| Hillhouse 2018-19 Athletic Events Schedule | ||||||
|---|---|---|---|---|---|---|
| 427 Events Listed || Go Back || | ||||||
| Date | Sport | Opponent | H/A-Facility | Time | Result | Note |
| TBA | V Baseball | Westbrook (Scrim.) | Away - Westbrook HS Field #7 - Baseball / Field Hockey [Directions] | Cancelled | Cancelled | |
| TBA | JV Baseball | Rocky Hill | Home - West Rock Park [Directions] | 3:45 p.m. | ||
| TBA | JV Baseball | Wilcox Tech | Home - West Rock Park [Directions] | TBA | ||
| TBA | JV Boys Basketball | Windsor | Away - Windsor H.S. [Directions] | TBA | ||
| TBA | FR Boys Basketball | Windsor | Away - Windsor H.S. [Directions] | TBA | ||
| TBA | JV Football | West Haven | Home - Bowen Field [Directions] | TBA | ||
| TBA | FR Football | Daniel Hand | Away - DHHS Turf Field [Directions] | TBA | ||
| TBA | FR Football | Foran | Away - Foran HS - Turf Field [Directions] | TBA | ||
| TBA | JV Boys Soccer | Branford | Home - East Shore Athletic Complex [Directions] | 3:45 p.m. | ||
| TBA | JV Boys Soccer | Notre Dame-West Haven | Home - East Shore Athletic Complex [Directions] | 4:00 p.m. | ||
| TBA | JV Boys Soccer | Jonathan Law | Away - Jonathan Law HS Grass Field [Directions] | TBA | ||
| TBA | JV Boys Soccer | Sheehan | Home - East Shore Athletic Complex [Directions] | TBA | ||
| TBA | JV Boys Soccer | Jonathan Law | Home - East Shore Athletic Complex [Directions] | TBA | ||
| TBA | JV Boys Soccer | Shelton | Away - Shelton HS Finn Stadium [Directions] | TBA | ||
| TBA | JV Boys Soccer | Branford | Away - 'Flax Mill Field [Directions] | TBA | ||
| TBA | FR Girls Basketball | Sheehan | Away - Sheehan HS Gymnasium [Directions] | TBA | ||
| TBA | JV Softball | Branford | Away - Foote Park [Directions] | TBA | ||
| TBA | JV Softball | Branford | Home - DeGale Field [Directions] | TBA | ||
| Sat., 9/1 | V Girls Volleyball | New Haven Volleyball Jamboree | Home - Wilbur Cross Gym [Directions] | 10:00 a.m. | ||
| Fri., 9/7 | V Football | Daniel Hand | Home - Bowen Field [Directions] | 7:00 p.m. | L 6-43 | |
| Fri., 9/7 | V Girls Soccer | Hamden | Away - HHS Turf Field #2 [Directions] | 4:00 p.m. | L 0-8 | |
| Fri., 9/7 | V Girls Swimming and Diving | Branford | Away - Walsh Intermediate School - pool [Directions] | 4:00 p.m. | ||
| Sat., 9/8 | JV Football | Daniel Hand | Away - DHHS Turf Field [Directions] | 10:00 a.m. | ||
| Mon., 9/10 | JV Boys Soccer | Fairfield Prep | Away - Rafferty Stadium, Fairfield University [Directions] | 3:45 p.m. | ||
| Mon., 9/10 | V Girls Volleyball | Amistad | Away - AF Amistad HS [Directions] | 5:30 p.m. | L 0-3 | |
| Mon., 9/10 | JV Girls Volleyball | Amistad | Away - AF Amistad HS [Directions] | 4:30 p.m. | ||
| Tue., 9/11 | V Boys Soccer | Jonathan Law | Away - Lawmen Stadium [Directions] | 6:00 p.m. | L 1-2 | |
| Tue., 9/11 | V Girls Soccer | Wilbur Cross | Away - Bowen Field [Directions] | 7:00 p.m. | L 0-6 | |
| Wed., 9/12 | V Boys Cross Country | Daniel Hand, Branford, Career Magnet | Away - Surf Club [Directions] | 4:00 p.m. | ||
| Wed., 9/12 | V Girls Cross Country | Daniel Hand, Branford, Career Magnet | Away - Surf Club [Directions] | 4:00 p.m. | ||
| Wed., 9/12 | V Girls Volleyball | Career Magnet | Away - Career HS [Directions] | 5:30 p.m. | L 0-3 | |
| Wed., 9/12 | JV Girls Volleyball | Career Magnet | Away - Career HS [Directions] | 4:00 p.m. | ||
| Thu., 9/13 | FR Football | Brookfield | Away [Directions] | 4:00 p.m. | ||
| Thu., 9/13 | V Boys Soccer | Fairfield Prep | Away - Rafferty Stadium, Fairfield University [Directions] | 3:45 p.m. | L 1-8 | |
| Fri., 9/14 | V Football | Brookfield | Home - Bowen Field [Directions] | 7:00 p.m. | L 18-51 | |
| Fri., 9/14 | V Girls Swimming and Diving | North Haven | Away - Gawrych Town Pool [Directions] | 4:00 p.m. | AT North Haven Gawrych Town Pool | |
| Fri., 9/14 | V Girls Volleyball | West Haven | Home - Hillhouse HS Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Fri., 9/14 | JV Girls Volleyball | West Haven | Home - Hillhouse HS Gym [Directions] | 4:00 p.m. | ||
| Sat., 9/15 | JV Football | Brookfield | Away - BHS Back Turf [Directions] | 11:00 a.m. | ||
| Mon., 9/17 | V Girls Soccer | Amity | Home - Boulevard Soccer Field [Directions] | 3:45 p.m. | L 0-7 | |
| Mon., 9/17 | V Girls Volleyball | Guilford | Home - Hillhouse HS Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Mon., 9/17 | JV Girls Volleyball | Guilford | Home - Hillhouse HS Gym [Directions] | 4:00 p.m. | ||
| Tue., 9/18 | V Girls Swimming and Diving | Shelton | Away - Shelton Community Center Pool [Directions] | 3:45 p.m. | ||
| Wed., 9/19 | V Boys Soccer | Notre Dame-West Haven | Home - East Shore Athletic Complex [Directions] | 4:00 p.m. | W 1-0 | |
| Wed., 9/19 | V Girls Volleyball | Wilbur Cross | Away - Wilbur Cross Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Wed., 9/19 | JV Girls Volleyball | Wilbur Cross | Away - Wilbur Cross Gym [Directions] | 4:00 p.m. | ||
| Thu., 9/20 | V Boys Cross Country | Guilford, Amity, Sheehan | Away - East River Preserve [Directions] | 4:00 p.m. | ||
| Thu., 9/20 | FR Football | Amity | Home - Bowen Field [Directions] | 5:00 p.m. | ||
| Thu., 9/20 | V Boys Soccer | Shelton | Home - East Shore Athletic Complex [Directions] | 3:45 p.m. | L 5-2 | |
| Thu., 9/20 | V Girls Cross Country | Guilford, Amity, Sheehan | Away - East River Preserve [Directions] | 4:00 p.m. | ||
| Thu., 9/20 | V Girls Soccer | Sacred Heart Academy | Away - Sacred Heart Academy [Directions] | 3:45 p.m. | L 0-9 | |
| Thu., 9/20 | V Girls Volleyball | North Haven | Home - Hillhouse HS Gym [Directions] | 4:45 p.m. | L 0-3 | |
| Thu., 9/20 | JV Girls Volleyball | North Haven | Home - Hillhouse HS Gym [Directions] | 3:15 p.m. | ||
| Fri., 9/21 | V Football | Amity | Away - William Johnson Football Field @ Amity HS [Directions] | 7:00 p.m. | L 18-27 | |
| Fri., 9/21 | JV Boys Soccer | Shelton | Home - East Shore Athletic Complex [Directions] | 3:45 p.m. | ||
| Sat., 9/22 | JV Football | Amity | Home - Bowen Field [Directions] | 10:30 a.m. | ||
| Sat., 9/22 | V Boys Soccer | West Haven | Away - Ken Strong Stadium [Directions] | 6:30 p.m. | L 1-0 | |
| Sat., 9/22 | JV Boys Soccer | West Haven | Away - Ken Strong Stadium [Directions] | 4:30 p.m. | ||
| Mon., 9/24 | V Girls Swimming and Diving | Sheehan | Home - East Haven Recreation Pool [Directions] | 3:45 p.m. | 200 Tyler Street in Rear. | |
| Mon., 9/24 | V Girls Volleyball | East Haven | Away - East Haven HS [Directions] | 5:00 p.m. | L 0-3 | |
| Mon., 9/24 | JV Girls Volleyball | East Haven | Away - East Haven HS [Directions] | 3:45 p.m. | ||
| Wed., 9/26 | V Girls Soccer | Foran | Away - Foran HS - Turf Field [Directions] | 3:45 p.m. | L 0-5 | |
| Wed., 9/26 | V Girls Volleyball | Foran | Home - Hillhouse HS Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Wed., 9/26 | JV Girls Volleyball | Foran | Home - Hillhouse HS Gym [Directions] | 4:00 p.m. | ||
| Thu., 9/27 | V Boys Cross Country | Hamden, Jonathan Law, West Haven | Away - Town Center Park- Hamden MS [Directions] | 4:00 p.m. | ||
| Thu., 9/27 | V Girls Cross Country | Hamden, Jonathan Law, West Haven | Away - Town Center Park- Hamden MS [Directions] | 4:00 p.m. | ||
| Thu., 9/27 | V Girls Swimming and Diving | Hamden | Home - East Haven Recreation Pool [Directions] | 4:00 p.m. | ||
| Fri., 9/28 | V Football | Hamden | Away - HHS Turf Field #1 [Directions] | 7:00 p.m. | L 12-28 | |
| Fri., 9/28 | V Boys Soccer | Branford | Home - Bowen Field [Directions] | 6:00 p.m. | L 1-6 | |
| Fri., 9/28 | V Girls Soccer | East Haven | Home - Bowen Field [Directions] | 3:00 p.m. | L 0-7 | |
| Fri., 9/28 | V Girls Volleyball | Lyman Hall | Home - Hillhouse HS Gym [Directions] | 5:30 p.m. | L 1-3 | |
| Fri., 9/28 | JV Girls Volleyball | Lyman Hall | Home - Hillhouse HS Gym [Directions] | 4:00 p.m. | ||
| Sat., 9/29 | JV Football | Hamden | Home - Bowen Field [Directions] | 10:30 a.m. | ||
| Mon., 10/1 | V Boys Soccer | Wilbur Cross | Away - Rice Field I [Directions] | 3:45 p.m. | L 1-0 | |
| Mon., 10/1 | V Girls Soccer | Hamden | Home - Boulevard Soccer Field [Directions] | 3:45 p.m. | L 0-7 | |
| Mon., 10/1 | V Girls Volleyball | Career Magnet | Home - Hillhouse HS Gym [Directions] | 5:30 p.m. | W 3-0 | |
| Mon., 10/1 | JV Girls Volleyball | Career Magnet | Home - Hillhouse HS Gym [Directions] | 4:00 p.m. | ||
| Tue., 10/2 | JV Boys Soccer | Wilbur Cross | Away - Rice Field I [Directions] | 3:45 p.m. | ||
| Wed., 10/3 | V Girls Volleyball | Wilbur Cross | Home - Hillhouse HS Gym [Directions] | 5:30 p.m. | W 3-2 | |
| Wed., 10/3 | JV Girls Volleyball | Wilbur Cross | Home - Hillhouse HS Gym [Directions] | 4:00 p.m. | ||
| Thu., 10/4 | V Boys Soccer | Sheehan | Home - East Shore Athletic Complex [Directions] | 3:45 p.m. | L 1-0 | |
| Thu., 10/4 | V Girls Soccer | Jonathan Law | Away - Lawmen Stadium [Directions] | 6:00 p.m. | L 0-9 | |
| Thu., 10/4 | V Girls Swimming and Diving | Lyman Hall | Home - East Haven Recreation Pool [Directions] | 3:45 p.m. | 200 Tyler Street in Rear. | |
| Fri., 10/5 | V Football | North Haven | Home - Bowen Field [Directions] | 7:00 p.m. | L 14-49 | |
| Fri., 10/5 | V Girls Volleyball | West Haven | Away - WHHS Gym [Directions] | 5:15 p.m. | L 0-3 | |
| Fri., 10/5 | JV Girls Volleyball | West Haven | Away - WHHS Gym [Directions] | 3:45 p.m. | ||
| Sat., 10/6 | JV Football | North Haven | Away - Vanacore Field [Directions] | 10:00 a.m. | ||
| Tue., 10/9 | V Boys Soccer | Fairfield Prep | Home - East Shore Athletic Complex [Directions] | 3:45 p.m. | L 1-4 | |
| Tue., 10/9 | V Girls Volleyball | Whitney Tech | Home - Hillhouse HS Gym [Directions] | 5:30 p.m. | L 1-3 | |
| Tue., 10/9 | JV Girls Volleyball | Whitney Tech | Home - Hillhouse HS Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/10 | V Boys Cross Country | Foran | Away - Eisenhower Park [Directions] | 4:00 p.m. | ||
| Wed., 10/10 | JV Boys Soccer | Fairfield Prep | Home - East Shore Athletic Complex [Directions] | 3:45 p.m. | ||
| Wed., 10/10 | V Girls Cross Country | Foran | Away - Eisenhower Park [Directions] | 4:00 p.m. | ||
| Wed., 10/10 | V Girls Volleyball | Guilford | Away - Main Gym at GHS [Directions] | 5:30 p.m. | L 0-3 | |
| Wed., 10/10 | JV Girls Volleyball | Guilford | Away - Main Gym at GHS [Directions] | 4:00 p.m. | ||
| Thu., 10/11 | FR Football | New London | Home - Bowen Field [Directions] | Cancelled | Cancelled | |
| Thu., 10/11 | V Girls Swimming and Diving | Jonathan Law | Away - Foran HS Pool [Directions] | 3:30 p.m. | ||
| Fri., 10/12 | V Football | New London | Away - Canamella Field [Directions] | 6:30 p.m. | W 26-7 | |
| Fri., 10/12 | V Boys Soccer | Notre Dame-West Haven | Away - Veteran's Stadium [Directions] | 3:45 p.m. | W 3-1 | |
| Fri., 10/12 | V Girls Volleyball | North Haven | Away - Fred Kelly Gymnasium [Directions] | 5:30 p.m. | L 0-3 | |
| Fri., 10/12 | JV Girls Volleyball | North Haven | Away - Fred Kelly Gymnasium [Directions] | 3:45 p.m. | ||
| Sat., 10/13 | JV Football | New London | Home - Bowen Field [Directions] | Cancelled | Cancelled | |
| Sat., 10/13 | JV Boys Soccer | Notre Dame-West Haven | Away - Notre Dame HS [Directions] | 12:00 p.m. | ||
| Mon., 10/15 | V Girls Swimming and Diving | Mercy | Home - Wilbur Cross Pool [Directions] | 3:45 p.m. | 181 Mitchell Drive | |
| Mon., 10/15 | V Girls Volleyball | East Haven | Home - Hillhouse HS Gym [Directions] | 5:30 p.m. | L 0-3 | |
| Mon., 10/15 | JV Girls Volleyball | East Haven | Home - Hillhouse HS Gym [Directions] | 4:00 p.m. | ||
| Wed., 10/17 | FR Football | Berlin | Away - Sage Park - Scalise Field [Directions] | 3:45 p.m. | ||
| Wed., 10/17 | V Boys Soccer | West Haven | Home - East Shore Athletic Complex [Directions] | 3:45 p.m. | L 2-0 | |
| Wed., 10/17 | V Girls Soccer | Jonathan Law | Home - Rice I [Directions] | 3:45 p.m. | L 0-6 | |
| Wed., 10/17 | V Girls Volleyball | Whitney Tech | Away - Whitney Tech School Gymnasium [Directions] | 5:15 p.m. | L 0-3 | |
| Wed., 10/17 | JV Girls Volleyball | Whitney Tech | Away - Whitney Tech School Gymnasium [Directions] | 3:45 p.m. | ||
| Thu., 10/18 | V Boys Cross Country | SCC Cross Country Championship | Away - East Shore Park | 1:00 p.m. | ||
| Thu., 10/18 | JV Boys Soccer | West Haven | Home - East Shore Athletic Complex [Directions] | 3:45 p.m. | ||
| Thu., 10/18 | V Girls Cross Country | SCC Cross Country Championship | Away - East Shore Park | 1:00 p.m. | ||
| Thu., 10/18 | V Girls Volleyball | Foran | Away - Edna L. Fraser Gymnasium [Directions] | 6:00 p.m. | L 0-3 | |
| Thu., 10/18 | JV Girls Volleyball | Foran | Away - Edna L. Fraser Gymnasium [Directions] | 5:00 p.m. | ||
| Fri., 10/19 | V Football | Harding | Home - Bowen Field [Directions] | 7:00 p.m. | W 42-26 | |
| Fri., 10/19 | V Boys Soccer | Sheehan | Away - Sheehan HS Riccitelli Field [Directions] | 6:15 p.m. | T 1-1 | |
| Fri., 10/19 | JV Boys Soccer | Sheehan | Away - Sheehan HS Riccitelli Field [Directions] | 4:00 p.m. | ||
| Fri., 10/19 | V Girls Soccer | Foran | Home - Boulevard Soccer Field [Directions] | 3:45 p.m. | L 0-5 | |
| Sat., 10/20 | JV Football | Harding | Away - Harding HS-John L. Lewis Memorial Field [Directions] | 10:00 a.m. | ||
| Sat., 10/20 | V Boys Soccer | Shelton | Away - Shelton HS Finn Stadium [Directions] | 7:00 p.m. | L 3-0 | |
| Mon., 10/22 | V Boys Soccer | Jonathan Law | Home - East Shore Athletic Complex [Directions] | 3:45 p.m. | L 3-4 | |
| Mon., 10/22 | V Girls Soccer | Wilbur Cross | Home - Bowen Field [Directions] | 6:00 p.m. | L 0-6 | |
| Mon., 10/22 | V Girls Volleyball | Lyman Hall | Away - Lyman Hall HS Gymnasium [Directions] | 6:00 p.m. | L 0-3 | |
| Mon., 10/22 | JV Girls Volleyball | Lyman Hall | Away - Lyman Hall HS Gymnasium [Directions] | 4:45 p.m. | ||
| Tue., 10/23 | V Girls Soccer | East Haven | Away - East Haven HS [Directions] | 6:30 p.m. | L 0-4 | |
| Tue., 10/23 | V Girls Swimming and Diving | West Haven | Away - WHHS Pool [Directions] | 3:45 p.m. | ||
| Wed., 10/24 | V Boys Soccer | Branford | Away - Branford HS-Turf Field [Directions] | 6:30 p.m. | L 2-5 | |
| Wed., 10/24 | V Girls Soccer | Sacred Heart Academy | Home - Boulevard Soccer Field [Directions] | 3:45 p.m. | L 0-9 | |
| Thu., 10/25 | FR Football | Xavier | Home - Bowen Field [Directions] | 3:45 p.m. | ||
| Thu., 10/25 | V Boys Soccer | Bassick | Home - Bowen Field [Directions] | 7:00 p.m. | W 1-0 | |
| Thu., 10/25 | V Girls Soccer | Amity | Away - Amity HS [Directions] | 3:45 p.m. | L 1-8 | |
| Thu., 10/25 | V Girls Swimming and Diving | Sacred Heart Academy | Home - Wilbur Cross Pool [Directions] | 3:45 p.m. | 181 Mitchell Drive | |
| Thu., 10/25 | V Girls Volleyball | Bassick | Home - Hillhouse HS Gym [Directions] | 5:30 p.m. | W 3-0 | |
| Thu., 10/25 | JV Girls Volleyball | Bassick | Home - Hillhouse HS Gym [Directions] | 4:00 p.m. | ||
| Tue., 10/30 | V Girls Swimming and Diving | SCC Qualifiers | Away | 3:00 p.m. | ED 1:15 @ Cheshire HS Pool | |
| Thu., 11/1 | FR Football | West Haven | Home - Bowen Field [Directions] | 6:00 p.m. | ||
| Thu., 11/1 | V Girls Swimming and Diving | SCC Champs | Away | 5:00 p.m. | @SCSU | |
| Sat., 11/3 | V Football | West Haven | Away - Ken Strong Stadium [Directions] | 7:00 p.m. | L 0-28 | |
| Thu., 11/8 | V Football | Foran | Home - Bowen Field [Directions] | 7:00 p.m. | W 42-27 | |
| Sat., 11/10 | JV Football | Foran | Away - Foran HS - Turf Field [Directions] | 10:00 a.m. | ||
| Sat., 11/10 | V Girls Swimming and Diving | Class LL Trials | Away | 11:30 a.m. | ||
| Sat., 11/10 | V Girls Swimming and Diving | Class LL | Away | Cancelled | Cancelled | @ East Hartford High |
| Wed., 11/14 | V Girls Swimming and Diving | Class LL Finals | Away | 6:00 p.m. | @SCSU | |
| Tue., 11/20 | FR Football | Wilbur Cross | Home - Bowen Field [Directions] | 4:00 p.m. | ||
| Wed., 11/21 | V Football | Wilbur Cross | Away - Bowen Field [Directions] | 6:00 p.m. | W 36-8 | |
| Sat., 12/1 | V Girls Basketball | Bunnell (Scrim.) | Away - Bunnell [Directions] | 12:00 p.m. | ||
| Thu., 12/6 | V Girls Basketball | St. Joseph (Scrim.) | Home - Hillhouse HS Gym [Directions] | 3:30 p.m. | ||
| Tue., 12/11 | V Girls Basketball | Lyman Hall | Away - Lyman Hall HS Gymnasium [Directions] | 7:00 p.m. | W 63-49 | |
| Tue., 12/11 | JV Girls Basketball | Lyman Hall | Away - Lyman Hall HS Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 12/11 | FR Girls Basketball | Lyman Hall | Away - Lyman Hall HS Gymnasium [Directions] | 3:45 p.m. | ||
| Wed., 12/12 | V Wrestling | Shelton | Home - Wilbur Cross Gym [Directions] | 6:00 p.m. | ||
| Fri., 12/14 | V Boys Indoor Track | Hillhouse Invitational | Home - Floyd Little Athletic Center [Directions] | 4:00 p.m. | ||
| Fri., 12/14 | V Girls Basketball | Kolbe Cathedral | Away - Shehan Center [Directions] | 7:00 p.m. | L 41-48 | |
| Fri., 12/14 | JV Girls Basketball | Kolbe Cathedral | Away - Shehan Center [Directions] | 5:15 p.m. | ||
| Fri., 12/14 | V Girls Indoor Track | Hillhouse Invitational | Home - Floyd Little Athletic Center [Directions] | 4:00 p.m. | ||
| Sat., 12/15 | V Boys Basketball | East Catholic | Away - Trinity College [Directions] | 8:00 p.m. | L 46-67 | |
| Sat., 12/15 | V Boys Indoor Track | Hillhouse Invitational | Home - Floyd Little Athletic Center [Directions] | 10:00 a.m. | ||
| Sat., 12/15 | V Wrestling | Ludlowe Invitational | Away | 9:00 a.m. | ||
| Sat., 12/15 | V Girls Indoor Track | Hillhouse Invitational | Home - Floyd Little Athletic Center [Directions] | 10:00 a.m. | ||
| Mon., 12/17 | V Boys Basketball | Career Magnet | Home - Hillhouse HS Gym [Directions] | 7:00 p.m. | W 43-38 | |
| Mon., 12/17 | JV Boys Basketball | Career Magnet | Home - Hillhouse HS Gym [Directions] | 5:15 p.m. | ||
| Mon., 12/17 | FR Boys Basketball | Career Magnet | Home - Hillhouse HS Gym [Directions] | 3:45 p.m. | ||
| Mon., 12/17 | V Boys Indoor Track | SCC Boys Developmental | Away | 5:00 p.m. | ||
| Tue., 12/18 | V Girls Basketball | Amity | Home - Hillhouse HS Gym [Directions] | 7:00 p.m. | W 59-50 | |
| Tue., 12/18 | JV Girls Basketball | Amity | Home - Hillhouse HS Gym [Directions] | 5:15 p.m. | ||
| Tue., 12/18 | FR Girls Basketball | Amity | Home - Hillhouse HS Gym [Directions] | 3:45 p.m. | ||
| Tue., 12/18 | V Girls Indoor Track | SCC Girls Developmental | Away | 5:00 p.m. | ||
| Thu., 12/20 | V Girls Basketball | West Haven | Home - Hillhouse HS Gym [Directions] | 7:00 p.m. | W 80-35 | |
| Thu., 12/20 | JV Girls Basketball | West Haven | Home - Hillhouse HS Gym [Directions] | 5:15 p.m. | ||
| Fri., 12/21 | V Boys Basketball | Fairfield Prep | Home - Hillhouse HS Gym [Directions] | 7:00 p.m. | W 64-55 | |
| Fri., 12/21 | JV Boys Basketball | Fairfield Prep | Home - Hillhouse HS Gym [Directions] | 5:15 p.m. | ||
| Fri., 12/21 | FR Boys Basketball | Fairfield Prep | Home - Hillhouse HS Gym [Directions] | 3:45 p.m. | ||
| Sat., 12/22 | V Boys Indoor Track | Hillhouse Qualifer Meet | Home - Floyd Little Athletic Center [Directions] | 10:00 a.m. | ||
| Sat., 12/22 | V Girls Indoor Track | Hillhouse Qualifer Meet | Home - Floyd Little Athletic Center [Directions] | 10:00 a.m. | ||
| Wed., 12/26 | V Boys Indoor Track | North Shore Meet | Away | 10:00 a.m. | New Balance Armory, NY | |
| Wed., 12/26 | V Wrestling | Guilford | Away - Main Gym at GHS [Directions] | 6:30 p.m. | ||
| Wed., 12/26 | V Girls Indoor Track | North Shore Meet | Away | 9:00 a.m. | New Balance Armory, NY | |
| Thu., 12/27 | V Wrestling | Amity | Away - Paul D. Mengold Gym at Amity HS [Directions] | 6:00 p.m. | ||
| Sat., 12/29 | V Boys Basketball | Guilford | Home - Hillhouse HS Gym [Directions] | 3:00 p.m. | W 78-46 | |
| Sat., 12/29 | JV Boys Basketball | Guilford | Home - Hillhouse HS Gym [Directions] | 1:30 p.m. | ||
| Sat., 12/29 | FR Boys Basketball | Guilford | Home - Hillhouse HS Gym [Directions] | 12:00 p.m. | ||
| Sat., 12/29 | V Boys Indoor Track | Hillhouse Relays Meet | Home - Floyd Little Athletic Center [Directions] | 10:00 a.m. | ||
| Sat., 12/29 | V Girls Indoor Track | Hillhouse Relays Meet | Home - Floyd Little Athletic Center [Directions] | 10:00 a.m. | ||
| Wed., 1/2 | V Boys Basketball | Wilbur Cross | Home - Floyd Little Athletic Center [Directions] | 7:00 p.m. | W 80-54 | |
| Wed., 1/2 | JV Boys Basketball | Wilbur Cross | Home - Hillhouse HS Gym [Directions] | 5:15 p.m. | ||
| Wed., 1/2 | FR Boys Basketball | Wilbur Cross | Home - Hillhouse HS Gym [Directions] | 3:45 p.m. | ||
| Wed., 1/2 | V Girls Basketball | Amity | Away - Paul D. Mengold Gym at Amity HS [Directions] | 7:00 p.m. | W 54-45 | |
| Wed., 1/2 | JV Girls Basketball | Amity | Away - Paul D. Mengold Gym at Amity HS [Directions] | 5:15 p.m. | ||
| Wed., 1/2 | FR Girls Basketball | Amity | Away - Paul D. Mengold Gym at Amity HS [Directions] | 3:45 p.m. | ||
| Thu., 1/3 | V Wrestling | Fairfield Prep | Home - Wilbur Cross Gym [Directions] | 6:00 p.m. | ||
| Fri., 1/4 | V Boys Basketball | Cheshire | Away - Cheshire High - West Gym [Directions] | 7:00 p.m. | L 44-51 | |
| Fri., 1/4 | JV Boys Basketball | Cheshire | Away - Cheshire High - West Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/4 | FR Boys Basketball | Cheshire | Away - Cheshire High - West Gym [Directions] | 3:45 p.m. | ||
| Fri., 1/4 | V Girls Basketball | Shelton | Home - Hillhouse HS Gym [Directions] | 7:00 p.m. | W 79-41 | |
| Fri., 1/4 | JV Girls Basketball | Shelton | Home - Hillhouse HS Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/4 | FR Girls Basketball | Shelton | Home - Hillhouse HS Gym [Directions] | 3:45 p.m. | ||
| Sat., 1/5 | V Boys Indoor Track | Elm City Coaches Invitational | Away | 10:00 a.m. | ||
| Sat., 1/5 | V Wrestling | Amity Duals | Away | 9:00 a.m. | ||
| Sat., 1/5 | V Girls Indoor Track | Elm City Coaches Invitational | Away | 9:00 a.m. | ||
| Mon., 1/7 | V Boys Basketball | Foran | Home - Hillhouse HS Gym [Directions] | 7:00 p.m. | W 55-40 | |
| Mon., 1/7 | V Boys Indoor Track | SCC Boys Developmental | Away | 5:00 p.m. | ||
| Mon., 1/7 | V Girls Basketball | Wilbur Cross | Home - Hillhouse HS Gym [Directions] | 5:00 p.m. | L 45-52 | |
| Tue., 1/8 | JV Boys Basketball | Foran | Home - Hillhouse HS Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/8 | FR Boys Basketball | Foran | Home - Hillhouse HS Gym [Directions] | 3:45 p.m. | ||
| Tue., 1/8 | V Wrestling | Branford | Home - Wilbur Cross Gym [Directions] | 6:00 p.m. | ||
| Tue., 1/8 | V Girls Indoor Track | SCC Girls Developmental | Away | 5:00 p.m. | ||
| Wed., 1/9 | V Boys Basketball | Bassick | Away - Bassick Gymnasium [Directions] | 7:00 p.m. | L 41-66 | |
| Wed., 1/9 | JV Boys Basketball | Bassick | Away - Bassick Gymnasium [Directions] | 5:15 p.m. | ||
| Wed., 1/9 | FR Boys Basketball | Bassick | Away - Bassick Gymnasium [Directions] | 3:45 p.m. | ||
| Wed., 1/9 | V Girls Basketball | Lyman Hall | Home - Hillhouse HS Gym [Directions] | 7:00 p.m. | W 69-36 | |
| Wed., 1/9 | JV Girls Basketball | Lyman Hall | Home - Hillhouse HS Gym [Directions] | 5:15 p.m. | ||
| Wed., 1/9 | FR Girls Basketball | Lyman Hall | Home - Hillhouse HS Gym [Directions] | 3:45 p.m. | ||
| Fri., 1/11 | V Boys Indoor Track | Yale Invite | Away | 9:00 a.m. | ||
| Fri., 1/11 | V Girls Basketball | Sheehan | Home - Hillhouse HS Gym [Directions] | 7:00 p.m. | L 45-47 | |
| Fri., 1/11 | JV Girls Basketball | Sheehan | Home - Hillhouse HS Gym [Directions] | 5:15 p.m. | ||
| Fri., 1/11 | FR Girls Basketball | Sheehan | Home - Hillhouse HS Gym [Directions] | 3:45 p.m. | ||
| Fri., 1/11 | V Girls Indoor Track | Yale Invite | Away | 9:00 a.m. | ||
| Sat., 1/12 | V Boys Basketball | Daniel Hand | Home - Hillhouse [Directions] | 5:00 p.m. | W 73-29 | |
| Sat., 1/12 | JV Boys Basketball | Daniel Hand | Home - Hillhouse [Directions] | 3:00 p.m. | ||
| Sat., 1/12 | FR Boys Basketball | Daniel Hand | Home - Hillhouse [Directions] | 1:00 p.m. | ||
| Sat., 1/12 | V Boys Indoor Track | Yale Invite | Away | 9:00 a.m. | ||
| Sat., 1/12 | V Wrestling | Staples Duals | Away | 8:45 a.m. | ||
| Sat., 1/12 | V Girls Indoor Track | Yale Invite | Away | 9:00 a.m. | ||
| Mon., 1/14 | V Girls Basketball | Amistad | Home - Hillhouse HS Gym [Directions] | 5:30 p.m. | W 77-21 | |
| Mon., 1/14 | JV Girls Basketball | Amistad | Home - Hillhouse HS Gym [Directions] | Cancelled | Cancelled | |
| Tue., 1/15 | V Boys Basketball | Notre Dame-West Haven | Away - Notre Dame HS [Directions] | 7:00 p.m. | L 49-64 | |
| Tue., 1/15 | JV Boys Basketball | Notre Dame-West Haven | Away - Notre Dame HS [Directions] | 5:15 p.m. | ||
| Tue., 1/15 | FR Boys Basketball | Notre Dame-West Haven | Away - Notre Dame HS [Directions] | 3:45 p.m. | ||
| Tue., 1/15 | V Boys Indoor Track | SCC Novice Meet | Away | 3:45 p.m. | ||
| Tue., 1/15 | V Girls Indoor Track | SCC Novice Meet | Away | 3:45 p.m. | ||
| Wed., 1/16 | V Wrestling | Notre Dame-West Haven | Away - Notre Dame HS [Directions] | 7:00 p.m. | ||
| Wed., 1/16 | V Girls Basketball | Daniel Hand | Home - Hillhouse HS Gym [Directions] | 7:00 p.m. | W 59-49 | |
| Wed., 1/16 | JV Girls Basketball | Daniel Hand | Home - Hillhouse HS Gym [Directions] | 5:15 p.m. | ||
| Wed., 1/16 | FR Girls Basketball | Daniel Hand | Home - Hillhouse HS Gym [Directions] | Cancelled | Cancelled | |
| Fri., 1/18 | V Boys Basketball | Fairfield Prep | Away - Alumni Hall, Fairfield University [Directions] | 7:00 p.m. | L 38-55 | |
| Fri., 1/18 | JV Boys Basketball | Fairfield Prep | Away - Alumni Hall, Fairfield University [Directions] | 5:15 p.m. | ||
| Fri., 1/18 | FR Boys Basketball | Fairfield Prep | Away - Alumni Hall, Fairfield University [Directions] | 3:45 p.m. | ||
| Fri., 1/18 | V Girls Basketball | West Haven | Away - WHHS Gym [Directions] | 6:00 p.m. | W 71-29 | |
| Fri., 1/18 | JV Girls Basketball | West Haven | Away - WHHS Gym [Directions] | 4:15 p.m. | ||
| Sat., 1/19 | V Boys Indoor Track | SCc Coaches Invitational | Away | 9:00 a.m. | ||
| Sat., 1/19 | V Wrestling | Colter Abely Mid Season Classic | Away | 8:00 a.m. | Xavier's Wrestling Classic held at Mercy | |
| Sat., 1/19 | V Girls Indoor Track | SCC Coaches Invitational | Away | 9:00 a.m. | ||
| Mon., 1/21 | V Boys Basketball | Windsor | Away - Windsor H.S. [Directions] | 5:00 p.m. | L 68-82 | |
| Tue., 1/22 | V Boys Indoor Track | SCC East Sectional | Away | 4:30 p.m. | ||
| Tue., 1/22 | V Girls Basketball | Cheshire | Away - Cheshire High East Gym [Directions] | 7:00 p.m. | W 53-45 | |
| Tue., 1/22 | JV Girls Basketball | Cheshire | Away - Cheshire High East Gym [Directions] | 5:15 p.m. | ||
| Tue., 1/22 | FR Girls Basketball | Cheshire | Away - Cheshire High East Gym [Directions] | 3:45 p.m. | ||
| Tue., 1/22 | V Girls Indoor Track | SCC East Sectional | Away | 4:30 p.m. | ||
| Wed., 1/23 | V Wrestling | Jonathan Law | Home - Wilbur Cross Gym [Directions] | 6:00 p.m. | ||
| Thu., 1/24 | V Boys Basketball | Hamden | Home - Floyd Little Athletic Center [Directions] | 7:00 p.m. | W 59-44 | |
| Thu., 1/24 | JV Boys Basketball | Hamden | Home - Hillhouse HS Gym [Directions] | 5:15 p.m. | ||
| Thu., 1/24 | FR Boys Basketball | Hamden | Home - Hillhouse HS Gym [Directions] | 3:45 p.m. | ||
| Fri., 1/25 | V Girls Basketball | Foran | Away - Edna L. Fraser Gymnasium [Directions] | 7:00 p.m. | W 64-24 | |
| Fri., 1/25 | JV Girls Basketball | Foran | Away - Edna L. Fraser Gymnasium [Directions] | 5:15 p.m. | ||
| Fri., 1/25 | FR Girls Basketball | Foran | Away - Edna L. Fraser Gymnasium [Directions] | 3:45 p.m. | ||
| Mon., 1/28 | V Boys Basketball | Foran | Away - Edna L. Fraser Gymnasium [Directions] | 7:00 p.m. | W 65-34 | |
| Mon., 1/28 | JV Boys Basketball | Foran | Away - Edna L. Fraser Gymnasium [Directions] | 5:15 p.m. | ||
| Mon., 1/28 | FR Boys Basketball | Foran | Away - Edna L. Fraser Gymnasium [Directions] | 3:45 p.m. | ||
| Mon., 1/28 | V Girls Basketball | Wilbur Cross | Away - Wilbur Cross Gym [Directions] | 7:00 p.m. | W 56-47 | |
| Mon., 1/28 | JV Girls Basketball | Wilbur Cross | Away - Wilbur Cross Gym [Directions] | 5:15 p.m. | ||
| Mon., 1/28 | FR Girls Basketball | Wilbur Cross | Away - Wilbur Cross Gym [Directions] | 3:45 p.m. | ||
| Tue., 1/29 | V Wrestling | Cheshire | Away - Cheshire High East Gym [Directions] | 6:00 p.m. | ||
| Thu., 1/31 | V Boys Basketball | Daniel Hand | Away - Polson Gym/DHHS Campus [Directions] | 7:00 p.m. | W 62-42 | |
| Thu., 1/31 | JV Boys Basketball | Daniel Hand | Away - Polson Gym/DHHS Campus [Directions] | 5:15 p.m. | ||
| Thu., 1/31 | FR Boys Basketball | Daniel Hand | Away - DHHS Gym [Directions] | 3:45 p.m. | ||
| Fri., 2/1 | V Boys Basketball | Notre Dame-West Haven | Home - Hillhouse HS Gym [Directions] | 7:00 p.m. | L 40-42 | |
| Fri., 2/1 | JV Boys Basketball | Notre Dame-West Haven | Home - Hillhouse HS Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/1 | FR Boys Basketball | Notre Dame-West Haven | Home - Hillhouse HS Gym [Directions] | 3:45 p.m. | ||
| Fri., 2/1 | V Boys Indoor Track | SCC Championship | Away | 4:00 p.m. | ||
| Fri., 2/1 | V Girls Basketball | Daniel Hand | Away - DHHS Gym [Directions] | 7:00 p.m. | W 56-50 | |
| Fri., 2/1 | JV Girls Basketball | Daniel Hand | Away - DHHS Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/1 | FR Girls Basketball | Daniel Hand | Away - DHHS Gym [Directions] | Cancelled | Cancelled | |
| Fri., 2/1 | V Girls Indoor Track | SCC Championship | Away | 4:00 p.m. | ||
| Sat., 2/2 | V Wrestling | Jonathan Law Invitational | Away | 9:00 a.m. | ||
| Mon., 2/4 | V Girls Basketball | Sheehan | Away - Sheehan HS Gymnasium [Directions] | 7:00 p.m. | W 54-42 | |
| Mon., 2/4 | JV Girls Basketball | Sheehan | Away - Sheehan HS Gymnasium [Directions] | 5:15 p.m. | ||
| Tue., 2/5 | V Boys Basketball | Wilbur Cross | Away - Floyd Little Athletic Center [Directions] | 7:00 p.m. | L 50-58 | |
| Tue., 2/5 | V Girls Basketball | Cheshire | Home - Hillhouse HS Gym [Directions] | 7:00 p.m. | W 57-29 | |
| Tue., 2/5 | JV Girls Basketball | Cheshire | Home - Hillhouse HS Gym [Directions] | 5:15 p.m. | ||
| Tue., 2/5 | FR Girls Basketball | Cheshire | Home - Hillhouse HS Gym [Directions] | 3:45 p.m. | ||
| Wed., 2/6 | JV Boys Basketball | Wilbur Cross | Away - Wilbur Cross Gym [Directions] | 5:15 p.m. | ||
| Wed., 2/6 | FR Boys Basketball | Wilbur Cross | Away - Wilbur Cross Gym [Directions] | 3:45 p.m. | ||
| Fri., 2/8 | V Boys Basketball | Hamden | Away - HHS Gym [Directions] | 7:00 p.m. | L 54-55 | |
| Fri., 2/8 | JV Boys Basketball | Hamden | Away - HHS Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/8 | FR Boys Basketball | Hamden | Away - HHS Gym [Directions] | 3:45 p.m. | ||
| Fri., 2/8 | V Girls Basketball | Foran | Home - Hillhouse HS Gym [Directions] | 7:00 p.m. | W 79-38 | |
| Fri., 2/8 | JV Girls Basketball | Foran | Home - Hillhouse HS Gym [Directions] | 5:15 p.m. | ||
| Fri., 2/8 | FR Girls Basketball | Foran | Home - Hillhouse HS Gym [Directions] | 3:45 p.m. | ||
| Mon., 2/11 | V Boys Basketball | Cheshire | Home - Hillhouse HS Gym [Directions] | 7:00 p.m. | W 53-48(OT) | |
| Mon., 2/11 | JV Boys Basketball | Cheshire | Home - Hillhouse HS Gym [Directions] | 5:15 p.m. | ||
| Mon., 2/11 | FR Boys Basketball | Cheshire | Home - Hillhouse HS Gym [Directions] | 3:45 p.m. | ||
| Mon., 2/11 | V Girls Basketball | Shelton | Away - Shelton HS Gym [Directions] | 7:00 p.m. | W 73-37 | |
| Mon., 2/11 | JV Girls Basketball | Shelton | Away - Shelton HS Gym [Directions] | 5:15 p.m. | ||
| Mon., 2/11 | FR Girls Basketball | Shelton | Away - Shelton HS Gym [Directions] | 3:45 p.m. | ||
| Thu., 2/14 | V Boys Basketball | Guilford | Away - Main Gym at GHS [Directions] | 7:00 p.m. | W 59-34 | |
| Thu., 2/14 | JV Boys Basketball | Guilford | Away - Main Gym at GHS [Directions] | 5:15 p.m. | ||
| Thu., 2/14 | FR Boys Basketball | Guilford | Away - Main Gym at GHS [Directions] | 3:45 p.m. | ||
| Tue., 3/26 | V Baseball | Wolcott Tech (Scrim.) | Home - West Rock Park [Directions] | 3:45 p.m. | ||
| Wed., 3/27 | V Baseball | Crosby (Scrim.) | Home - West Rock Park [Directions] | 3:45 p.m. | ||
| Wed., 3/27 | V Softball | Kolbe Cathedral (Scrim.) | Away [Directions] | 4:00 p.m. | ||
| Thu., 3/28 | V Softball | Hamden (Scrim.) | Away - HHS Softball Field [Directions] | 3:45 p.m. | ||
| Mon., 4/1 | V Baseball | Trinity Catholic | Home - West Rock Park [Directions] | 4:00 p.m. | L 7-20 | |
| Mon., 4/1 | V Boys Tennis | Sheehan | Away - Sheehan HS Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Tue., 4/2 | V Boys Outdoor Track | Jonathan Law, East Haven | Home - Bowen Field [Directions] | 3:45 p.m. | ||
| Tue., 4/2 | V Boys Tennis | Wilbur Cross | Away - Wilbur Cross Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Tue., 4/2 | V Girls Outdoor Track | East Haven, Jonathan Law | Home - Bowen Field [Directions] | 3:45 p.m. | ||
| Tue., 4/2 | V Girls Tennis | Lyman Hall | Away - Lyman Hall- Doolittle Park [Directions] | 3:45 p.m. | L 0-7 | |
| Thu., 4/4 | V Baseball | Career Magnet | Away - West Rock Park [Directions] | 3:45 p.m. | L 10-11 | |
| Thu., 4/4 | V Boys Tennis | Jonathan Law | Home - Edgewood Park Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Thu., 4/4 | V Girls Tennis | West Haven | Home - East Shore Athletic Complex [Directions] | 3:45 p.m. | L 0-7 | |
| Sat., 4/6 | V Boys Outdoor Track | Bloomfield HS Invitational | Away | 10:00 a.m. | ||
| Sat., 4/6 | V Girls Outdoor Track | Bloomfield HS Invitational | Away [Directions] | 10:00 a.m. | ||
| Mon., 4/8 | V Baseball | University-Classical | Away - University HS Athletic Fields [Directions] | 3:45 p.m. | W 23-5 | |
| Mon., 4/8 | V Softball | Branford | Away - Branford HS-Softball Field [Directions] | 3:45 p.m. | L 1-20 | |
| Tue., 4/9 | V Boys Golf | Jonathan Law | Away - Orange Hills CC [Directions] | 2:45 p.m. | Law 176 Hillhouse 230 | |
| Tue., 4/9 | V Boys Outdoor Track | Guilford | Home - Bowen Field [Directions] | 3:45 p.m. | ||
| Tue., 4/9 | V Girls Outdoor Track | Guilford | Home - Bowen Field [Directions] | 3:45 p.m. | ||
| Wed., 4/10 | V Baseball | Bassick | Away - Seaside #1 [Directions] | 4:00 p.m. | W 32-4 | |
| Wed., 4/10 | V Boys Golf | East Haven, Wilcox Tech, Wilcox Tech | Away - Allling GC [Directions] | 2:30 p.m. | Wilcox 188 East Haven 205 Cross 246 Hillhouse 248 | |
| Wed., 4/10 | V Softball | Career Magnet | Home - Blackmon Field [Directions] | 3:45 p.m. | L 8-20 | |
| Wed., 4/10 | JV Softball | Career Magnet | Home - DeGale Field [Directions] | 3:45 p.m. | ||
| Wed., 4/10 | V Girls Tennis | East Haven | Home - East Shore Athletic Complex [Directions] | 3:45 p.m. | L 0-7 | |
| Thu., 4/11 | V Boys Golf | North Haven, Career Magnet | Home - Alling Memorial Golf Course [Directions] | 2:30 p.m. | Hillhouse 214 North Haven 181 Career 274 | |
| Thu., 4/11 | V Boys Tennis | Branford | Away - Veteran's Park [Directions] | 3:45 p.m. | L 0-7 | |
| Fri., 4/12 | V Baseball | Career Magnet | Home - West Rock Park [Directions] | 3:45 p.m. | L 7-14 | |
| Fri., 4/12 | V Softball | Wilbur Cross | Home - Blackmon Field [Directions] | 1:00 p.m. | W 16-28 | |
| Fri., 4/12 | JV Softball | Wilbur Cross | Home - DeGale Field [Directions] | 1:00 p.m. | ||
| Sat., 4/13 | V Boys Outdoor Track | Knight Time Invite | Away | 9:00 a.m. | Uniondale High School, NY | |
| Sat., 4/13 | V Girls Outdoor Track | Knight Time Invite | Away | 9:00 a.m. | Uniondale High School, NY | |
| Tue., 4/16 | V Baseball | Whitney Tech | Home - West Rock Park [Directions] | 3:45 p.m. | W 8-0 | |
| Tue., 4/16 | V Boys Tennis | West Haven | Away - Painter Park Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Tue., 4/16 | V Girls Outdoor Track | Wilbur Cross, Mercy, Sheehan | Away - Bowen Field [Directions] | 12:00 p.m. | ||
| Tue., 4/16 | V Girls Tennis | Foran | Home - East Shore Athletic Complex [Directions] | 3:45 p.m. | L 0-7 | |
| Wed., 4/17 | V Baseball | Capital Prep | Home - West Rocks [Directions] | 3:45 p.m. | W 33-1 | |
| Wed., 4/17 | V Boys Outdoor Track | Sheehan, Career Magnet, Hamden | Away - Sheehan HS Riccitelli Field [Directions] | 12:00 p.m. | ||
| Wed., 4/17 | V Boys Tennis | North Haven | Home - Edgewood Park Tennis Courts [Directions] | 3:45 p.m. | L 7-0 | |
| Wed., 4/17 | V Softball | Shelton | Home - Blackmon Field [Directions] | 11:00 a.m. | L 23-0 | |
| Wed., 4/17 | JV Softball | Shelton | Home - Blackmon Field [Directions] | 1:00 p.m. | ||
| Wed., 4/17 | V Girls Tennis | Cheshire | Home - East Shore Athletic Complex [Directions] | 3:45 p.m. | L 0-7 | |
| Thu., 4/18 | V Girls Tennis | North Haven | Away - North Haven Athletic Complex [Directions] | 3:45 p.m. | L 0-7 | |
| Fri., 4/19 | V Baseball | Derby | Home - West Rock Park [Directions] | 11:00 a.m. | L 1-11 | |
| Sat., 4/20 | V Boys Outdoor Track | Hillhouse Outdoor Invite | Home - Bowen Field [Directions] | Cancelled | Cancelled | |
| Sat., 4/20 | V Girls Outdoor Track | Hillhouse Outdoor Invite | Home - Bowen Field [Directions] | Cancelled | Cancelled | |
| Tue., 4/23 | V Baseball | Harding | Away - Harding HS Field-Baseball [Directions] | 4:00 p.m. | L 6-7 | |
| Tue., 4/23 | V Boys Golf | Wilbur Cross, East Haven | Away [Directions] | 2:00 p.m. | Hillhouse 200 East Haven 200 Cross 267 | |
| Tue., 4/23 | V Boys Outdoor Track | Foran | Away - Foran HS [Directions] | 3:30 p.m. | ||
| Tue., 4/23 | V Girls Outdoor Track | Foran | Away - Foran HS [Directions] | 3:30 p.m. | ||
| Wed., 4/24 | V Baseball | International | Away - Martin Park [Directions] | 3:30 p.m. | W 16-2 | |
| Wed., 4/24 | V Boys Tennis | Notre Dame-West Haven | Away - University of New Haven [Directions] | 3:45 p.m. | L 0-7 | |
| Wed., 4/24 | V Softball | Wilbur Cross | Away - Blake Field I [Directions] | 3:45 p.m. | L 0-17 | |
| Wed., 4/24 | JV Softball | Wilbur Cross | Away - Blake Field II [Directions] | 3:45 p.m. | ||
| Wed., 4/24 | V Girls Tennis | West Haven | Home - East Shore Athletic Complex [Directions] | 3:45 p.m. | L 1-6 | |
| Thu., 4/25 | JV Baseball | Wright Tech | Away - Cubetta Field [Directions] | 4:00 p.m. | ||
| Thu., 4/25 | V Boys Golf | Branford | Home - Alling Memorial Golf Course [Directions] | 2:45 p.m. | Branford 177 Hillhouse 231 Career 273 | |
| Thu., 4/25 | V Boys Tennis | Shelton | Home - Edgewood Park Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Thu., 4/25 | V Softball | Jonathan Law | Away - Jonathan Law HS Softball Field [Directions] | 3:45 p.m. | L 1-13 | |
| Thu., 4/25 | JV Softball | Jonathan Law | Away - Washington Field [Directions] | 3:45 p.m. | ||
| Fri., 4/26 | V Boys Outdoor Track | Hillhouse Decathlon & Heptathlon | Home - Bowen Field [Directions] | Cancelled | Cancelled | |
| Fri., 4/26 | V Girls Outdoor Track | Hillhouse Decathlon & Heptathlon | Home - Bowen Field [Directions] | Cancelled | Cancelled | |
| Sat., 4/27 | V Boys Outdoor Track | Hillhouse Decathlon & Heptathlon | Home - Bowen Field [Directions] | Cancelled | Cancelled | |
| Sat., 4/27 | V Girls Outdoor Track | Hillhouse Decathlon & Heptathlon | Home - Bowen Field [Directions] | Cancelled | Cancelled | |
| Mon., 4/29 | V Boys Tennis | East Haven | Home - Edgewood Park Tennis Courts [Directions] | 3:45 p.m. | L 2-5 | |
| Mon., 4/29 | V Girls Tennis | Sheehan | Home - East Shore Athletic Complex [Directions] | 3:45 p.m. | L 0-7 | |
| Tue., 4/30 | V Boys Golf | Jonathan Law | Home - Alling Memorial Golf Course [Directions] | 2:30 p.m. | Law 169 Hillhouse 216 | |
| Tue., 4/30 | V Boys Outdoor Track | Shelton, Amity | Away - Shelton HS Track [Directions] | 3:45 p.m. | ||
| Tue., 4/30 | V Girls Outdoor Track | Amity, Shelton | Away - Amity HS [Directions] | 3:45 p.m. | ||
| Tue., 4/30 | V Girls Tennis | Hamden | Home - East Shore Athletic Complex [Directions] | 3:45 p.m. | L 0-7 | |
| Wed., 5/1 | V Boys Golf | Shelton, East Haven | Away - Brownson CC - Shelton [Directions] | 2:45 p.m. | Hillhouse 229 Shelton 153 East Haven 203 | |
| Wed., 5/1 | V Boys Tennis | Sheehan | Home - Edgewood Park Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Wed., 5/1 | V Softball | Daniel Hand | Away - Green Hill Rd Softball Turf Field/ DHHS Campus [Directions] | 3:45 p.m. | L 5-11 | |
| Wed., 5/1 | V Softball | Daniel Hand | Away - Green Hill Rd Softball Turf Field/ DHHS Campus [Directions] | 5:15 p.m. | L 3-17 | |
| Thu., 5/2 | V Baseball | Capital Prep | Away - Annie Fisher [Directions] | 5:30 p.m. | W 28-2 | |
| Thu., 5/2 | V Boys Golf | Foran | Home - Alling Memorial Golf Course [Directions] | 2:30 p.m. | Foran 166 Hillhouse 208 | |
| Thu., 5/2 | V Boys Tennis | Lyman Hall | Home - Edgewood Park Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Fri., 5/3 | V Softball | Shelton | Away - Shelton HS Softball Field [Directions] | 3:45 p.m. | L 0-17 | |
| Fri., 5/3 | JV Softball | Shelton | Away - Shelton HS Softball Field [Directions] | 3:45 p.m. | ||
| Sat., 5/4 | V Boys Outdoor Track | Middletown Invitational | Away [Directions] | 1:00 p.m. | ||
| Sat., 5/4 | V Girls Outdoor Track | Middletown Invitational | Away [Directions] | 1:00 p.m. | ||
| Mon., 5/6 | V Boys Golf | Wilbur Cross, Career Magnet | Away [Directions] | 12:00 p.m. | Hillhouse 186 Cross 195 Career 216 | |
| Mon., 5/6 | V Boys Tennis | Cheshire | Away - Cheshire HS Tennis Courts [Directions] | 3:45 p.m. | L 0-3 | |
| Mon., 5/6 | V Girls Outdoor Track | Daniel Hand, Lauralton Hall | Away - Bowen Track- New Haven [Directions] | 3:45 p.m. | ||
| Mon., 5/6 | V Girls Tennis | East Haven | Home - East Shore Athletic Complex [Directions] | 3:45 p.m. | L 0-7 | |
| Tue., 5/7 | V Baseball | Harding | Home - West Rock Park [Directions] | 3:30 p.m. | L 1-12 | |
| Tue., 5/7 | V Boys Outdoor Track | Daniel Hand, Fairfield Prep | Away - DHHS Track [Directions] | 3:45 p.m. | ||
| Tue., 5/7 | V Boys Tennis | Foran | Home - Edgewood Park Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Tue., 5/7 | V Softball | West Haven | Home - Blackmon Field [Directions] | 3:00 p.m. | L 0-15 | |
| Tue., 5/7 | V Girls Tennis | Lyman Hall | Home - East Shore Athletic Complex [Directions] | 3:45 p.m. | L 0-7 | |
| Wed., 5/8 | V Boys Golf | East Haven, Guilford, Wilbur Cross | Away [Directions] | 2:30 p.m. | Hillhouse 218 Cross 195 East Haven 201 Guilford 155 | |
| Wed., 5/8 | V Boys Tennis | Wilbur Cross | Home - Edgewood Park Tennis Courts [Directions] | 3:45 p.m. | L 1-6 | |
| Wed., 5/8 | V Softball | Jonathan Law | Home - Blackmon Field [Directions] | 3:45 p.m. | L 6-24 | |
| Wed., 5/8 | JV Softball | Jonathan Law | Home - DeGale Field [Directions] | 3:45 p.m. | ||
| Wed., 5/8 | V Girls Tennis | Jonathan Law | Away - Eisenhower Park-North Street [Directions] | 3:45 p.m. | L 0-7 | |
| Thu., 5/9 | V Baseball | Prince Tech-Hartford Public | Home - Hyland Park [Directions] | 1:00 p.m. | W 9-5 | |
| Thu., 5/9 | V Baseball | Prince Tech-Hartford Public | Away - Hyland Park [Directions] | 4:00 p.m. | W 13-2 | |
| Thu., 5/9 | V Boys Golf | North Haven | Away [Directions] | Cancelled | Cancelled | |
| Thu., 5/9 | V Boys Tennis | Hamden | Away - HHS Tennis Courts [Directions] | 3:45 p.m. | L 0-7 | |
| Thu., 5/9 | V Girls Tennis | Mercy | Home - East Shore Athletic Complex [Directions] | 3:45 p.m. | L 1-6 | |
| Fri., 5/10 | V Baseball | Comp Sci | Away - Martin Park [Directions] | 3:30 p.m. | L 9-15 | |
| Fri., 5/10 | V Softball | Branford | Home - Blackmon Field [Directions] | 3:45 p.m. | L 15-1 | |
| Fri., 5/10 | V Girls Tennis | Branford | Away - Branford HS-Tennis courts [Directions] | 3:45 p.m. | L 1-6 | |
| Sat., 5/11 | JV Baseball | Wilcox Tech | Away - Wilcox Tech School Field [Directions] | Cancelled | Cancelled | |
| Sat., 5/11 | V Boys Outdoor Track | Loucks Games | Away | 9:00 a.m. | White Plains HS, NY | |
| Sat., 5/11 | V Girls Outdoor Track | Loucks Games | Away | 9:00 a.m. | White Plain HS, NY | |
| Tue., 5/14 | V Baseball | Innovation | Away - McKenna Field [Directions] | 3:30 p.m. | W 14-4 | |
| Tue., 5/14 | V Boys Outdoor Track | SCC East Sectional | Away | 2:00 p.m. | ||
| Tue., 5/14 | V Girls Outdoor Track | SCC East Sectional | Away | 2:00 p.m. | ||
| Wed., 5/15 | V Baseball | University-Classical | Home - West Rock Park [Directions] | 3:45 p.m. | W 9-8 | |
| Wed., 5/15 | V Boys Golf | Career Magnet, East Haven, Wilbur Cross | Home [Directions] | 2:30 p.m. | Cross 197 Hillhouse 222 Career 260 East Haven 207 | |
| Wed., 5/15 | V Boys Golf | Branford, East Haven | Away - Municipal CC /New Haven [Directions] | 3:00 p.m. | Hillhouse 222 Branford 176 East Haven 207 | |
| Thu., 5/16 | JV Baseball | Wright Tech | Home - West Rock Park [Directions] | 4:00 p.m. | ||
| Thu., 5/16 | V Boys Golf | Guilford | Home - Alling Memorial Golf Course [Directions] | 2:00 p.m. | Guilford 154 Hillhouse 219 | |
| Thu., 5/16 | V Boys Tennis | Jonathan Law | Away - Eisenhower Park-North Street [Directions] | 3:45 p.m. | L 0-7 | |
| Thu., 5/16 | V Softball | Career Magnet | Away - Blackmon Field [Directions] | 3:45 p.m. | L 14-18 | |
| Thu., 5/16 | JV Softball | Career Magnet | Away - DeGale Field [Directions] | 3:45 p.m. | ||
| Fri., 5/17 | V Baseball | Bassick | Home - West Rock Park [Directions] | 4:00 p.m. | W Forfeit | |
| Fri., 5/17 | V Softball | West Haven | Away - Frank Biondi Field [Directions] | 6:00 p.m. | L 0-12 | |
| Mon., 5/20 | V Baseball | Grasso Tech | Away - Pawcatuck Little League [Directions] | 3:45 p.m. | W 21-3 | |
| Mon., 5/20 | V Boys Golf | Lyman Hall, Career Magnet, Jonathan Law | Away - Alling Memorial Park [Directions] | 2:30 p.m. | Hillhouse 198 Lyman Hall 171 Career 252 | |
| Mon., 5/20 | V Boys Outdoor Track | SCC Championship | Away | 2:00 p.m. | ||
| Mon., 5/20 | V Girls Outdoor Track | SCC Championship | Away | 2:00 p.m. | ||
| Mon., 5/20 | V Softball | Weaver | Away - Global Communications Academy [Directions] | 4:00 p.m. | W 23-8 | |
| Mon., 5/20 | V Girls Tennis | Shelton | Away - East Village Park - Shelton [Directions] | 3:00 p.m. | L 1-6 | |
| Tue., 5/21 | V Boys Golf | Wilcox Tech, Goodwin Tech, Career Magnet | Away - Hunter Golf Course [Directions] | 2:00 p.m. | Wilcox 186 Hillhouse 202 Goodwin 248 Career 258 | |
| Thu., 5/23 | V Baseball | Vinal Tech | Away - Vinal Tech Field [Directions] | 4:00 p.m. | W 8-6 | |
| Fri., 5/24 | V Baseball | WCA (Scrim.) | Home - West Rock Park [Directions] | 3:45 p.m. | ||