| Date & Time | Game | Venue |
|---|---|---|
| December 14, 2024 | (1) Milton Wildcats at (1) Wellesley Raiders | Wellesley Sports Center |
| December 14, 2024 | (1) Milton Wildcats at (1) Wellesley Raiders | Boston Sports Institute |
| December 21, 2024 | (1) Brookline Warriors at (1) Wellesley Raiders | Wellesley Sports Center |
| December 23, 2024 | (3) Wellesley Raiders at (4) Needham Rockets | Babson Skating Center |
| December 27, 2024 | (5) Essex Tech Hawks at (3) Wellesley Raiders
Ryan Kenney Christmas Classic |
Falmouth Ice Arena |
| December 28, 2024 | (4) Plymouth South Panthers at (5) Wellesley Raiders
Ryan Kenney Classic - Wellesley wins in OT |
Falmouth Ice Arena |
| January 04, 2025 | (4) Wellesley Raiders at (7) Framingham Flyers | Loring Arena |
| January 08, 2025 | (2) Wellesley Raiders at (6) Natick Red Hawks | Chase Arena |
| January 11, 2025 | (3) Wellesley Raiders at (4) Walpole Timberwolves
Wapole win in OT |
Cadillac Ice Arena |
| January 15, 2025 | (5) Needham Rockets at (3) Wellesley Raiders | Wellesley Sports Center |
| January 18, 2025 | (5) Weymouth Wildcats at (2) Wellesley Raiders | Wellesley Sports Center |
| January 22, 2025 | (0) Newton North Tigers at (2) Wellesley Raiders | Wellesley Sports Center |
| January 26, 2025 | (0) Wellesley Raiders at (4) Canton Bulldogs
Ed Burns Coffee Pot |
Canton Ice House |
| January 29, 2025 | (3) Wellesley Raiders at (2) Braintree Wamps
Wellesley wins in OT |
Zapustas Arena |
| February 02, 2025 | (5) Norwood Mustangs at (6) Wellesley Raiders
Ed Burns Classic Coffe Pot - Brinn Consolation |
John A. Ryan Arena |
| February 05, 2025 | (5) Wellesley Raiders at (0) Brookline Warriors | John A. Ryan Arena |
| February 08, 2025 | (2) Framingham Flyers at (6) Wellesley Raiders | Wellesley Sports Center |
| February 12, 2025 | (2) Natick Red Hawks at (3) Wellesley Raiders | Chase Arena |
| February 15, 2025 | (4) Wellesley Raiders at (1) Chelmsford Lions
Ed Burns Classic Coffe Pot - Brinn Consolation - Re-scheduled from 2-9-25 |
John A. Ryan Arena |
| February 17, 2025 | (2) Wellesley Raiders at (5) Marshfield Rams | The Bog |
| February 23, 2025 | (1) Medford Mustangs at (5) Wellesley Raiders
MIAA D1 BOYS STATE TOURNAMENT - Preliminary Round |
Boston Sports Institute |
| February 26, 2025 | (1) Wellesley Raiders at (8) Pope Francis Cardinals
MIAA D1 BOYS STATE TOURNAMENT - Round 32 |
Olympia Center |
