| Middletown 2017-18 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 653 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time/Result | Bus Time | Note |
| TBA | JV Baseball | Platt | Home - 99 Spruce St. - Keigwin School [Directions] | 3:45 p.m. | ||
| TBA | JV Baseball | Platt | Away - legion field [Directions] | 3:45 p.m. | ||
| TBA | JV Baseball | Maloney | Home - 99 Spruce St. - Keigwin School [Directions] | 3:45 p.m. | ||
| TBA | FR Baseball | East Hartford | Away - Pony Field-McAuliffe Park [Directions] | 3:45 p.m. | 2:15pm/545pm | |
| TBA | FR Baseball | Maloney | Away - Ceppa Field [Directions] | TBA | 2:15 | |
| TBA | JV Boys Basketball | Windsor | Away - Windsor H.S. [Directions] | Cancelled | ||
| TBA | FR Football | Newington | Away - Abbate Field on Alumni Rd. [Directions] | 3:45 p.m. | 2:30/5 pm | |
| TBA | JV Boys Soccer | Plainville | Away - Plainville HS- Varsity Softball Field [Directions] | TBA | ||
| TBA | FR Girls Basketball | Bristol Eastern | Home - Middletown HS [Directions] | 3:45 p.m. | ||
| TBA | JV Girls Soccer | Maloney | Home - 300 Country Club Road, Moody School [Directions] | 3:45 p.m. | 2:30 pm 1-way | |
| TBA | JV Softball | Maloney | Away - Dunn Sports Complex - Thorpe Ave. [Directions] | 3:45 p.m. | ||
| TBA | JV Softball | Plainville | Home - 300 Country Club Road, Moody School [Directions] | 3:45 p.m. | ||
| TBA | JV Softball | Bristol Central | Away - South Side School [Directions] | 3:45 p.m. | ||
| TBA | JV Softball | Bristol Eastern | Home - 300 Country Club Road, Moody School [Directions] | 3:45 p.m. | ||
| Sat., 8/26 | V Football | Daniel Hand (Scrim.) | Away - DHHS Turf Field [Directions] | 2:00 p.m. | 12pm/3:30 2 buses | |
| Mon., 8/28 | V Boys Soccer | Portland (Scrim.) | Home - Middletown HS [Directions] | 3:45 p.m. | ||
| Wed., 8/30 | V Girls Soccer | East Catholic (Scrim.) | Home - Middletown HS [Directions] | 3:45 p.m. | ||
| Wed., 8/30 | JV Girls Soccer | East Catholic (Scrim.) | Home - 395 Country Club Rd [Directions] | 3:45 p.m. | 2:30 pm 1-way | |
| Thu., 8/31 | V Boys Cross Country | Hale Ray (Scrim.) | Away [Directions] | 3:45 p.m. | 2:15/5:30 | |
| Thu., 8/31 | V Football | Wilbur Cross (Scrim.) | Home - Middletown HS [Directions] | 6:00 p.m. | ||
| Thu., 8/31 | V Girls Cross Country | Hale Ray (Scrim.) | Away [Directions] | 3:45 p.m. | Yes | |
| Fri., 9/1 | V Girls Volleyball | Cromwell (Scrim.) | Away - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 4:00 p.m. | 2:30 | |
| Sat., 9/2 | V Boys Soccer | Shelton (Scrim.) | Away [Directions] | 3:00 p.m. | 1:30pm/7pm | |
| Sat., 9/2 | JV Boys Soccer | Shelton (Scrim.) | Away [Directions] | 3:00 p.m. | 1:30pm/7pm | |
| Sat., 9/2 | V Girls Soccer | Conard (Scrim.) | Away [Directions] | 9:00 a.m. | 7:15 am/11:30am | Jamboree |
| Wed., 9/6 | V Girls Volleyball | Bloomfield (Scrim.) | Away [Directions] | 3:45 p.m. | 2:15 | Jamboree |
| Thu., 9/7 | FR Football | Wethersfield (Scrim.) | Away - Webb Field [Directions] | 3:45 p.m. | 2:30/5 pm | |
| Fri., 9/8 | V Boys Cross Country | MIddletown Invitational | Home - Vet's Park (Middletown) [Directions] | 3:45 p.m. | 2:15 | |
| Fri., 9/8 | V Football | Wethersfield | Away - Cottone Field at WHS [Directions] | W 29-12 | 4:30/8:30 2 buses | |
| Fri., 9/8 | V Boys Soccer | Platt | Away - Platt high school [Directions] | W 1-0 | 2:30/5:30 | |
| Fri., 9/8 | JV Boys Soccer | Platt | Away - Platt high school [Directions] | W 5-0 | ||
| Fri., 9/8 | V Girls Cross Country | Middletown Invitational | Home - Vet's Park (Middletown) [Directions] | 3:45 p.m. | ||
| Fri., 9/8 | V Girls Soccer | Platt | Home - Middletown HS [Directions] | W 7-1 | ||
| Fri., 9/8 | JV Girls Soccer | Platt | Home - 300 Country Club Road, Moody School [Directions] | 3:45 p.m. | 2:30 pm 1-way | |
| Fri., 9/8 | V Girls Swimming and Diving | Wethersfield (Scrim.) | Away - Wethersfield HS [Directions] | 79-99 | 3:00/6:30pm | |
| Fri., 9/8 | V Girls Volleyball | Platt | Away - Platt high school [Directions] | L 0-3 | 3:00/7:30 | |
| Fri., 9/8 | JV Girls Volleyball | Platt | Away - Platt high school [Directions] | 5:00 p.m. | ||
| Fri., 9/8 | FR Girls Volleyball | Platt | Away - Platt high school [Directions] | 3:45 p.m. | ||
| Sat., 9/9 | JV Football | Wethersfield | Away - Cottone Field at WHS [Directions] | 10:00 a.m. | 8:30/11:30 am | |
| Mon., 9/11 | V Girls Volleyball | Maloney | Home - Middletown HS [Directions] | L 0-3 | ||
| Mon., 9/11 | JV Girls Volleyball | Maloney | Home - Middletown HS [Directions] | L 0-2 | ||
| Mon., 9/11 | FR Girls Volleyball | Maloney | Home - Middletown HS [Directions] | 4:00 p.m. | ||
| Tue., 9/12 | V Boys Cross Country | Bristol Eastern, Platt | Home - Vet's Park (Middletown) [Directions] | Middletown 15 Bristol Eastern 50 Middletown 15 Platt 50 Bristol Eastern 15 Platt 50 | ||
| Tue., 9/12 | V Boys Soccer | Maloney | Home - Middletown HS [Directions] | L 0-5 | ||
| Tue., 9/12 | JV Boys Soccer | Maloney | Home - Middletown HS [Directions] | T 1-1 | ||
| Tue., 9/12 | V Girls Cross Country | Bristol Eastern, Platt | Home - Vet's Park (Middletown) [Directions] | MHS 25 BE 34 MHS 15 Platt 50 | ||
| Tue., 9/12 | V Girls Swimming and Diving | Glastonbury | Home - Middletown HS [Directions] | 80-93 | ||
| Wed., 9/13 | V Girls Soccer | Maloney | Away - Falcon Field [Directions] | W 3-0 | 2:15/5:30 | |
| Wed., 9/13 | JV Girls Soccer | Maloney | Away - Maloney HS [Directions] | 4:00 p.m. | ||
| Wed., 9/13 | V Girls Volleyball | Hall | Home - Middletown HS [Directions] | L 0-3 | ||
| Wed., 9/13 | JV Girls Volleyball | Hall | Home - Middletown HS [Directions] | L 0-2 | ||
| Wed., 9/13 | FR Girls Volleyball | Hall | Home - Middletown HS [Directions] | 4:00 p.m. | ||
| Thu., 9/14 | FR Football | Bristol Eastern | Home - Middletown HS [Directions] | 3:45 p.m. | ||
| Fri., 9/15 | V Football | Bristol Eastern | Home - Middletown HS [Directions] | W 35-0 | ||
| Fri., 9/15 | V Boys Soccer | Northwest Catholic | Home - Middletown HS [Directions] | L 0-1 [Detailed Results] | ||
| Fri., 9/15 | JV Boys Soccer | Northwest Catholic | Home - 300 Country Club Road, Moody School [Directions] | W 5-0 | ||
| Fri., 9/15 | V Girls Soccer | Northwest Catholic | Away - Northwest Catholic HS [Directions] | W 3-2 | 2:15/5:30 | |
| Fri., 9/15 | JV Girls Soccer | Northwest Catholic | Away - Northwest Catholic HS [Directions] | 3:45 p.m. | ||
| Fri., 9/15 | V Girls Swimming and Diving | Mercy | Away - Wesleyan University [Directions] | 7:00 p.m. | 5:45/8:30pm | |
| Fri., 9/15 | V Girls Volleyball | East Hartford | Away - East Hartford HS [Directions] | L 1-3 | 2:30/6:30 | |
| Fri., 9/15 | JV Girls Volleyball | East Hartford | Away - East Hartford HS [Directions] | W 2-0 | ||
| Fri., 9/15 | FR Girls Volleyball | East Hartford | Away - East Hartford HS [Directions] | 4:00 p.m. | ||
| Sat., 9/16 | JV Football | Bristol Eastern | Home - Middletown HS [Directions] | 10:00 a.m. | ||
| Sat., 9/16 | V Girls Crew | Bellringer Regatta | Away | TBA | East Hampton | |
| Mon., 9/18 | V Girls Volleyball | Wethersfield | Away - Wethersfield HS [Directions] | L 1-3 | 2:30/6:30 | |
| Mon., 9/18 | JV Girls Volleyball | Wethersfield | Away - Wethersfield HS [Directions] | L 0-2 | ||
| Mon., 9/18 | FR Girls Volleyball | Wethersfield | Away - Wethersfield HS Gym B [Directions] | 4:00 p.m. | ||
| Tue., 9/19 | V Boys Soccer | Bulkeley | Away - Bulkeley HS Field [Directions] | T 2-2 [Detailed Results] | 2:30/5:30 | |
| Tue., 9/19 | JV Boys Soccer | Bulkeley | Away - Colts Park [Directions] | W 2-1 | ||
| Tue., 9/19 | V Girls Soccer | Wethersfield | Home - Middletown HS [Directions] | L 2-3 | ||
| Tue., 9/19 | JV Girls Soccer | Wethersfield | Home - 300 Country Club Road, Moody School [Directions] | 3:45 p.m. | ||
| Tue., 9/19 | V Girls Swimming and Diving | Conard | Home - Middletown HS [Directions] | 94-79 | ||
| Tue., 9/19 | V Girls Volleyball | Rocky Hill | Away - Rocky Hill HS [Directions] | L 1-3 | 2:45/6:30 | |
| Tue., 9/19 | JV Girls Volleyball | Rocky Hill | Away - Rocky Hill HS [Directions] | W 2-0 | ||
| Wed., 9/20 | FR Football | Hartford Public | Home - Middletown HS [Directions] | 3:45 p.m. | ||
| Fri., 9/22 | V Football | Hartford Public | Home - Middletown HS [Directions] | W 38-16 | ||
| Fri., 9/22 | V Boys Soccer | Bristol Central | Home - Middletown HS [Directions] | L 2-3 [Detailed Results] | ||
| Fri., 9/22 | JV Boys Soccer | Bristol Central | Home - 300 Country Club Road, Moody School [Directions] | L 2-3 | ||
| Fri., 9/22 | V Girls Soccer | Bristol Central | Away - Bristol Central HS [Directions] | W 6-3 | 2:15/5:30 | |
| Fri., 9/22 | JV Girls Soccer | Bristol Central | Away - Bristol Central HS [Directions] | 3:45 p.m. | ||
| Fri., 9/22 | V Girls Volleyball | Bristol Central | Home - Middletown HS [Directions] | L 0-3 | ||
| Fri., 9/22 | JV Girls Volleyball | Bristol Central | Home - Middletown HS [Directions] | L 0-2 | ||
| Fri., 9/22 | FR Girls Volleyball | Bristol Central | Home - Middletown HS [Directions] | 4:00 p.m. | ||
| Sat., 9/23 | V Boys Cross Country | Winding Trails Invitational | Away | 12:00 p.m. | 10am | Farmington |
| Sat., 9/23 | JV Football | Hartford Public | Home - Middletown HS [Directions] | 10:00 a.m. | ||
| Sat., 9/23 | V Girls Cross Country | Winding Trails Invitational | Away | 12:00 p.m. | 10:00 | Farmington |
| Tue., 9/26 | V Boys Cross Country | Bristol Central | Away - Rockwell Park [Directions] | Middletown 36 Bristol Central 22 | 2:15 | |
| Tue., 9/26 | V Girls Cross Country | Bristol Central | Away - Rockwell Park [Directions] | MHS 25 BC 31 | 2:15 | |
| Tue., 9/26 | V Girls Swimming and Diving | Wethersfield | Away - Wethersfield HS [Directions] | 5:00 p.m. | 3:15/6:30pm | |
| Wed., 9/27 | V Girls Volleyball | Manchester | Away - MAIN GYM AT MHS [Directions] | W 3-0 | 2:15/6:30 | |
| Wed., 9/27 | JV Girls Volleyball | Manchester | Away - MAIN GYM AT MHS [Directions] | W 2-1 | ||
| Wed., 9/27 | FR Girls Volleyball | Manchester | Away - MAIN GYM AT MHS [Directions] | 3:45 p.m. | ||
| Thu., 9/28 | JV Football | Farmington | Away - Farmington HS [Directions] | 3:45 p.m. | 8:30/11:30 am | |
| Thu., 9/28 | V Boys Soccer | Enfield | Away - Enfield HS [Directions] | L 1-2 | 2:30/5:30 | |
| Thu., 9/28 | JV Boys Soccer | Enfield | Away - Enfield HS [Directions] | 3:45 p.m. | ||
| Thu., 9/28 | V Girls Soccer | Tolland | Home - Middletown HS [Directions] | L 2-3 (OT) | ||
| Thu., 9/28 | JV Girls Soccer | Tolland | Home - Middletown HS [Directions] | 4:00 p.m. | ||
| Fri., 9/29 | V Boys Cross Country | Wethersfield | Home - Vet's Park (Middletown) [Directions] | Middletown 15 Wethersfield 47 | ||
| Fri., 9/29 | V Girls Cross Country | Wethersfield | Home - Vet's Park (Middletown) [Directions] | MHS 33 Wethersfield 24 | ||
| Fri., 9/29 | V Girls Swimming and Diving | East Lyme, Windham Tech | Away [Directions] | 68-117 east lyme 115-67 Middletown | 2:15/6 pm | |
| Sat., 9/30 | V Football | Farmington | Away - Farmington HS [Directions] | W 41-0 | 4:00/8:30 2 buses | |
| Sun., 10/1 | V Girls Crew | Head of the Riverfront Regatta | Away | TBA | Hartford | |
| Mon., 10/2 | V Boys Soccer | Berlin | Home - Middletown HS [Directions] | L 2-7 | ||
| Mon., 10/2 | JV Boys Soccer | Berlin | Home - Middletown HS [Directions] | 4:00 p.m. | ||
| Mon., 10/2 | V Girls Soccer | Berlin | Away - Sage Park - Scalise Field [Directions] | W 2-0 | 4:30/7:30 | |
| Mon., 10/2 | JV Girls Soccer | Berlin | Away - Sage Park - Scalise Field [Directions] | 4:00 p.m. | 2:30/5:30 | |
| Mon., 10/2 | V Girls Volleyball | Berlin | Home - Middletown HS [Directions] | L 1-3 | ||
| Mon., 10/2 | JV Girls Volleyball | Berlin | Home - Middletown HS [Directions] | L 0-2 | ||
| Mon., 10/2 | FR Girls Volleyball | Berlin | Home - Middletown HS [Directions] | 4:00 p.m. | ||
| Tue., 10/3 | V Boys Cross Country | Plainville, Maloney | Away - MSP Cross Country Course [Directions] | Middletown 17 Plainville 44 Middletown 15 Maloney 49 | ||
| Tue., 10/3 | V Girls Cross Country | Plainville, Maloney | Away - MSP Cross Country Course [Directions] | Middletown 15 Plainville 49 Middletown 18 Maloney 43 | ||
| Tue., 10/3 | V Girls Swimming and Diving | Haddam-Killingworth | Home - Middletown HS [Directions] | 97-67 | ||
| Wed., 10/4 | V Boys Soccer | Simsbury | Away - Simsbury HS [Directions] | L 2-5 | 2:30/5:30 | |
| Wed., 10/4 | JV Boys Soccer | Simsbury | Away - Simsbury HS - Grass Field [Directions] | 3:45 p.m. | 2:15 1-way | |
| Wed., 10/4 | V Girls Soccer | Glastonbury | Home - Middletown HS [Directions] | T 4-4 | ||
| Wed., 10/4 | JV Girls Soccer | Glastonbury | Home - 300 Country Club Road, Moody School [Directions] | 3:45 p.m. | 2:30 pm 1-way | |
| Wed., 10/4 | V Girls Volleyball | Conard | Away - Conard HS [Directions] | L 0-3 | 2:30/6:30 | |
| Wed., 10/4 | JV Girls Volleyball | Conard | Away - Conard HS [Directions] | L 0-2 | ||
| Wed., 10/4 | FR Girls Volleyball | Conard | Away - Conard HS [Directions] | 4:00 p.m. | ||
| Thu., 10/5 | FR Football | Bristol Central | Home - Middletown HS [Directions] | 3:45 p.m. | ||
| Fri., 10/6 | V Football | Bristol Central | Home - Middletown HS [Directions] | W 56-26 | ||
| Fri., 10/6 | V Girls Swimming and Diving | Maloney/Platt | Home - Middletown HS [Directions] | 99-81 | ||
| Fri., 10/6 | V Girls Volleyball | Bulkeley | Home - Middletown HS [Directions] | L 1-3 | ||
| Fri., 10/6 | JV Girls Volleyball | Bulkeley | Home - Middletown HS [Directions] | L 0-2 | ||
| Sat., 10/7 | V Boys Cross Country | Wickham Invitational | Away | 9:00 a.m. | 7:45 am | |
| Sat., 10/7 | JV Football | Bristol Central | Home - Middletown HS [Directions] | 10:00 a.m. | ||
| Sat., 10/7 | V Girls Cross Country | Wickham Invitational | Away | 9:00 a.m. | 7:45 am | |
| Tue., 10/10 | V Boys Cross Country | Berlin | Away - Pistol Creek [Directions] | 3:45 p.m. | Yes | |
| Tue., 10/10 | V Boys Soccer | Hartford Public | Home - Middletown HS [Directions] | L 2-3 | ||
| Tue., 10/10 | JV Boys Soccer | Hartford Public | Home - Middletown HS [Directions] | 4:00 p.m. | ||
| Tue., 10/10 | V Girls Cross Country | Berlin | Away - Pistol Creek [Directions] | 3:45 p.m. | ||
| Tue., 10/10 | V Girls Soccer | Newington | Away - ClemLemire Rec.Complex corner Willard Ave. & New Britain Ave.,Newington [Directions] | L 3-2 | 2:15/5:30 | |
| Tue., 10/10 | JV Girls Soccer | Newington | Away - Fields in front of the VA Hospital next to NHS [Directions] | 3:45 p.m. | ||
| Tue., 10/10 | V Girls Swimming and Diving | Newington | Home - Middletown HS [Directions] | 90-85 | ||
| Wed., 10/11 | V Girls Volleyball | Bristol Eastern | Home - Middletown HS [Directions] | L 0-3 | ||
| Wed., 10/11 | JV Girls Volleyball | Bristol Eastern | Home - Middletown HS [Directions] | 5:00 p.m. | ||
| Wed., 10/11 | FR Girls Volleyball | Bristol Eastern | Home - Middletown HS [Directions] | 4:00 p.m. | ||
| Fri., 10/13 | V Boys Soccer | Bristol Eastern | Home - Middletown HS [Directions] | T 0-0 | ||
| Fri., 10/13 | JV Boys Soccer | Bristol Eastern | Home - 300 Country Club Road, Moody School [Directions] | 3:45 p.m. | ||
| Fri., 10/13 | V Girls Soccer | Bristol Eastern | Away - Alumni Field-Turf [Directions] | W 2-1 | 44:15/7:30 pm | |
| Fri., 10/13 | JV Girls Soccer | Bristol Eastern | Away - Alumni Field-Turf [Directions] | 4:00 p.m. | 2:15/5:30 | |
| Fri., 10/13 | V Girls Swimming and Diving | Bristol Eastern | Home - Middletown HS [Directions] | 101-80 | ||
| Fri., 10/13 | V Girls Volleyball | Plainville | Away - Plainville HS- Wood Gymnasium [Directions] | W 3-0 | 2:30/6:30 | |
| Fri., 10/13 | JV Girls Volleyball | Plainville | Away - Plainville HS- Wood Gymnasium [Directions] | 4:00 p.m. | ||
| Mon., 10/16 | V Boys Soccer | Plainville | Away - Plainville HS - Tinty Field and Track [Directions] | L 0-4 | 2:30/5:30 | |
| Mon., 10/16 | V Girls Soccer | Plainville | Home - Middletown HS [Directions] | W 3-1 | ||
| Mon., 10/16 | JV Girls Soccer | Plainville | Home - Middletown HS [Directions] | Cancelled | ||
| Mon., 10/16 | V Girls Volleyball | Enfield | Home - Middletown HS [Directions] | L 0-3 | ||
| Mon., 10/16 | JV Girls Volleyball | Enfield | Home - Middletown HS [Directions] | 5:00 p.m. | ||
| Mon., 10/16 | FR Girls Volleyball | Enfield | Home - Middletown HS [Directions] | 4:00 p.m. | ||
| Tue., 10/17 | V Girls Cross Country | CCC Championship | Away | TBA | Wickham Park | |
| Tue., 10/17 | V Girls Swimming and Diving | Bristol Central/Eastern | Away - MALONE CENTER [Directions] | 100-81 | 2:15/6 pm | |
| Wed., 10/18 | V Boys Soccer | Bristol Central | Away - BC Turf Field [Directions] | L 0-5 | 4:15/7:45 | |
| Wed., 10/18 | JV Boys Soccer | Bristol Central | Away - Bristol Central HS [Directions] | 3:45 p.m. | 2:15 1 way | |
| Wed., 10/18 | V Girls Soccer | Bristol Eastern | Home - Middletown HS [Directions] | W 3-2 | ||
| Wed., 10/18 | JV Girls Soccer | Bristol Eastern | Home - 300 Country Club Road, Moody School [Directions] | 3:45 p.m. | 2:30 pm 1-way | |
| Wed., 10/18 | V Girls Volleyball | Bristol Central | Away - Bristol Central HS [Directions] | L 0-3 | 2:30/7:30 | |
| Wed., 10/18 | JV Girls Volleyball | Bristol Central | Away - Bristol Central HS [Directions] | Cancelled | ||
| Wed., 10/18 | FR Girls Volleyball | Bristol Central | Away - Bristol Central HS [Directions] | Cancelled | ||
| Thu., 10/19 | FR Football | E.O. Smith | Home - Middletown HS [Directions] | 3:45 p.m. | ||
| Fri., 10/20 | V Football | E.O. Smith | Home - Middletown HS [Directions] | W 55-7 | ||
| Fri., 10/20 | V Boys Soccer | East Catholic | Home - Middletown HS [Directions] | W 2-1 | ||
| Fri., 10/20 | JV Boys Soccer | East Catholic | Home - 300 Country Club Road, Moody School [Directions] | 3:45 p.m. | ||
| Fri., 10/20 | V Girls Soccer | RHAM | Away - RHAM HS Athletic Complex [Directions] | L 4-1 | 2:15/5:30 | |
| Fri., 10/20 | JV Girls Soccer | RHAM | Away - Vet's Park Hebron [Directions] | 3:45 p.m. | ||
| Fri., 10/20 | V Girls Swimming and Diving | Windsor | Away - Windsor H.S. [Directions] | 83-85 | 2:15/6 pm | |
| Fri., 10/20 | V Girls Volleyball | Maloney | Away - Maloney HS [Directions] | L 0-3 | 3:00/7:30 | |
| Fri., 10/20 | JV Girls Volleyball | Maloney | Away - Maloney HS [Directions] | 4:45 p.m. | ||
| Fri., 10/20 | FR Girls Volleyball | Maloney | Away - Maloney HS [Directions] | 3:45 p.m. | ||
| Sat., 10/21 | JV Football | E.O. Smith | Home - Middletown HS [Directions] | 10:00 a.m. | ||
| Sun., 10/22 | V Girls Crew | Head of the Charles Regatta | Away | TBA | Boston, MA | |
| Mon., 10/23 | V Boys Soccer | Maloney | Away - Falcon Field [Directions] | L 0-6 | 2:15/5:30 | |
| Mon., 10/23 | JV Boys Soccer | Maloney | Away - Maloney HS [Directions] | 3:30 p.m. | 2:15/5:30pm | |
| Mon., 10/23 | V Girls Soccer | Maloney | Home - Middletown HS [Directions] | W 5-0 | ||
| Mon., 10/23 | V Girls Volleyball | Platt | Home - Middletown HS [Directions] | L 2-3 | ||
| Mon., 10/23 | JV Girls Volleyball | Platt | Home - Middletown HS [Directions] | 5:00 p.m. | ||
| Mon., 10/23 | FR Girls Volleyball | Platt | Home - Middletown HS [Directions] | 4:00 p.m. | ||
| Tue., 10/24 | V Boys Cross Country | Old Saybrook | Away [Directions] | 3:30 p.m. | 2:15/5:00 | 9th/10th Grade |
| Tue., 10/24 | V Girls Cross Country | Old Saybrook | Away [Directions] | 3:30 p.m. | 9/10 grade | |
| Tue., 10/24 | V Girls Swimming and Diving | Plainville | Home - Middletown HS [Directions] | 4:00 p.m. | ||
| Thu., 10/26 | V Girls Volleyball | Berlin | Away - BHS A-Gym [Directions] | L 0-3 | 2:45/7:30 | |
| Thu., 10/26 | JV Girls Volleyball | Berlin | Away - BHS A-Gym [Directions] | 4:30 p.m. | ||
| Thu., 10/26 | FR Girls Volleyball | Berlin | Away - BHS B-Gym [Directions] | 4:30 p.m. | ||
| Fri., 10/27 | V Football | Newington | Away - Alumni VAR Field on Alumni Road - LIGHTS [Directions] | W 34-7 | 4:30/8:30 2 buses | |
| Fri., 10/27 | V Boys Soccer | Platt | Home - Middletown HS [Directions] | T 2-2 | ||
| Fri., 10/27 | JV Boys Soccer | Platt | Home - 395 Country Club Rd [Directions] | 3:45 p.m. | ||
| Fri., 10/27 | V Girls Soccer | Platt | Away - Platt high school [Directions] | W 7-0 | 2:15/5:30 | |
| Fri., 10/27 | JV Girls Soccer | Platt | Away - Platt high school [Directions] | 3:45 p.m. | ||
| Sat., 10/28 | JV Football | Newington | Away - Abbate Field on Alumni Rd. [Directions] | 10:00 a.m. | 8:30/11:30 am | |
| Sat., 10/28 | V Girls Crew | Head of the Fish - Saratoga Springs, NY | Away | TBA | ||
| Sun., 10/29 | V Girls Crew | Head of the Fish - Saratoga Springs, NY | Away | TBA | ||
| Mon., 10/30 | V Boys Soccer | Berlin | Away - Sage Park - Scalise Field [Directions] | L 2-4 | 5:00/8:00 | |
| Mon., 10/30 | JV Boys Soccer | Berlin | Away - Sage Park - Scalise Field [Directions] | 4:00 p.m. | 3:15 one way | |
| Mon., 10/30 | V Girls Soccer | Berlin | Home - Middletown HS [Directions] | W 2-1 | ||
| Mon., 10/30 | JV Girls Soccer | Berlin | Home - Middletown HS [Directions] | 4:00 p.m. | ||
| Thu., 11/2 | FR Football | Berlin | Away - Sage Park - Scalise Field [Directions] | 3:30 p.m. | ||
| Fri., 11/3 | V Football | Hudson Catholic (NJ) | Away | W 23-12 | Yes | at Caven Point JC |
| Fri., 11/3 | V Girls Swimming and Diving | CCC Championship | Away | 4:00 p.m. | 2:15/6 pm | |
| Tue., 11/7 | V Girls Soccer | Newington | Home - Middletown HS [Directions] | W 4-0 | ||
| Thu., 11/9 | FR Football | Platt | Home - Middletown HS [Directions] | 3:45 p.m. | ||
| Thu., 11/9 | V Girls Soccer | Glastonbury | Away - GHS Field #4 [Directions] | L 3-0 | 12:30pm | |
| Thu., 11/9 | V Girls Soccer | Glastonbury | Away - GHS Field #4 [Directions] | Cancelled | 12:30pm | |
| Thu., 11/9 | V Girls Swimming and Diving | State Diving | Home - Middletown HS [Directions] | 5:30 p.m. | ||
| Fri., 11/10 | V Football | Platt | Home - Middletown HS [Directions] | W 51-20 | ||
| Sat., 11/11 | JV Football | Platt | Home - Middletown HS [Directions] | Cancelled | ||
| Sat., 11/11 | V Girls Swimming and Diving | State Trials | Away | 6:00 p.m. | Yes | at Cornerstone |
| Wed., 11/15 | V Girls Swimming and Diving | State Finals | Away | TBA | at Wesleyan | |
| Thu., 11/16 | V Girls Swimming and Diving | Open Diving | Home - Middletown HS [Directions] | 5:30 p.m. | ||
| Fri., 11/17 | FR Football | Windsor | Away - Jack O'Brien Stadium [Directions] | 3:45 p.m. | 2:30/5 pm | |
| Wed., 11/22 | V Football | Windsor | Away - Jack O'Brien Stadium [Directions] | W 24-7 | 3:45/8:30 2 buses | |
| Tue., 11/28 | V Football | New Canaan | Home - Middletown HS [Directions] | 6:30 p.m. | ||
| Fri., 12/1 | V Girls Basketball | Cromwell (Scrim.) | Away - Cromwell HS [Directions] | 3:00 p.m. | 2:15/5:00 | |
| Fri., 12/1 | JV Girls Basketball | Cromwell (Scrim.) | Away [Directions] | 3:00 p.m. | ||
| Sat., 12/2 | V Wrestling | Wethersfield (Scrim.) | Away - Wethersfield HS [Directions] | 9:00 a.m. | 8 am/12 pm | |
| Tue., 12/5 | V Boys Basketball | South Windsor (Scrim.) | Home - Middletown HS [Directions] | 4:30 p.m. | ||
| Thu., 12/7 | V Girls Basketball | East Hartford (Scrim.) | Home - Middletown HS [Directions] | 4:00 p.m. | 3-way with HK as well | |
| Mon., 12/11 | V Girls Basketball | Rocky Hill | Home - Middletown HS [Directions] | L 61-64 | ||
| Mon., 12/11 | JV Girls Basketball | Rocky Hill | Home - Middletown HS [Directions] | 4:30 p.m. | ||
| Tue., 12/12 | V Boys Basketball | Cromwell (Scrim.) | Away - Jake Salafia Gymnasium @ Cromwell HS [Directions] | 5:30 p.m. | 5/7:30 | |
| Wed., 12/13 | V Wrestling | Simsbury | Home - 99 Spruce St. - Keigwin School [Directions] | Simsbury 48 Middletown 30 | ||
| Wed., 12/13 | JV Wrestling | Simsbury | Home [Directions] | 8:00 p.m. | ||
| Thu., 12/14 | V Girls Basketball | Platt | Away - Platt high school [Directions] | W 52-43 | 4:00/8:00 | |
| Thu., 12/14 | JV Girls Basketball | Platt | Away - Platt high school [Directions] | 5:15 p.m. | ||
| Thu., 12/14 | FR Girls Basketball | Platt | Away - Platt high school [Directions] | 3:45 p.m. | 2:30/5:00 | |
| Fri., 12/15 | V Boys Indoor Track | Hillhouse Invitational | Away | 3:00 p.m. | 2:15 | |
| Fri., 12/15 | V Girls Indoor Track | Hillhouse Invitational | Away | 3:00 p.m. | 2:15 | |
| Sat., 12/16 | V Boys Basketball | East Catholic | Away - Trinity College [Directions] | L 62-89 | 3:30/9pm | at Trinity - Doc Hurley Classic |
| Sat., 12/16 | V Boys Indoor Track | Hillhouse Invitational | Away | 9:00 a.m. | 8am | |
| Sat., 12/16 | V Wrestling | Battle of Wethersfield Tournament | Away | 9:30 a.m. | 7 am/5pm | |
| Sat., 12/16 | V Girls Basketball | Enfield | Away - Enfield HS [Directions] | L 52-62 | 4:00/8:00 | |
| Sat., 12/16 | JV Girls Basketball | Enfield | Away - Enfield HS [Directions] | 5:15 p.m. | ||
| Sat., 12/16 | FR Girls Basketball | Enfield | Away - Enfield HS [Directions] | 3:45 p.m. | 2:15/5:00 | |
| Sat., 12/16 | V Girls Indoor Track | Hillhouse Invitational | Away | 9:00 a.m. | 8am | |
| Tue., 12/19 | V Boys Basketball | Bristol Central | Home - Middletown HS [Directions] | W 78-74 | ||
| Tue., 12/19 | JV Boys Basketball | Bristol Central | Home - Middletown HS [Directions] | W 65-58 | ||
| Tue., 12/19 | FR Boys Basketball | Bristol Central | Home - Middletown HS [Directions] | L 46-55 | ||
| Tue., 12/19 | V Boys Swimming and Diving | East Lyme NFA | Home [Directions] | 82-104 L | ||
| Tue., 12/19 | V Girls Basketball | Bristol Central | Away - Bristol Central HS [Directions] | W 59-34 | 4:00/8:00 | |
| Tue., 12/19 | JV Girls Basketball | Bristol Central | Away - Bristol Central HS [Directions] | 5:15 p.m. | ||
| Tue., 12/19 | FR Girls Basketball | Bristol Central | Away - Bristol Central HS [Directions] | 3:45 p.m. | 2:15/5:00 | |
| Wed., 12/20 | V Wrestling | Maloney | Away - Maloney HS [Directions] | Middletown 37 Maloney 36 | 4 pm/7:30 pm | |
| Wed., 12/20 | JV Wrestling | Maloney | Away [Directions] | 6:00 p.m. | ||
| Thu., 12/21 | V Girls Basketball | Weaver | Home - Middletown HS [Directions] | L 65-59 | ||
| Thu., 12/21 | JV Girls Basketball | Weaver | Home - Middletown HS [Directions] | 4:30 p.m. | ||
| Fri., 12/22 | V Boys Basketball | Hillhouse | Away - Floyd Little Athletic Center [Directions] | L 37-71 | 3:30/8:00 pm | |
| Fri., 12/22 | JV Boys Basketball | Hillhouse | Away - Hillhouse HS Gym [Directions] | L 52-84 | ||
| Fri., 12/22 | FR Boys Basketball | Hillhouse | Away - Hillhouse HS Gym [Directions] | L 47-61 | 2:15/5:00 | |
| Fri., 12/22 | V Wrestling | Ledyard, Xavier, Ellis Tech | Away - Standish Gymnasium [Directions] | Xavier 45 Middletown 23 Middletown 39 Ledyard 31 Ellis tech 43 Middletown 34 | 1:30pm/ 8 pm | at Ledyard |
| Wed., 12/27 | V Wrestling | Glastonbury | Away [Directions] | 9:00 a.m. | 7:45 am/3 pm | JV |
| Wed., 12/27 | V Girls Basketball | New Britain | Away - New Britain HS [Directions] | L 52-58(OT) | 3:30/6:15 | |
| Wed., 12/27 | JV Girls Basketball | New Britain | Away - New Britain HS [Directions] | 3:30 p.m. | ||
| Wed., 12/27 | FR Girls Basketball | New Britain | Away - New Britain HS [Directions] | 2:00 p.m. | 1:00/3:30 | |
| Wed., 12/27 | V Girls Gymnastics | Valley Regional, H-K/Morgan/Westbrook, Stonington | Home - Flip Flop Gymnastics, Deep River [Directions] | 1st Place | ||
| Thu., 12/28 | V Boys Indoor Track | Wilton Wright Invitational | Away | TBA | TBA | |
| Thu., 12/28 | V Wrestling | Glastonbury | Away [Directions] | Middletown 77 Terryville 3 Middletown 54 Hall 30 Middletown 44 E. Hartford 33 Middletown 48 Branford 27 | 8 am2 pm | |
| Thu., 12/28 | V Girls Basketball | Manchester | Home - Middletown HS [Directions] | W 74-64 | ||
| Thu., 12/28 | JV Girls Basketball | Manchester | Home - Middletown HS [Directions] | 12:30 p.m. | ||
| Thu., 12/28 | FR Girls Basketball | Manchester | Home - Middletown HS [Directions] | 11:00 a.m. | ||
| Thu., 12/28 | V Girls Indoor Track | Wilton Wright Invitational | Away | TBA | Yes | |
| Fri., 12/29 | V Boys Basketball | Weaver | Away - Classical Magnet [Directions] | W 59-55 | 3:15pm/7:30pm | |
| Fri., 12/29 | JV Boys Basketball | Weaver | Away - Classical Magnet [Directions] | L 56-64 | ||
| Fri., 12/29 | V Boys Swimming and Diving | Rocky Hill | Away - Rocky Hill HS [Directions] | 91-84 W | 8 am/11 am | |
| Fri., 12/29 | V Girls Gymnastics | Valley Regional, H-K/Morgan/Westbrook | Home - Flip Flop Gymnastics, Deep River [Directions] | 1st Place | ||
| Sat., 12/30 | V Boys Indoor Track | Wintergreen Invitational | Away | TBA | TBA | |
| Sat., 12/30 | V Girls Indoor Track | Wintergreen Invite | Away | TBA | Yes | |
| Wed., 1/3 | V Wrestling | Bristol Eastern | Away - Bristol Eastern HS [Directions] | B. Eastern 63-6 | 4 pm/ 8 pm | |
| Wed., 1/3 | JV Wrestling | Bristol Eastern | Away [Directions] | 8:00 p.m. | ||
| Fri., 1/5 | V Boys Indoor Track | Elm City Relays | Away | TBA | TBA | |
| Fri., 1/5 | V Girls Indoor Track | Elm City Relays | Away | TBA | Yes | |
| Sat., 1/6 | V Wrestling | Fairfield Warde | Away [Directions] | 9:30 a.m. | 6:30 am/5 pm | |
| Sat., 1/6 | V Girls Basketball | Bolton | Away - Bolton HS [Directions] | W 53-38 | 10:45/2:00 | |
| Sat., 1/6 | V Girls Gymnastics | Hamden, Foran, H-K/Morgan/Westbrook, Valley Regional | Home - Flip Flop Gymnastics, Deep River [Directions] | 2nd Place | ||
| Mon., 1/8 | V Boys Basketball | Platt | Away - Platt high school [Directions] | W 96-46 | 4:00/8:00 pm | |
| Mon., 1/8 | JV Boys Basketball | Platt | Away - Platt high school [Directions] | W 55-53 | ||
| Mon., 1/8 | FR Boys Basketball | Platt | Away - Platt high school [Directions] | L 34-67 | 2:30/5:00 | |
| Mon., 1/8 | V Girls Basketball | Platt | Home - Middletown HS [Directions] | L 60-57 | ||
| Mon., 1/8 | JV Girls Basketball | Platt | Home - Middletown HS [Directions] | 5:15 p.m. | ||
| Mon., 1/8 | FR Girls Basketball | Platt | Home - Middletown HS [Directions] | 3:45 p.m. | ||
| Tue., 1/9 | V Boys Basketball | Maloney | Home - Middletown HS [Directions] | W 55-47 | ||
| Tue., 1/9 | JV Boys Basketball | Maloney | Home - Middletown HS [Directions] | W 56-39 | ||
| Tue., 1/9 | FR Boys Basketball | Maloney | Home - Middletown HS [Directions] | L 45-56 | ||
| Tue., 1/9 | V Boys Swimming and Diving | Glastonbury | Home - Middletown HS [Directions] | 81-95 L | ||
| Tue., 1/9 | V Girls Basketball | Maloney | Away - Maloney HS [Directions] | W 63-37 | 4:15/8:00 | |
| Tue., 1/9 | JV Girls Basketball | Maloney | Away - Maloney HS [Directions] | 5:15 p.m. | ||
| Tue., 1/9 | FR Girls Basketball | Maloney | Away - Maloney HS [Directions] | 3:45 p.m. | 2:30/5:00 | |
| Wed., 1/10 | V Wrestling | Platt | Home - 99 Spruce St. - Keigwin School [Directions] | Platt 55 Middletown 22 | ||
| Wed., 1/10 | JV Wrestling | Platt | Home [Directions] | 8:00 p.m. | ||
| Thu., 1/11 | V Girls Basketball | E.O. Smith | Home - Middletown HS [Directions] | W 61-50 | ||
| Thu., 1/11 | JV Girls Basketball | E.O. Smith | Home - Middletown HS [Directions] | 5:15 p.m. | ||
| Thu., 1/11 | FR Girls Basketball | E.O. Smith | Home - Middletown HS [Directions] | 3:45 p.m. | ||
| Fri., 1/12 | V Boys Basketball | East Hartford | Away - East Hartford HS [Directions] | L 53-78 | 3:30/8:00 pm | |
| Fri., 1/12 | JV Boys Basketball | East Hartford | Away - East Hartford HS [Directions] | L 56-65 | ||
| Fri., 1/12 | FR Boys Basketball | East Hartford | Away - East Hartford HS [Directions] | L 37-70 | 2:15/5:00 | |
| Fri., 1/12 | V Boys Swimming and Diving | Hall | Home - Middletown HS [Directions] | 81-94 | ||
| Fri., 1/12 | V Wrestling | Ledyard, Guilford, Conard | Away - Standish Gymnasium [Directions] | Guilford 46 Middletown 27 Ledyard 38 Middletown 36 Middletown 63 Conard 12 | 2:30/9 pm | at Ledyard |
| Sat., 1/13 | Winter Dance Team | Dancin' In the Woods Competition | Away | 3:00 p.m. | 1:15pm/7:30pm | Woodland Regional HS |
| Tue., 1/16 | V Boys Basketball | Bloomfield | Away - Bloomfield HS [Directions] | L 67-70 2OT | 3:30/8:00 pm | |
| Tue., 1/16 | JV Boys Basketball | Bloomfield | Away - Bloomfield HS [Directions] | L 42-60 | ||
| Tue., 1/16 | FR Boys Basketball | Bloomfield | Away - Bloomfield HS [Directions] | W 83-50 | 2:15/5:00 | |
| Tue., 1/16 | V Boys Swimming and Diving | Avon | Home - Middletown HS [Directions] | 93-93 | ||
| Tue., 1/16 | V Wrestling | Xavier | Away - Middletown HS [Directions] | 6:00 p.m. | JV Tournament | |
| Tue., 1/16 | V Girls Basketball | Bristol Eastern | Home - Middletown HS [Directions] | W 63-46 | ||
| Tue., 1/16 | JV Girls Basketball | Bristol Eastern | Home - Middletown HS [Directions] | 4:00 p.m. | ||
| Thu., 1/18 | V Wrestling | Bristol Central | Home - 99 Spruce St. - Keigwin School [Directions] | Middletown 40 BC 34 | ||
| Thu., 1/18 | JV Wrestling | Bristol Central | Home [Directions] | 8:00 p.m. | ||
| Thu., 1/18 | V Girls Basketball | Berlin | Away - BHS A-Gym [Directions] | L 57-50 | 4:15/8:00 | |
| Thu., 1/18 | JV Girls Basketball | Berlin | Away - BHS A-Gym [Directions] | 5:15 p.m. | ||
| Thu., 1/18 | V Girls Gymnastics | Jonathan Law, Norwich Free Academy | Away - Jonathan Law HS Old Gym [Directions] | 2nd Place | ||
| Fri., 1/19 | V Boys Basketball | Berlin | Home - Middletown HS [Directions] | W 57-53 | ||
| Fri., 1/19 | JV Boys Basketball | Berlin | Home - Middletown HS [Directions] | L 42-49 | ||
| Fri., 1/19 | FR Boys Basketball | Berlin | Home - Middletown HS [Directions] | W 62-33 | ||
| Fri., 1/19 | V Boys Indoor Track | Yale Invitational | Away | TBA | TBA | |
| Fri., 1/19 | V Boys Swimming and Diving | Farmington | Away - Miss Porters School - Pool [Directions] | 98-88 | 5:30/9:00 | |
| Fri., 1/19 | V Wrestling | South Windsor, New London, Masuk | Home - 99 Spruce St. - Keigwin School [Directions] | Middletown 40 Shelton 35 Middletown 58 S. Windsor 21 Middletown 40 N. London 37 | No Masuk. Shelton replacing | |
| Fri., 1/19 | V Girls Indoor Track | Yale Invite | Away | TBA | Yes | |
| Sat., 1/20 | V Boys Indoor Track | Yale Invitational | Away | TBA | TBA | |
| Sat., 1/20 | Winter Dance Team | Oxford Competition | Away | TBA | TBA | |
| Sat., 1/20 | V Girls Indoor Track | Yale Invite | Away | TBA | Yes | |
| Mon., 1/22 | V Boys Basketball | Simsbury | Away - Simsbury HS [Directions] | L 54-71 | 3:30/8:00 pm | |
| Mon., 1/22 | JV Boys Basketball | Simsbury | Away - Simsbury HS [Directions] | W 60-51 | ||
| Mon., 1/22 | FR Boys Basketball | Simsbury | Away - Simsbury HS [Directions] | L 24-46 | 2:15/5:00 | |
| Mon., 1/22 | V Girls Basketball | Conard | Home - Middletown HS [Directions] | W 64-59 (ot) | ||
| Mon., 1/22 | JV Girls Basketball | Conard | Home - Middletown HS [Directions] | 5:15 p.m. | ||
| Mon., 1/22 | FR Girls Basketball | Conard | Home - Middletown HS [Directions] | 3:45 p.m. | ||
| Tue., 1/23 | V Boys Swimming and Diving | Berlin | Away - Platt HS [Directions] | 102-83 | 2:30/6:00 | |
| Wed., 1/24 | V Wrestling | RHAM | Away - RHAM HS Gymnasium [Directions] | Middletown 55 RHAM 18 | 4 pm/7:30 pm | |
| Wed., 1/24 | JV Wrestling | RHAM | Away [Directions] | 8:00 p.m. | ||
| Thu., 1/25 | V Boys Basketball | Newington | Home - Middletown HS [Directions] | W 70-66 | ||
| Thu., 1/25 | JV Boys Basketball | Newington | Home - Middletown HS [Directions] | W 56-53 | ||
| Thu., 1/25 | FR Boys Basketball | Newington | Home - Middletown HS [Directions] | L 36-49 | ||
| Thu., 1/25 | V Boys Swimming and Diving | Conard | Home - Middletown HS [Directions] | 84-102 | 2:10/5:30 | |
| Thu., 1/25 | V Girls Basketball | Wethersfield | Away - Wethersfield HS [Directions] | L 58-51 | 4:00/8:00 | |
| Thu., 1/25 | JV Girls Basketball | Wethersfield | Away - Wethersfield HS [Directions] | 5:15 p.m. | ||
| Thu., 1/25 | FR Girls Basketball | Wethersfield | Away - Wethersfield HS [Directions] | 3:45 p.m. | 2:30/5:00 | |
| Thu., 1/25 | V Girls Gymnastics | Daniel Hand, H-K/Morgan/Westbrook, Valley Regional | Away - Polson Gymnastics Gym/DHHS Campus [Directions] | 2nd Place | ||
| Fri., 1/26 | V Boys Swimming and Diving | South Windsor | Away - Star Hill Facility Tolland, CT. [Directions] | 84-92 | 2:10/6:00 | |
| Sat., 1/27 | V Boys Indoor Track | CCC Championships | Away | TBA | TBA | |
| Sat., 1/27 | V Wrestling | Southington | Away - West Gym [Directions] | Cancelled | 7:30 am/5 pm | |
| Sat., 1/27 | V Wrestling | Portland/Cromwell | Away [Directions] | 9:00 a.m. | 7:30 am/5 pm | |
| Sat., 1/27 | Winter Dance Team | Quinnipiac | Away | TBA | Yes | |
| Sat., 1/27 | V Girls Indoor Track | CCC Championships | Away | TBA | Yes | |
| Mon., 1/29 | V Boys Basketball | Bristol Eastern | Home - Middletown HS [Directions] | W 48-40 | ||
| Mon., 1/29 | JV Boys Basketball | Bristol Eastern | Home - Middletown HS [Directions] | W 63-47 | ||
| Mon., 1/29 | FR Boys Basketball | Bristol Eastern | Home - Middletown HS [Directions] | L 47-58 | ||
| Mon., 1/29 | V Girls Basketball | Bristol Eastern | Away - Bristol Eastern HS [Directions] | W 58-57 | 2:45/7:00 | |
| Mon., 1/29 | JV Girls Basketball | Bristol Eastern | Away - Bristol Eastern HS [Directions] | 4:00 p.m. | ||
| Tue., 1/30 | V Boys Swimming and Diving | Bulkeley Cooperative Swim Team | Home - Middletown HS [Directions] | 96-45 | ||
| Wed., 1/31 | V Wrestling | Plainville | Home - 99 Spruce St. - Keigwin School [Directions] | Middletown 59 Plainville 15 | ||
| Wed., 1/31 | JV Wrestling | Plainville | Home [Directions] | 8:00 p.m. | ||
| Wed., 1/31 | FR Girls Basketball | Bristol Eastern | Away - Bristol Eastern HS [Directions] | 6:30 p.m. | 2:15/5:00 | |
| Thu., 2/1 | V Boys Basketball | Plainville | Away [Directions] | W 50-37 | 3:45/8:00 pm | |
| Thu., 2/1 | JV Boys Basketball | Plainville | Away [Directions] | W 54-45 | ||
| Thu., 2/1 | FR Boys Basketball | Plainville | Away [Directions] | L 40-46 | 2:15/5:00 | |
| Thu., 2/1 | V Girls Basketball | Plainville | Home - Middletown HS [Directions] | W 62-46 | ||
| Thu., 2/1 | JV Girls Basketball | Plainville | Home - Middletown HS [Directions] | 4:30 p.m. | ||
| Fri., 2/2 | V Boys Swimming and Diving | Wethersfield | Away - Wethersfield HS [Directions] | 80-96 | 3:30/7:00 | |
| Fri., 2/2 | V Girls Gymnastics | H-K/Morgan/Westbrook, Valley Regional | Home - Flip Flop Gymnastics, Deep River [Directions] | 1st Place | ||
| Sat., 2/3 | V Wrestling | Bacon Academy | Away [Directions] | 10:00 a.m. | 7 am/6 pm | |
| Mon., 2/5 | V Boys Basketball | Bassick | Home - Middletown HS [Directions] | L 62-84 | ||
| Mon., 2/5 | JV Boys Basketball | Bassick | Home - Middletown HS [Directions] | L 61-70 | ||
| Mon., 2/5 | FR Boys Basketball | Bassick | Home - Middletown HS [Directions] | L 55-57 | ||
| Tue., 2/6 | V Boys Swimming and Diving | Plainville Boys Swimming | Home - Middletown HS [Directions] | 90-84 | ||
| Tue., 2/6 | V Girls Basketball | Glastonbury | Away - Glastonbury HS [Directions] | L 68-64 | 4:00/8:00 | |
| Tue., 2/6 | JV Girls Basketball | Glastonbury | Away - Glastonbury HS [Directions] | 5:15 p.m. | ||
| Tue., 2/6 | FR Girls Basketball | Glastonbury | Away - Glastonbury HS [Directions] | 4:00 p.m. | 2:15/5:00 | |
| Wed., 2/7 | JV Wrestling | Berlin | Away [Directions] | 8:00 p.m. | ||
| Thu., 2/8 | V Boys Indoor Track | CIAC Class L Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 4:00 p.m. | ||
| Thu., 2/8 | V Wrestling | Berlin | Away - BHS B-Gym [Directions] | Middletown 39 Berlin 36 | 4 pm/7:30 pm | |
| Thu., 2/8 | V Girls Indoor Track | CIAC Class L Championships | Away - Floyd Little Athletic Center-New Haven [Directions] | 4:00 p.m. | ||
| Fri., 2/9 | V Boys Basketball | Maloney | Away - Maloney HS [Directions] | W 75-62 | 4:00/8:00 pm | |
| Fri., 2/9 | JV Boys Basketball | Maloney | Away - Maloney HS [Directions] | L 49-60 | ||
| Fri., 2/9 | FR Boys Basketball | Maloney | Away - Maloney HS [Directions] | L 20-61 | 2:30/5:00 | |
| Fri., 2/9 | V Boys Swimming and Diving | Southington | Away - Southington YMCA [Directions] | 81-87 | 2:10/6:00 | |
| Fri., 2/9 | V Girls Basketball | Maloney | Home - Middletown HS [Directions] | W 62-48 | ||
| Fri., 2/9 | JV Girls Basketball | Maloney | Home - Middletown HS [Directions] | 5:15 p.m. | ||
| Fri., 2/9 | FR Girls Basketball | Maloney | Home - Middletown HS [Directions] | 3:45 p.m. | ||
| Fri., 2/9 | V Girls Gymnastics | SCC Championship | Away - Jonathan Law HS [Directions] | 2nd Place | ||
| Sat., 2/10 | V Boys Basketball | Northwest Catholic | Home - Middletown HS [Directions] | L 65-68 | ||
| Sat., 2/10 | JV Boys Basketball | Northwest Catholic | Home - Middletown HS [Directions] | W 73-70 | ||
| Sat., 2/10 | FR Boys Basketball | Northwest Catholic | Home - Middletown HS [Directions] | Cancelled | ||
| Sat., 2/10 | V Wrestling | Central CT Invitational | Away | TBA | TBA | ay Berlin |
| Sat., 2/10 | V Competitive Cheerleading | 2nd Annual Tigers Challenge | Away | TBA | Yes | Mercy High School |
| Sat., 2/10 | Winter Dance Team | Fairfield Warde | Away [Directions] | 4:00 p.m. | Yes | |
| Mon., 2/12 | V Girls Basketball | Berlin | Home - Middletown HS [Directions] | W 51-35 | ||
| Mon., 2/12 | JV Girls Basketball | Berlin | Home - Middletown HS [Directions] | 5:15 p.m. | ||
| Tue., 2/13 | V Boys Basketball | Platt | Home - Middletown HS [Directions] | W 73-60 | ||
| Tue., 2/13 | JV Boys Basketball | Platt | Home - Middletown HS [Directions] | W 73-66 | ||
| Tue., 2/13 | FR Boys Basketball | Platt | Home - Middletown HS [Directions] | L 52-70 | ||
| Tue., 2/13 | V Boys Swimming and Diving | Meriden Co-op | Away - Platt high school [Directions] | 97-84 | 2:30/6:00 | |
| Tue., 2/13 | V Girls Gymnastics | Daniel Hand, H-K/Morgan/Westbrook, Valley Regional | Away - Polson Gymnastics Gym/DHHS Campus [Directions] | 2nd Place | ||
| Thu., 2/15 | V Boys Basketball | Windsor | Away - Windsor H.S. [Directions] | L 66-84 | 3:30/8:00 pm | |
| Thu., 2/15 | FR Boys Basketball | Windsor | Away - Windsor H.S. [Directions] | L 51-74 | 2:15/5:00 | |
| Thu., 2/15 | V Boys Swimming and Diving | Xavier | Away - Freeman Athletic Center, Wesleyan University [Directions] | 94-87 | 6:00 | |
| Thu., 2/15 | V Girls Basketball | Hall | Away - Hall HS - Gym A [Directions] | 6:45 p.m. | 5:30pm/8:15pm | CCC 1st round |
| Fri., 2/16 | V Wrestling | Class L Tournament | Away | TBA | 2pm/8pm | at Bristol Central |
| Sat., 2/17 | V Boys Basketball | Hamden | Home - Middletown HS [Directions] | L 62-80 | ||
| Sat., 2/17 | JV Boys Basketball | Hamden | Home - Middletown HS [Directions] | L 44-67 | ||
| Sat., 2/17 | FR Boys Basketball | Hamden | Home - Middletown HS [Directions] | L 46-68 | ||
| Sat., 2/17 | V Boys Indoor Track | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 12:00 p.m. | ||
| Sat., 2/17 | V Competitive Cheerleading | CCC Competition | Away | 5:00 p.m. | Yes | Hall High School |
| Sat., 2/17 | Winter Dance Team | 4th Annual Battle at St. Joes | Away | TBA | Yes | Fairfield University |
| Sat., 2/17 | V Girls Indoor Track | CIAC Open Championship | Away - Floyd Little Athletic Center-New Haven [Directions] | 12:00 p.m. | ||
| Mon., 2/19 | V Boys Basketball | Berlin | Away - BHS A-Gym [Directions] | W 77[64 | 4:00/8:00 pm | |
| Mon., 2/19 | JV Boys Basketball | Berlin | Away - BHS A-Gym [Directions] | 5:00 p.m. | ||
| Mon., 2/19 | FR Boys Basketball | Berlin | Away - BHS A-Gym [Directions] | 3:30 p.m. | 2:30/5:00 | |
| Tue., 2/20 | V Boys Swimming and Diving | Bristol Eastern | Home - Middletown HS [Directions] | 97-85 | ||
| Fri., 2/23 | V Boys Basketball | Enfield | Away [Directions] | 7:00 p.m. | 5pm/830pm | CCC 1st Round |
| Fri., 2/23 | V Wrestling | State Open | Away | 3:00 p.m. | 11:30am/9pm | at Hillhouse |
| Sat., 2/24 | V Competitive Cheerleading | Best Cheerleading Competition | Away | TBA | 11:45am/6:30pm | Danbury HS |
| Sat., 2/24 | Winter Dance Team | State Dance Tournament | Away | 9:00 a.m. | 8:30am/3pm | |
| Sat., 2/24 | V Girls Gymnastics | CIAC Class S Championship | Away - Pomperaug HS [Directions] | 2nd Place | ||
| Mon., 2/26 | V Girls Basketball | Ridgefield | Away - RHS Main Gym [Directions] | W 51-43 | 3:45pm/8pm | CIAC Class LL 1st Round |
| Wed., 2/28 | V Boys Swimming and Diving | Diving Championship | Away | 5:00 p.m. | Yes | at Bulkeley |
| Thu., 3/1 | V Girls Basketball | Trumbull | Away [Directions] | 5:00 p.m. | 2:45pm/6:30pm | CIAC Class LL 2nd Round |
| Sat., 3/3 | V Boys Indoor Track | New England Championships | Away - Reggie Lewis Center - Boston, MA | TBA | ||
| Sat., 3/3 | V Boys Swimming and Diving | South Championship | Away | 9:30 a.m. | 7:30am | Platt |
| Sat., 3/3 | V Girls Indoor Track | New England Championships | Away - Reggie Lewis Center - Boston, MA | TBA | ||
| Tue., 3/6 | V Boys Basketball | WCA | Away [Directions] | 7:00 p.m. | 5:15pm/8:30pm | CIAC Div. II First Round |
| Fri., 3/9 | V Boys Swimming and Diving | State Diving | Home - Middletown HS [Directions] | 5:30 p.m. | ||
| Sat., 3/10 | V Boys Swimming and Diving | State Trials | Away | 11:30 a.m. | 9am/3pm | at East Hartford |
| Wed., 3/14 | V Boys Swimming and Diving | State Finals | Away | 6:00 p.m. | Weselyan | |
| Fri., 3/16 | V Boys Swimming and Diving | Diving Opens | Home - Middletown HS [Directions] | 5:30 p.m. | ||
| Sat., 3/17 | V Boys Swimming and Diving | State Open | Away | 2:30 p.m. | Yale | |
| Sat., 3/24 | V Softball | West Haven (Scrim.) | Away - Frank Biondi Field [Directions] | 2:00 p.m. | 11:15 am/3 pm | |
| Sat., 3/24 | JV Softball | West Haven (Scrim.) | Away [Directions] | 12:30 p.m. | ||
| Tue., 3/27 | V Baseball | East Hampton (Scrim.) | Home - Middletown HS [Directions] | 2:45 p.m. | ||
| Thu., 3/29 | V Baseball | Haddam-Killingworth (Scrim.) | Away - Haddam Killingworth HS [Directions] | 3:45 p.m. | 2:15 | |
| Thu., 3/29 | V Softball | Cromwell (Scrim.) | Home - Middletown HS [Directions] | 3:30 p.m. | ||
| Sat., 3/31 | JV Ultimate Frisbee | Sheehan | Home - 300 Country Club Road, Moody School [Directions] | 4:00 p.m. | ||
| Thu., 4/5 | V Baseball | Platt | Away - legion field [Directions] | L 5-6 | 2:15 | |
| Thu., 4/5 | V Boys Outdoor Track | Bristol Eastern | Home - Middletown HS [Directions] | Middletown 125 Bristol Eastern 24 | ||
| Thu., 4/5 | V Boys Tennis | Avon | Away - Avon MS [Directions] | L 0-7 | ||
| Thu., 4/5 | V Girls Outdoor Track | Bristol Eastern | Home - Middletown HS [Directions] | 3:45 p.m. [Detailed Results] | ||
| Thu., 4/5 | V Girls Tennis | Avon | Home - Wesleyan University [Directions] | L 1-6 | ||
| Sat., 4/7 | V Boys Outdoor Track | Bloomfield | Away [Directions] | TBA | TBA | |
| Sat., 4/7 | V Co-ed Crew | Guilford | Away [Directions] | 9:00 a.m. | Yes | Lake Quonnipaug |
| Sat., 4/7 | V Girls Outdoor Track | Bloomfield Invitational | Away | TBA | TBA | |
| Mon., 4/9 | V Baseball | Farmington | Home - Middletown HS [Directions] | W 2-0 | ||
| Mon., 4/9 | JV Baseball | Farmington | Away - Farmington HS [Directions] | 3:45 p.m. | ||
| Mon., 4/9 | JV Girls Lacrosse | E.O. Smith | Home - 300 Country Club Road, Moody School [Directions] | 4:00 p.m. | ||
| Mon., 4/9 | V Softball | Glastonbury | Away - Glastonbury HS [Directions] | L 10-11 | 2:30/5:30 | |
| Mon., 4/9 | JV Softball | Glastonbury | Away - Glastonbury HS [Directions] | 4:00 p.m. | ||
| Mon., 4/9 | V Girls Tennis | Bristol Central | Home - Wesleyan University [Directions] | W 4-3 | ||
| Tue., 4/10 | V Boys Outdoor Track | Plainville | Away [Directions] | Middletown 105 Plainville 45 | 2:15 | |
| Tue., 4/10 | V Girls Outdoor Track | Plainville | Away [Directions] | 3:45 p.m. [Detailed Results] | 2:15 | |
| Tue., 4/10 | V Softball | Platt | Home - Middletown HS [Directions] | W 12-2 | ||
| Tue., 4/10 | JV Softball | Platt | Home - 300 Country Club Road, Moody School [Directions] | 3:45 p.m. | ||
| Wed., 4/11 | V Baseball | Bulkeley | Away - Annie Fisher Field [Directions] | W 16-2 | 5:30/9 pm | |
| Wed., 4/11 | V Ultimate Frisbee | Hotchkiss | Away | 4:30 p.m. | 2:15/ | V/JV |
| Wed., 4/11 | JV Ultimate Frisbee | Hotchkiss | Away | 4:30 p.m. | V/JV | |
| Wed., 4/11 | V Girls Golf | New Britain | Away [Directions] | Middletown 254 New Britain 271 | ||
| Wed., 4/11 | JV Girls Lacrosse | Tolland | Home - 300 Country Club Road, Moody School [Directions] | 4:00 p.m. | ||
| Wed., 4/11 | V Softball | Newington | Home - Middletown HS [Directions] | W 12-6 | ||
| Wed., 4/11 | JV Softball | Newington | Home - 300 Country Club Road, Moody School [Directions] | 3:45 p.m. | ||
| Thu., 4/12 | V Softball | Maloney | Away - Dunn Sports Complex - Thorpe Ave. [Directions] | L 11-8 | 2:30/5:30 | |
| Fri., 4/13 | V Baseball | New London | Away - Sal Amanti Field [Directions] | L 3-1 | 2:15 | |
| Fri., 4/13 | V Ultimate Frisbee | Marianapolis Prep | Away | 4:30 p.m. | 2:15 | V/JV |
| Fri., 4/13 | JV Ultimate Frisbee | Marianapolis Prep | Away | 4:30 p.m. | V/JV | |
| Sat., 4/14 | V Softball | Coginchaug | Home - 300 Country Club Road, Moody School [Directions] | L 4-6 | ||
| Sun., 4/15 | V Co-ed Crew | E.O. Smith | Away [Directions] | 10:00 a.m. | Yes | Coventry Lake |
| Tue., 4/17 | V Boys Outdoor Track | Maloney | Away - Maloney HS [Directions] | Middletown 100 Maloney 38 | 2:15 | |
| Tue., 4/17 | JV Girls Lacrosse | Enfield | Away - Fermi HS [Directions] | 4:00 p.m. | 2:15/5:00 | |
| Tue., 4/17 | V Girls Outdoor Track | Maloney | Away - Maloney HS [Directions] | 3:45 p.m. [Detailed Results] | 2:15 | |
| Wed., 4/18 | V Baseball | Bristol Central | Home - Middletown HS [Directions] | L 8-2 | ||
| Wed., 4/18 | JV Baseball | Bristol Central | Home - 99 Spruce St. - Keigwin School [Directions] | L 14-4 | ||
| Wed., 4/18 | V Co-ed Crew | East Lyme | Home - 80 Harbor Drive [Directions] | Cancelled | Yes | |
| Wed., 4/18 | V Softball | Bristol Central | Away - Casey Field, Lake Ave Bristol [Directions] | W 17-4 | 2:30/5:30 | |
| Fri., 4/20 | V Baseball | Berlin | Away - Sage Park - Zipadelli Field [Directions] | L 6-7 | 2:!5 | |
| Fri., 4/20 | JV Baseball | Berlin | Away - Baretta Field - Percival Park [Directions] | 3:45 p.m. | ||
| Fri., 4/20 | JV Boys Lacrosse | Bristol Central | Home - 300 Country Club Road, Moody School [Directions] | 3:45 p.m. | ||
| Fri., 4/20 | V Boys Outdoor Track | CT Distance Festival | Away | 6:00 p.m. | Xavier | |
| Fri., 4/20 | V Boys Tennis | Bristol Central | Away - Bristol Central HS [Directions] | L 2-5 | ||
| Fri., 4/20 | V Girls Outdoor Track | CT Distance Festival | Away | 6:00 p.m. | at Xavier | |
| Fri., 4/20 | V Softball | Berlin | Away - Sage Park - Berlin [Directions] | W 15-0 | 2:30/5:30 | |
| Fri., 4/20 | JV Softball | Berlin | Away - Sage Park - Berlin [Directions] | 3:45 p.m. | ||
| Sat., 4/21 | V Baseball | Maloney | Home - Middletown HS [Directions] | W 4-3 | ||
| Sat., 4/21 | V Co-ed Crew | St. Marys Bay View (RI) | Away | TBA | Yes | Narragansett, RI |
| Sat., 4/21 | V Ultimate Frisbee | Master's Tourney | Away | 9:00 a.m. | 7am/4pm | Westport - Green Farms Academy |
| Sat., 4/21 | JV Ultimate Frisbee | Master's Tourney | Away | 9:00 a.m. | at West Simsbury - V/JV | |
| Mon., 4/23 | V Baseball | East Hartford | Away - McKenna Field [Directions] | L 5-9 | 2:!5 | |
| Mon., 4/23 | JV Baseball | East Hartford | Away - Pony Field-McAuliffe Park [Directions] | 3:45 p.m. | ||
| Mon., 4/23 | V Boys Tennis | South Windsor | Home - Wesleyan University [Directions] | L 0-7 | ||
| Mon., 4/23 | V Ultimate Frisbee | Choate Rosemary Hall | Away - Choate | 4:00 p.m. | V/JV | |
| Mon., 4/23 | JV Ultimate Frisbee | Choate Rosemary Hall | Away - Choate | 4:00 p.m. | V/JV | |
| Mon., 4/23 | V Girls Golf | Wethersfield | Home - Lyman Orchards [Directions] | Middletown 175 Wethersfield 148 | ||
| Mon., 4/23 | V Softball | RHAM | Home - Middletown HS [Directions] | W 19-1 | ||
| Mon., 4/23 | JV Softball | RHAM | Home - 300 Country Club Road, Moody School [Directions] | 3:45 p.m. | ||
| Mon., 4/23 | V Girls Tennis | Enfield | Away - Enfield HS [Directions] | L 2-5 | 2:15 | |
| Tue., 4/24 | V Boys Golf | Bristol Central | Home - Lyman Orchards [Directions] | MHS 177 BCHS 212 Vincent Gritzuk Medalist 39 | ||
| Tue., 4/24 | V Boys Outdoor Track | Platt | Home - Middletown HS [Directions] | Middletown 123 Platt 27 | ||
| Tue., 4/24 | V Boys Tennis | Wethersfield | Home - Wesleyan University [Directions] | L 0-7 | ||
| Tue., 4/24 | JV Ultimate Frisbee | Newtown | Home - 300 Country Club Road, Moody School [Directions] | 4:00 p.m. | ||
| Tue., 4/24 | V Girls Outdoor Track | Platt | Home - Middletown HS [Directions] | 3:45 p.m. [Detailed Results] | ||
| Thu., 4/26 | V Baseball | Conard | Home - Middletown HS [Directions] | L 2-5 | 2:!5 | |
| Thu., 4/26 | V Boys Golf | Bristol Eastern | Away - Chippanee [Directions] | MHS 183 BEHS 222 Vincent Gritzuk Medalist 41 | ||
| Fri., 4/27 | V Boys Outdoor Track | Ledyard Relays | Away | Cancelled | TBA | |
| Fri., 4/27 | V Girls Outdoor Track | Ledyard Relays | Away | Cancelled | TBA | |
| Sat., 4/28 | V Boys Outdoor Track | Ledyard Relays | Away | TBA | TBA | |
| Sat., 4/28 | V Co-ed Crew | Q-Cup | Away | 1:00 p.m. | Lake Quinsigamond, Worcester, MA | |
| Sat., 4/28 | V Ultimate Frisbee | Middletown Invitational | Home - Middletown HS [Directions] | 9:00 a.m. | V/JV | |
| Sat., 4/28 | JV Ultimate Frisbee | Middletown Invitational | Home - Middletown HS [Directions] | 9:00 a.m. | V/JV | |
| Sat., 4/28 | V Girls Outdoor Track | Ledyard Relays | Away | TBA | TBA | |
| Mon., 4/30 | V Baseball | Bloomfield | Home - Middletown HS [Directions] | W 10-7 | ||
| Mon., 4/30 | V Boys Golf | Platt | Away - Hunters [Directions] | MHS 189 PHS 241 MHS Co Medalist Vincent Gritzuk, Brennen Maxfield 45 | ||
| Mon., 4/30 | V Boys Tennis | Glastonbury | Home - Wesleyan University [Directions] | L 0-7 | ||
| Mon., 4/30 | JV Ultimate Frisbee | Avon | Away [Directions] | Cancelled | 2:15 | |
| Mon., 4/30 | V Girls Golf | Manchester | Home - Lyman Orchards [Directions] | Middletown 174 Manchester 179 | ||
| Mon., 4/30 | V Softball | Windsor | Away - Windsor H.S. [Directions] | L 3-5 | 2:15/5:30 | |
| Mon., 4/30 | JV Softball | Windsor | Away - Windsor H.S. [Directions] | 4:00 p.m. | ||
| Mon., 4/30 | V Girls Tennis | Conard | Away - Conard HS [Directions] | L 1-6 | 2:30/5:15 pm | |
| Tue., 5/1 | V Baseball | Bloomfield | Away - Bloomfield H.S. [Directions] | W 13-1 | 2:15 | |
| Tue., 5/1 | FR Baseball | Conard | Home - Middletown HS [Directions] | 3:45 p.m. | ||
| Tue., 5/1 | V Boys Outdoor Track | Bristol Central | Away - Bristol Central HS [Directions] | Middletown 79 Bristol Central 71 | 2:15 | |
| Tue., 5/1 | JV Girls Lacrosse | Windsor | Away - Windsor H.S. [Directions] | 4:00 p.m. | ||
| Tue., 5/1 | V Girls Outdoor Track | Bristol Central | Away - Bristol Central HS [Directions] | Middletown 78.5
Bristol Central 71.5 [Detailed Results] | 2:15 | |
| Tue., 5/1 | V Softball | Bristol Eastern | Home - Middletown HS [Directions] | W 5-3 | ||
| Tue., 5/1 | V Girls Tennis | Rocky Hill | Away - Rocky Hill HS [Directions] | L 0-7 | 3 pm/5:15 pm | |
| Wed., 5/2 | V Baseball | Berlin | Home - Middletown HS [Directions] | L 7-11 | ||
| Wed., 5/2 | JV Baseball | Berlin | Home - 99 Spruce St. - Keigwin School [Directions] | L 9-5 | ||
| Wed., 5/2 | V Boys Tennis | Simsbury | Away - Henry James MS [Directions] | L 3-4 | ||
| Wed., 5/2 | V Ultimate Frisbee | Hotchkiss | Home - 300 Country Club Road, Moody School [Directions] | 4:00 p.m. | V/JV | |
| Wed., 5/2 | JV Ultimate Frisbee | Hotchkiss | Home - 300 Country Club Road, Moody School [Directions] | 4:00 p.m. | V/JV | |
| Wed., 5/2 | V Girls Golf | Newington | Away - Indian Hill CC, Newington [Directions] | Middletown 254 Newington 209 | ||
| Wed., 5/2 | V Softball | Berlin | Home - Middletown HS [Directions] | W 7-6 | ||
| Wed., 5/2 | JV Softball | Berlin | Home - 300 Country Club Road, Moody School [Directions] | 3:45 p.m. | ||
| Wed., 5/2 | V Girls Tennis | Windsor | Away - Windsor H.S. [Directions] | L 3-4 | 2:15/5:15 | |
| Thu., 5/3 | V Baseball | Crosby | Away - Crosby HS [Directions] | W 9-7 | 2:!5 | |
| Thu., 5/3 | JV Baseball | Conard | Away - Conard HS [Directions] | L 11-1 | ||
| Thu., 5/3 | V Boys Golf | New Britain | Away [Directions] | MHS 191 NBHS 227 MHS Co Medalist Noah Blake, Shane Rosario | ||
| Thu., 5/3 | V Girls Golf | East Hartford | Away - East Hartford Golf Course [Directions] | Middletown 217 East Hartford 258 | ||
| Thu., 5/3 | V Softball | E.O. Smith | Home - Middletown HS [Directions] | L 12-2 | ||
| Thu., 5/3 | V Girls Tennis | Rocky Hill | Home - Wesleyan University [Directions] | L 0-7 | ||
| Fri., 5/4 | FR Baseball | E.O. Smith | Home - 99 Spruce St. - Keigwin School [Directions] | 3:45 p.m. | ||
| Fri., 5/4 | V Boys Outdoor Track | Middletown Invitationals | Home - Middletown HS [Directions] | 3:30 p.m. | ||
| Fri., 5/4 | V Boys Tennis | Newington | Away - Tennis Courts behind NHS [Directions] | L 0-7 | ||
| Fri., 5/4 | V Ultimate Frisbee | Xavier | Away [Directions] | 7:00 p.m. | ||
| Fri., 5/4 | JV Ultimate Frisbee | Xavier | Away [Directions] | 7:00 p.m. | ||
| Fri., 5/4 | V Girls Outdoor Track | Middletown Invitational | Home - Middletown HS [Directions] | 3:30 p.m. | ||
| Fri., 5/4 | V Softball | Enfield | Away - Enfield HS [Directions] | L 1-3 | 2:15 | |
| Fri., 5/4 | V Girls Tennis | Bloomfield | Home - Wesleyan University [Directions] | W 6-1 | ||
| Sat., 5/5 | V Boys Outdoor Track | Middletown Invitational | Home - Middletown HS [Directions] | 1:00 p.m. | ||
| Sat., 5/5 | V Co-ed Crew | Avon | Home - 80 Harbor Drive [Directions] | 10:00 a.m. | ||
| Sat., 5/5 | V Girls Outdoor Track | Middletown High School | Home - Middletown HS [Directions] | 1:00 p.m. | ||
| Mon., 5/7 | V Baseball | Bristol Eastern | Home - Middletown HS [Directions] | W 5-3 | ||
| Mon., 5/7 | JV Baseball | Bristol Eastern | Home - 99 Spruce St. - Keigwin School [Directions] | 3:45 p.m. | ||
| Mon., 5/7 | JV Boys Lacrosse | Enfield | Home - 300 Country Club Road, Moody School [Directions] | 4:30 p.m. | ||
| Mon., 5/7 | V Boys Tennis | Bristol Eastern | Away - Bristol Eastern HS [Directions] | L 1-6 | ||
| Mon., 5/7 | V Softball | Bristol Eastern | Away - Bristol Eastern Front Field [Directions] | W 12-5 | 2:30/5:30 | |
| Mon., 5/7 | JV Softball | Bristol Eastern | Away - Page Park [Directions] | 3:45 p.m. | ||
| Mon., 5/7 | V Girls Tennis | Bristol Eastern | Home - Wesleyan University [Directions] | L 3-4 | ||
| Tue., 5/8 | FR Baseball | Bristol Eastern | Away - Bristol Eastern HS [Directions] | 3:45 p.m. | Yes | |
| Tue., 5/8 | JV Boys Lacrosse | Rocky Hill | Away - Rocky Hill HS [Directions] | 4:30 p.m. | 2:15/6pm | |
| Tue., 5/8 | V Boys Outdoor Track | Berlin | Home - Middletown HS [Directions] | Middletown 108 Berlin 42 | ||
| Tue., 5/8 | V Boys Tennis | Windsor | Away [Directions] | W 6-1 | ||
| Tue., 5/8 | JV Ultimate Frisbee | Gunnery | Away | 4:00 p.m. | 2:15pm | |
| Tue., 5/8 | V Girls Golf | Conard | Away - Rockledge Golf Course [Directions] | Middletown 247 Conard 212 | ||
| Tue., 5/8 | JV Girls Lacrosse | Newington | Home - 300 Country Club Road, Moody School [Directions] | 4:00 p.m. | ||
| Tue., 5/8 | V Girls Outdoor Track | Berlin | Home - Middletown HS [Directions] | 3:45 p.m. [Detailed Results] | ||
| Tue., 5/8 | V Softball | Southington | Home - Middletown HS [Directions] | L 5-1 | ||
| Tue., 5/8 | JV Softball | Southington | Home - 300 Country Club Road, Moody School [Directions] | 3:45 p.m. | ||
| Wed., 5/9 | V Baseball | Plainville | Away - Plainville HS - Varsity Baseball Field [Directions] | W 4-0 | 2:15pm/8pm | |
| Wed., 5/9 | JV Baseball | Plainville | Away - Plainville HS- JV/Freshman Baseball Field [Directions] | L 3-1 | ||
| Wed., 5/9 | FR Baseball | Berlin | Home - Middletown HS [Directions] | 3:45 p.m. | ||
| Wed., 5/9 | V Boys Golf | Platt, Bloomfield/International | Home - Lyman Orchards [Directions] | MHS 186 PHS 237 BHS 276 MHS Medalist Noah Blake 42 | ||
| Wed., 5/9 | V Boys Tennis | Plainville | Home - Wesleyan University [Directions] | W 5-2 | ||
| Wed., 5/9 | V Ultimate Frisbee | Marianapolis Prep | Home - Middletown HS [Directions] | 5:30 p.m. | ||
| Wed., 5/9 | JV Ultimate Frisbee | North Haven | Home - Middletown HS [Directions] | Cancelled | ||
| Wed., 5/9 | V Softball | Plainville | Home - Middletown HS [Directions] | W 17-4 | ||
| Wed., 5/9 | V Girls Tennis | Plainville | Away [Directions] | W 4-3 | 3:00/5:15 | |
| Thu., 5/10 | JV Boys Lacrosse | Tolland | Home - 300 Country Club Road, Moody School [Directions] | 4:00 p.m. | ||
| Thu., 5/10 | V Girls Tennis | Berlin | Away - Berlin HS [Directions] | L 2-5 | 2:15 | |
| Thu., 5/10 | Unified Sports Track | Southington | Away [Directions] | 3:00 p.m. | 2:10/6:10 | |
| Fri., 5/11 | V Baseball | RHAM | Home - Middletown HS [Directions] | L 3-1 | ||
| Fri., 5/11 | JV Baseball | RHAM | Away - RHAM HS Athletic Complex [Directions] | 3:45 p.m. | ||
| Fri., 5/11 | V Boys Golf | Plainville | Home - Lyman Orchards [Directions] | MHS 178 PHS 210 MHS Medalist Brennen Maxfield 42 | ||
| Fri., 5/11 | V Boys Outdoor Track | Irv Black Invitational | Away | 3:30 p.m. | ||
| Fri., 5/11 | V Boys Tennis | RHAM | Away - RHAM HS Athletic Complex [Directions] | L 0-7 | ||
| Fri., 5/11 | V Girls Golf | Plainville | Away - Hawks Landing Country Club, Southington [Directions] | Middletown 215 Plainville 255 | ||
| Fri., 5/11 | JV Girls Lacrosse | Berlin | Home - 300 Country Club Road, Moody School [Directions] | 4:00 p.m. | ||
| Fri., 5/11 | V Softball | South Windsor | Away - South Windsor HS [Directions] | L 2-3 | 2:15/5:30 | |
| Fri., 5/11 | JV Softball | South Windsor | Away - South Windsor HS [Directions] | 3:45 p.m. | ||
| Fri., 5/11 | V Girls Tennis | East Hartford | Home - Wesleyan University [Directions] | W 6-1 | ||
| Sat., 5/12 | V Boys Outdoor Track | Irv Black Invitational | Away | 10:00 a.m. | ||
| Sat., 5/12 | V Co-ed Crew | Stonington | Home - 80 Harbor Drive [Directions] | 10:00 a.m. | and E.O.Smith | |
| Sat., 5/12 | V Ultimate Frisbee | State Tournament | Away | 9:00 a.m. | 7:15am | at Hotchkiss JV/V |
| Sun., 5/13 | V Co-ed Crew | Novice Regatta | Home - 80 Harbor Drive [Directions] | 8:00 a.m. | ||
| Sun., 5/13 | JV Ultimate Frisbee | State Tournament | Away | 9:00 a.m. | at Hotchkiss JV/V | |
| Mon., 5/14 | V Baseball | Maloney | Away - Maloney HS [Directions] | W 9-2 | 2:15 | |
| Mon., 5/14 | JV Baseball | Maloney | Away - Ceppa Field [Directions] | Cancelled | ||
| Mon., 5/14 | V Boys Golf | New Britain | Home - Lyman Orchards [Directions] | MHS 190 NBHS 215 MHS Medalist Brennen Maxfield 40 | ||
| Mon., 5/14 | JV Boys Lacrosse | Berlin | Away - Sage Park - Scalise Field [Directions] | 4:15 p.m. | 3:15/5:45 | |
| Mon., 5/14 | V Girls Golf | Berlin | Away - Timberlin GC [Directions] | Middletown 242 Berlin 198 | ||
| Mon., 5/14 | V Softball | Maloney | Home - 300 Country Club Road, Moody School [Directions] | W 14-2 | Senior Night | |
| Mon., 5/14 | JV Softball | Maloney | Home - Middletown HS [Directions] | 4:00 p.m. | ||
| Mon., 5/14 | V Girls Tennis | Maloney | Away - Maloney HS [Directions] | W 4-3 | 3:00/5:15 | |
| Wed., 5/16 | V Baseball | Northwest Catholic | Home - Middletown HS [Directions] | L 11-0 | ||
| Wed., 5/16 | JV Boys Lacrosse | E.O. Smith | Away - Farrell Field [Directions] | 4:00 p.m. | 2:30/5:30 | |
| Wed., 5/16 | V Girls Golf | Newington | Home - Lyman Orchards [Directions] | Middletown 171 Newington 162 | ||
| Wed., 5/16 | JV Girls Lacrosse | RHAM | Away - RHAM HS Athletic Complex [Directions] | Cancelled | 4:00/6:45 | |
| Wed., 5/16 | V Softball | Coginchaug | Away - Atwell Field @ CRHS [Directions] | W 10-3 | 5:15/9pm | |
| Thu., 5/17 | V Baseball | Portland | Home - Palmer Field [Directions] | W 5-1 | Senior Night | |
| Thu., 5/17 | V Boys Golf | Bristol Eastern | Home - Lyman Orchards [Directions] | MHS 186 BEHS 220 MHS Co Medalist Vincent Gritzuk Brennen Maxfield 44 | ||
| Thu., 5/17 | JV Boys Lacrosse | Windsor | Home - Middletown HS [Directions] | 6:00 p.m. | ||
| Thu., 5/17 | V Boys Tennis | Berlin | Away - Berlin HS [Directions] | L 1-6 | ||
| Thu., 5/17 | JV Ultimate Frisbee | North Haven | Home - 300 Country Club Road, Moody School [Directions] | Cancelled | ||
| Thu., 5/17 | JV Girls Lacrosse | Rocky Hill | Away - Rocky Hill HS [Directions] | 4:00 p.m. | 4:15/6:30 | |
| Fri., 5/18 | JV Boys Lacrosse | Wethersfield | Away [Directions] | 4:00 p.m. | ||
| Fri., 5/18 | V Boys Tennis | Bulkeley/HMTCA/Weaver Coop | Home - Wesleyan University [Directions] | W 7-0 | ||
| Fri., 5/18 | V Girls Golf | Plainville | Away [Directions] | Middletown 206 Plainville 258 | ||
| Fri., 5/18 | V Softball | Platt | Away - Platt high school [Directions] | W 10-2 | 2:30/5:30 | |
| Fri., 5/18 | JV Softball | Platt | Away - Lincoln Field [Directions] | Cancelled | ||
| Fri., 5/18 | V Girls Tennis | Bulkeley/HMTCA/Weaver | Away - Bulkeley HS [Directions] | W 7-0 | 2:30/5:15 pm | |
| Fri., 5/18 | Unified Sports Track | Newington | Away [Directions] | 3:00 p.m. | 2:10/6:10 | |
| Sat., 5/19 | V Ultimate Frisbee | Pioneer Valley Invite | Away | 9:00 a.m. | at North Hampton, MA | |
| Sat., 5/19 | JV Ultimate Frisbee | Pioneer Valley Invite | Away | 9:00 a.m. | at North Hampton, MA | |
| Sun., 5/20 | V Co-ed Crew | CPSRA State Championship | Away | 9:00 a.m. | Yes | Lake Waramaug, New Preston |
| Sun., 5/20 | V Ultimate Frisbee | Pioneer Valley Invite | Away | 9:00 a.m. | at North Hampton, MA | |
| Sun., 5/20 | JV Ultimate Frisbee | Pioneer Valley Invite | Away | 9:00 a.m. | at North Hampton, MA | |
| Mon., 5/21 | FR Baseball | Maloney | Home - 99 Spruce St. - Keigwin School [Directions] | W 10-0 | ||
| Mon., 5/21 | V Boys Golf | Maloney | Home - Lyman Orchards [Directions] | MHS 186 MHS 223 MHS Medalist Brennen Maxfield 42 | ||
| Mon., 5/21 | V Girls Golf | Farmington | Away - Tunxis Plantation CC [Directions] | Middletown 220 Farmington 186 | ||
| Mon., 5/21 | JV Girls Lacrosse | Northwest Catholic | Away - Northwest Catholic HS [Directions] | 4:30 p.m. | 3:30/6pm | |
| Tue., 5/22 | FR Baseball | Berlin | Away - Baretta Field - Percival Park [Directions] | 3:45 p.m. | 2:30 | |
| Tue., 5/22 | V Boys Golf | Maloney, Bristol Central | Away - Hunter's [Directions] | MHS 194 MHS 190 | ||
| Tue., 5/22 | V Ultimate Frisbee | Fairfield Ludlowe | Away [Directions] | Cancelled | 2:15 | |
| Tue., 5/22 | JV Ultimate Frisbee | Fairfield Ludlowe | Away [Directions] | Cancelled | 2:15 | |
| Tue., 5/22 | JV Girls Lacrosse | East Catholic | Away - East Catholic Lower Field [Directions] | 4:00 p.m. | 2:15/5:30pm | |
| Wed., 5/23 | V Baseball | Platt | Home - Middletown HS [Directions] | L 6-10 | ||
| Wed., 5/23 | V Boys Golf | Bristol Central, Maloney | Away - Pequabuck G.C. Bristol [Directions] | MHS 196 BCHS 183 MHS Medalist Vincent Gritzuk 41 | ||
| Wed., 5/23 | V Boys Outdoor Track | CCC South Championships | Away | 3:00 p.m. | 1:15pm/8pm | |
| Wed., 5/23 | V Boys Tennis | Platt/Maloney Coop | Away - Platt high school [Directions] | W 7-0 | ||
| Wed., 5/23 | V Ultimate Frisbee | Newtown | Away [Directions] | 4:00 p.m. | 2:15 | |
| Wed., 5/23 | V Girls Golf | East Catholic | Home - Lyman Orchards [Directions] | Middletown 176 East Catholic 185 | ||
| Wed., 5/23 | V Girls Outdoor Track | CCC South Championships | Away | 3:00 p.m. | 1:15pm/8pm | |
| Wed., 5/23 | V Girls Tennis | Platt | Away - Maloney High school [Directions] | W 4-3 | ||
| Thu., 5/24 | V Girls Golf | Berlin, New Britain | Home - Lyman Orchards [Directions] | Middletown 184 New Britain 183 Middletown 197 Berlin 160 | ||
| Fri., 5/25 | V Boys Golf | Plainville | Away [Directions] | MHS 193 PHS 201 MHS medalist Vincent Gritzuk 43 | ||
| Tue., 5/29 | V Baseball | Wilcox Tech | Away - Wilcox Tech School Field [Directions] | W 6-1 | 230pm/6pm | |
| Tue., 5/29 | V Boys Outdoor Track | CIAC Class L Championship | Away - Middletown HS [Directions] | 3:00 p.m. | TBA | |
| Tue., 5/29 | V Girls Outdoor Track | CIAC Class L Championship | Away - Middletown HS [Directions] | 3:00 p.m. | ||
| Tue., 5/29 | V Softball | East Hartford | Away [Directions] | W 10-0 | 215pm/545pm | |
| Wed., 5/30 | V Baseball | Watertown | Away - Deland Field [Directions] | 4:00 p.m. | 1:45pm/6pm | |
| Wed., 5/30 | V Softball | Trumbull | Away - Varsity Softball Field [Directions] | 4:00 p.m. | 1:45pm/6pm | |
| Sat., 6/2 | V Co-ed Crew | Emerson Regatta | Home - 80 Harbor Drive [Directions] | 9:00 a.m. | ||
| Mon., 6/4 | V Boys Outdoor Track | CIAC Open Championship | Away - Willow Brook Park [Directions] | 1:30 p.m. | TBA | |
| Mon., 6/4 | V Girls Outdoor Track | CIAC Open Championship | Away - Willow Brook Park [Directions] | 1:30 p.m. | TBA | |
| Sat., 6/9 | V Boys Outdoor Track | New England Championship | Away - Univ. of New Hampshire [Directions] | TBA | ||
| Sat., 6/9 | V Girls Outdoor Track | New England Championship | Away - Univ. of New Hampshire [Directions] | TBA | ||
| Tue., 6/12 | V Boys Outdoor Track | CIAC Decathlon Champ. | Away - Manchester [Directions] | 11:00 a.m. | ||
| Tue., 6/12 | V Girls Outdoor Track | CIAC Heptathlon/Hammer/Steeplechase Champ. | Away - Manchester [Directions] | 11:30 a.m. | ||
| Wed., 6/13 | V Boys Outdoor Track | CIAC Decathlon/Hammer/Steeplechase Champ. | Away - Manchester [Directions] | 11:00 a.m. | ||
| Wed., 6/13 | V Girls Outdoor Track | CIAC Heptathlon Champ. | Away - Manchester [Directions] | 11:00 a.m. | ||
| Wed., 10/17 | V Boys Cross Country | CCC Championship | Away | TBA | Yes | Wickham Park |