| Date & Time | Game | Venue |
|---|---|---|
| Dec. 14, 5:30 PM | (1) Milton Wildcats at (1) Wellesley Raiders | Boston Sports Institute |
| Dec. 14, 5:30 PM | (1) Milton Wildcats at (1) Wellesley Raiders | Wellesley Sports Center |
| Dec. 21, 5:30 PM | (1) Brookline Warriors at (1) Wellesley Raiders | Wellesley Sports Center |
| Dec. 23, 6:00 PM | (3) Wellesley Raiders at (4) Needham Rockets | Babson Skating Center |
| Dec. 27, 5:00 PM | (5) Essex Tech Hawks at (3) Wellesley Raiders
Ryan Kenney Christmas Classic |
Falmouth Ice Arena |
| Dec. 28, 12:00 PM | (4) Plymouth South Panthers at (5) Wellesley Raiders
Ryan Kenney Classic - Wellesley wins in OT |
Falmouth Ice Arena |
| Jan. 4, 5:00 PM | (4) Wellesley Raiders at (7) Framingham Flyers | Loring Arena |
| Jan. 8, 7:40 PM | (2) Wellesley Raiders at (6) Natick Red Hawks | Chase Arena |
| Jan. 11, 12:00 PM | (3) Wellesley Raiders at (4) Walpole Timberwolves
Wapole win in OT |
Cadillac Ice Arena |
| Jan. 15, 6:15 PM | (5) Needham Rockets at (3) Wellesley Raiders | Wellesley Sports Center |
| Jan. 18, 7:30 PM | (5) Weymouth Wildcats at (2) Wellesley Raiders | Wellesley Sports Center |
| Jan. 22, 8:00 PM | (0) Newton North Tigers at (2) Wellesley Raiders | Wellesley Sports Center |
| Jan. 26, 6:00 PM | (0) Wellesley Raiders at (4) Canton Bulldogs
Ed Burns Coffee Pot |
Canton Ice House |
| Jan. 29, 6:00 PM | (3) Wellesley Raiders at (2) Braintree Wamps
Wellesley wins in OT |
Zapustas Arena |
| Feb. 2, 5:15 PM | (5) Norwood Mustangs at (6) Wellesley Raiders
Ed Burns Classic Coffe Pot - Brinn Consolation |
John A. Ryan Arena |
| Feb. 5, 7:45 PM | (5) Wellesley Raiders at (0) Brookline Warriors | John A. Ryan Arena |
| Feb. 8, 5:30 PM | (2) Framingham Flyers at (6) Wellesley Raiders | Wellesley Sports Center |
| Feb. 12, 6:15 PM | (2) Natick Red Hawks at (3) Wellesley Raiders | Chase Arena |
| Feb. 15, 12:40 PM | (4) Wellesley Raiders at (1) Chelmsford Lions
Ed Burns Classic Coffe Pot - Brinn Consolation - Re-scheduled from 2-9-25 |
John A. Ryan Arena |
| Feb. 17, 3:20 PM | (2) Wellesley Raiders at (5) Marshfield Rams | The Bog |
| Feb. 23, 6:15 PM | (1) Medford Mustangs at (5) Wellesley Raiders
MIAA D1 BOYS STATE TOURNAMENT - Preliminary Round |
Boston Sports Institute |
| Feb. 26, 6:50 PM | (1) Wellesley Raiders at (8) Pope Francis Cardinals
MIAA D1 BOYS STATE TOURNAMENT - Round 32 |
Olympia Center |
