| Cromwell 2015-16 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 574 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| TBA | JV Baseball | East Hampton | Home - Cromwell HS [Directions] | Cancelled | Cancelled | |
| TBA | JV Baseball | Manchester | Away - Manchester HS [Directions] | Cancelled | Cancelled | |
| TBA | JV Baseball | Morgan | Home - Cromwell HS [Directions] | Cancelled | Cancelled | |
| TBA | JV Baseball | Morgan | Away - Indian River Complex [Directions] | Cancelled | Cancelled | |
| TBA | JV Baseball | Xavier (Scrim.) | Away - Xavier H.S. [Directions] | TBA | ||
| TBA | JV Baseball | Creed | Away - East Shore Athletic Complex | Cancelled | Cancelled | |
| TBA | JV Baseball | Old Saybrook | Away - Old Saybrook HS [Directions] | Cancelled | Cancelled | |
| TBA | JV Baseball | Naugatuck | Away - Rotary Field [Directions] | TBA | ||
| TBA | JV Football | North Branford | Away - Colafati Field - NBHS [Directions] | 10:30 a.m. | ||
| TBA | JV Football | Coginchaug/Hale Ray/East Hampton | Home - Pierson Park, Cromwell [Directions] | 3:45 p.m. | ||
| TBA | JV Boys Lacrosse | Vinal-Goodwin (Scrim.) | Away - Vinal Tech Field [Directions] | Cancelled | Cancelled | |
| TBA | JV Boys Lacrosse | North Branford | Home - Cromwell HS [Directions] | 5:30 p.m. | ||
| TBA | FR Girls Basketball | Coginchaug | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | TBA | ||
| TBA | JV Girls Soccer | Morgan | Away - Morgan HS [Directions] | TBA | ||
| TBA | JV Softball | Hale Ray | Home - Cromwell HS [Directions] | 4:00 p.m. | ||
| TBA | JV Softball | Haddam-Killingworth | Home - Cromwell HS [Directions] | Cancelled | Cancelled | |
| Mon., 8/31 | V Football | Sacred Heart (Scrim.) | Away - Sacred Heart HS | 3:30 p.m. | ||
| Mon., 8/31 | V Boys Soccer | Lyman Memorial (Scrim.) | Away - Lyman Memorial Soccer Complex [Directions] | 3:45 p.m. | ||
| Mon., 8/31 | V Girls Soccer | Rocky Hill (Scrim.) | Away - Rocky Hill HS [Directions] | 6:00 p.m. | ||
| Wed., 9/2 | V Girls Volleyball | Daniel Hand (Scrim.) | Away - DHHS Gym [Directions] | 4:30 p.m. | ||
| Thu., 9/3 | V Boys Soccer | St. Paul Catholic (Scrim.) | Home - Cromwell HS [Directions] | 3:45 p.m. | ||
| Fri., 9/4 | V Boys Cross Country | Avon, Berlin, Granby Memorial (Scrim.) | Home - Cromwell HS [Directions] | 4:00 p.m. | ||
| Fri., 9/4 | V Football | Granby/Canton (Scrim.) | Away - Granby Memorial HS [Directions] | 6:00 p.m. | ||
| Fri., 9/4 | JV Football | Granby/Canton (Scrim.) | Away - Granby Memorial HS [Directions] | 6:00 p.m. | ||
| Fri., 9/4 | V Girls Cross Country | Avon, Berlin, Granby Memorial (Scrim.) | Home - Cromwell HS [Directions] | 4:00 p.m. | ||
| Fri., 9/4 | V Girls Volleyball | Middletown (Scrim.) | Home - Cromwell HS [Directions] | 4:00 p.m. | ||
| Sat., 9/5 | V Girls Volleyball | Hamden (Scrim.) | Away - HHS Gym [Directions] | 9:00 a.m. | ||
| Tue., 9/8 | V Girls Volleyball | SMSA (Scrim.) | Away - SMSA GYMNASIUM [Directions] | 4:00 p.m. | ||
| Wed., 9/9 | V Boys Soccer | Jonathan Law (Scrim.) | Away - Jonathan Law HS Stadium [Directions] | 6:00 p.m. | ||
| Wed., 9/9 | V Girls Soccer | East Hartford (Scrim.) | Home - Cromwell HS [Directions] | 6:00 p.m. | ||
| Wed., 9/9 | V Girls Volleyball | Valley Regional (Scrim.) | Away - Valley Regional HS [Directions] | 3:30 p.m. | ||
| Fri., 9/11 | V Girls Soccer | Valley Regional | Home - Cromwell HS [Directions] | 7:00 p.m. | L 2-4 | |
| Fri., 9/11 | JV Girls Soccer | Valley Regional | Home - Cromwell HS [Directions] | 5:00 p.m. | ||
| Fri., 9/11 | V Girls Volleyball | Haddam-Killingworth | Home - Cromwell HS [Directions] | 5:30 p.m. | W 3-2 | |
| Fri., 9/11 | JV Girls Volleyball | Haddam-Killingworth | Home - Cromwell HS [Directions] | 4:00 p.m. | ||
| Sat., 9/12 | V Boys Cross Country | Windham Invitational | Away - Windham HS | 9:00 a.m. | ||
| Sat., 9/12 | V Football | Coginchaug/Hale Ray/East Hampton | Away - CRHS Stadium Field & Track [Directions] | 1:00 p.m. | W 20-14 | |
| Sat., 9/12 | V Boys Soccer | Valley Regional | Away - VRHS Football Field [Directions] | 3:45 p.m. | L 2-4 | non-seeded game |
| Sat., 9/12 | V Girls Cross Country | Windham | Away - Windham HS [Directions] | 9:00 a.m. | ||
| Tue., 9/15 | V Girls Swimming and Diving | Middletown | Away - Middletown HS [Directions] | 4:00 p.m. | L | |
| Tue., 9/15 | V Girls Volleyball | Hale Ray | Home - Cromwell HS [Directions] | 5:30 p.m. | L 0-3 | |
| Tue., 9/15 | JV Girls Volleyball | Hale Ray | Home - Cromwell HS [Directions] | 4:00 p.m. | ||
| Wed., 9/16 | V Boys Soccer | Valley Regional | Home - Cromwell HS [Directions] | 3:45 p.m. | T 1-1 | |
| Wed., 9/16 | V Girls Soccer | Valley Regional | Away - VRHS Football Field [Directions] | 3:45 p.m. | L 1-4 | Non-seeded game |
| Thu., 9/17 | JV Boys Soccer | Valley Regional | Away - Valley Regional HS [Directions] | 3:45 p.m. | ||
| Thu., 9/17 | JV Girls Soccer | Valley Regional | Away - Valley Regional HS [Directions] | 3:45 p.m. | ||
| Thu., 9/17 | V Girls Volleyball | East Hampton | Away - East Hampton HS [Directions] | 6:00 p.m. | L 1-3 | |
| Fri., 9/18 | V Football | Stafford/East Windsor/Somers | Home - Pierson Park, Cromwell [Directions] | 6:30 p.m. | W 39-7 | |
| Fri., 9/18 | JV Boys Soccer | Valley Regional | Home - Cromwell HS [Directions] | 3:45 p.m. | ||
| Fri., 9/18 | V Girls Soccer | Coginchaug | Home - Cromwell HS [Directions] | 6:30 p.m. | T 1-1 | |
| Fri., 9/18 | JV Girls Soccer | Coginchaug | Home - Cromwell HS [Directions] | 3:45 p.m. | ||
| Fri., 9/18 | V Girls Swimming and Diving | East Catholic | Home - Rocky Hill HS [Directions] | 3:45 p.m. | L | |
| Sat., 9/19 | V Boys Cross Country | CT River Championships | Home - Cromwell HS [Directions] | 8:30 a.m. | ||
| Sat., 9/19 | JV Football | Stafford/East Windsor/Somers | Away - Stafford High, Lighted field behind school [Directions] | 10:30 a.m. | ||
| Sat., 9/19 | V Boys Soccer | Coginchaug | Home - Cromwell HS [Directions] | 6:30 p.m. | W 4-3 | |
| Sat., 9/19 | V Girls Cross Country | CT River Valley Championships | Home - Cromwell HS [Directions] | 8:30 a.m. | ||
| Sat., 9/19 | V Girls Volleyball | North Branford | Home - Cromwell HS [Directions] | 5:30 p.m. | W 3-1 | |
| Sat., 9/19 | JV Girls Volleyball | North Branford | Home - Cromwell HS [Directions] | 4:00 p.m. | ||
| Mon., 9/21 | V Girls Soccer | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:45 p.m. | L 2-3 | |
| Mon., 9/21 | V Girls Volleyball | Coginchaug | Away - Maynard Stender Gymnasium @ CRHS [Directions] | 5:30 p.m. | L 1-3 | |
| Mon., 9/21 | JV Girls Volleyball | Coginchaug | Away - Maynard Stender Gymnasium @ CRHS [Directions] | 3:45 p.m. | ||
| Tue., 9/22 | JV Boys Soccer | Coginchaug | Away - CRHS Stadium Field & Track [Directions] | 3:15 p.m. | ||
| Tue., 9/22 | V Girls Swimming and Diving | E.O. Smith/Tolland | Away - Mansfield Community Center Pool [Directions] | 4:00 p.m. | L | |
| Thu., 9/24 | V Boys Soccer | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:45 p.m. | W 2-0 | |
| Thu., 9/24 | V Girls Soccer | Shelton | Away - Shelton HS Finn Stadium [Directions] | 7:15 p.m. | L 2-3 | |
| Fri., 9/25 | JV Boys Soccer | Haddam-Killingworth | Home - Cromwell HS [Directions] | 3:45 p.m. | ||
| Fri., 9/25 | V Girls Soccer | Hale Ray | Home - Cromwell HS [Directions] | 6:30 p.m. | W 9-3 | |
| Fri., 9/25 | JV Girls Soccer | Middletown | Home - Cromwell HS [Directions] | 4:00 p.m. | ||
| Fri., 9/25 | V Girls Swimming and Diving | Manchester/Bacon/Bolton/Coventry/Rockville | Home - Rocky Hill HS [Directions] | 3:45 p.m. | W | |
| Fri., 9/25 | V Girls Volleyball | Old Lyme | Away - Old Lyme HS [Directions] | 5:30 p.m. | W 3-1 | |
| Fri., 9/25 | JV Girls Volleyball | Old Lyme | Away - Old Lyme HS [Directions] | 4:00 p.m. | ||
| Sat., 9/26 | V Boys Cross Country | Farmington | Away - Winding Trails Invitational [Directions] | 9:00 a.m. | ||
| Sat., 9/26 | V Football | Ellington | Away - Ellington HS [Directions] | 1:00 p.m. | L 20-34 | |
| Sat., 9/26 | V Boys Soccer | Hale Ray | Home - Cromwell HS [Directions] | 6:30 p.m. | W 3-1 | |
| Sat., 9/26 | V Girls Cross Country | Farmington | Away - Farmington HS [Directions] | 9:00 a.m. | ||
| Sat., 9/26 | V Girls Volleyball | Valley Regional | Home - Cromwell HS [Directions] | 2:30 p.m. | L 1-3 | |
| Sat., 9/26 | JV Girls Volleyball | Valley Regional | Home - Cromwell HS [Directions] | 1:00 p.m. | ||
| Mon., 9/28 | JV Football | Ellington | Home - Pierson Park, Cromwell [Directions] | 4:00 p.m. | ||
| Mon., 9/28 | JV Boys Soccer | Hale Ray | Away - Hale-Ray HS, Nevers Field [Directions] | 3:45 p.m. | ||
| Mon., 9/28 | V Girls Soccer | Old Saybrook | Away - Old Saybrook HS [Directions] | 3:45 p.m. | T 2-2 | |
| Mon., 9/28 | V Girls Volleyball | Creed | Away - Clemente Leadership Academy | 5:30 p.m. | W 3-0 | |
| Mon., 9/28 | JV Girls Volleyball | Creed | Away - Clemente Leadership Academy | 4:00 p.m. | ||
| Tue., 9/29 | V Boys Cross Country | Coginchaug, Haddam-Killingworth, Morgan, North Branford | Away - North Branford HS [Directions] | 3:45 p.m. | ||
| Tue., 9/29 | V Boys Soccer | Old Saybrook | Away - Old Saybrook HS [Directions] | 3:45 p.m. | L 0-2 | |
| Tue., 9/29 | V Girls Cross Country | Coginchaug, Haddam-Killingworth, Morgan, North Branford | Away - North Branford HS [Directions] | 3:45 p.m. | ||
| Tue., 9/29 | JV Girls Soccer | Old Saybrook | Home - Cromwell HS [Directions] | 3:45 p.m. | ||
| Tue., 9/29 | V Girls Volleyball | HMTCA | Home - Cromwell HS [Directions] | 5:30 p.m. | W 3-0 | |
| Tue., 9/29 | JV Girls Volleyball | HMTCA | Home - Cromwell HS [Directions] | 4:00 p.m. | ||
| Wed., 9/30 | V Girls Swimming and Diving | Southington | Away - Southington YMCA [Directions] | 3:45 p.m. | L | |
| Wed., 9/30 | V Girls Volleyball | Morgan | Away - Morgan HS [Directions] | 5:30 p.m. | L 0-3 | |
| Wed., 9/30 | JV Girls Volleyball | Morgan | Away - Morgan HS [Directions] | 4:00 p.m. | ||
| Thu., 10/1 | V Boys Soccer | Morgan | Home - Cromwell HS [Directions] | 3:45 p.m. | L 3-0 | |
| Thu., 10/1 | V Girls Soccer | Morgan | Home - Cromwell HS [Directions] | 6:30 p.m. | L 2-1 | |
| Fri., 10/2 | V Football | Coventry/Windham Tech/Bolton/Lyman | Away - Larry A. Pietrantonio Athletic Field Complex [Directions] | 7:00 p.m. | W Forfeit | |
| Fri., 10/2 | V Girls Swimming and Diving | East Hartford | Away - East Hartford HS [Directions] | 3:45 p.m. | L | |
| Fri., 10/2 | V Girls Volleyball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 5:30 p.m. | L 2-3 | |
| Fri., 10/2 | JV Girls Volleyball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 4:00 p.m. | ||
| Sat., 10/3 | JV Football | Coventry/Windham Tech/Bolton/Lyman | Home - Pierson Park, Cromwell [Directions] | Cancelled | Cancelled | |
| Mon., 10/5 | V Boys Soccer | Westbrook | Away - Westbrook HS [Directions] | 3:45 p.m. | T 1-1 | |
| Mon., 10/5 | V Girls Volleyball | Hale Ray | Away - Hale-Ray HS [Directions] | 5:30 p.m. | L 0-3 | |
| Mon., 10/5 | JV Girls Volleyball | Hale Ray | Away - Hale-Ray HS [Directions] | 4:00 p.m. | ||
| Tue., 10/6 | JV Boys Soccer | Westbrook | Home - Cromwell HS [Directions] | 3:45 p.m. | ||
| Tue., 10/6 | V Girls Soccer | Westbrook | Away - Westbrook HS [Directions] | 3:45 p.m. | W 6-0 | |
| Tue., 10/6 | JV Girls Soccer | Westbrook | Away - Cromwell HS [Directions] | 5:00 p.m. | ||
| Tue., 10/6 | V Girls Swimming and Diving | Windsor | Home - Rocky Hill HS [Directions] | 3:45 p.m. | L | |
| Thu., 10/8 | V Girls Soccer | Capital Prep | Home - Cromwell HS [Directions] | 6:30 p.m. | W 9-2 | |
| Thu., 10/8 | JV Girls Soccer | Haddam-Killingworth | Home - Cromwell HS [Directions] | 3:45 p.m. | ||
| Fri., 10/9 | JV Boys Soccer | East Hampton | Away - East Hampton HS [Directions] | 3:45 p.m. | ||
| Fri., 10/9 | V Girls Volleyball | North Branford | Away - North Branford HS [Directions] | 5:30 p.m. | W 3-1 | |
| Fri., 10/9 | JV Girls Volleyball | North Branford | Away - North Branford HS [Directions] | 4:00 p.m. | ||
| Sat., 10/10 | V Boys Cross Country | Wickham park Invitational | Away - Wickham park, Manchester, CT | 9:00 a.m. | ||
| Sat., 10/10 | V Boys Soccer | East Hampton | Home - Cromwell HS [Directions] | 6:30 p.m. | W 2-1 | |
| Sat., 10/10 | V Girls Cross Country | Wickham Park Invitational | Away - Wickham Park, Manchester, CT | 9:00 a.m. | ||
| Sat., 10/10 | V Girls Soccer | East Hampton | Home - Cromwell HS [Directions] | 4:00 p.m. | W 2-1 | |
| Sat., 10/10 | JV Girls Soccer | East Hampton | Away - East Hampton HS [Directions] | 10:30 a.m. | ||
| Mon., 10/12 | V Boys Soccer | Old Lyme | Home - Cromwell HS [Directions] | 6:30 p.m. | L 3-1 | |
| Mon., 10/12 | V Girls Volleyball | Coginchaug | Home - Cromwell HS [Directions] | 5:30 p.m. | W 3-1 | |
| Mon., 10/12 | JV Girls Volleyball | Coginchaug | Home - Cromwell HS [Directions] | 4:00 p.m. | ||
| Tue., 10/13 | V Boys Cross Country | Morgan, Haddam-Killingworth, Old Saybrook, Valley Regional | Away - Morgan HS [Directions] | 3:45 p.m. | ||
| Tue., 10/13 | JV Boys Soccer | Old Lyme | Away - Old Lyme HS [Directions] | 3:45 p.m. | ||
| Tue., 10/13 | V Girls Cross Country | Morgan, Haddam-Killingworth, Old Saybrook, Valley Regional | Away - Morgan HS [Directions] | 3:45 p.m. | ||
| Tue., 10/13 | V Girls Soccer | Old Lyme | Home - Cromwell HS [Directions] | 6:30 p.m. | L 4-0 | |
| Tue., 10/13 | JV Girls Soccer | Middletown | Home - Cromwell HS [Directions] | 4:00 p.m. | ||
| Wed., 10/14 | JV Girls Soccer | Old Lyme | Away - Old Lyme HS [Directions] | 3:45 p.m. | ||
| Wed., 10/14 | V Girls Volleyball | Old Lyme | Home - Cromwell HS [Directions] | 5:30 p.m. | W 3-0 | |
| Wed., 10/14 | JV Girls Volleyball | Old Lyme | Home - Cromwell HS [Directions] | 4:00 p.m. | ||
| Thu., 10/15 | V Boys Soccer | North Branford | Away - Colafati Field - NBHS [Directions] | 6:30 p.m. | W 3-0 | |
| Fri., 10/16 | V Football | North Branford | Home - Pierson Park, Cromwell [Directions] | 6:00 p.m. | W 14-7 | |
| Fri., 10/16 | V Girls Soccer | North Branford/Hale Ray | Away - Colafati Field - NBHS [Directions] | 6:30 p.m. | L 3-1 | |
| Fri., 10/16 | V Girls Swimming and Diving | EnricoFermi | Home - Rocky Hill HS [Directions] | 4:00 p.m. | W | |
| Sat., 10/17 | JV Football | Enfield | Away - Enfield HS [Directions] | 9:30 a.m. | ||
| Sat., 10/17 | V Boys Soccer | Bethel | Home - Cromwell HS [Directions] | 6:30 p.m. | L 4-0 | |
| Sat., 10/17 | JV Boys Soccer | Bethel | Home - Cromwell HS [Directions] | 4:30 p.m. | ||
| Sat., 10/17 | V Girls Volleyball | Valley Regional | Away - Valley Regional HS [Directions] | 2:30 p.m. | L 1-3 | |
| Sat., 10/17 | JV Girls Volleyball | Valley Regional | Away - Valley Regional HS [Directions] | 1:00 p.m. | ||
| Mon., 10/19 | V Boys Soccer | Portland | Away - Portland HS [Directions] | 5:00 p.m. | W 4-3 | |
| Mon., 10/19 | V Girls Soccer | Portland | Away - Portland HS [Directions] | 7:00 p.m. | T 1-1 | |
| Mon., 10/19 | V Girls Volleyball | Creed | Home - Cromwell HS [Directions] | 5:30 p.m. | W 3-0 | |
| Mon., 10/19 | JV Girls Volleyball | Creed | Home - Cromwell HS [Directions] | 4:00 p.m. | ||
| Tue., 10/20 | V Girls Swimming and Diving | Bulkeley/HMTCA/Weaver | Away - Bulkeley HS Pool [Directions] | 4:00 p.m. | W | |
| Wed., 10/21 | JV Boys Soccer | Old Saybrook | Home - Cromwell HS [Directions] | 3:45 p.m. | ||
| Wed., 10/21 | JV Girls Soccer | Portland | Home - Cromwell HS [Directions] | 3:45 p.m. | ||
| Wed., 10/21 | V Girls Volleyball | Morgan | Home - Cromwell HS [Directions] | 5:30 p.m. | L 3-1 | |
| Wed., 10/21 | JV Girls Volleyball | Morgan | Home - Cromwell HS [Directions] | 4:00 p.m. | ||
| Thu., 10/22 | V Boys Cross Country | Morgan, Coginchaug, Haddam-Killingworth, Creed | Away - Morgan HS [Directions] | 2:30 p.m. | ||
| Thu., 10/22 | V Football | SMSA Coop | Home - Pierson Park, Cromwell [Directions] | 6:00 p.m. | W 48-13 | |
| Thu., 10/22 | V Boys Soccer | North Branford | Home - Cromwell HS [Directions] | 6:30 p.m. | W 3-1 | non-seeded game |
| Thu., 10/22 | V Girls Cross Country | Morgan, Coginchaug, Haddam-Killingworth, Creed | Away - Morgan HS [Directions] | 2:30 p.m. | ||
| Fri., 10/23 | V Girls Soccer | North Branford/Hale Ray | Home - Cromwell HS [Directions] | 6:30 p.m. | L 0-2 | non-seeded game |
| Fri., 10/23 | V Girls Swimming and Diving | Wethersfield | Away - Wethersfield HS [Directions] | 5:00 p.m. | L | |
| Fri., 10/23 | V Girls Volleyball | HMTCA | Away - The Learning Corridor [Directions] | 5:30 p.m. | W 3-0 | |
| Fri., 10/23 | JV Girls Volleyball | HMTCA | Away - The Learning Corridor [Directions] | 4:00 p.m. | ||
| Sat., 10/24 | JV Football | SMSA Coop | Home - Pierson Park, Cromwell [Directions] | 10:30 a.m. | ||
| Sat., 10/24 | V Boys Soccer | Coginchaug | Away - CRHS Stadium Field & Track [Directions] | 11:00 a.m. | W 3-2 | non-seeded game |
| Sat., 10/24 | JV Girls Soccer | North Branford/Hale Ray | Away - North Branford HS [Directions] | Cancelled | Cancelled | |
| Mon., 10/26 | JV Boys Soccer | Coginchaug | Home - Cromwell HS [Directions] | 3:45 p.m. | ||
| Mon., 10/26 | V Girls Soccer | Coginchaug | Away - CRHS Stadium Field & Track [Directions] | 3:45 p.m. | W 3-0 | non-seeded game |
| Mon., 10/26 | V Girls Volleyball | East Hampton | Home - Cromwell HS [Directions] | 5:30 p.m. | W 3-0 | |
| Tue., 10/27 | JV Girls Soccer | Coginchaug | Home - Cromwell HS [Directions] | 3:45 p.m. | ||
| Tue., 10/27 | V Girls Swimming and Diving | Maloney/Platt | Away - Platt HS [Directions] | 3:45 p.m. | W | |
| Wed., 10/28 | JV Girls Soccer | Middletown | Away - Middletown HS [Directions] | Cancelled | Cancelled | |
| Thu., 10/29 | JV Boys Soccer | Morgan | Away - Morgan HS [Directions] | 3:45 p.m. | ||
| Fri., 10/30 | V Girls Swimming and Diving | Plainville | Home - Rocky Hill HS [Directions] | 4:00 p.m. | T | |
| Sat., 10/31 | V Football | Gilbert/Northwestern/Housy | Away - Gilbert [Directions] | 1:00 p.m. | W 13-9 | |
| Mon., 11/2 | JV Football | Gilbert/Northwestern/Housy | Home - Pierson Park, Cromwell [Directions] | 3:30 p.m. | ||
| Mon., 11/2 | V Girls Volleyball | Valley Regional | Away - Valley Regional HS [Directions] | 5:00 p.m. | W 3-2 | |
| Tue., 11/3 | V Boys Soccer | Morgan | Away - Indian River Complex [Directions] | 7:00 p.m. | ||
| Wed., 11/4 | V Girls Volleyball | Hale Ray | Away - Hale-Ray HS [Directions] | 6:00 p.m. | L 3-0 | |
| Thu., 11/5 | V Girls Swimming and Diving | CCC East Diving Championships | Away - Windsor HS | 5:00 p.m. | ||
| Fri., 11/6 | V Girls Swimming and Diving | CCC East Swimming Championships | Away - Wethersfield HS | 4:30 p.m. | ||
| Sat., 11/7 | V Football | Windsor Locks/Suffield/East Granby | Away - Windsor Locks HS [Directions] | 2:00 p.m. | W 63-18 | |
| Mon., 11/9 | JV Football | Windsor Locks/Suffield/East Granby | Home - Pierson Park, Cromwell [Directions] | Cancelled | Cancelled | |
| Mon., 11/9 | V Girls Soccer | Northwest Catholic | Away - Northwest Catholic HS [Directions] | 2:00 p.m. | L 4-0 | |
| Mon., 11/9 | V Girls Volleyball | Oxford | Away - Oxford HS [Directions] | 6:00 p.m. | L 3-2 | |
| Tue., 11/10 | V Boys Soccer | HMTCA | Home - Cromwell HS [Directions] | 6:00 p.m. | W 7-0 | |
| Thu., 11/12 | V Boys Soccer | Old Lyme | Away [Directions] | 2:00 p.m. | ||
| Fri., 11/13 | V Football | Creed | Home - Pierson Park, Cromwell [Directions] | 6:00 p.m. | W 33-12 | Senior Night |
| Sat., 11/14 | JV Football | Creed | Away - Wilbur Cross Athletic Complex | 12:30 p.m. | Senior Night | |
| Sat., 11/14 | V Girls Swimming and Diving | State Trials | Away - Plainville HS | 2:00 p.m. | ||
| Tue., 11/17 | V Girls Swimming and Diving | State Finals | Away - Wesleyan University | 7:00 p.m. | ||
| Sat., 11/21 | JV Football | Rocky Hill | Away - Rocky Hill HS [Directions] | Cancelled | Cancelled | |
| Thu., 11/26 | V Football | Rocky Hill | Away - Rocky Hill HS [Directions] | 10:00 a.m. | L 7-9 | Shunpike Showdown |
| Fri., 12/4 | V Girls Ice Hockey | Simsbury (Scrim.) | Away - International Skating Center [Directions] | 7:20 p.m. | ||
| Sat., 12/5 | V Wrestling | Bacon Academy (Scrim.) | Away - Jack Jackter Intermediate School [Directions] | 9:00 a.m. | ||
| Sat., 12/5 | V Girls Basketball | Bristol Eastern (Scrim.) | Away - bristol eastern [Directions] | 9:00 a.m. | ||
| Sun., 12/6 | V Girls Basketball | Bristol Eastern (Scrim.) | Away - Bristol Eastern [Directions] | 9:00 a.m. | ||
| Mon., 12/7 | V Girls Basketball | Plainville (Scrim.) | Away - Wood Gymnasium [Directions] | 3:00 p.m. | ||
| Wed., 12/9 | V Girls Basketball | Daniel Hand (Scrim.) | Away - Daniel hand HS [Directions] | 5:00 p.m. | ||
| Wed., 12/9 | V Girls Ice Hockey | Guilford Coop (Scrim.) | Home - Northford Ice Pavilion [Directions] | 4:15 p.m. | ||
| Thu., 12/10 | V Girls Basketball | Mercy (Scrim.) | Away - Mercy high School [Directions] | 3:45 p.m. | ||
| Fri., 12/11 | V Boys Ice Hockey | Milford Coop (Scrim.) | Away - Milford Ice Pavilion [Directions] | 6:00 p.m. | ||
| Fri., 12/11 | V Girls Ice Hockey | Trumbull/St. Joseph | Away - Shelton Rinks [Directions] | 5:30 p.m. | W 1-0 | |
| Sat., 12/12 | V Boys Ice Hockey | Daniel Hand (Scrim.) | Home - Newington Ice Arena - 300 Alumni Rd. in Newington [Directions] | 8:10 p.m. | ||
| Sat., 12/12 | V Wrestling | Bacon Academy, Middletown (Scrim.) | Away - Jack Jackter Intermediate School [Directions] | 9:00 a.m. | ||
| Sat., 12/12 | V Girls Ice Hockey | Lauralton Hall | Home - Northford Ice Pavilion [Directions] | 4:30 p.m. | W 9-1 | |
| Tue., 12/15 | V Boys Basketball | Southington (Scrim.) | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 6:00 p.m. | ||
| Tue., 12/15 | V Girls Basketball | Coginchaug | Away - Maynard Stender Gymnasium @ CRHS [Directions] | 7:00 p.m. | W 60-21 | |
| Tue., 12/15 | JV Girls Basketball | Coginchaug | Away - Maynard Stender Gymnasium @ CRHS [Directions] | 5:30 p.m. | ||
| Wed., 12/16 | V Boys Ice Hockey | Fairfield Warde/Ludlowe (Scrim.) | Away - Wonderland Of Ice [Directions] | 4:40 p.m. | ||
| Wed., 12/16 | V Boys Indoor Track | SLC DEV Meet | Away - Hillhouse | 4:30 p.m. | ||
| Wed., 12/16 | V Wrestling | Joel Barlow | Away - Upper Gym [Directions] | 6:00 p.m. | ||
| Wed., 12/16 | V Girls Ice Hockey | Stamford/Westhill/Staples | Home - Northford Ice Pavilion [Directions] | 5:30 p.m. | L 0-2 | |
| Wed., 12/16 | V Girls Indoor Track | SLC DEV Meet | Away - Hillhouse | 4:30 p.m. | ||
| Thu., 12/17 | V Boys Swimming and Diving | Wethersfield (Scrim.) | Away - Wethersfield HS [Directions] | 3:45 p.m. | ||
| Thu., 12/17 | V Girls Basketball | Haddam-Killingworth | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 7:00 p.m. | W 74-29 | |
| Thu., 12/17 | JV Girls Basketball | Haddam-Killingworth | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 5:30 p.m. | ||
| Fri., 12/18 | V Boys Ice Hockey | Jamboree | Home - Newington Ice Arena - 300 Alumni Rd. in Newington [Directions] | 8:30 p.m. | ||
| Fri., 12/18 | JV Girls Ice Hockey | Shelton | Away - Shelton [Directions] | 4:15 p.m. | ||
| Sat., 12/19 | V Wrestling | Pomperaug Tournament | Away - Pomperaug HS | 9:00 a.m. | ||
| Sat., 12/19 | V Girls Ice Hockey | Branford | Away - East Haven Ice Rink [Directions] | 4:15 p.m. | L 1-3 | |
| Mon., 12/21 | V Boys Basketball | Westbrook | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 7:00 p.m. | W 51-45 | |
| Mon., 12/21 | JV Boys Basketball | Westbrook | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 5:30 p.m. | ||
| Mon., 12/21 | V Boys Ice Hockey | East Haven Coop | Away - DiLungo Rink [Directions] | 6:00 p.m. | L 1-7 | |
| Mon., 12/21 | V Girls Basketball | Pomperaug | Away - Newtown HS [Directions] | 5:00 p.m. | W 50-48 | |
| Tue., 12/22 | V Girls Basketball | Newtown | Away - Newtown HS Gymnasium [Directions] | TBA | W 49-21 | |
| Wed., 12/23 | V Boys Basketball | Morgan | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 7:00 p.m. | W 48-39 | |
| Wed., 12/23 | JV Boys Basketball | Morgan | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 5:30 p.m. | ||
| Wed., 12/23 | V Boys Ice Hockey | Hall | Home - Newington Ice Arena - 300 Alumni Rd. in Newington [Directions] | 4:40 p.m. | W 4-1 | |
| Wed., 12/23 | V Wrestling | Ellis Tech | Away - Ellis Tech Gymnasium [Directions] | 4:00 p.m. | ||
| Mon., 12/28 | V Boys Basketball | Prince Tech | Home - Litchfield HS [Directions] | 6:00 p.m. | W 52-44 | |
| Mon., 12/28 | V Boys Ice Hockey | Spaulding (NH) | Away - Whittemore Center, Durham, NH | 4:30 p.m. | L 1-5 | |
| Mon., 12/28 | V Wrestling | Danbury Tournament | Away - Danbury HS | 10:00 a.m. | ||
| Mon., 12/28 | V Girls Basketball | Plainfield | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 7:00 p.m. | W 73-21 | |
| Mon., 12/28 | JV Girls Basketball | Plainfield | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 5:30 p.m. | ||
| Tue., 12/29 | V Boys Ice Hockey | St. Thomas Aquinas (NH) | Away - Whittemore Center, Durham, NH | 6:15 p.m. | L 3-4 | |
| Wed., 12/30 | V Boys Basketball | SMSA | Away - Litchfield HS [Directions] | TBA | L 46-48 | |
| Wed., 12/30 | V Boys Ice Hockey | Oyster River (NH) | Away - Whittemore Center, Durham, NH | TBA | L 0-3 | |
| Wed., 12/30 | V Boys Swimming and Diving | Middletown | Away - Middletown HS [Directions] | 9:00 a.m. | L | |
| Wed., 12/30 | V Girls Ice Hockey | West Haven/SHA | Home - Northford Ice Pavilion [Directions] | 3:00 p.m. | L 1-3 | |
| Sat., 1/2 | V Boys Basketball | Old Lyme | Away - Old Lyme HS [Directions] | 7:00 p.m. | L 39-45 | |
| Sat., 1/2 | JV Boys Basketball | Old Lyme | Away - Old Lyme HS [Directions] | 5:30 p.m. | ||
| Sat., 1/2 | FR Boys Basketball | Old Lyme | Away - Old Lyme HS [Directions] | 3:45 p.m. | ||
| Sat., 1/2 | V Boys Indoor Track | SLC Coaches Invitational | Away - Hillhouse | 10:00 a.m. | ||
| Sat., 1/2 | V Wrestling | South Windsor Duals | Away - South Windsor HS | 9:00 a.m. | ||
| Sat., 1/2 | V Girls Basketball | Old Lyme | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 2:00 p.m. | W 70-31 | |
| Sat., 1/2 | JV Girls Basketball | Old Lyme | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 12:30 p.m. | ||
| Sat., 1/2 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Home - Northford Ice Pavilion [Directions] | 4:30 p.m. | L 0-7 | |
| Sat., 1/2 | V Girls Indoor Track | SLC Coaches Invitational | Away - Hillhouse | 10:00 a.m. | ||
| Tue., 1/5 | V Boys Basketball | Valley Regional | Away - Valley Regional HS [Directions] | 7:00 p.m. | W 52-36 | |
| Tue., 1/5 | JV Boys Basketball | Valley Regional | Away - Valley Regional HS [Directions] | 5:30 p.m. | ||
| Tue., 1/5 | V Boys Swimming and Diving | East Hartford | Away - East Hartford HS [Directions] | 3:45 p.m. | L | |
| Tue., 1/5 | V Girls Basketball | Valley Regional | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 7:00 p.m. | W 69-20 | |
| Tue., 1/5 | JV Girls Basketball | Valley Regional | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 5:30 p.m. | ||
| Wed., 1/6 | V Boys Ice Hockey | Conard | Home - Newington Ice Arena - 300 Alumni Rd. in Newington [Directions] | 4:40 p.m. | L 2-6 | |
| Wed., 1/6 | V Wrestling | New Canaan | Home - Portland HS [Directions] | 6:00 p.m. | ||
| Wed., 1/6 | V Girls Ice Hockey | Guilford Coop | Away - East Haven Ice Rink [Directions] | 7:00 p.m. | L 2-5 | |
| Thu., 1/7 | V Girls Basketball | Morgan | Away - Morgan HS [Directions] | 6:45 p.m. | W 58-40 | |
| Thu., 1/7 | JV Girls Basketball | Morgan | Away - Morgan HS [Directions] | 5:30 p.m. | ||
| Fri., 1/8 | V Boys Basketball | Hale Ray | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 7:00 p.m. | W 53-26 | coaches vs cancer game |
| Fri., 1/8 | V Boys Swimming and Diving | East Catholic/Platt tri-meet | Home - Rocky Hill HS [Directions] | 3:45 p.m. | W | |
| Fri., 1/8 | V Girls Basketball | Hale Ray | Home - Cromwell HS [Directions] | 5:30 p.m. | W 63-14 | Coaches vs cancer game |
| Fri., 1/8 | FR Girls Basketball | Middletown | Home - Cromwell HS [Directions] | 3:00 p.m. | ||
| Sat., 1/9 | JV Boys Basketball | Canton | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 11:30 a.m. | ||
| Sat., 1/9 | FR Boys Basketball | Canton | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 10:00 a.m. | ||
| Sat., 1/9 | V Boys Ice Hockey | Northeastern Shamrocks | Away - Bolton Ice Palace [Directions] | 8:00 p.m. | W 6-2 | |
| Sat., 1/9 | V Wrestling | GHO Tournament | Away | 9:00 a.m. | ||
| Sat., 1/9 | FR Girls Basketball | North Branford | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | Cancelled | Cancelled | |
| Sat., 1/9 | V Girls Ice Hockey | Notre Dame-Fairfield | Home - Northford Ice Pavilion [Directions] | 3:15 p.m. | L 1-3 | |
| Mon., 1/11 | V Girls Ice Hockey | Amity/Cheshire/North Haven | Away - The Rinks at Shelton [Directions] | 8:00 p.m. | L 0-6 | |
| Tue., 1/12 | V Boys Basketball | North Branford | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 7:00 p.m. | W 52-34 | |
| Tue., 1/12 | JV Boys Basketball | North Branford | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 5:30 p.m. | ||
| Tue., 1/12 | V Boys Indoor Track | SLC League meet #1 | Away - Hillhouse | 4:30 p.m. | ||
| Tue., 1/12 | V Girls Basketball | North Branford | Away - North Branford HS [Directions] | 7:00 p.m. | W 74-39 | |
| Tue., 1/12 | JV Girls Basketball | North Branford | Away - North Branford HS [Directions] | 5:30 p.m. | ||
| Tue., 1/12 | V Girls Indoor Track | SLC League meet #1 | Away - Hillhouse | 4:30 p.m. | ||
| Wed., 1/13 | V Boys Ice Hockey | Farmington Valley Generals | Away - Loomis Chaffee [Directions] | 8:00 p.m. | W 5-2 | |
| Wed., 1/13 | V Wrestling | Platt Tech | Home - Portland HS [Directions] | 5:00 p.m. | ||
| Thu., 1/14 | JV Girls Ice Hockey | Hamden Coop | Away - Lou Astorino Ice Rink [Directions] | 3:45 p.m. | ||
| Fri., 1/15 | V Boys Basketball | Coginchaug | Away - Maynard Stender Gymnasium @ CRHS [Directions] | 7:00 p.m. | W 45-40 | |
| Fri., 1/15 | JV Boys Basketball | Coginchaug | Away - Maynard Stender Gymnasium @ CRHS [Directions] | 5:30 p.m. | ||
| Fri., 1/15 | FR Boys Basketball | Coginchaug | Away - Maynard Stender Gymnasium @ CRHS [Directions] | 3:45 p.m. | ||
| Fri., 1/15 | V Boys Swimming and Diving | Plainville Boys Swimming | Home - Rocky Hill HS [Directions] | 4:00 p.m. | W | |
| Fri., 1/15 | V Girls Basketball | Coginchaug | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 7:00 p.m. | W 62-26 | |
| Fri., 1/15 | JV Girls Basketball | Coginchaug | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 5:30 p.m. | ||
| Sat., 1/16 | V Boys Ice Hockey | Wethersfield | Away - Newington Arena [Directions] | 4:10 p.m. | W 6-1 | |
| Sat., 1/16 | V Boys Indoor Track | H-K Invitational | Away - hillhouse | 10:00 a.m. | ||
| Sat., 1/16 | V Wrestling | Casey Yates Tournament | Away - Lyman Memorial HS | 9:00 a.m. | ||
| Sat., 1/16 | V Girls Ice Hockey | Lauralton Hall | Away [Directions] | 4:30 p.m. | W 7-0 | |
| Sat., 1/16 | V Girls Indoor Track | H-K Invitational | Away - hillhouse | 10:00 a.m. | ||
| Mon., 1/18 | V Girls Ice Hockey | Trumbull/St. Joseph | Home - Northford Ice Pavilion [Directions] | 12:45 p.m. | L 0-4 | |
| Tue., 1/19 | V Boys Basketball | East Hampton | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 5:00 p.m. | W 67-60 | |
| Tue., 1/19 | JV Boys Basketball | East Hampton | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 3:30 p.m. | ||
| Tue., 1/19 | V Boys Swimming and Diving | Bulkeley Cooperative Swim Team | Away - Bulkeley HS Pool [Directions] | 4:00 p.m. | W | |
| Tue., 1/19 | V Girls Basketball | East Hampton | Away - East Hampton HS [Directions] | 5:00 p.m. | W 46-26 | |
| Tue., 1/19 | JV Girls Basketball | East Hampton | Away - East Hampton HS [Directions] | 3:30 p.m. | ||
| Wed., 1/20 | V Boys Ice Hockey | New Fairfield | Home - Newington Ice Arena - 300 Alumni Rd. in Newington [Directions] | 4:40 p.m. | L 1-4 | |
| Wed., 1/20 | V Wrestling | East Catholic | Away - Rev. Robert Saunders Gymnasium [Directions] | 6:00 p.m. | ||
| Wed., 1/20 | V Wrestling | East Catholic | Away [Directions] | 6:00 p.m. | ||
| Wed., 1/20 | V Girls Ice Hockey | Hall/Conard | Home [Directions] | 6:00 p.m. | L 0-5 | |
| Fri., 1/22 | V Boys Basketball | Creed | Away - Fair Haven School | 7:30 p.m. | L 54-64 | |
| Fri., 1/22 | JV Boys Basketball | Creed | Away - Fair Haven School | 6:00 p.m. | ||
| Fri., 1/22 | V Boys Indoor Track | SLC League Meet #2 | Away | 4:30 p.m. | ||
| Fri., 1/22 | V Boys Swimming and Diving | Suffield | Home - Rocky Hill HS [Directions] | 4:00 p.m. | W | |
| Fri., 1/22 | V Girls Basketball | Creed | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 7:00 p.m. | W 76-22 | |
| Fri., 1/22 | JV Girls Basketball | Creed | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 5:30 p.m. | ||
| Fri., 1/22 | V Girls Indoor Track | SLC League Meet #2 | Away | 4:30 p.m. | ||
| Sat., 1/23 | V Wrestling | New Milford Tournament | Away - New Milford HS | 9:00 a.m. | ||
| Sat., 1/23 | JV Girls Basketball | Westbrook | Away - Westbrook HS [Directions] | Cancelled | Cancelled | |
| Sun., 1/24 | V Girls Basketball | Westbrook | Away - Westbrook HS [Directions] | 5:00 p.m. | W 69-33 | |
| Mon., 1/25 | V Boys Basketball | HMTCA | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 7:00 p.m. | W 74-54 | |
| Mon., 1/25 | JV Boys Basketball | HMTCA | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 5:30 p.m. | ||
| Tue., 1/26 | V Boys Basketball | Portland | Away - Portland HS [Directions] | 7:00 p.m. | W 61-37 | |
| Tue., 1/26 | JV Boys Basketball | Portland | Away - Portland HS [Directions] | 5:30 p.m. | ||
| Tue., 1/26 | V Boys Swimming and Diving | Avon | Away - CCSU [Directions] | 3:45 p.m. | L | |
| Tue., 1/26 | V Girls Basketball | Portland | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 7:00 p.m. | W 66-17 | |
| Tue., 1/26 | JV Girls Basketball | Portland | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 5:30 p.m. | ||
| Wed., 1/27 | FR Boys Basketball | Canton | Away - Canton H.S. [Directions] | 3:45 p.m. | ||
| Wed., 1/27 | V Wrestling | RHAM | Home - Portland HS [Directions] | 6:00 p.m. | ||
| Wed., 1/27 | V Girls Ice Hockey | Simsbury | Home [Directions] | 6:00 p.m. | L 0-9 | |
| Fri., 1/29 | V Boys Basketball | Old Saybrook | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 7:00 p.m. | W 48-43 | |
| Fri., 1/29 | JV Boys Basketball | Old Saybrook | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 5:30 p.m. | ||
| Fri., 1/29 | V Boys Swimming and Diving | Manchester/RHAM | Away - MHS POOL [Directions] | 3:45 p.m. | W | |
| Fri., 1/29 | V Girls Basketball | Old Saybrook | Away - Old Saybrook HS [Directions] | 7:00 p.m. | W 68-23 | |
| Fri., 1/29 | JV Girls Basketball | Old Saybrook | Away - Old Saybrook HS [Directions] | 5:30 p.m. | ||
| Fri., 1/29 | V Girls Ice Hockey | East Catholic Coop | Away - Newington Ice Rink [Directions] | 8:30 p.m. | L 0-5 | |
| Sat., 1/30 | FR Boys Basketball | University | Away - SMSA [Directions] | 12:30 p.m. | ||
| Sat., 1/30 | V Boys Ice Hockey | EnricoFermi | Home - Newington Ice Arena - 300 Alumni Rd. in Newington [Directions] | 8:30 p.m. | W 4-3 | |
| Sat., 1/30 | V Wrestling | Portland Highlander Invitational | Home - Portland HS [Directions] | 9:00 a.m. | ||
| Tue., 2/2 | V Boys Swimming and Diving | Wethersfield | Away - Wethersfield HS [Directions] | 5:00 p.m. | L | |
| Tue., 2/2 | FR Girls Basketball | Farmington | Away - Farmington HS [Directions] | 3:45 p.m. | ||
| Wed., 2/3 | V Boys Ice Hockey | New Milford | Home - Newington Ice Arena - 300 Alumni Rd. in Newington [Directions] | 4:40 p.m. | W 3-2 | |
| Wed., 2/3 | V Girls Ice Hockey | Branford | Home - Northford Ice Pavilion [Directions] | 5:45 p.m. | T 2-2 | |
| Thu., 2/4 | V Wrestling | Morgan | Away - Morgan HS [Directions] | 6:00 p.m. | ||
| Fri., 2/5 | JV Girls Basketball | North Branford | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | Cancelled | Cancelled | |
| Sat., 2/6 | V Boys Basketball | North Branford | Away - North Branford HS [Directions] | 6:00 p.m. | W 50-48 | |
| Sat., 2/6 | JV Boys Basketball | North Branford | Away - North Branford HS [Directions] | 4:30 p.m. | ||
| Sat., 2/6 | FR Boys Basketball | Classical Magnet | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | Cancelled | Cancelled | |
| Sat., 2/6 | V Boys Ice Hockey | Wethersfield | Home - Newington Ice Arena - 300 Alumni Rd. in Newington [Directions] | 6:10 p.m. | W 3-1 | |
| Sat., 2/6 | V Boys Indoor Track | SLC Conference Championships | Away - Hillhouse | 10:00 a.m. | ||
| Sat., 2/6 | V Wrestling | Bacon Academy | Away [Directions] | 9:00 a.m. | ||
| Sat., 2/6 | V Girls Basketball | North Branford | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 2:00 p.m. | W 63-44 | |
| Sat., 2/6 | V Girls Ice Hockey | Northwest Catholic | Away - Champions Skating Center, Cromwell [Directions] | 2:20 p.m. | W 4-3(OT) | |
| Sat., 2/6 | V Girls Indoor Track | SLC Conference Championships | Away - Hillhouse | 10:00 a.m. | ||
| Tue., 2/9 | V Boys Basketball | Valley Regional | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 7:00 p.m. | W 62-35 | |
| Tue., 2/9 | JV Boys Basketball | Valley Regional | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 5:30 p.m. | ||
| Tue., 2/9 | V Boys Swimming and Diving | Hartford Public | Away - Hartford Public HS [Directions] | 4:00 p.m. | W | |
| Tue., 2/9 | V Girls Basketball | Valley Regional | Away - Valley Regional HS [Directions] | 7:00 p.m. | W 69-41 | |
| Tue., 2/9 | JV Girls Basketball | Valley Regional | Away - Valley Regional HS [Directions] | 5:30 p.m. | ||
| Wed., 2/10 | V Boys Ice Hockey | E.O. Smith-Tolland | Away - UConn Hockey Arena [Directions] | 6:45 p.m. | L 4-5(OT) | |
| Wed., 2/10 | V Wrestling | Haddam-Killingworth | Away - Haddam Killingworth MS in Killingworth [Directions] | 6:00 p.m. | ||
| Wed., 2/10 | V Girls Ice Hockey | West Haven/SHA | Away - Bennett Rink [Directions] | 4:00 p.m. | W 2-1 | |
| Thu., 2/11 | V Boys Swimming and Diving | Newington | Home - Rocky Hill HS [Directions] | 3:45 p.m. | L | |
| Fri., 2/12 | V Boys Basketball | Haddam-Killingworth | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 7:00 p.m. | W 66-46 | |
| Fri., 2/12 | JV Boys Basketball | Haddam-Killingworth | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 5:30 p.m. | ||
| Fri., 2/12 | V Girls Basketball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 7:00 p.m. | W 65-39 | |
| Fri., 2/12 | JV Girls Basketball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 5:45 p.m. | ||
| Sat., 2/13 | FR Boys Basketball | Rocky Hill | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 11:00 a.m. | ||
| Sat., 2/13 | V Boys Ice Hockey | Hall | Away - Veteran's Memorial Rink [Directions] | 1:00 p.m. | L 3-4(OT) | |
| Sat., 2/13 | FR Girls Basketball | Coginchaug | Away - Coginchaug HS [Directions] | Cancelled | Cancelled | |
| Sat., 2/13 | V Girls Ice Hockey | Guilford Coop | Home - Northford Ice Pavilion [Directions] | 4:40 p.m. | W 2-1 | |
| Tue., 2/16 | V Girls Basketball | Morgan | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 7:00 p.m. | W 64-56 | |
| Tue., 2/16 | JV Girls Basketball | Morgan | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 5:30 p.m. | ||
| Tue., 2/16 | V Girls Ice Hockey | Hamden Coop | Away - Lou Astorino Ice Rink [Directions] | 12:00 p.m. | L 0-9 | |
| Wed., 2/17 | V Boys Basketball | Morgan | Away - Morgan HS [Directions] | 7:00 p.m. | W 66-48 | |
| Wed., 2/17 | JV Boys Basketball | Morgan | Away - Morgan HS [Directions] | 5:30 p.m. | ||
| Wed., 2/17 | V Boys Ice Hockey | Amity | Home - Newington Ice Arena - 300 Alumni Rd. in Newington [Directions] | 4:40 p.m. | L 3-5 | |
| Wed., 2/17 | V Boys Swimming and Diving | Simsbury | Home - Rocky Hill HS [Directions] | 4:00 p.m. | W | |
| Wed., 2/17 | V Girls Ice Hockey | Notre Dame-Fairfield | Away - Milford Ice Pavilion [Directions] | 4:15 p.m. | W 5-4(OT) | |
| Fri., 2/19 | V Boys Basketball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 7:00 p.m. | W 63-42 | |
| Fri., 2/19 | JV Boys Basketball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 5:30 p.m. | ||
| Fri., 2/19 | V Boys Swimming and Diving | E.O. Smith - Tolland Hammerheads | Home - Rocky Hill HS [Directions] | 3:45 p.m. | L | |
| Fri., 2/19 | V Wrestling | State Tournament | Away - Plainville HS | 3:00 p.m. | ||
| Sat., 2/20 | V Boys Ice Hockey | Northeastern Shamrocks | Home - Newington Ice Arena - 300 Alumni Rd. in Newington [Directions] | 7:40 p.m. | L 1-4 | |
| Sat., 2/20 | V Wrestling | Plainville HS | Away - Plainville HS | 9:00 a.m. | ||
| Sat., 2/20 | V Girls Basketball | North Branford | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 5:00 p.m. | W 70-29 | |
| Sat., 2/20 | FR Girls Basketball | Coginchaug | Away - Maynard Stender Gymnasium @ CRHS [Directions] | Cancelled | Cancelled | |
| Mon., 2/22 | V Boys Basketball | Coginchaug | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 7:00 p.m. | W 45-44 | |
| Mon., 2/22 | JV Boys Basketball | Coginchaug | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 5:30 p.m. | ||
| Mon., 2/22 | FR Boys Basketball | Coginchaug | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 4:00 p.m. | ||
| Mon., 2/22 | V Girls Ice Hockey | SCC Semi-Final | Away - West Haven | 5:00 p.m. | ||
| Tue., 2/23 | V Girls Basketball | Coginchaug | Away - Cromwell HS [Directions] | 8:00 p.m. | W 51-30 | |
| Wed., 2/24 | V Boys Ice Hockey | EnricoFermi | Away - Enfield Twin Rinks | 3:50 p.m. | L 0-3 | |
| Thu., 2/25 | V Boys Swimming and Diving | Northwest Catholic | Home - Rocky Hill HS [Directions] | 4:00 p.m.. | W | |
| Thu., 2/25 | V Girls Basketball | Morgan | Away - Coginchaug HS [Directions] | 7:00 p.m. | W 57-50 | |
| Thu., 2/25 | JV Girls Ice Hockey | East Haven | Away - East Haven [Directions] | 7:30 p.m. | ||
| Fri., 2/26 | V Wrestling | States | Away - Hill House New haven | 2:00 p.m. | ||
| Fri., 2/26 | V Girls Ice Hockey | SCC Finals | Away - West Haven | Cancelled | Cancelled | |
| Sat., 2/27 | V Boys Basketball | Valley Regional | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 5:00 p.m. | W 71-55 | |
| Sat., 2/27 | V Boys Ice Hockey | Farmington Valley Generals | Home - Newington Ice Arena - 300 Alumni Rd. in Newington [Directions] | 7:10 p.m. | L 1-7 | |
| Sat., 2/27 | V Wrestling | States | Away | 8:00 a.m. | ||
| Sat., 2/27 | V Girls Basketball | Ellington | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 7:00 p.m. | W 77-39 | |
| Mon., 2/29 | V Boys Ice Hockey | E.O. Smith-Tolland | Home - Newington Ice Arena - 300 Alumni Rd. in Newington [Directions] | 3:20 p.m. | L 3-5 | |
| Tue., 3/1 | V Boys Basketball | Westbrook | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 7:00 p.m. | W 53-35 | |
| Thu., 3/3 | V Boys Swimming and Diving | CCC East Diving Championships | Home - Rocky Hill HS [Directions] | 6:00 p.m. | ||
| Thu., 3/3 | V Girls Basketball | Coginchaug | Home - Cromwell HS [Directions] | 7:00 p.m. | W 63-30 | |
| Fri., 3/4 | V Boys Basketball | Old Lyme | Away - Wilbur Cross HS [Directions] | 7:00 p.m. | W 52-48 | |
| Fri., 3/4 | V Boys Swimming and Diving | CCC East Swimming Championships | Away - Wethersfield HS | 4:30 p.m. | ||
| Mon., 3/7 | V Girls Basketball | Morgan | Home - Cromwell HS [Directions] | 7:00 p.m. | W 50-38 | |
| Tue., 3/8 | V Boys Basketball | O'Brien Tech | Home - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 7:00 p.m. | ||
| Tue., 3/8 | V Boys Ice Hockey | North Branford | Away - Northford Ice Pavilion [Directions] | 4:30 p.m. | ||
| Fri., 3/11 | V Girls Basketball | Holy Cross | Away - Berlin HS [Directions] | 6:00 p.m. | W 58-46 | |
| Sat., 3/12 | V Boys Swimming and Diving | Class S State Trials | Away - Plainville HS | 3:30 p.m. | ||
| Tue., 3/15 | V Boys Swimming and Diving | Class S State Finals | Away - Wesleyan University | 6:00 p.m. | ||
| Sat., 3/19 | V Girls Basketball | Notre Dame-Fairfield | Away - Mohegan Sun Arena [Directions] | 12:30 p.m. | W 43-20 | |
| Wed., 3/23 | V Baseball | Rocky Hill (Scrim.) | Home - Fran Monnes Baseball Field @ Cromwell HS [Directions] | 3:30 p.m. | ||
| Sat., 3/26 | V Baseball | Windsor (Scrim.) | Away - Windsor HS [Directions] | 10:00 a.m. | ||
| Mon., 3/28 | V Boys Lacrosse | Windsor (Scrim.) | Away - Windsor H.S. [Directions] | 4:00 p.m. | ||
| Mon., 3/28 | V Softball | Berlin (Scrim.) | Away - Sage Park, Berlin [Directions] | 3:45 p.m. | ||
| Tue., 3/29 | V Baseball | Xavier (Scrim.) | Home - Cromwell MS [Directions] | 4:00 p.m. | ||
| Tue., 3/29 | V Softball | St. Paul Catholic (Scrim.) | Away - St. Paul Catholic H.S. [Directions] | 4:00 p.m. | ||
| Wed., 3/30 | V Softball | Middletown (Scrim.) | Away - Middletown HS [Directions] | 3:45 p.m. | ||
| Thu., 3/31 | JV Boys Lacrosse | Middletown (Scrim.) | Home - Cromwell HS [Directions] | 3:30 p.m. | ||
| Sat., 4/2 | V Boys Lacrosse | Windsor | Away - Windsor H.S. [Directions] | 12:00 p.m. | W 15-6 | |
| Sat., 4/2 | V Softball | West Haven (Scrim.) | Away - Frank Biondi Field [Directions] | 2:00 p.m. | ||
| Wed., 4/6 | V Baseball | Morgan | Away - Indian River Complex [Directions] | 3:45 p.m. | W 4-1 | |
| Wed., 4/6 | V Boys Lacrosse | Old Lyme | Away - Old Lyme HS [Directions] | 4:00 p.m. | L 0-18 | |
| Wed., 4/6 | JV Boys Lacrosse | Old Lyme | Away - Old Lyme HS [Directions] | 5:30 p.m. | ||
| Wed., 4/6 | V Boys Outdoor Track | Westbrook, Coginchaug | Away - Westbrook HS [Directions] | 4:00 p.m. | ||
| Wed., 4/6 | V Boys Tennis | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:45 p.m. | W 7-0 | |
| Wed., 4/6 | V Girls Outdoor Track | Westbrook, Coginchaug | Away - Westbrook HS [Directions] | 3:30 p.m. | ||
| Wed., 4/6 | V Girls Tennis | Haddam-Killingworth | Home - Cromwell HS [Directions] | 3:45 p.m. | L 3-4 | |
| Fri., 4/8 | V Baseball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 4:00 p.m. | L 3-0 | |
| Fri., 4/8 | V Boys Golf | Coginchaug | Away - Lyman Orchards [Directions] | 3:00 p.m. | (L) 201-216 | |
| Fri., 4/8 | V Softball | Morgan | Home - Cromwell HS [Directions] | 3:45 p.m. | L 0-15 | |
| Fri., 4/8 | V Girls Tennis | North Branford | Home - Cromwell HS [Directions] | 3:45 p.m. | W 6-1 | |
| Sat., 4/9 | V Baseball | Westbrook | Home - Cromwell MS [Directions] | 3:00 p.m. | W 2-1 | |
| Sat., 4/9 | JV Baseball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 1:00 p.m. | ||
| Mon., 4/11 | V Baseball | Old Lyme | Away - Old Lyme HS [Directions] | 4:00 p.m. | W 8-0 | |
| Mon., 4/11 | V Boys Lacrosse | Old Saybrook | Away - Old Saybrook HS Turf Field [Directions] | 3:45 p.m. | W 5-3 | |
| Mon., 4/11 | V Softball | Valley Regional | Away - Valley Regional HS [Directions] | 4:00 p.m. | W 22-3 | |
| Mon., 4/11 | V Girls Tennis | Portland | Away - Portland HS [Directions] | 3:45 p.m. | W 4-3 | |
| Wed., 4/13 | V Baseball | ValleyReg/Westbrook | Home - Fran Monnes Baseball Field @ Cromwell HS [Directions] | 4:00 p.m. | L 3-9 | |
| Wed., 4/13 | V Boys Tennis | Valley Regional | Away - Valley Regional HS [Directions] | 3:45 p.m. | L 2-5 | |
| Wed., 4/13 | V Softball | Coginchaug | Home - Cromwell HS [Directions] | 4:00 p.m. | L 1-16 | |
| Wed., 4/13 | V Girls Tennis | Valley Regional | Home - Cromwell HS [Directions] | 3:45 p.m. | L 0-7 | |
| Thu., 4/14 | JV Baseball | ValleyReg/Westbrook | Away - Valley Regional HS [Directions] | 4:00 p.m. | ||
| Thu., 4/14 | V Boys Lacrosse | Valley Regional | Home - Cromwell HS [Directions] | 4:00 p.m. | L 3-13 | |
| Thu., 4/14 | JV Boys Lacrosse | Valley Regional | Home - Cromwell HS [Directions] | 5:30 p.m. | ||
| Thu., 4/14 | JV Softball | Coginchaug | Away - JV Softball Field @ CRHS [Directions] | 4:00 p.m. | ||
| Fri., 4/15 | V Baseball | Hale Ray | Home - Fran Monnes Baseball Field @ Cromwell HS [Directions] | 4:00 p.m. | W 23-0 | |
| Fri., 4/15 | V Boys Tennis | Coginchaug | Home - Cromwell HS [Directions] | 3:45 p.m. | W 6-1 | |
| Fri., 4/15 | V Softball | North Branford | Away - Totoket Park [Directions] | 3:45 p.m. | L 0-12 | |
| Fri., 4/15 | V Girls Tennis | Coginchaug | Away - Tennis Courts @ CRHS [Directions] | 3:45 p.m. | W 5-2 | |
| Sat., 4/16 | JV Baseball | Hale Ray | Away - Hale-Ray HS [Directions] | 11:00 a.m. | ||
| Sat., 4/16 | JV Softball | North Branford | Home - Cromwell HS [Directions] | 10:30 a.m. | ||
| Mon., 4/18 | V Baseball | North Branford | Away - North Branford HS [Directions] | 4:00 p.m. | W 2-0 | |
| Mon., 4/18 | V Boys Golf | Bolton | Away - Tallwood Country Club [Directions] | 2:40 p.m. | (W) 184-228 Co-medalists: Nick Lattanzio (41) and Colin Kenney (41) | |
| Mon., 4/18 | V Boys Tennis | East Hampton | Away - East Hampton HS [Directions] | 3:45 p.m. | L 3-4 | |
| Mon., 4/18 | V Softball | Westbrook/Old Saybrook | Home - Cromwell HS [Directions] | 4:00 p.m. | W 7-1 | |
| Mon., 4/18 | V Girls Tennis | East Hampton | Home - Cromwell HS [Directions] | 3:45 p.m. | W 5-2 | |
| Tue., 4/19 | JV Baseball | North Branford | Home - Cromwell HS [Directions] | 3:45 p.m. | ||
| Tue., 4/19 | V Boys Lacrosse | Haddam-Killingworth | Home - Cromwell HS [Directions] | 4:00 p.m. | L 6-16 | |
| Tue., 4/19 | JV Boys Lacrosse | Haddam-Killingworth | Home - Cromwell HS [Directions] | 5:30 p.m. | ||
| Tue., 4/19 | V Boys Outdoor Track | Haddam-Killingworth, Creed | Away - Haddam-Killingworth HS [Directions] | 3:00 p.m. | ||
| Tue., 4/19 | V Girls Outdoor Track | Haddam-Killingworth, Creed | Away - Haddam-Killingworth HS [Directions] | 3:00 p.m. | ||
| Wed., 4/20 | V Baseball | Coginchaug | Away - Helmuth H. Brown Varsity Baseball Field @ CRHS [Directions] | 4:00 p.m. | W 9-1 | |
| Wed., 4/20 | V Boys Tennis | Morgan | Away - Morgan HS [Directions] | 3:45 p.m. | L 3-4 | |
| Wed., 4/20 | V Softball | East Hampton | Away - East Hampton HS [Directions] | 3:45 p.m. | W 16-2(5) | |
| Wed., 4/20 | V Girls Tennis | Morgan | Home - Cromwell HS [Directions] | 3:45 p.m. | W 5-2 | |
| Thu., 4/21 | V Baseball | East Hampton | Away - East Hampton HS [Directions] | 4:00 p.m. | L 2-11 | |
| Thu., 4/21 | JV Baseball | Coginchaug | Home - Cromwell HS [Directions] | 4:00 p.m. | ||
| Thu., 4/21 | V Boys Lacrosse | North Branford | Home - Cromwell HS [Directions] | 3:45 p.m. | L 6-19 | |
| Thu., 4/21 | V Boys Tennis | Old Lyme | Home - Cromwell HS [Directions] | 3:45 p.m. | L 1-6 | |
| Thu., 4/21 | JV Softball | East Hampton | Home - Cromwell HS [Directions] | Cancelled | Cancelled | |
| Thu., 4/21 | V Girls Tennis | Old Lyme | Away - Old Lyme HS [Directions] | 3:45 p.m. | W 4-3 | |
| Fri., 4/22 | V Boys Golf | Portland, Haddam-Killingworth | Away - PGC [Directions] | 3:00 p.m. | Portland 161 Cromwell 177 Haddam-Killingworth 179 Co-medalist: Colin Kenney (39) | |
| Fri., 4/22 | V Boys Tennis | Old Saybrook | Away - Old Saybrook HS [Directions] | 3:45 p.m. | L 1-6 | |
| Fri., 4/22 | V Softball | Old Saybrook | Home - Cromwell HS [Directions] | 3:45 p.m. | W 14-2 | |
| Sat., 4/23 | V Softball | Goodwin Tech | Away - Goodwin Tech HS Field [Directions] | 10:30 a.m. | W 8-0 | |
| Mon., 4/25 | V Baseball | Creed | Home - Fran Monnes Baseball Field @ Cromwell HS [Directions] | 4:00 p.m. | W 13-1 | |
| Mon., 4/25 | V Boys Tennis | Westbrook | Away - Westbrook HS [Directions] | 4:00 p.m. | L 2-5 | |
| Mon., 4/25 | V Softball | Hale Ray | Away - Hale-Ray HS, Lou Milardo Field [Directions] | 4:00 p.m. | L 2-8 | |
| Mon., 4/25 | V Girls Tennis | Westbrook | Home - Cromwell HS [Directions] | 3:45 p.m. | W 4-3 | |
| Tue., 4/26 | V Boys Golf | Valley Regional | Away - Fox Hopyard CC [Directions] | 3:00 p.m. | (W) 191-232 Medalist: Nick Lattanzio (41) | |
| Wed., 4/27 | V Baseball | Portland | Away - Portland HS [Directions] | 4:00 p.m. | W 13-0 | |
| Wed., 4/27 | V Boys Outdoor Track | East Hampton, Hale Ray, Haddam-Killingworth | Away - East Hampton HS [Directions] | 3:45 p.m. | ||
| Wed., 4/27 | V Boys Tennis | Morgan | Home - Cromwell HS [Directions] | 3:45 p.m. | W 4-3 | |
| Wed., 4/27 | V Girls Outdoor Track | Hale Ray, Haddam-Killingworth, East Hampton | Away - East Hampton HS [Directions] | 3:45 p.m. | ||
| Wed., 4/27 | V Softball | Old Lyme | Home - Cromwell HS [Directions] | 3:45 p.m. | W 17-5 | |
| Wed., 4/27 | V Girls Tennis | Morgan | Away - Morgan HS [Directions] | 3:45 p.m. | W 5-2 | |
| Thu., 4/28 | JV Baseball | Portland | Home - Cromwell HS [Directions] | 4:00 p.m. | ||
| Thu., 4/28 | V Boys Golf | Haddam-Killingworth | Away - Black Birch [Directions] | 3:00 p.m. | (W) 167-176 Medalist: Nick Lattanzio (37) | |
| Thu., 4/28 | V Boys Lacrosse | Rockville | Home - Cromwell HS [Directions] | 4:00 p.m. | L 6-7(OT) | |
| Thu., 4/28 | JV Boys Lacrosse | Stafford | Home - Cromwell HS [Directions] | 5:30 p.m. | ||
| Fri., 4/29 | V Baseball | Old Saybrook | Away - Old Saybrook HS [Directions] | 4:00 p.m. | W 11-8 | |
| Fri., 4/29 | V Boys Golf | Avon | Away - Blue Fox Run [Directions] | 12:00 p.m. | Cromwell 329 | |
| Fri., 4/29 | V Softball | Portland | Home - Cromwell HS [Directions] | 3:45 p.m. | W 15-2 | |
| Sat., 4/30 | V Baseball | Sheehan | Home - Fran Monnes Baseball Field @ Cromwell HS [Directions] | 12:00 p.m. | L 1-4 | |
| Sat., 4/30 | JV Baseball | Sheehan | Home - Cromwell MS [Directions] | 12:00 p.m. | ||
| Sat., 4/30 | V Boys Lacrosse | Bunnell-Stratford | Away - Bunnell Turf Field [Directions] | 11:00 a.m. | L 5-12 | |
| Sat., 4/30 | JV Boys Lacrosse | Bunnell-Stratford | Away - Bunnell Turf Field [Directions] | Cancelled | Cancelled | |
| Sat., 4/30 | V Softball | Bolton | Away - Bolton HS [Directions] | 11:00 a.m. | W 13-2 | |
| Mon., 5/2 | V Boys Golf | East Hampton | Away - Black Birch Country Club [Directions] | 3:00 p.m. | (W) 168-212 Medalist Nick Lattanzio (34) | |
| Wed., 5/4 | V Boys Golf | North Branford | Away - Indian Springs [Directions] | 3:00 p.m. | (W) 172-192 Medalist: Nick Lattanzio (38) | |
| Wed., 5/4 | V Boys Outdoor Track | North Branford, Morgan | Home - Cromwell HS [Directions] | 3:30 p.m. | ||
| Wed., 5/4 | V Girls Outdoor Track | North Branford, Morgan | Home - Cromwell HS [Directions] | 3:30 p.m. | ||
| Wed., 5/4 | V Softball | North Branford | Home - Cromwell HS [Directions] | 4:00 p.m. | L 1-9 | |
| Thu., 5/5 | V Baseball | Naugatuck | Away - Naugatuck HS [Directions] | 4:00 p.m. | W 3-1 | |
| Thu., 5/5 | V Boys Golf | Portland, East Hampton | Away [Directions] | 2:45 p.m. | Portland 164 Cromwell 176 East Hampton 220 Medalist Nick Piersall (38) | Non-Conference |
| Thu., 5/5 | V Boys Lacrosse | Old Saybrook | Home - Cromwell HS [Directions] | 3:45 p.m. | W 10-8 | |
| Thu., 5/5 | V Softball | Coginchaug | Away - Ed Parmelee Memorial Varsity Softball Field @ CRHS [Directions] | 4:00 p.m. | L 0-11 | |
| Sat., 5/7 | JV Baseball | Coginchaug | Away - Helmuth H. Brown Varsity Baseball Field @ CRHS [Directions] | 11:30 a.m. | ||
| Sat., 5/7 | V Boys Lacrosse | Morgan | Home - Cromwell HS [Directions] | 2:00 p.m. | L 4-16 | |
| Sat., 5/7 | JV Boys Lacrosse | Morgan | Home - Cromwell HS [Directions] | 3:30 p.m. | ||
| Sat., 5/7 | V Boys Outdoor Track | Middletown Invitational | Away | 1:00 p.m. | ||
| Sat., 5/7 | V Girls Outdoor Track | Middletown Invitational | Away - Middletwon High school | 1:00 p.m. | ||
| Sat., 5/7 | JV Softball | Valley Regional | Away - Valley Regional HS [Directions] | 10:30 a.m. | ||
| Mon., 5/9 | V Baseball | North Branford | Home - Fran Monnes Baseball Field @ Cromwell HS [Directions] | 4:00 p.m. | L 0-2 | |
| Mon., 5/9 | V Boys Golf | Glastonbury, Southington | Away - Glastonbury Hills Country Club [Directions] | 3:00 p.m. | Glastonbury (161) Southington (167) Cromwell (189) | |
| Mon., 5/9 | V Boys Tennis | Valley Regional | Home - Cromwell HS [Directions] | 3:45 p.m. | L 3-4 | |
| Mon., 5/9 | V Softball | Morgan | Away - Peters Complex [Directions] | 6:30 p.m. | L 0-10 | |
| Mon., 5/9 | V Girls Tennis | Valley Regional | Away - Valley Regional HS [Directions] | 3:45 p.m. | L 0-7 | |
| Tue., 5/10 | V Boys Golf | Hale Ray | Away [Directions] | 3:00 p.m. | Cromwell (183) Medalist: Nick Lattanzio (34) | |
| Tue., 5/10 | V Boys Lacrosse | Valley Regional | Away - Valley Regional Hockey Field [Directions] | 4:00 p.m. | L 8-19 | |
| Tue., 5/10 | JV Boys Lacrosse | Valley Regional | Away - Valley Regional Hockey Field [Directions] | 5:30 p.m. | ||
| Tue., 5/10 | V Boys Outdoor Track | Old Saybrook, Portland | Away - Old Saybrook HS [Directions] | 3:30 p.m. | ||
| Tue., 5/10 | V Girls Outdoor Track | Old Saybrook, Portland | Away - Old Saybrook HS [Directions] | 3:30 p.m. | ||
| Tue., 5/10 | JV Softball | Coginchaug | Home - Cromwell HS [Directions] | 4:00 p.m. | ||
| Tue., 5/10 | V Girls Tennis | North Branford | Home - Cromwell HS [Directions] | 3:45 p.m. | W 5-2 | |
| Wed., 5/11 | V Baseball | ValleyReg/Westbrook | Away - Valley Regional HS [Directions] | 4:00 p.m. | L 6-7(10) | |
| Wed., 5/11 | JV Baseball | Old Lyme | Home - Cromwell HS [Directions] | 4:00 p.m. | ||
| Wed., 5/11 | V Boys Tennis | Coginchaug | Away - Tennis Courts @ CRHS [Directions] | 3:45 p.m. | W 6-1 | |
| Wed., 5/11 | V Softball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:45 p.m. | L 1-6 | |
| Wed., 5/11 | V Girls Tennis | Coginchaug | Home - Cromwell HS [Directions] | 3:45 p.m. | L 3-4 | |
| Thu., 5/12 | JV Baseball | ValleyReg/Westbrook | Home - Cromwell HS [Directions] | 4:30 p.m. | ||
| Thu., 5/12 | V Boys Lacrosse | Haddam-Killingworth | Away - Haddam-Killingworth HS [Directions] | 4:00 p.m. | L 2-18 | |
| Thu., 5/12 | JV Boys Lacrosse | Haddam-Killingworth | Away - Haddam-Killingworth HS [Directions] | Cancelled | Cancelled | |
| Thu., 5/12 | V Girls Tennis | Old Saybrook | Home - Cromwell HS [Directions] | 3:45 p.m. | W 4-3 | |
| Sat., 5/14 | V Baseball | Coginchaug | Home - Fran Monnes Baseball Field @ Cromwell HS [Directions] | 11:00 a.m. | L 3-5 | |
| Sat., 5/14 | JV Baseball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 10:00 a.m. | ||
| Sat., 5/14 | V Boys Lacrosse | New Milford | Home - Cromwell HS [Directions] | 10:00 a.m. | L 3-15 | |
| Sat., 5/14 | JV Boys Lacrosse | New Milford | Home - Cromwell HS [Directions] | Cancelled | Cancelled | |
| Sat., 5/14 | V Boys Outdoor Track | Old Saybrook | Away - Old Saybrook HS [Directions] | 10:00 a.m. | ||
| Sat., 5/14 | V Girls Outdoor Track | Old Saybrook | Away - Old Saybrook HS [Directions] | 10:00 a.m. | ||
| Mon., 5/16 | V Baseball | Morgan | Home - Fran Monnes Baseball Field @ Cromwell HS [Directions] | 4:00 p.m. | L 2-6 | |
| Mon., 5/16 | V Boys Lacrosse | Old Lyme | Home - Cromwell HS [Directions] | 3:45 p.m. | L 7-17 | |
| Mon., 5/16 | JV Boys Lacrosse | Old Lyme | Home - Cromwell HS [Directions] | Cancelled | Cancelled | |
| Mon., 5/16 | V Boys Tennis | Old Lyme | Away - Old Lyme HS [Directions] | 3:45 p.m. | L 0-7 | |
| Mon., 5/16 | V Softball | Portland | Away - Nolan Field [Directions] | 7:00 p.m. | L 2-6 | |
| Mon., 5/16 | V Girls Tennis | Old Lyme | Home - Cromwell HS [Directions] | 3:45 p.m. | W 4-3 | |
| Tue., 5/17 | V Baseball | Manchester | Home - Fran Monnes Baseball Field @ Cromwell HS [Directions] | 4:00 p.m. | L 4-8 | |
| Tue., 5/17 | V Boys Golf | Morgan | Away - CCC [Directions] | 3:00 p.m. | Morgan (166) Cromwell (185) | |
| Tue., 5/17 | V Boys Lacrosse | North Branford | Away - North Branford HS [Directions] | 4:00 p.m. | L 10-18 | |
| Tue., 5/17 | JV Boys Lacrosse | North Branford | Away - North Branford HS [Directions] | Cancelled | Cancelled | |
| Tue., 5/17 | V Boys Outdoor Track | Valley Regional, Old Lyme | Home - Cromwell HS [Directions] | 3:00 p.m. | ||
| Tue., 5/17 | V Boys Tennis | Haddam-Killingworth | Home - Cromwell HS [Directions] | 3:45 p.m. | W 7-0 | |
| Tue., 5/17 | V Girls Outdoor Track | Valley Regional, Old Lyme | Home - Cromwell HS [Directions] | 3:00 p.m. | ||
| Tue., 5/17 | V Softball | Lewis Mills | Away - Lewis Mills Softball Field [Directions] | 4:15 p.m. | L 5-10 | |
| Tue., 5/17 | JV Softball | Lewis Mills | Away - Lewis Mills JV Softball Field [Directions] | Cancelled | Cancelled | |
| Tue., 5/17 | V Girls Tennis | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 3:45 p.m. | W 5-2 | |
| Wed., 5/18 | V Baseball | Haddam-Killingworth | Home - Fran Monnes Baseball Field @ Cromwell HS [Directions] | 4:00 p.m. | L 2-7 | |
| Wed., 5/18 | V Boys Golf | Valley Regional | Away - Fox Hopyard CC [Directions] | 3:00 p.m. | (W) 171-205 Medalist: Colin Kenney (36) | non-conference |
| Wed., 5/18 | V Boys Tennis | Old Saybrook | Home - Old Saybrook HS [Directions] | 3:45 p.m. | L 0-7 | |
| Wed., 5/18 | V Boys Tennis | East Hampton | Home - Portland HS [Directions] | 6:00 p.m. | L 3-4 | |
| Wed., 5/18 | JV Softball | Valley Regional | Home - Cromwell HS [Directions] | Cancelled | Cancelled | |
| Wed., 5/18 | JV Softball | North Branford | Away - Totoket Park [Directions] | 3:45 p.m. | ||
| Wed., 5/18 | V Girls Tennis | Old Saybrook | Away - Old Saybrook HS [Directions] | 3:45 p.m. | L 3-4 | |
| Thu., 5/19 | JV Baseball | Westbrook | Away - Westbrook HS [Directions] | 4:00 p.m. | ||
| Thu., 5/19 | V Boys Golf | Old Lyme | Away - Black Hall Club Old Lyme [Directions] | 3:00 p.m. | Old Lyme (161) Cromwell (171) | |
| Thu., 5/19 | V Boys Lacrosse | Morgan | Away - Indian River Complex [Directions] | 6:30 p.m. | L 6-19 | |
| Thu., 5/19 | JV Boys Lacrosse | Morgan | Away - Indian River Complex [Directions] | Cancelled | Cancelled | |
| Thu., 5/19 | V Boys Tennis | Portland | Away - Portland HS [Directions] | 3:45 p.m. | W 6-1 | |
| Thu., 5/19 | V Boys Tennis | Portland | Away - Portland HS [Directions] | 4:30 p.m. | W 5-2 | |
| Thu., 5/19 | V Softball | Haddam-Killingworth | Home - Cromwell HS [Directions] | 3:45 p.m. | W 8-7 | |
| Thu., 5/19 | V Girls Tennis | East Hampton | Away - East Hampton HS [Directions] | 3:45 p.m. | L 3-4 | |
| Fri., 5/20 | V Boys Tennis | Westbrook | Home - Cromwell HS [Directions] | 3:45 p.m. | L 2-5 | |
| Fri., 5/20 | V Girls Tennis | Westbrook | Away - Westbrook HS [Directions] | 3:45 p.m. | W 4-3 | |
| Sat., 5/21 | JV Baseball | North Branford | Away - North Branford HS [Directions] | 10:30 a.m. | ||
| Mon., 5/23 | V Baseball | Haddam-Killingworth | Away - Haddam Killingworth HS [Directions] | 4:00 p.m. | ||
| Mon., 5/23 | V Boys Golf | Berlin, Platt | Away - Timberlin GC [Directions] | 3:00 p.m. | Berlin (160) Platt (171) Cromwell (177) | |
| Mon., 5/23 | V Girls Tennis | Portland | Home - Cromwell HS [Directions] | 3:45 p.m. | W 5-2 | |
| Tue., 5/24 | V Boys Golf | Old Saybrook | Away - Fenwick [Directions] | 3:00 p.m. | Cromwell (167) Old Saybrook (174) Morgan (156) | |
| Wed., 5/25 | V Baseball | North Branford | Away - North Branford HS [Directions] | 4:00 p.m. | ||
| Wed., 5/25 | V Boys Outdoor Track | Creed | Away - Wilbur Cross High school | 3:00 p.m. | ||
| Wed., 5/25 | V Girls Outdoor Track | Creed | Away - Wilbur Cross HS | 3:00 p.m. | ||
| Wed., 5/25 | V Softball | Valley Regional | Home - Cromwell HS [Directions] | 4:00 p.m. | W 6-1 | |
| Thu., 5/26 | V Softball | Coginchaug | Away - Ed Parmelee Memorial Varsity Softball Field @ CRHS [Directions] | 4:00 p.m. | ||
| Fri., 5/27 | V Baseball | ValleyReg/Westbrook | Away - Indian River [Directions] | 7:00 p.m. | ||
| Sat., 5/28 | V Girls Tennis | Rocky Hill | Home - Cromwell HS [Directions] | 10:00 a.m. | ||
| Tue., 5/31 | V Baseball | Thomaston | Away - Thomaston HS [Directions] | 3:45 p.m. | ||
| Tue., 5/31 | V Softball | Granby Memorial | Away - Granby Memorial HS [Directions] | 4:00 p.m. | ||
| Wed., 6/1 | V Baseball | St. Bernard | Home - Cromwell HS [Directions] | 3:30 p.m. | W 5-1 | |
| Sat., 6/4 | V Baseball | Gilbert | Away - Gilbert HS [Directions] | 2:30 p.m. | W 6-1 | |
| Tue., 6/7 | V Baseball | Morgan | Away - Beehive Stadium - New Britain [Directions] | 5:00 p.m. | ||