| Date & Time | Game | Venue |
|---|---|---|
| Dec. 14, 6:00 PM | (1) Wellesley Raiders at (2) Milton Wildcats | Ulin Memorial Rink |
| Dec. 18, 6:15 PM | (2) Newton North/South Tigers at (2) Wellesley Raiders | Wellesley Sports Center |
| Dec. 18, 6:15 PM | (2) Newton North/South Tigers at (2) Wellesley Raiders | Boston Sports Institute |
| Dec. 21, 8:00 PM | (1) Wellesley Raiders at (2) Brookline Warriors | Warrior Ice Arena |
| Dec. 26, 3:00 PM | (1) Wellesley Raiders at (8) Bishop Stang Spartans | Hetland Arena |
| Jan. 4, 5:30 PM | (7) Framingham Flyers at (4) Wellesley Raiders | Wellesley Sports Center |
| Jan. 8, 6:15 PM | Natick Red Hawks at Wellesley Raiders | Wellesley Sports Center |
| Jan. 11, 5:30 PM | Walpole Timberwolves at Wellesley Raiders | Wellesley Sports Center |
| Jan. 15, 6:50 PM | Wellesley Raiders at Needham Rockets | Babson Skating Center |
| Jan. 18, 5:30 PM | Wayland/Weston Warcats at Wellesley Raiders | Wellesley Sports Center |
| Jan. 22, 6:15 PM | Dover-Sherborn/Hopkinton Raiders at Wellesley Raiders | Wellesley Sports Center |
| Jan. 25 (Time TBA) | Wellesley Raiders at Weymouth Wildcats | Connell Memorial Rink |
| Jan. 29, 6:15 PM | Braintree Wamps at Wellesley Raiders | Wellesley Sports Center |
| Feb. 1 (Time TBA) | Wellesley Raiders at Newton North/South Tigers | John A. Ryan Arena |
| Feb. 5, 6:15 PM | Brookline Warriors at Wellesley Raiders | Wellesley Sports Center |
| Feb. 8, 6:00 PM | Wellesley Raiders at Framingham Flyers | Loring Arena |
| Feb. 12, 5:40 PM | Wellesley Raiders at Natick Red Hawks | Chase Arena |
| Feb. 15, 5:10 PM | Wellesley Raiders at Billerica/Chelmsford Indians | Hallenborg Memorial Pavilion |
| Feb. 17, 3:00 PM | Wellesley Raiders at Masconomet Chieftains | Haverhill Valley Forum |
| Feb. 19, 5:00 PM | Wellesley Raiders at Auburn Rockets | Horgan Skating Arena |
| Feb. 20 (Time TBA) | Bishop Stang Spartans at Wellesley Raiders | Wellesley Sports Center |
