | SHS DUALS | Home - Southington High School [Directions] | Mt Anthony VT 1st Danbury 2nd Winchester, MA 3rd | ||
| Sat., 1/4 | JV Wrestling | Bristol Eastern | Away [Directions] | 9:30 a.m. | 7:00 | |
| Sat., 1/4 | V Girls Ice Hockey | Lauralton Hall | Away - Wonderland of Ice, Bridgeport [Directions] | W 9-0 | 11:15 am | |
| Sat., 1/4 | V Girls Indoor Track | Shoreline Coaches Invitational | Away - Floyd Little Athletic Center (Hillhouse HS) | 10:00 a.m. | 8:15am | |
| Mon., 1/6 | V Boys Basketball | Branford | Away - James L MacVeigh Alumni Athletic Complex - Gym [Directions] | W 54-45 | 3:45pm | |
| Mon., 1/6 | JV Boys Basketball | Branford | Away - James L MacVeigh Alumni Athletic Complex - Gym [Directions] | 5:15 p.m. | 3:45pm | |
| Mon., 1/6 | FR Boys Basketball | Branford | Away - James L MacVeigh Alumni Athletic Complex - Gym [Directions] | 3:45 p.m. | 2:15pm | |
| Mon., 1/6 | JV Boys Ice Hockey | Guilford | Home - DiLungo Rink [Directions] | 3:30 p.m. | ||
| Mon., 1/6 | V Boys Indoor Track | SCC Boys Developmental | Away - Floyd Little Athletic Center (Hillhouse HS) | 5:00 p.m. | 3:00pm | |
| Mon., 1/6 | V Girls Basketball | Hillhouse | Home - Sheehan HS Gymnasium [Directions] | L 61-60 | ||
| Mon., 1/6 | JV Girls Basketball | Hillhouse | Home - Sheehan HS Gymnasium [Directions] | 5:30 p.m. | ||
| Mon., 1/6 | FR Girls Basketball | Hillhouse | Home - Sheehan HS Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 1/7 | V Boys Basketball | Cheshire | Away - Cheshire High - West Gym [Directions] | L 56-54 | 4:15pm | |
| Tue., 1/7 | JV Boys Basketball | Cheshire | Away - Cheshire High - West Gym [Directions] | 5:15 p.m. | 4:15pm | |
| Tue., 1/7 | FR Boys Basketball | Cheshire | Away - Cheshire High - West Gym [Directions] | 3:45 p.m. | 2:45pm | |
| Tue., 1/7 | V Boys Swimming and Diving | Fairfield Prep | Away - Recreation Complex, Fairfield University [Directions] | Sheehan-70 Fairfield Prep-94 | 2:00pm | |
| Tue., 1/7 | V Wrestling | Hall | Away - Hall HS - Gym A [Directions] | SHS 51 Hall 28 | 5:00 | |
| Tue., 1/7 | V Girls Basketball | Cheshire | Home - Sheehan HS Gymnasium [Directions] | L 51-43 | ||
| Tue., 1/7 | JV Girls Basketball | Cheshire | Home - Sheehan HS Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 1/7 | FR Girls Basketball | Cheshire | Home - Sheehan HS Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 1/7 | V Girls Indoor Track | SCC Girls Developmental | Away - Floyd Little Athletic Center (Hillhouse HS) | 5:00 p.m. | 3:00pm | |
| Wed., 1/8 | V Boys Ice Hockey | Westhill/Stamford | Home - DiLungo Rink [Directions] | W 7-1 | ||
| Wed., 1/8 | V Boys Ice Hockey | New Fairfield | Away - Danbury Ice Arena [Directions] | L 0-5 | 5:00pm | Sheehan |
| Wed., 1/8 | V Wrestling | Simsbury | Away - Simsbury High School [Directions] | Simsbury 57 SHS 15 | 4:30 | |
| Thu., 1/9 | Miscellaneous Events | Unified Sports Youth Leadership Summitt | - Wesleyan University | 8:00 a.m. | 7:15am | |
| Fri., 1/10 | V Boys Basketball | Lyman Hall | Home - Sheehan HS Gymnasium [Directions] | W 52-34 | ||
| Fri., 1/10 | V Boys Indoor Track | McReavy Invitational | Away - Wesleyan University | 4:00 p.m. | 2:00pm | |
| Fri., 1/10 | V Boys Swimming and Diving | Notre Dame-West Haven | Home - Sheehan HS Pool [Directions] | Sheehan-86 NDWH-129 | ||
| Fri., 1/10 | V Girls Basketball | Lyman Hall | Home - Sheehan HS Gymnasium [Directions] | L 46-38 | ||
| Fri., 1/10 | V Girls Ice Hockey | West Haven/SHA | Home - Lou Astorino Ice Rink [Directions] | W 9-3 | ||
| Fri., 1/10 | V Girls Indoor Track | McReavy Invitational | Away - Wesleyan University | 4:00 p.m. | 2:00pm | |
| Sat., 1/11 | JV Boys Basketball | Lyman Hall | Home - Sheehan HS Gymnasium [Directions] | 10:30 a.m. | ||
| Sat., 1/11 | FR Boys Basketball | Lyman Hall | Home - Sheehan HS Gymnasium [Directions] | 9:00 a.m. | ||
| Sat., 1/11 | V Boys Ice Hockey | Byram Hills (NY) | Home - Choate Rosemary Hall [Directions] | W 6-2 | ||
| Sat., 1/11 | V Boys Ice Hockey | Notre Dame-West Haven | Away - Bennett Rink [Directions] | L 3-6 | 3:45 pm | |
| Sat., 1/11 | V Boys Indoor Track | SCC Coaches Invitational | Away - Floyd Little Athletic Center (Hillhouse HS) | Cancelled | ||
| Sat., 1/11 | V Wrestling | Eastern States Tournament in New York | Away | Zack Murillo placed 6th | no bus | |
| Sat., 1/11 | JV Wrestling | EnricoFermi | Away | 9:30 a.m. | 7:00 | |
| Sat., 1/11 | JV Girls Basketball | Lyman Hall | Home - Sheehan HS Gymnasium [Directions] | 1:30 p.m. | ||
| Sat., 1/11 | FR Girls Basketball | Lyman Hall | Home - Sheehan HS Gymnasium [Directions] | 12:00 p.m. | ||
| Sat., 1/11 | V Girls Ice Hockey | Hall/Conard | Home - Lou Astorino Ice Rink [Directions] | L 1-0 | Conard/Hall | |
| Sat., 1/11 | V Girls Indoor Track | SCC Coaches Invitational | Away - Floyd Little Athletic Center (Hillhouse HS) | Cancelled | ||
| Mon., 1/13 | V Boys Basketball | Hamden | Home - Sheehan HS Gymnasium [Directions] | W 56-40 | ||
| Mon., 1/13 | JV Boys Basketball | Hamden | Home - Sheehan HS Gymnasium [Directions] | 5:30 p.m. | ||
| Mon., 1/13 | FR Boys Basketball | Hamden | Home - Sheehan HS Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 1/14 | V Boys Swimming and Diving | West Haven | Home - Sheehan HS Pool [Directions] | Sheehan-87 West Haven-71 | ||
| Tue., 1/14 | V Girls Basketball | Foran | Home - Sheehan HS Gymnasium [Directions] | W 61-41 | ||
| Tue., 1/14 | JV Girls Basketball | Foran | Home - Sheehan HS Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 1/14 | FR Girls Basketball | Foran | Home - Sheehan HS Gymnasium [Directions] | 4:00 p.m. | ||
| Tue., 1/14 | V Girls Ice Hockey | Guilford Coop | Away - East Haven Ice Rink [Directions] | L 3-1 | 3:30 pm | |
| Wed., 1/15 | V Boys Ice Hockey | Housatonic Coop | Home - Choate Rosemary Hall [Directions] | T 2-2 | ||
| Wed., 1/15 | V Boys Indoor Track | SCC Novice Meet | Away - Floyd Little Athletic Center (Hillhouse HS) | 3:30 p.m. | 2:00pm | |
| Wed., 1/15 | V Wrestling | Newington | Home - Southington High School [Directions] | SHS 34 Newington 39 | ||
| Wed., 1/15 | V Girls Indoor Track | SCC Novice Meet | Away - Floyd Little Athletic Center (Hillhouse HS) | 3:30 p.m. | 2:00pm | |
| Thu., 1/16 | V Boys Swimming and Diving | Amity | Away - Orange Community Center Pool [Directions] | Amity-94 Sheehan-76 | 5:30pm | |
| Fri., 1/17 | V Boys Basketball | Shelton | Home - Sheehan HS Gymnasium [Directions] | L 55-52 | ||
| Fri., 1/17 | JV Boys Basketball | Shelton | Home - Sheehan HS Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 1/17 | FR Boys Basketball | Shelton | Home - Sheehan HS Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 1/17 | V Boys Indoor Track | Yale Invitational | Away - Coxe Cage | TBA | 7:45pm | |
| Fri., 1/17 | V Girls Basketball | Shelton | Away - Shelton High School Gym [Directions] | W 60-41 | 3:15pm | |
| Fri., 1/17 | JV Girls Basketball | Shelton | Away - Shelton High School Gym [Directions] | 5:30 p.m. | 3:15pm | |
| Fri., 1/17 | FR Girls Basketball | Shelton | Away - Shelton High School Gym [Directions] | 3:45 p.m. | 2:00pm | |
| Fri., 1/17 | V Girls Indoor Track | Yale Invitational | Away - Coxe Cage | TBA | 7:45pm | |
| Sat., 1/18 | V Boys Ice Hockey | Guilford | Home - DiLungo Rink [Directions] | W 8-4 | ||
| Sat., 1/18 | V Boys Ice Hockey | Norwich Free Academy | Home - Choate Rosemary Hall [Directions] | W 9-1 | ||
| Sat., 1/18 | V Boys Indoor Track | Yale Invitational | Away - Coxe Cage | TBA | 7:00am | |
| Sat., 1/18 | V Wrestling | GREATER HARTFORD OPEN @ HALL HS | Away | 1st Place: Z. Murillo Z. Bylykbashi Z. Maxwell 2nd Place: A. Abacherli A. Martin S. Devin | TBA | |
| Sat., 1/18 | JV Wrestling | Xavier | Away [Directions] | 8:00 a.m. | 7:00 | |
| Sat., 1/18 | V Girls Ice Hockey | Simsbury | Away - ISCC, Simbury [Directions] | L 5-2 | 3:30 pm | |
| Sat., 1/18 | V Girls Indoor Track | Yale Invitational | Away - Coxe Cage | TBA | 7:00am | |
| Mon., 1/20 | JV Boys Ice Hockey | Hamden | Home - DiLungo Rink [Directions] | 5:00 p.m. | ||
| Mon., 1/20 | School Holidays and Closings | Martin Luther King Day | ||||
| Wed., 1/22 | V Boys Ice Hockey | Amity | Home - DiLungo Rink [Directions] | W 4-3 | ||
| Wed., 1/22 | V Boys Ice Hockey | Shepaug Valley Ice Hockey | Home - Choate Rosemary Hall [Directions] | W 9-4 | ||
| Thu., 1/23 | V Boys Swimming and Diving | Jonathan Law | Away - Foran Pool [Directions] | Sheehan-92 Jonathan Law-60 | 2:15pm | |
| Thu., 1/23 | V Girls Basketball | Hamden | Away - HHS Gym [Directions] | W 55-38 | 3:45pm | |
| Thu., 1/23 | JV Girls Basketball | Hamden | Away - HHS Gym [Directions] | 5:15 p.m. | 3:45pm | |
| Thu., 1/23 | FR Girls Basketball | Hamden | Away - HHS Gym [Directions] | 3:45 p.m. | 2:15pm | |
| Fri., 1/24 | V Boys Basketball | West Haven | Away - WHHS Gym [Directions] | L 69-42 | 3:45pm | |
| Fri., 1/24 | JV Boys Basketball | West Haven | Away - WHHS Gym [Directions] | 5:15 p.m. | 3:45pm | |
| Fri., 1/24 | V Girls Basketball | Daniel Hand | Home - Sheehan HS Gymnasium [Directions] | L 55-53 | ||
| Fri., 1/24 | JV Girls Basketball | Daniel Hand | Home - Sheehan HS Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 1/24 | FR Girls Basketball | Daniel Hand | Home - Sheehan HS Gymnasium [Directions] | 4:00 p.m. | ||
| Fri., 1/24 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - The Rinks of Shelton [Directions] | W 5-0 | 2:45 pm | |
| Sat., 1/25 | V Boys Ice Hockey | Norwich Free Academy | Away - Norwich Ice Rink [Directions] | W 8-2 | 4:00 | |
| Sat., 1/25 | V Boys Ice Hockey | Woodstock Academy | Home - Choate Rosemary Hall [Directions] | W 3-2 (OT) | ||
| Sat., 1/25 | V Wrestling | TIMBERLANE NH INVITE | Away | Zack Murillo - 1st Zach Maxwell - 1st Zach Bylykbashi - 3rd Austin Abacherli - 3rd | no bus | |
| Sat., 1/25 | JV Wrestling | Godleski Invitational | Away | 8:00 a.m. | 6:30a | |
| Sat., 1/25 | V Girls Ice Hockey | Ridgefield/Danbury/Immaculate | Home - Lou Astorino Ice Rink [Directions] | L 5-4 | ||
| Sun., 1/26 | V Boys Indoor Track | SCC East Sectional | Away - Floyd Little Athletic Center (Hillhouse HS) | 4:30 p.m. | 2:15pm | |
| Sun., 1/26 | V Girls Indoor Track | SCC East Sectional | Away - Floyd Little Athletic Center (Hillhouse HS) | 4:30 p.m. | 2:15pm | |
| Mon., 1/27 | V Boys Basketball | Amity | Home - Sheehan HS Gymnasium [Directions] | W 55-51 | ||
| Mon., 1/27 | JV Boys Basketball | Amity | Home - Sheehan HS Gymnasium [Directions] | 5:30 p.m. | ||
| Mon., 1/27 | FR Boys Basketball | Amity | Home - Sheehan HS Gymnasium [Directions] | 4:00 p.m. | ||
| Mon., 1/27 | JV Boys Ice Hockey | Notre Dame-West Haven | Home - DiLungo Rink [Directions] | 3:15 p.m. | ||
| Mon., 1/27 | V Wrestling | Weaver | Home - Southington High School [Directions] | SHS 75 Weaver/Hartford Public 6 | ||
| Mon., 1/27 | JV Girls Ice Hockey | Daniel Hand Coop | Home - Lou Astorino Ice Rink [Directions] | 4:15 p.m. | ||
| Mon., 1/27 | Miscellaneous Events | Unified Sports Basketball Tournament | Away - Floyd Little Athletic Center (Hillhouse HS) | 3:00 p.m. | 1:30pm | |
| Tue., 1/28 | V Boys Basketball | Hillhouse | Away - Hillhouse HS Gym [Directions] | L 64-51 | 3:45pm | |
| Tue., 1/28 | JV Boys Basketball | Hillhouse | Away - Hillhouse HS Gym [Directions] | 5:15 p.m. | 3:45pm | |
| Tue., 1/28 | FR Boys Basketball | Hillhouse | Away - Hillhouse HS Gym [Directions] | 3:45 p.m. | 2:15pm | |
| Tue., 1/28 | V Boys Swimming and Diving | Greater New Haven | Home - Sheehan HS Pool [Directions] | Sheehan-95 North Haven-86 | ||
| Tue., 1/28 | V Girls Basketball | West Haven | Away - WHHS Gym [Directions] | W 70-52 | 3:45pm | |
| Tue., 1/28 | JV Girls Basketball | West Haven | Away - WHHS Gym [Directions] | 5:15 p.m. | 3:45pm | |
| Tue., 1/28 | V Girls Ice Hockey | East Catholic Coop | Home - Lou Astorino Ice Rink [Directions] | L 4-2 | ||
| Wed., 1/29 | V Boys Ice Hockey | Northwest Catholic | Home - DiLungo Rink [Directions] | W 3-1 | ||
| Wed., 1/29 | V Boys Ice Hockey | Belchertown (MA) | Home - Choate Rosemary Hall [Directions] | W 4-1 | ||
| Wed., 1/29 | V Wrestling | Farmington | Home - Southington High School [Directions] | SHS 19 Farmington 47 | ||
| Wed., 1/29 | V Girls Ice Hockey | Branford | Away - East Haven Ice Rink [Directions] | W 11-3 | 6:30 pm | |
| Wed., 1/29 | JV Girls Ice Hockey | West Haven/SHA | Away - Bennett Rink [Directions] | 3:45 p.m. | 2:15 pm | |
| Thu., 1/30 | V Boys Indoor Track | SCC Championships | Away - Floyd Little Athletic Center (Hillhouse HS) | 3:00 p.m. | 1:15pm | |
| Thu., 1/30 | JV Girls Ice Hockey | West Haven/SHA | Home - Lou Astorino Ice Rink [Directions] | 4:05 p.m. | ||
| Thu., 1/30 | V Girls Indoor Track | SCC Championships | Away - Floyd Little Athletic Center (Hillhouse HS) | 3:00 p.m. | 1:15pm | |
| Fri., 1/31 | V Boys Basketball | Branford | Home - Sheehan HS Gymnasium [Directions] | L 49-36 | ||
| Fri., 1/31 | JV Boys Basketball | Branford | Home - Sheehan HS Gymnasium [Directions] | 5:30 p.m. | ||
| Fri., 1/31 | FR Boys Basketball | Branford | Home - Sheehan HS Gymnasium [Directions] | 4:00 p.m. | ||
| Sat., 2/1 | V Boys Ice Hockey | Xavier | Home - DiLungo Rink [Directions] | L 2-5 | ||
| Sat., 2/1 | V Boys Ice Hockey | New Fairfield | Home - Choate Rosemary Hall [Directions] | L 3-4 (OT) | ||
| Sat., 2/1 | V Wrestling | CT CHALLENGE | Home - Southington High School [Directions] | Southington placed 9th overall. Zach Murillo 2nd 106 Alex Martin 3rd 160 Zach Bylykbashi 4th 120 Shawn Devin 4th 170 Team Results: 1st St. Anthony's, NY 2nd Cumberland, RI 3rd New Milford, CT | ||
| Sat., 2/1 | V Girls Ice Hockey | Notre Dame-Fairfield | Home - Lou Astorino Ice Rink [Directions] | W 6-1 | ||
| Sat., 2/1 | Miscellaneous Events | SCC Cheerleading Championships | Away - Shelton HS | 10:00 a.m. | 8:45am | |
| Mon., 2/3 | JV Boys Ice Hockey | Guilford | Away - East Haven Ice Rink [Directions] | Cancelled | ||
| Tue., 2/4 | V Boys Basketball | Amity | Away - Amity High School [Directions] | L 72-43 | 4:00pm | |
| Tue., 2/4 | JV Boys Basketball | Amity | Away - Amity High School [Directions] | 5:15 p.m. | 4:00pm | |
| Tue., 2/4 | FR Boys Basketball | Amity | Away - Amity High School [Directions] | 3:45 p.m. | 2:15pm | |
| Tue., 2/4 | V Girls Basketball | Amity | Home - Sheehan HS Gymnasium [Directions] | L 56-43 | ||
| Tue., 2/4 | JV Girls Basketball | Amity | Home - Sheehan HS Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 2/4 | FR Girls Basketball | Amity | Home - Sheehan HS Gymnasium [Directions] | 4:00 p.m. | ||
| Thu., 2/6 | V Boys Ice Hockey | Eastern CT Eagles | Home - Choate Rosemary Hall [Directions] | W 12-2 | ||
| Thu., 2/6 | V Wrestling | Conard | Away - Conard High School [Directions] | SHS 42 Conard 32 | 5:00 | |
| Fri., 2/7 | V Boys Basketball | Lyman Hall | Away - Lyman Hall High School Gym [Directions] | W 72-48 | 6:00pm | |
| Fri., 2/7 | V Boys Indoor Track | CIAC Class M Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 4:00 p.m. | 2:00pm | |
| Fri., 2/7 | V Boys Swimming and Diving | HK-Valley | Home - Sheehan HS Pool [Directions] | Sheehan-96 HK-87 | ||
| Fri., 2/7 | V Girls Basketball | Lyman Hall | Away - Lyman Hall High School Gym [Directions] | L 48-34 | 4:45pm | |
| Fri., 2/7 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - Lou Astorino Ice Rink [Directions] | W 8-1 | ||
| Fri., 2/7 | V Girls Indoor Track | CIAC Class M Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 4:00 p.m. | 2:00pm | |
| Sat., 2/8 | JV Boys Basketball | Lyman Hall | Away - Lyman Hall High School Gym [Directions] | 1:30 p.m. | 10:45am | |
| Sat., 2/8 | FR Boys Basketball | Lyman Hall | Away - Lyman Hall High School Gym [Directions] | 12:00 p.m. | 10:45am | |
| Sat., 2/8 | V Boys Ice Hockey | Lyman Hall | Home - Choate Rosemary Hall [Directions] | W 8-2 | ||
| Sat., 2/8 | V Wrestling | LEDYARD,BERLIN,NONNEWOG,WINDHAM@WATERFORD | Away | SHS 17 vs New Fairfield 42 SHS 6 vs Windham 69 SHS 36 vs Daniel Hand 35 SHS 31 vs Waterford loss 42 | 7:00 | |
| Sat., 2/8 | JV Wrestling | Fairfield Ludlowe | Away [Directions] | 9:00 a.m. | 7:00 | |
| Sat., 2/8 | JV Girls Basketball | Lyman Hall | Away - Lyman Hall High School Gym [Directions] | 10:30 a.m. | 7:45am | |
| Sat., 2/8 | FR Girls Basketball | Lyman Hall | Away - Lyman Hall High School Gym [Directions] | 9:00 a.m. | 7:45am | |
| Sat., 2/8 | V Girls Ice Hockey | East Catholic Coop | Away - Newington Skating Center [Directions] | W 3-2 | 6:30 pm | |
| Sat., 2/8 | Miscellaneous Events | Cheer Competition | Away - Woodland HS | 10:00 a.m. | 8:15am | |
| Mon., 2/10 | JV Boys Ice Hockey | Notre Dame-West Haven | Home - DiLungo Rink [Directions] | 3:15 p.m. | ||
| Mon., 2/10 | V Girls Ice Hockey | Daniel Hand Coop | Away - Northford Ice Rink [Directions] | W 9-0 | 2:15 pm | |
| Mon., 2/10 | JV Girls Ice Hockey | West Haven/SHA | Away [Directions] | Cancelled | 2:00 pm | |
| Tue., 2/11 | V Boys Basketball | Shelton | Away - Shelton High School Gym [Directions] | L 58-51 | 3:30pm | |
| Tue., 2/11 | JV Boys Basketball | Shelton | Away - Shelton High School Gym [Directions] | 5:30 p.m. | 3:30pm | |
| Tue., 2/11 | V Girls Basketball | Shelton | Home - Sheehan HS Gymnasium [Directions] | W 55-39 | ||
| Tue., 2/11 | JV Girls Basketball | Shelton | Home - Sheehan HS Gymnasium [Directions] | 5:30 p.m. | ||
| Tue., 2/11 | FR Girls Basketball | Shelton | Home - Sheehan HS Gymnasium [Directions] | 4:00 p.m. | ||
| Wed., 2/12 | V Boys Ice Hockey | Hamden | Home - DiLungo Rink [Directions] | W 10-4 | ||
| Wed., 2/12 | V Boys Ice Hockey | JBWA | Away - Danbury Ice Arena [Directions] | W 7-4 | 3:45pm | Sheehan |
| Wed., 2/12 | V Wrestling | New Britain | Home - Southington High School [Directions] | SHS 33 New Britain 45 | ||
| Wed., 2/12 | V Girls Ice Hockey | Guilford Coop | Home - Lou Astorino Ice Rink [Directions] | W 2-1 | ||
| Thu., 2/13 | FR Girls Basketball | Cheshire | Away - Cheshire High East Gym [Directions] | Cancelled | ||
| Fri., 2/14 | V Girls Basketball | Cheshire | Away - Cheshire High East Gym [Directions] | L 51-47 | 3:15pm | |
| Fri., 2/14 | JV Girls Basketball | Cheshire | Away - Cheshire High East Gym [Directions] | 4:15 p.m. | 3:15pm | |
| Sat., 2/15 | V Wrestling | CCC West Tourney @ Farmington HS | Away | 8:00 a.m. | 7:00 | |
| Mon., 2/17 | V Boys Ice Hockey | Masuk | Home - Choate Rosemary Hall [Directions] | L 8-2 | ||
| Mon., 2/17 | V Boys Indoor Track | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 3:00 p.m. | 1:00pm | |
| Mon., 2/17 | JV Wrestling | Simsbury | Away [Directions] | 9:30 a.m. | 7:00a | |
| Mon., 2/17 | V Girls Ice Hockey | Hall/Conard | Away - Veterans' Memorial, West Hartford, CT [Directions] | L 2-0 | 5:00 pm | |
| Mon., 2/17 | V Girls Indoor Track | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 3:00 p.m. | 1:00pm | |
| Mon., 2/17 | School Holidays and Closings | Washingtons Birthday | ||||
| Tue., 2/18 | V Girls Ice Hockey | Lauralton Hall | Home - Lou Astorino Ice Rink [Directions] | Cancelled | ||
| Tue., 2/18 | JV Girls Ice Hockey | Branford | Away [Directions] | Cancelled | ||
| Wed., 2/19 | V Boys Basketball | Cheshire | Home - Sheehan HS Gymnasium [Directions] | L 48-46 | ||
| Wed., 2/19 | JV Boys Basketball | Cheshire | Home - Sheehan HS Gymnasium [Directions] | 4:30 p.m. | ||
| Wed., 2/19 | FR Boys Basketball | Cheshire | Home - Sheehan HS Gymnasium [Directions] | 3:00 p.m. | ||
| Wed., 2/19 | V Boys Ice Hockey | Newtown/New Fairfield | Home - Choate Rosemary Hall [Directions] | L 4-2 | ||
| Wed., 2/19 | V Boys Swimming and Diving | Milford Boys Swimming & Diving Team | Home - Sheehan HS Pool [Directions] | Sheehan-84 Foran-95 | ||
| Wed., 2/19 | V Girls Basketball | Branford | Away - James L MacVeigh Alumni Athletic Complex - Gym [Directions] | W 46-33 | 2:15pm | |
| Wed., 2/19 | JV Girls Basketball | Branford | Away - James L MacVeigh Alumni Athletic Complex - Gym [Directions] | 3:30 p.m. | 2:15pm | |
| Thu., 2/20 | V Boys Ice Hockey | North Haven | Away - Northford Ice Pavilion [Directions] | W 5-2 | 2:15 pm | |
| Thu., 2/20 | V Girls Basketball | Branford | Home - Sheehan HS Gymnasium [Directions] | W 56-43 | SCC Tournament-First Round | |
| Thu., 2/20 | V Girls Ice Hockey | Simsbury | Home - Lou Astorino Ice Rink [Directions] | L 6-1 | ||
| Fri., 2/21 | V Boys Basketball | Foran | Away - Foran High School [Directions] | L 53-58 | 3:30pm | |
| Fri., 2/21 | JV Boys Basketball | Foran | Away - Foran High School [Directions] | 5:15 p.m. | 3:30pm | |
| Fri., 2/21 | FR Boys Basketball | Foran | Away - Foran High School [Directions] | 3:45 p.m. | 2:00pm | |
| Fri., 2/21 | V Boys Swimming and Diving | Daniel Hand/Branford/Old Saybrook | Home - Sheehan HS Pool [Directions] | Sheehan-92 Hand-84 | ||
| Fri., 2/21 | V Boys Swimming and Diving | Shelton | Home - Sheehan HS Pool [Directions] | Sheehan-101 Shelton-79 | ||
| Sat., 2/22 | V Boys Ice Hockey | Trinity Catholic | Home - DiLungo Rink [Directions] | W 5-1 | ||
| Sat., 2/22 | V Boys Ice Hockey | Lyman Hall | Away - Northford Ice Pavillion [Directions] | W 6-3 | 4:55pm | exit 13 commuter lot |
| Sat., 2/22 | V Girls Basketball | Mercy | Home - Sheehan HS Gymnasium [Directions] | L 69-51 | SCC Tournament-Quarterfinals | |
| Sat., 2/22 | Miscellaneous Events | SCC Girls Basketball Quarterfinals | Home - Sheehan HS Gymnasium [Directions] | 10:00 a.m. | ||
| Mon., 2/24 | V Boys Basketball | Hamden | Away - HHS Gym [Directions] | L 61-57 | 3:45pm | |
| Mon., 2/24 | JV Boys Basketball | Hamden | Away - HHS Gym [Directions] | 5:15 p.m. | 3:45pm | |
| Mon., 2/24 | FR Boys Basketball | Hamden | Away - HHS Gym [Directions] | 3:45 p.m. | 2:15pm | |
| Mon., 2/24 | V Boys Ice Hockey | Notre Dame-Fairfield | Away - Milford Ice Pavilion [Directions] | L 3-6 | 5:30 pm | |
| Mon., 2/24 | Miscellaneous Events | Cheshire Swim Meet | Home - Sheehan HS Pool [Directions] | 7:00 p.m. | ||
| Tue., 2/25 | JV Girls Ice Hockey | Branford | Home - Lou Astorino Ice Rink [Directions] | 3:45 p.m. | ||
| Wed., 2/26 | V Boys Ice Hockey | Woodstock Academy | Away - Jahn Hockey Rink - Pomfret School [Directions] | W 6-1 | 3:45pm | exit 13 commuter lot |
| Wed., 2/26 | V Boys Ice Hockey | Simsbury | Away - ISCC [Directions] | W 7-4 | 5:15 pm | |
| Thu., 2/27 | V Boys Swimming and Diving | Lyman Hall | Away - Sheehan Pool [Directions] | Sheehan-88 Lyman Hall-94 | ||
| Sat., 3/1 | V Boys Ice Hockey | JBWA | Home - Choate Rosemary Hall [Directions] | W 9-3 | ||
| Sat., 3/1 | V Boys Indoor Track | New England Championships | Away - Reggie Lewis Center - Boston, MA | 10:30 a.m. | ||
| Sat., 3/1 | V Girls Indoor Track | New England Championships | Away - Reggie Lewis Center - Boston, MA | 10:30 a.m. | ||
| Mon., 3/3 | V Boys Swimming and Diving | SCC Qualifier Meet | Away - North Haven HS | 4:00 p.m. | 2:15pm | |
| Tue., 3/4 | V Boys Ice Hockey | Fairfield Prep | Home - DiLungo Rink [Directions] | L 3-5 | ||
| Tue., 3/4 | V Girls Basketball | Torrington | Away - Torrington HS [Directions] | W 42-40 | 4:30pm(bball)/5:15pm(cheer) | CIAC Tournament-First Round |
| Tue., 3/4 | V Girls Ice Hockey | Quarter-Finals | Away - Darien Ice Rink Old Kings Hwy | 7:40 p.m. | 5:00 pm | |
| Wed., 3/5 | V Boys Ice Hockey | Newtown/New Fairfield | Away - Milford Ice Pavilion [Directions] | L 5-2 | 4:00pm | SCC/SWC Tournament-Semifinals |
| Wed., 3/5 | V Boys Swimming and Diving | SCC Championships | Away - SCSU | 6:00 p.m. | 3:20pm | |
| Wed., 3/5 | V Girls Ice Hockey | Semi-Finals | Away | TBA | Yes | |
| Fri., 3/7 | V Girls Basketball | Lyman Hall | Away - Lyman Hall High School Gym [Directions] | L 60-42 | 5:30pm(bball)/6:00pm(cheer) | CIAC Tournament-Second Round |
| Fri., 3/7 | Miscellaneous Events | Blood Drive | Home [Directions] | 8:00 a.m. | ||
| Sat., 3/8 | V Girls Ice Hockey | Championship | Away - Engalls Rink Yale University | TBA | Yes | May 8th or 9th |
| Mon., 3/10 | V Boys Ice Hockey | Shepaug Valley Ice Hockey | Home - Choate Rosemary Hall [Directions] | W 6-4 | CIAC Tournament-First Round | |
| Thu., 3/13 | V Boys Ice Hockey | Tri-Town | Away - Trinity College-Hartford [Directions] | L 3-2 | 5:15pm | CIAC Tournament-Quarterfinals |
| Thu., 3/13 | V Boys Swimming and Diving | CIAC Class M Diving Trials/Finals | Away - Bulkeley HS [Directions] | 5:30 p.m. | ||
| Thu., 3/13 | Miscellaneous Events | Unified Basketball Tournament | Away - Bunnell HS | 3:00 p.m. | 1:45pm | |
| Sat., 3/15 | V Boys Swimming and Diving | CIAC Class M Qualifying | Away - Walsh Intermediate School (Branford) [Directions] | 3:30 p.m. | 12:00pm | |
| Tue., 3/18 | V Boys Swimming and Diving | CIAC Class M Finals | Away - Wesleyan Univ. [Directions] | 3:00 p.m. | 1:00pm | |
| Wed., 3/19 | Miscellaneous Events | SCC Captains Council | Away - Floyd Little Athletic Center (Hillhouse HS) | 9:30 a.m. | 8:30am | |
| Thu., 3/20 | V Boys Swimming and Diving | CIAC Open Diving | Away - Middletown [Directions] | 5:30 p.m. | ||
| Sat., 3/22 | V Boys Swimming and Diving | CIAC Open Swimming | Away - Yale Univ. [Directions] | 2:30 p.m. | ||
| Sat., 3/22 | Miscellaneous Events | Weightlifting Competition | Away - New London HS | 10:00 a.m. | 7:15am | |
| Mon., 3/24 | Miscellaneous Events | Golf Tryouts | Away - Golf Quest-Southington | 2:30 p.m. | 2:00pm | |
| Tue., 3/25 | Miscellaneous Events | Faculty Slam | Home - Sheehan HS Gymnasium [Directions] | 7:00 p.m. | ||
| Thu., 3/27 | V Baseball | Notre Dame-West Haven (Scrim.) | Home - Westside Field-South Street [Directions] | 3:30 p.m. | ||
| Thu., 3/27 | V Girls Lacrosse | North Branford (Scrim.) | Away - North Branford High School [Directions] | 4:00 p.m. | 2:45pm | |
| Thu., 3/27 | V Softball | Jonathan Law (Scrim.) | Home - Pragemann Park-Oak Street [Directions] | 4:00 p.m. | ||
| Fri., 3/28 | V Girls Lacrosse | Bunnell (Scrim.) | Away - Bunnell Turf Field [Directions] | 6:30 p.m. | 4:30pm | |
| Sat., 3/29 | V Softball | East Haven (Scrim.) | Away - Kennedy Field (PIT) [Directions] | 11:00 a.m. | 9:15am | |
| Mon., 3/31 | V Softball | Maloney (Scrim.) | Home - Sheehan HS Softball Field [Directions] | Cancelled | ||
| Tue., 4/1 | V Boys Tennis | Platt/Maloney Coop (Scrim.) | Home - Sheehan HS Tennis Courts [Directions] | 2:30 p.m. | ||
| Tue., 4/1 | V Girls Lacrosse | Litchfield Coop (Scrim.) | Home - Sheehan HS Riccitelli Field [Directions] | 6:15 p.m. | ||
| Tue., 4/1 | JV Softball | Platt (Scrim.) | Home - Sheehan HS Highland Field [Directions] | Cancelled | ||
| Tue., 4/1 | Miscellaneous Events | Golf Tryouts | Away - Golf Quest-Southington | 2:45 p.m. | 2:15pm | |
| Wed., 4/2 | V Boys Lacrosse | Valley Regional (Scrim.) | Home - Sheehan HS Riccitelli Field [Directions] | 5:00 p.m. | ||
| Wed., 4/2 | V Boys Tennis | East Haven (Scrim.) | Home - Sheehan HS Tennis Courts [Directions] | 3:30 p.m. | ||
| Wed., 4/2 | V Softball | Platt (Scrim.) | Home - Pragemann Park-Oak Street [Directions] | 3:45 p.m. | ||
| Thu., 4/3 | V Baseball | Choate Rosemary Hall (Scrim.) | Away - Choate Rosemary Hall | 4:00 p.m. | 3:00pm | |
| Thu., 4/3 | V Boys Lacrosse | Rocky Hill (Scrim.) | Home - Sheehan HS Riccitelli Field [Directions] | 5:30 p.m. | ||
| Thu., 4/3 | V Softball | Foran (Scrim.) | Home - Pragemann Park-Oak Street [Directions] | 3:45 p.m. | ||
| Fri., 4/4 | V Baseball | Platt (Scrim.) | Away [Directions] | 3:30 p.m. | 2:15pm | |
| Sat., 4/5 | V Baseball | Londonberry (NH) (Scrim.) | Home - Westside Field-South Street [Directions] | 10:00 a.m. | ||
| Sat., 4/5 | FR Baseball | Xavier (Scrim.) | Home - Sheehan HS Baseball Field [Directions] | 1:00 p.m. | ||
| Sat., 4/5 | FR Baseball | Xavier (Scrim.) | Home - Westside Field-South Street [Directions] | 3:30 p.m. | ||
| Sat., 4/5 | V Boys Lacrosse | Berlin Jamboree | Away - Sage Park-Berlin | 12:00 a.m. | 10:15am | |
| Mon., 4/7 | V Baseball | Notre Dame-West Haven (Scrim.) | Home - Westside Field-South Street [Directions] | 3:30 p.m. | ||
| Mon., 4/7 | V Softball | Sacred Heart Academy (Scrim.) | Home - Pragemann Park-Oak Street [Directions] | 3:45 p.m. | ||
| Mon., 4/7 | JV Softball | Sacred Heart Academy (Scrim.) | Home - Sheehan HS Highland Field [Directions] | Cancelled | ||
| Tue., 4/8 | Miscellaneous Events | Unified Volleyball Practice | Home - Sheehan HS Gymnasium [Directions] | 2:00 p.m. | ||
| Wed., 4/9 | V Baseball | Hamden | Home - Westside Field-South Street [Directions] | W 7-6 | ||
| Wed., 4/9 | V Boys Lacrosse | Amistad | Home - Sheehan HS Riccitelli Field [Directions] | W 20-2 | ||
| Wed., 4/9 | V Boys Tennis | Guilford | Home - Sheehan HS Tennis Courts [Directions] | L 6-1 | ||
| Wed., 4/9 | V Girls Outdoor Track | Shelton | Away - Shelton High School Track [Directions] | 3:45 p.m. | 2:00pm | |
| Wed., 4/9 | V Softball | West Haven | Away - Frank Biondi Field [Directions] | W 3-2 | 2:00pm | |
| Wed., 4/9 | JV Softball | West Haven | Away - Painter Park - Field #3 [Directions] | 3:45 p.m. | 2:00pm | |
| Wed., 4/9 | V Girls Tennis | Shelton | Away - Shelton High School Tennis Courts [Directions] | L 6-1 | 2:40pm | |
| Thu., 4/10 | V Baseball | Branford | Away - James L. MacVeigh Alumni Athletic Complex - Baseball Field [Directions] | L 3-1 | 2:00pm | |
| Thu., 4/10 | JV Baseball | Hamden | Away - Legion Field [Directions] | 3:45 p.m. | 2:15pm | |
| Thu., 4/10 | FR Baseball | Branford | Away - Hammer Field Branford [Directions] | 3:45 p.m. | 2:00pm | |
| Thu., 4/10 | V Boys Golf | Lyman Hall | Home - Farms Country Club [Directions] | Sheehan-189 Lyman Hall-194 | ||
| Thu., 4/10 | V Boys Outdoor Track | Cheshire | Home - Sheehan HS Riccitelli Field [Directions] | 3:45 p.m. | ||
| Thu., 4/10 | V Girls Lacrosse | West Haven | Away - Ken Strong Stadium [Directions] | L 12-8 | 3:45pm | |
| Thu., 4/10 | JV Girls Lacrosse | West Haven | Away - Ken Strong Stadium [Directions] | 7:00 p.m. | 3:45pm | |
| Thu., 4/10 | V Softball | Career Magnet | Home - Pragemann Park-Oak Street [Directions] | W 20-1 | ||
| Thu., 4/10 | JV Softball | Career Magnet | Home - Sheehan HS Highland Field [Directions] | Cancelled | ||
| Thu., 4/10 | Miscellaneous Events | Unified Volleyball Practice | Home - Sheehan HS Gymnasium [Directions] | 2:00 p.m. | ||
| Fri., 4/11 | JV Baseball | Branford | Home - Westside Field-South Street [Directions] | 3:45 p.m. | ||
| Fri., 4/11 | V Boys Tennis | Foran | Away - Foran High School [Directions] | W 5-2 | 2:00pm | |
| Sat., 4/12 | V Baseball | Shelton | Home - Sheehan HS Baseball Field [Directions] | W 6-1 | ||
| Sat., 4/12 | JV Baseball | Shelton | Away - Shelton High School Baseball Field [Directions] | 9:00 a.m. | 7:00am | |
| Sat., 4/12 | FR Baseball | Shelton | Home - Sheehan HS Baseball Field [Directions] | 3:30 p.m. | ||
| Sat., 4/12 | V Boys Lacrosse | West Haven | Home - Sheehan HS Riccitelli Field [Directions] | W 13-2 | ||
| Sat., 4/12 | JV Boys Lacrosse | West Haven | Home - Sheehan HS Riccitelli Field [Directions] | 5:30 p.m. | ||
| Sat., 4/12 | V Boys Outdoor Track | Frosh Invitational | Away - Hand HS | 9:00 a.m. | 7:00am | |
| Sat., 4/12 | V Girls Outdoor Track | Frosh Invitational | Away - Hand HS | 9:00 a.m. | 7:00am | |
| Sun., 4/13 | Miscellaneous Events | Girls Lax Practice | Home - Sheehan HS Riccitelli Field [Directions] | 3:00 p.m. | ||
| Mon., 4/14 | V Baseball | Fairfield Prep | Home - Sheehan HS Baseball Field [Directions] | L 7-5 | ||
| Mon., 4/14 | FR Baseball | Fairfield Prep | Home - Sheehan HS Baseball Field [Directions] | 1:00 p.m. | ||
| Mon., 4/14 | V Boys Lacrosse | Foran | Away - Foran High School - Turf Field [Directions] | L 16-8 | 2:30pm | |
| Mon., 4/14 | JV Boys Lacrosse | Foran | Away - Foran High School - Turf Field [Directions] | 4:30 p.m. | 2:30pm | |
| Mon., 4/14 | V Boys Tennis | Branford | Home - Sheehan HS Tennis Courts [Directions] | W 4-3 | ||
| Mon., 4/14 | V Girls Lacrosse | West Haven | Home - Sheehan HS Riccitelli Field [Directions] | L 9-7 | ||
| Mon., 4/14 | JV Girls Lacrosse | West Haven | Home - Sheehan HS Riccitelli Field [Directions] | 5:30 p.m. | ||
| Mon., 4/14 | V Softball | Cheshire | Away - Cheshire High softball field [Directions] | W 2-1 | 2:15pm | |
| Mon., 4/14 | JV Softball | Cheshire | Away - Cheshire High softball field [Directions] | 3:30 p.m. | 2:15pm | |
| Mon., 4/14 | V Girls Tennis | Mercy | Away - Wesleyan University [Directions] | L 4-3 | 11:00am | |
| Mon., 4/14 | School Holidays and Closings | Passover begins at sundown | ||||
| Tue., 4/15 | School Holidays and Closings | First day of Passover | ||||
| Wed., 4/16 | V Boys Lacrosse | West Haven | Away - Ken Strong Stadium [Directions] | W 11-6 | 3:15pm | |
| Wed., 4/16 | JV Boys Lacrosse | West Haven | Away - Ken Strong Stadium [Directions] | 5:00 p.m. | 3:15pm | |
| Wed., 4/16 | V Softball | Wilbur Cross | Home - Pragemann Park-Oak Street [Directions] | W 7-0 | ||
| Thu., 4/17 | V Baseball | Wilbur Cross | Away - Rice Field I [Directions] | W 14-0 | 1:30pm | |
| Thu., 4/17 | JV Baseball | Guilford | Home - Westside Field-South Street [Directions] | 3:45 p.m. | ||
| Thu., 4/17 | FR Baseball | Wilbur Cross | Away - Rice Field II [Directions] | 3:00 p.m. | 1:30pm | |
| Thu., 4/17 | V Boys Outdoor Track | Record Journal Invitational | Away - Coginchaug HS | 3:30 p.m. | 2:00pm | 2 buses |
| Thu., 4/17 | V Boys Tennis | Shelton | Away - Shelton High School Tennis Courts [Directions] | L 4-3 | 11:00am | |
| Thu., 4/17 | V Girls Lacrosse | Mercy | Home - Sheehan HS Riccitelli Field [Directions] | L 7-4 | ||
| Thu., 4/17 | JV Girls Lacrosse | Mercy | Home - Sheehan HS Riccitelli Field [Directions] | 4:00 p.m. | ||
| Thu., 4/17 | V Girls Outdoor Track | Record Journal Invitational | Away - Coginchaug HS | 3:30 p.m. | 2:00pm | 2 buses |
| Thu., 4/17 | V Softball | North Haven | Home - Pragemann Park-Oak Street [Directions] | W 9-5 | ||
| Thu., 4/17 | JV Softball | North Haven | Home - Pragemann Park-Oak Street [Directions] | 3:45 p.m. | ||
| Thu., 4/17 | V Girls Tennis | Hamden | Home - Sheehan HS Tennis Courts [Directions] | W 4-3 | ||
| Fri., 4/18 | School Holidays and Closings | Good Friday | ||||
| Sat., 4/19 | V Baseball | Guilford | Away - North Branford High School [Directions] | W 6-0 | 10:15am | |
| Sat., 4/19 | JV Baseball | Wilbur Cross | Home - Sheehan HS Baseball Field [Directions] | Cancelled | ||
| Sat., 4/19 | FR Baseball | Guilford | Away - Adams MS [Directions] | 12:00 p.m. | 10:15am | |
| Sat., 4/19 | V Boys Lacrosse | Shelton | Away - Shelton High School Finn Stadium [Directions] | L 17-10 | 9:00am | |
| Sat., 4/19 | JV Boys Lacrosse | Shelton | Away - Shelton High School Finn Stadium [Directions] | 11:00 a.m. | 9:00am | |
| Sat., 4/19 | V Boys Tennis | Lyman Hall | Home - Sheehan HS Tennis Courts [Directions] | W 6-1 | ||
| Sat., 4/19 | V Girls Lacrosse | Shelton | Home - Sheehan HS Riccitelli Field [Directions] | L 10-9 | ||
| Sat., 4/19 | JV Girls Lacrosse | Shelton | Home - Sheehan HS Riccitelli Field [Directions] | 3:00 p.m. | ||
| Sat., 4/19 | V Girls Tennis | East Haven | Home - Sheehan HS Tennis Courts [Directions] | W 7-0 | ||
| Sun., 4/20 | School Holidays and Closings | Easter Sunday | ||||
| Mon., 4/21 | V Baseball | Amity | Away - John Janenda Baseball Field @ Amity HS [Directions] | W 8-2 | 2:00pm | |
| Mon., 4/21 | V Boys Lacrosse | Notre Dame-West Haven | Home - Sheehan HS Riccitelli Field [Directions] | L 16-4 | ||
| Mon., 4/21 | JV Boys Lacrosse | Notre Dame-West Haven | Home - Sheehan HS Riccitelli Field [Directions] | 4:00 p.m. | ||
| Mon., 4/21 | V Boys Tennis | Jonathan Law | Home - Sheehan HS Tennis Courts [Directions] | W 6-1 | ||
| Mon., 4/21 | V Girls Lacrosse | Amity | Away - Amity High School - Field # 3 [Directions] | L 2-13 | 2:00pm | |
| Mon., 4/21 | JV Girls Lacrosse | Amity | Away - Amity High School - Field # 3 [Directions] | 4:00 p.m. | 2:00pm | |
| Mon., 4/21 | V Softball | Lyman Hall | Home - Pragemann Park-Oak Street [Directions] | W 9-0 | ||
| Mon., 4/21 | JV Softball | Lyman Hall | Home - Pragemann Park-Oak Street [Directions] | 3:45 p.m. | ||
| Mon., 4/21 | V Girls Tennis | Lyman Hall | Away - Lyman Hall- Doolittle Park [Directions] | W 5-2 | 2:40pm | |
| Tue., 4/22 | JV Baseball | Amity | Home - Sheehan HS Baseball Field [Directions] | 3:45 p.m. | ||
| Tue., 4/22 | V Boys Golf | Career Magnet, Wilbur Cross, Hillhouse | Away [Directions] | Sheehan-164 Cross-218 Career-225 Hillhouse-235 | 1:00pm | |
| Tue., 4/22 | V Girls Outdoor Track | East Haven, West Haven, Guilford | Home - Sheehan HS Riccitelli Field [Directions] | 3:45 p.m. | ||
| Tue., 4/22 | V Softball | Amity | Home - Pragemann Park-Oak Street [Directions] | L 1-0 | ||
| Tue., 4/22 | JV Softball | Amity | Home - Pragemann Park-Oak Street [Directions] | 3:45 p.m. | ||
| Tue., 4/22 | Miscellaneous Events | Unified Sports Bowling | Away - Sparetime Lanes-Bristol | 3:00 p.m. | 1:30pm | |
| Tue., 4/22 | School Holidays and Closings | Last day of Passover | ||||
| Wed., 4/23 | V Baseball | Cheshire | Home - Sheehan HS Baseball Field [Directions] | L 3-2 | ||
| Wed., 4/23 | FR Baseball | Cheshire | Home - Westside Field-South Street [Directions] | 3:45 p.m. | ||
| Wed., 4/23 | V Boys Outdoor Track | East Haven, Fairfield Prep, Foran | Home - Sheehan HS Riccitelli Field [Directions] | 3:45 p.m. | ||
| Wed., 4/23 | V Boys Tennis | Wilbur Cross | Home - Sheehan HS Tennis Courts [Directions] | W 7-0 | ||
| Wed., 4/23 | JV Girls Lacrosse | Nonnewaug (Scrim.) | Home - Sheehan HS Field Hockey/Lax Field [Directions] | 6:00 p.m. | ||
| Wed., 4/23 | V Softball | Shelton | Away - Shelton High School Softball Field [Directions] | W 6-3 | 2:00pm | |
| Wed., 4/23 | JV Softball | Shelton | Away - Shelton Intermediate School Softball Field [Directions] | Cancelled | ||
| Thu., 4/24 | V Baseball | Jonathan Law | Home - Sheehan HS Baseball Field [Directions] | W 6-1 | ||
| Thu., 4/24 | JV Baseball | Cheshire | Away - Cheshire High Baseball Field [Directions] | 4:00 p.m. | 2:30pm | |
| Thu., 4/24 | FR Baseball | Jonathan Law | Home - Westside Field-South Street [Directions] | 3:45 p.m. | ||
| Thu., 4/24 | V Boys Golf | Foran | Home - Farms Country Club [Directions] | Sheehan-182 Foran-208 | ||
| Thu., 4/24 | V Boys Tennis | Lyman Hall | Away - Lyman Hall- Doolittle Park [Directions] | W 4-3 | 4:45pm | |
| Thu., 4/24 | V Girls Lacrosse | Canton | Home - Sheehan HS Riccitelli Field [Directions] | L 11-9 | ||
| Thu., 4/24 | V Girls Tennis | Career Magnet | Home - Sheehan HS Tennis Courts [Directions] | W 4-3 | ||
| Thu., 4/24 | Miscellaneous Events | Unified Volleyball Practice | Home - Sheehan HS Gymnasium [Directions] | 2:00 p.m. | ||
| Fri., 4/25 | V Boys Lacrosse | Branford | Home - Sheehan HS Riccitelli Field [Directions] | L 7-12 | ||
| Fri., 4/25 | JV Boys Lacrosse | Branford | Home - Sheehan HS Field Hockey/Lax Field [Directions] | 4:00 p.m. | ||
| Fri., 4/25 | V Girls Outdoor Track | Cheshire Little C | Away - Cheshire HS | 3:30 p.m. | 2:15pm | |
| Fri., 4/25 | V Softball | Guilford | Away - Bittner Park - Guilford [Directions] | W 4-3 | 1:00pm | |
| Fri., 4/25 | JV Softball | Guilford | Away - Bittner Park - Guilford [Directions] | 2:45 p.m. | 1:00pm | |
| Sat., 4/26 | V Boys Lacrosse | Foran | Home - Sheehan HS Riccitelli Field [Directions] | L 7-17 | ||
| Sat., 4/26 | JV Boys Lacrosse | Foran | Home - Sheehan HS Riccitelli Field [Directions] | 3:00 p.m. | ||
| Sat., 4/26 | V Boys Outdoor Track | Meeghan Relays | Away - North Haven HS | 9:00 a.m. | 7:45am | |
| Sat., 4/26 | V Girls Outdoor Track | O'Grady Relays | Away - Danbury HS | 9:00 a.m. | 7:00am | |
| Mon., 4/28 | V Baseball | Lyman Hall | Home - Sheehan HS Baseball Field [Directions] | W 7-0 | ||
| Mon., 4/28 | FR Baseball | Lyman Hall | Away - Lyman Hall, Pat Wall Field [Directions] | 3:45 p.m. | ||
| Mon., 4/28 | V Boys Lacrosse | Jonathan Law | Home - Sheehan HS Riccitelli Field [Directions] | W 17-2 | ||
| Mon., 4/28 | V Boys Tennis | Career Magnet | Home - Sheehan HS Tennis Courts [Directions] | W 7-0 | ||
| Mon., 4/28 | JV Girls Lacrosse | Foran (Scrim.) | Away - Foran High School - Turf Field [Directions] | 4:30 p.m. | 2:30pm | |
| Mon., 4/28 | V Softball | Hamden | Away - HHS Softball Field [Directions] | W 8-0 | 2:15pm | |
| Mon., 4/28 | JV Softball | Hamden | Away - Bassett Field [Directions] | 3:45 p.m. | 2:15pm | |
| Tue., 4/29 | V Baseball | Shelton | Away - Shelton High School Baseball Field [Directions] | L 1-0 | 2:00pm | |
| Tue., 4/29 | JV Baseball | Lyman Hall | Away - Lyman Hall, Pat Wall Field [Directions] | 3:45 p.m. | 2:45pm | |
| Tue., 4/29 | FR Baseball | Shelton | Away - Nike Site - Shelton [Directions] | 4:00 p.m. | 2:00pm | |
| Tue., 4/29 | V Boys Golf | Branford | Away - Pine Orchard CC [Directions] | Sheehan-164 Branford-163 | 1:45pm | |
| Tue., 4/29 | V Boys Outdoor Track | Shelton | Home - Sheehan HS Riccitelli Field [Directions] | 3:45 p.m. | ||
| Tue., 4/29 | V Girls Lacrosse | Woodstock Academy | Away - Bentley Turf Field [Directions] | W 17-4 | 2:30pm | |
| Tue., 4/29 | JV Girls Lacrosse | Woodstock Academy | Away - Bentley Turf Field [Directions] | 6:30 p.m. | 2:30pm | |
| Tue., 4/29 | V Girls Outdoor Track | Cheshire, Sacred Heart Academy | Home - Sheehan HS Riccitelli Field [Directions] | 3:45 p.m. | ||
| Tue., 4/29 | V Girls Tennis | West Haven | Home - Sheehan HS Tennis Courts [Directions] | W 6-1 | ||
| Tue., 4/29 | Miscellaneous Events | Unified Volleyball Practice | Home - Sheehan HS Gymnasium [Directions] | 2:00 p.m. | ||
| Thu., 5/1 | V Boys Golf | East Haven | Away - Allling GC [Directions] | Sheehan-190 East Haven-176 | 1:00pm | |
| Thu., 5/1 | V Girls Tennis | Amity | Away - Amity High School [Directions] | L 0-7 | 2:40pm | |
| Thu., 5/1 | Miscellaneous Events | Unified Volleyball Practice | Home - Sheehan HS Gymnasium [Directions] | 2:00 p.m. | ||
| Fri., 5/2 | FR Baseball | Hamden | Away - Legion Field [Directions] | 3:45 p.m. | 2:15pm | |
| Fri., 5/2 | V Boys Lacrosse | Lyman Hall | Away - Lyman Hall Fitzgerald Field [Directions] | W 14-4 | 5:30pm | |
| Fri., 5/2 | V Boys Outdoor Track | Lyman Hall | Home - Sheehan HS Riccitelli Field [Directions] | 5:00 p.m. | ||
| Fri., 5/2 | V Boys Tennis | Fairfield Prep | Away - Walsh Athletic Center Courts, Fairfield University [Directions] | L 7-0 | 2:00pm | |
| Fri., 5/2 | V Girls Lacrosse | Lyman Hall | Away - Lyman Hall Fitzgerald Field [Directions] | W 19-2 | 4:15pm | |
| Fri., 5/2 | V Girls Outdoor Track | Lyman Hall | Home - Sheehan HS Riccitelli Field [Directions] | 5:00 p.m. | ||
| Fri., 5/2 | V Softball | West Haven | Home - Pragemann Park-Oak Street [Directions] | W 10-0 | ||
| Sat., 5/3 | V Baseball | Hamden | Away - HHS Baseball Field [Directions] | W 3-1 | 1:30pm | |
| Sat., 5/3 | JV Baseball | Hamden | Home - Sheehan HS Baseball Field [Directions] | 10:30 a.m. | ||
| Sat., 5/3 | JV Boys Lacrosse | Lyman Hall | Away - Lyman Hall Field #1 [Directions] | 10:00 a.m. | 9:00am | |
| Sat., 5/3 | JV Girls Lacrosse | Lyman Hall | Away - Lyman Hall HS Field 2 [Directions] | 10:00 a.m. | 9:00am | |
| Sun., 5/4 | Miscellaneous Events | Girls Lax Practice | Home - Sheehan HS Riccitelli Field [Directions] | 4:00 p.m. | ||
| Mon., 5/5 | V Baseball | Fairfield Prep | Away - Alumni Diamond, Fairfield University [Directions] | L 2-1 | 2:00pm | |
| Mon., 5/5 | FR Baseball | Fairfield Prep | Home - Sheehan HS Baseball Field [Directions] | 3:45 p.m. | ||
| Mon., 5/5 | V Boys Tennis | Cheshire | Away - Cheshire High School Tennis Courts [Directions] | L 5-2 | 2:30pm | |
| Mon., 5/5 | V Girls Lacrosse | North Haven | Home - Sheehan HS Riccitelli Field [Directions] | W 17-11 | ||
| Mon., 5/5 | JV Girls Lacrosse | North Haven | Home - Sheehan HS Riccitelli Field [Directions] | 5:30 p.m. | ||
| Mon., 5/5 | V Softball | Cheshire | Home - Pragemann Park-Oak Street [Directions] | L 4-0 | ||
| Mon., 5/5 | JV Softball | Cheshire | Home - Pragemann Park-Oak Street [Directions] | 3:45 p.m. | ||
| Tue., 5/6 | JV Baseball | Fairfield Prep | Home - Sheehan HS Baseball Field [Directions] | 3:45 p.m. | ||
| Tue., 5/6 | V Boys Golf | Jonathan Law | Home - Farms Country Club [Directions] | Sheehan-189 Jonathan Law-192 | ||
| Tue., 5/6 | V Boys Lacrosse | Jonathan Law | Away - Jonathan Law Turf Field [Directions] | W 16-1 | 2:30pm | |
| Tue., 5/6 | JV Boys Lacrosse | Jonathan Law | Away - Jonathan Law Turf Field [Directions] | 4:30 p.m. | 2:30pm | |
| Tue., 5/6 | V Boys Outdoor Track | North Haven, Hopkins School | Home - Sheehan HS Riccitelli Field [Directions] | 3:45 p.m. | ||
| Tue., 5/6 | V Girls Outdoor Track | Hopkins School | Home - Sheehan HS Riccitelli Field [Directions] | 3:45 p.m. | ||
| Tue., 5/6 | V Girls Tennis | Guilford | Away - Tennis Courts at GHS [Directions] | L 6-1 | 2:40pm | |
| Tue., 5/6 | Miscellaneous Events | MS Unified Volleyball Tournament | Home - Sheehan HS Gymnasium [Directions] | 2:00 p.m. | ||
| Wed., 5/7 | V Baseball | Amity | Home - Sheehan HS Baseball Field [Directions] | L 7-5 | ||
| Wed., 5/7 | FR Baseball | Amity | Home - Westside Field-South Street [Directions] | 3:45 p.m. | ||
| Wed., 5/7 | V Boys Golf | Foran | Away - Grassy Hill Country Club [Directions] | Sheehan-191 Foran-181 | 1:45pm | |
| Wed., 5/7 | V Boys Tennis | Amity | Home - Sheehan HS Tennis Courts [Directions] | L 7-0 | ||
| Wed., 5/7 | V Softball | Lyman Hall | Away - Lyman Hall Varsity Softball Field [Directions] | W 8-4 | 2:30pm | |
| Wed., 5/7 | JV Softball | Lyman Hall | Away - Lyman Hall JV Softball Field [Directions] | 3:45 p.m. | 2:30pm | |
| Thu., 5/8 | V Boys Golf | Branford | Home - Farms Country Club [Directions] | Sheehan-170 Branford-175 | ||
| Thu., 5/8 | V Girls Lacrosse | Shelton | Away - Shelton High School Finn Stadium [Directions] | L 12-9 | 3:45pm | |
| Thu., 5/8 | JV Girls Lacrosse | Shelton | Away - Shelton High School Finn Stadium [Directions] | 5:30 p.m. | 3:45pm | |
| Thu., 5/8 | FR Softball | East Haven | Away - East Haven High School [Directions] | Cancelled | 2:15pm | |
| Thu., 5/8 | Miscellaneous Events | Unified Sports Volleyball Tournament | Away - Branford HS | 3:00 p.m. | 1:15pm | |
| Fri., 5/9 | V Boys Lacrosse | Wilbur Cross | Away - Wilbur Cross Athletic Complex [Directions] | W 17-1 | 2:00pm | |
| Fri., 5/9 | JV Boys Lacrosse | Wilbur Cross | Away [Directions] | Cancelled | ||
| Fri., 5/9 | V Boys Outdoor Track | Co-ed Meet | Away - Amity HS | 5:00 p.m. | 3:30pm | |
| Fri., 5/9 | V Boys Tennis | Daniel Hand | Home - Sheehan HS Tennis Courts [Directions] | L 7-0 | ||
| Fri., 5/9 | V Girls Outdoor Track | Co-Ed Meet | Away - Amity HS | 5:00 p.m. | 3:30pm | |
| Sat., 5/10 | V Boys Outdoor Track | Co-Ed Meet | Away - Amity HS | 9:30 a.m. | 8:00am | |
| Sat., 5/10 | V Girls Lacrosse | Valley Regional | Away - Valley Regional Hockey Field [Directions] | W 16-6 | 9:45am | |
| Sat., 5/10 | JV Girls Lacrosse | Valley Regional | Away - Valley Regional High School [Directions] | 12:00 p.m. | 9:45am | |
| Sat., 5/10 | V Softball | Amity | Away - Amity High School [Directions] | L 2-0 | 11:15am | |
| Sat., 5/10 | FR Softball | Hamden | Away - HHS Softball Field [Directions] | Cancelled | 9:00am | |
| Sun., 5/11 | School Holidays and Closings | Mothers Day | ||||
| Mon., 5/12 | V Baseball | Cheshire | Away - Cheshire High Baseball Field [Directions] | L 6-4 | 2:45pm | |
| Mon., 5/12 | FR Baseball | Cheshire | Away - Bartlem park [Directions] | 4:00 p.m. | 2:45pm | |
| Mon., 5/12 | V Boys Golf | North Haven | Away - Wallingford CC [Directions] | Sheehan-175 North Haven-172 | ||
| Mon., 5/12 | V Boys Lacrosse | Hamden | Away - HHS Turf Field [Directions] | L 2-17 | 3:15pm | |
| Mon., 5/12 | JV Boys Lacrosse | Hamden | Away - HHS Turf Field [Directions] | 6:30 p.m. | 3:15pm | |
| Mon., 5/12 | V Boys Tennis | Shelton | Home - Sheehan HS Tennis Courts [Directions] | W 5-2 | ||
| Mon., 5/12 | V Softball | Shelton | Home - Pragemann Park-Oak Street [Directions] | W 6-1 | ||
| Mon., 5/12 | Miscellaneous Events | Moran Track Meet | Home - Sheehan HS Riccitelli Field [Directions] | 3:45 p.m. | ||
| Tue., 5/13 | V Baseball | Branford | Home - Sheehan HS Baseball Field [Directions] | W 8-0 | ||
| Tue., 5/13 | JV Baseball | Cheshire | Away - Cheshire High Baseball Field [Directions] | 3:45 p.m. | 2:45pm | |
| Tue., 5/13 | FR Baseball | Branford | Home - Westside Field-South Street [Directions] | 3:45 p.m. | ||
| Tue., 5/13 | V Boys Golf | Wilbur Cross | Away - Alling Memorial [Directions] | Sheehan-175 Cross-238 | 1:00pm | |
| Tue., 5/13 | V Boys Tennis | Foran | Away - Foran High School [Directions] | W 7-0 | 2:00pm | |
| Tue., 5/13 | V Girls Lacrosse | Hamden | Home - Sheehan HS Riccitelli Field [Directions] | L 11-2 | ||
| Tue., 5/13 | JV Girls Lacrosse | Hamden | Home - Sheehan HS Riccitelli Field [Directions] | 5:30 p.m. | ||
| Tue., 5/13 | V Girls Outdoor Track | Hamden | Away - HHS Track [Directions] | 3:45 p.m. | 2:15pm | |
| Tue., 5/13 | V Girls Tennis | Mercy | Home - Sheehan HS Tennis Courts [Directions] | W 5-2 | ||
| Wed., 5/14 | V Baseball | Lyman Hall | Away - Lyman Hall, Pat Wall Field [Directions] | W 2-1 | 5:45pm | |
| Wed., 5/14 | FR Baseball | Lyman Hall | Home - Sheehan HS Baseball Field [Directions] | 3:45 p.m. | ||
| Wed., 5/14 | V Boys Golf | Jonathan Law | Away - Orange Hills C.C. [Directions] | Sheehan-181 Law-193 | 1:45pm | |
| Wed., 5/14 | V Boys Outdoor Track | West Haven, Notre Dame-West Haven | Away - WHHS - Marnell Track [Directions] | 3:45 p.m. | 2:00pm | |
| Wed., 5/14 | V Softball | Hamden | Home - Sheehan HS Softball Field [Directions] | W 3-2 | ||
| Wed., 5/14 | JV Softball | Hamden | Home - Pragemann Park-Oak Street [Directions] | 3:45 p.m. | ||
| Wed., 5/14 | V Girls Tennis | Shelton | Home - Sheehan HS Tennis Courts [Directions] | L 4-3 | ||
| Wed., 5/14 | Miscellaneous Events | Team Pics Golf, BLax, BTen | Home [Directions] | 2:15 p.m. | ||
| Thu., 5/15 | JV Baseball | Lyman Hall | Home - Sheehan HS Baseball Field [Directions] | 3:45 p.m. | ||
| Thu., 5/15 | V Boys Golf | East Haven | Home - Farms Country Club [Directions] | Sheehan-183 East Haven-176 | ||
| Thu., 5/15 | V Boys Lacrosse | Amity | Home - Sheehan HS Riccitelli Field [Directions] | L 13-3 | ||
| Thu., 5/15 | JV Boys Lacrosse | Amity | Home - Sheehan HS Riccitelli Field [Directions] | 6:00 p.m. | ||
| Thu., 5/15 | V Boys Tennis | North Haven | Away - North Haven Athletic Complex [Directions] | W 5-2 | 2:15pm | |
| Thu., 5/15 | JV Girls Lacrosse | Foran (Scrim.) | Home - Sheehan HS Field Hockey/Lax Field [Directions] | 6:00 p.m. | ||
| Thu., 5/15 | V Softball | Career Magnet | Away - East Shore Athletic Complex [Directions] | W 19-1 | 2:15pm | |
| Thu., 5/15 | V Girls Tennis | Foran | Away - Foran High School [Directions] | W 4-2 | 2:40pm | |
| Thu., 5/15 | Miscellaneous Events | Team Pics Base, SB | Home [Directions] | 2:15 p.m. | ||
| Fri., 5/16 | V Boys Lacrosse | North Haven | Home - Sheehan HS Riccitelli Field [Directions] | L 15-6 | ||
| Fri., 5/16 | V Girls Tennis | Guilford | Away - Guilford Racket Club [Directions] | L 5-2 | 2:40pm | |
| Sat., 5/17 | V Boys Tennis | Jonathan Law | Away - Law Tennis Courts [Directions] | W 6-1 | 8:45am | |
| Sat., 5/17 | V Girls Lacrosse | Sacred Heart Academy | Home - Sheehan HS Riccitelli Field [Directions] | L 10-9 | ||
| Sat., 5/17 | JV Girls Lacrosse | Sacred Heart Academy | Home - Sheehan HS Riccitelli Field [Directions] | 11:00 a.m. | ||
| Sat., 5/17 | Miscellaneous Events | Junior Prom | Home [Directions] | 6:00 p.m. | ||
| Sun., 5/18 | V Girls Tennis | North Haven | Home - Sheehan HS Tennis Courts [Directions] | L 4-3 | ||
| Mon., 5/19 | V Baseball | Jonathan Law | Away - Law Baseball Field [Directions] | W 2-0 | 2:00pm | |
| Mon., 5/19 | FR Baseball | Jonathan Law | Away - Milford Academy Field [Directions] | 3:45 p.m. | 2:00pm | |
| Mon., 5/19 | V Boys Outdoor Track | SCC East Sectional | Away - Amity HS | 2:30 p.m. | 12:30pm | |
| Mon., 5/19 | V Boys Tennis | Guilford | Away - Tennis Courts at GHS [Directions] | L 7-0 | 2:00pm | |
| Mon., 5/19 | V Girls Lacrosse | North Haven | Away - North Haven Athletic Complex [Directions] | W 13-10 | 2:30pm | |
| Mon., 5/19 | JV Girls Lacrosse | North Haven | Away - North Haven Athletic Complex [Directions] | 3:45 p.m. | 2:30pm | |
| Mon., 5/19 | V Girls Outdoor Track | SCC East Sectional | Away - Amity HS | 2:30 p.m. | 12:30pm | |
| Mon., 5/19 | V Softball | Guilford | Home - Pragemann Park-Oak Street [Directions] | W 3-2 | ||
| Mon., 5/19 | JV Softball | Guilford | Home - Pragemann Park-Oak Street [Directions] | 4:30 p.m. | ||
| Mon., 5/19 | V Girls Tennis | Jonathan Law | Home - Sheehan HS Tennis Courts [Directions] | W 5-2 | ||
| Tue., 5/20 | V Baseball | Guilford | Home - Sheehan HS Baseball Field [Directions] | W 7-1 | ||
| Tue., 5/20 | FR Baseball | Guilford | Home - Westside Field-South Street [Directions] | 3:00 p.m. | ||
| Tue., 5/20 | V Boys Golf | Lyman Hall | Away - Wallingford Country Club [Directions] | Sheehan-165 Lyman Hall-181 | ||
| Tue., 5/20 | V Girls Tennis | Sacred Heart Academy | Home - Sheehan HS Tennis Courts [Directions] | W 4-3 | ||
| Tue., 5/20 | Miscellaneous Events | Team Pics BTrack, GTen, GLax | Home [Directions] | 2:15 p.m. | ||
| Tue., 5/20 | Miscellaneous Events | Moran Track Meet | Home - Sheehan HS Riccitelli Field [Directions] | 3:45 p.m. | ||
| Tue., 5/20 | Miscellaneous Events | Varsity Scholar Ceremony | Home - Sheehan HS [Directions] | 6:00 p.m. | ||
| Wed., 5/21 | V Baseball | Wilbur Cross | Home - Sheehan HS Baseball Field [Directions] | W 16-3 | ||
| Wed., 5/21 | FR Baseball | Wilbur Cross | Home - Westside Field-South Street [Directions] | 3:45 p.m. | ||
| Wed., 5/21 | V Boys Tennis | Branford | Away - Branford High School-Tennis courts [Directions] | L 4-3 | 2:00pm | |
| Wed., 5/21 | V Softball | North Haven | Away - North Haven Athletic Complex [Directions] | W 2-1 | 5:15pm | |
| Wed., 5/21 | JV Softball | North Haven | Away - North Haven Athletic Complex - Brook Field [Directions] | 3:45 p.m. | 2:15pm | |
| Wed., 5/21 | V Girls Tennis | Lyman Hall | Home - Sheehan HS Tennis Courts [Directions] | W 6-1 | ||
| Thu., 5/22 | JV Baseball | Wilbur Cross | Away - Rice Field II [Directions] | Cancelled | ||
| Thu., 5/22 | V Boys Golf | Chappa Tournament | Away - Longshore CC | 8:00 a.m. | ||
| Thu., 5/22 | V Boys Golf | Middletown, Bristol Central | Away - Lyman Orchards GC [Directions] | Cancelled | ||
| Thu., 5/22 | V Boys Golf | Platt, Middletown | Away - Hunters GC [Directions] | Sheehan-201 Middletown-197 Platt-196 | ||
| Thu., 5/22 | V Boys Lacrosse | Lyman Hall | Home - Sheehan HS Riccitelli Field [Directions] | L 5-4 | ||
| Thu., 5/22 | V Girls Lacrosse | Lyman Hall | Home - Sheehan HS Riccitelli Field [Directions] | W 15-4 | ||
| Fri., 5/23 | JV Baseball | Shelton | Home - Sheehan HS Baseball Field [Directions] | 3:45 p.m. | ||
| Fri., 5/23 | JV Boys Lacrosse | Lyman Hall | Home - Sheehan HS Riccitelli Field [Directions] | 5:00 p.m. | ||
| Fri., 5/23 | JV Girls Lacrosse | Lyman Hall | Home - Sheehan HS Riccitelli Field [Directions] | 6:30 p.m. | ||
| Fri., 5/23 | V Softball | Wilbur Cross | Away - Blake Field I [Directions] | W 7-2 | 2:15pm | |
| Fri., 5/23 | JV Softball | Wilbur Cross | Away - Blake Field II [Directions] | Cancelled | ||
| Fri., 5/23 | Miscellaneous Events | Senior Outing | 8:00 a.m. | |||
| Sat., 5/24 | V Girls Lacrosse | Valley Regional | Home - Sheehan HS Riccitelli Field [Directions] | W 11-10 | ||
| Sat., 5/24 | JV Girls Lacrosse | Valley Regional | Home - Sheehan HS Field Hockey/Lax Field [Directions] | 5:00 p.m. | ||
| Sat., 5/24 | V Girls Outdoor Track | Lady Titan Relays | Home - Sheehan HS Riccitelli Field [Directions] | 10:00 a.m. | ||
| Sat., 5/24 | V Girls Tennis | Jonathan Law | Away - Law Tennis Courts [Directions] | W 6-1 | 8:30am | |
| Sun., 5/25 | V Girls Tennis | Daniel Hand | Away - DHHS [Directions] | L 1-6 | 9:00am | |
| Mon., 5/26 | School Holidays and Closings | Memorial Day | ||||
| Tue., 5/27 | V Boys Golf | SCC Tournament | Away - Racebrook CC | 8:00 a.m. | ||
| Tue., 5/27 | V Boys Outdoor Track | SCC Championship Meet | Home - Sheehan HS Riccitelli Field [Directions] | 1:00 p.m. | ||
| Tue., 5/27 | V Girls Outdoor Track | SCC Championship Meet | Home - Sheehan HS Riccitelli Field [Directions] | 1:00 p.m. | ||
| Tue., 5/27 | V Girls Tennis | Guilford | Away - Tennis Courts at GHS [Directions] | L 6-1 | 3:30pm | SCC Tournament-Quarterfinals |
| Wed., 5/28 | V Baseball | West Haven (Scrim.) | Home - Westside Field-South Street [Directions] | 3:45 p.m. | ||
| Wed., 5/28 | V Softball | Jonathan Law | Home - Pragemann Park-Oak Street [Directions] | L 5-1 | SCC Tournament-Quarterfinals | |
| Wed., 5/28 | V Girls Tennis | Woodstock Academy | Away - Bentley Tennis Courts [Directions] | W 6-1 | 2:40pm | |
| Thu., 5/29 | V Boys Golf | Cheshire | Away - Farms Country Club [Directions] | Sheehan-187 Cheshire-155 | ||
| Thu., 5/29 | V Boys Outdoor Track | SCC Novice Meet | Away - Shelton HS | 3:30 p.m. | 2:00pm | |
| Thu., 5/29 | V Boys Tennis | Immaculate | Home - Sheehan HS Tennis Courts [Directions] | W 7-0 | ||
| Thu., 5/29 | V Girls Outdoor Track | SCC Novice Meet | Away - North Haven HS | 3:30 p.m. | 2:00pm | |
| Fri., 5/30 | V Girls Lacrosse | Pomperaug | Away - Sports Complex & Track [Directions] | L 14-6 | 3:30pm | CIAC Tournament-Opening Round |
| Fri., 5/30 | Miscellaneous Events | Relay for Life | Home - Sheehan HS Riccitelli Field [Directions] | 8:00 a.m. | All Day | |
| Sat., 5/31 | V Boys Lacrosse | Old Saybrook | Away - Old Saybrook High School [Directions] | L 11-8 | 9:45am | CIAC Tournament-Opening Round |
| Sat., 5/31 | V Boys Tennis | CIAC Class M Tournament | Away - Yale University Tennis Courts | 9:00 a.m. | 6:45am | |
| Sat., 5/31 | V Girls Tennis | Rocky Hill | Away - Rocky Hill HS [Directions] | W 5-2 | 8:30am | CIAC Tournament-Opening Round |
| Sat., 5/31 | Miscellaneous Events | Relay for Life | Home - Sheehan HS Riccitelli Field [Directions] | 8:00 a.m. | All Day | |
| Sat., 5/31 | Miscellaneous Events | Senior Prom | 6:00 p.m. | |||
| Sun., 6/1 | V Boys Tennis | CIAC Class M Tournament | Away - Yale University Tennis Courts | 12:30 p.m. | 11:00am | |
| Mon., 6/2 | V Baseball | Ledyard | Home - Sheehan HS Baseball Field [Directions] | L 3-2 | CIAC Tournament-First Round | |
| Mon., 6/2 | V Boys Outdoor Track | CIAC Class M Championship | Away - Sheehan HS [Directions] | 2:00 p.m. | ||
| Mon., 6/2 | V Boys Tennis | CIAC Class M Tournament | Away - Yale University Tennis Courts | 1:00 p.m. | 11:00am | |
| Mon., 6/2 | V Girls Tennis | Bethel | Home - Sheehan HS Tennis Courts [Directions] | W 5-2 | CIAC Tournament-First Round | |
| Mon., 6/2 | Miscellaneous Events | CIAC Track Meet | Home - Sheehan HS Riccitelli Field [Directions] | 2:00 p.m. | ||
| Tue., 6/3 | V Girls Outdoor Track | CIAC Class MM Championship | Away - Middletown HS [Directions] | 2:30 p.m. | 12:30pm | |
| Tue., 6/3 | V Softball | Jonathan Law | Home - Pragemann Park-Oak Street [Directions] | L 3-1 | CIAC Tournament-Second Round | |
| Tue., 6/3 | V Girls Tennis | Avon | Away - Avon Middle School [Directions] | W 4-3 | 12:30pm | CIAC Tournament-Quarterfinals |
| Wed., 6/4 | V Girls Tennis | Weston | Away - WHS Tennis Courts [Directions] | L 7-0 | 12:30pm | CIAC Tournament-Semifinals |
| Sat., 6/7 | V Girls Tennis | CIAC Doubles Tournament | Away - Hall HS-West Hartford | 1:00 p.m. | ||
| Mon., 6/9 | V Boys Golf | CIAC Div. III Championship | Away - Tallwood CC - Hebron [Directions] | 7:00 a.m. | ||
| Mon., 6/9 | V Boys Outdoor Track | CIAC Open Championship | Away - Middletown [Directions] | 1:30 p.m. | 11:30am | |
| Mon., 6/9 | V Girls Outdoor Track | CIAC Open Championship | Away - Middletown [Directions] | 1:30 p.m. | 11:30am | |
| Tue., 6/10 | Miscellaneous Events | Intramural VB Tournament | Home - Sheehan HS Gymnasium [Directions] | 2:00 p.m. | ||
| Sat., 6/14 | V Boys Outdoor Track | New England Championship | Away - Norwell (MA) HS | TBA | ||
| Sat., 6/14 | V Girls Outdoor Track | New England Championship | Away - Norwell (MA) HS | TBA | ||
| Sun., 6/15 | School Holidays and Closings | Fathers Day | ||||
| Mon., 6/16 | V Boys Golf | New England Championships | Away - Bretwood GC - Keene, NH | TBA | ||
| Tue., 6/17 | V Boys Outdoor Track | CIAC Decathlon Champ. | Away - USCG Academy [Directions] | 11:00 a.m. | ||
| Tue., 6/17 | V Girls Outdoor Track | CIAC Heptathlon/Hammer/Steeplechase Champ. | Away - USCG Academy | 11:30 a.m. | ||
| Wed., 6/18 | V Boys Outdoor Track | CIAC Decathlon/Hammer/Steeplechase Champ. | Away - Willowbrook Park - New Britain [Directions] | 11:00 a.m. | ||
| Wed., 6/18 | V Girls Outdoor Track | CIAC Heptathlon Champ. | Away - USCG Academy [Directions] | 11:00 a.m. | ||