| Date & Time | Game | Venue |
|---|---|---|
| December 12, 2019 | (4) Longmeadow Lancers at (2) West Springfield Terriers | Olympia Center |
| December 19, 2019 | (4) West Springfield Terriers at (5) Minnechaug Falcons | Olympia Center |
| December 20, 2019 | (3) Longmeadow Lancers at (5) West Springfield Terriers | Olympia Center |
| December 22, 2019 | (5) West Springfield Terriers at (2) Agawam Brownies | Olympia Center |
| December 26, 2019 | (4) West Springfield Terriers at (0) Chicopee Comp Colts | Fitzpatrick Rink |
| December 27, 2019 | (2) Chicopee Pacers at (4) West Springfield Terriers
CHICOPEE WINTER CLASSIC |
Fitzpatrick Rink |
| January 02, 2020 | (4) East Longmeadow Spartans at (6) West Springfield Terriers | Olympia Center |
| January 04, 2020 | (2) West Springfield Terriers at (5) Grafton Gators | Buffone Arena |
| January 09, 2020 | (2) Tri-Town (Conn.) at (3) West Springfield Terriers | Olympia Center |
| January 11, 2020 | (3) West Springfield Terriers at (1) Lunenburg/Ayer-Shirley Blue Knights | Wallace Civic Center |
| January 16, 2020 | (0) Amherst-Pelham Hurricanes at (1) West Springfield Terriers | Olympia Center |
| January 18, 2020 | (0) Agawam Brownies at (5) West Springfield Terriers | Olympia Center |
| January 29, 2020 | (4) West Springfield Terriers at (0) Westfield Bombers | Amelia Park Rink |
| February 01, 2020 | (3) Westfield Bombers at (5) West Springfield Terriers | Olympia Center |
| February 02, 2020 | (4) West Springfield Terriers at (1) Southwick Rams | Amelia Park Rink |
| February 06, 2020 | (6) West Springfield Terriers at (3) Easthampton Eagles | Lossone Rink |
| February 08, 2020 | (3) West Springfield Terriers at (6) Groton-Dunstable Crusaders | Groton School Rink |
| February 11, 2020 | (2) West Springfield Terriers at (3) East Longmeadow Spartans | Olympia Center |
| February 15, 2020 | (1) West Springfield Terriers at (8) Algonquin Titans | NorthStar Ice Sports |
| February 18, 2020 | (5) Minnechaug Falcons at (2) West Springfield Terriers | Olympia Center |
| February 27, 2020 | (3) West Springfield Terriers at (1) Minnechaug Falcons
Boys D3 West Playoff |
Olympia Center |
| March 05, 2020 | (4) Longmeadow Lancers at (2) West Springfield Terriers
Boys D3 West Playoff |
Olympia Center |
