| Date & Time | Game | Venue |
|---|---|---|
| December 08, 2018 | (7) Westfield Bombers at (1) West Springfield Terriers | Olympia Center |
| December 11, 2018 | (3) West Springfield Terriers at (3) East Longmeadow Spartans | Olympia Center |
| December 13, 2018 | (1) Southwick Rams at (10) West Springfield Terriers | Olympia Center |
| December 15, 2018 | (8) Longmeadow Lancers at (1) West Springfield Terriers | Olympia Center |
| December 26, 2018 | (4) West Springfield Terriers at (6) Chicopee Pacers
CHICOPEE WINTER CLASSIC |
Smead Arena at Blunt Park |
| December 27, 2018 | (8) Easthampton Eagles at (2) West Springfield Terriers
CHICOPEE WINTER CLASSIC |
Smead Arena at Blunt Park |
| December 29, 2018 | (3) West Springfield Terriers at (1) Agawam Brownies | Olympia Center |
| January 03, 2019 | (2) East Longmeadow Spartans at (5) West Springfield Terriers | Olympia Center |
| January 05, 2019 | (2) West Springfield Terriers at (7) Hudson Hawks | New England Sports Center |
| January 12, 2019 | (4) Auburn/Millbury Rockets at (0) West Springfield Terriers | Olympia Center |
| January 15, 2019 | (4) West Springfield Terriers at (3) Amherst-Pelham Hurricanes | Orr Rink |
| January 17, 2019 | (2) West Springfield Terriers at (4) Longmeadow Lancers | Olympia Center |
| January 22, 2019 | (2) Agawam Brownies at (3) West Springfield Terriers | Olympia Center |
| January 30, 2019 | (1) West Springfield Terriers at (4) Westfield Bombers | Amelia Park Rink |
| February 02, 2019 | (2) West Springfield Terriers at (1) Tri-Town (Conn.) | Enfield Twin Rinks |
| February 07, 2019 | (3) Minnechaug Falcons at (1) West Springfield Terriers | Olympia Center |
| February 09, 2019 | (2) West Springfield Terriers at (2) Oakmont/Narragansett Spartans | Cadillac Ice Arena |
| February 14, 2019 | (1) Easthampton Eagles at (3) West Springfield Terriers | Olympia Center |
| February 19, 2019 | (4) West Springfield Terriers at (9) Minnechaug Falcons | Olympia Center |
| February 21, 2019 | (4) Ludlow Lions at (3) West Springfield Terriers | Olympia Center |
