| Date & Time | Game | Venue |
|---|---|---|
| December 09, 2023 | (1) West Springfield Terriers at (2) Minnechaug Falcons | Olympia Center |
| December 14, 2023 | (4) Westfield Bombers at (3) West Springfield Terriers | Olympia Center |
| December 16, 2023 | (4) East Longmeadow Spartans at (2) West Springfield Terriers | Olympia Center |
| December 20, 2023 | (6) West Springfield Terriers at (2) Taconic Thunder | Boys & Girls Club of Pittsfield |
| December 23, 2023 | (2) Longmeadow Lancers at (1) West Springfield Terriers | Olympia Center |
| December 27, 2023 | (6) West Springfield Terriers at (1) Hopedale/Millis Blue Raiders | Blackstone Valley Ice Arena |
| January 05, 2024 | (9) West Springfield Terriers at (0) Belchertown Orioles | Mullins Practice Rink |
| January 06, 2024 | (1) Westboro Rangers at (4) West Springfield Terriers | Olympia Center |
| January 11, 2024 | (2) Minnechaug Falcons at (6) West Springfield Terriers | Olympia Center |
| January 13, 2024 | (1) Auburn/Millbury Rockets at (3) West Springfield Terriers | Olympia Center |
| January 17, 2024 | (4) West Springfield Terriers at (3) Westfield Bombers
West Springfield wins in OT |
Amelia Park Rink |
| January 20, 2024 | (0) West Springfield Terriers at (5) North Middlesex Patriots | Wallace Civic Center |
| January 27, 2024 | (4) West Springfield Terriers at (5) Blackstone Valley Tech Beavers | Blackstone Valley Ice Arena |
| February 01, 2024 | (1) West Springfield Terriers at (2) East Longmeadow Spartans | Olympia Center |
| February 03, 2024 | (1) Grafton Gators at (2) West Springfield Terriers
W. Springfield wins in OT |
Olympia Center |
| February 08, 2024 | (2) Agawam Brownies at (1) West Springfield Terriers | Olympia Center |
| February 10, 2024 | (1) Greenfield Green Wave at (3) West Springfield Terriers | Olympia Center |
| February 14, 2024 | (3) Ludlow Lions at (5) West Springfield Terriers | Olympia Center |
| February 17, 2024 | (4) West Springfield Terriers at (2) Longmeadow Lancers | Olympia Center |
| February 22, 2024 | (1) East Longmeadow Spartans at (2) West Springfield Terriers | Olympia Center |
| February 24, 2024 | (0) West Springfield Terriers at (2) Westfield Bombers
WMASS - CLASS A - FINALS |
Olympia Center |
| February 29, 2024 | (3) West Springfield Terriers at (0) Danvers Falcons
MIAA D3 BOYS STATE TOURNAMENT - Round 32 |
Driscoll Arena |
| March 02, 2024 | (5) West Springfield Terriers at (2) Lynnfield Pioneers
MIAA D3 BOYS STATE TOURNAMENT - Sweet 16 |
McVann-O'Keefe Skating Rink |
| March 07, 2024 | (3) Somerset Berkley Raiders at (0) West Springfield Terriers
MIAA D3 BOYS STATE TOURNAMENT - Elite 8 |
Loring Arena |
