| Date & Time | Game | Venue |
|---|---|---|
| December 14, 2022 | (0) Newton North Tigers at (6) Wellesley Raiders | Boston Sports Institute |
| December 17, 2022 | (3) Wellesley Raiders at (0) Brookline Warriors | Walter Brown Arena |
| December 21, 2022 | (5) Wellesley Raiders at (0) Needham Rockets | Babson Skating Center |
| December 23, 2022 | (2) Lincoln-Sudbury Warriors at (4) Wellesley Raiders | Wellesley Sports Center |
| December 28, 2022 | (4) Wellesley Raiders at (1) Westford Academy Ghosts
Falmouth Tournament |
Falmouth Ice Arena |
| December 29, 2022 | (4) Wellesley Raiders at (1) Falmouth Clippers
Ray Kenney Christmas Classic |
Falmouth Ice Arena |
| January 04, 2023 | (0) Natick Red Hawks at (5) Wellesley Raiders | Wellesley Sports Center |
| January 11, 2023 | (2) Framingham Flyers at (3) Wellesley Raiders | Wellesley Sports Center |
| January 16, 2023 | (3) Wellesley Raiders at (2) Braintree Wamps
OT |
Zapustas Arena |
| January 21, 2023 | (3) Wellesley Raiders at (1) Walpole Timberwolves | Rodman Arena |
| January 25, 2023 | (4) Milton Wildcats at (2) Wellesley Raiders | Wellesley Sports Center |
| January 28, 2023 | (1) Needham Rockets at (5) Wellesley Raiders | Boston Sports Institute |
| January 29, 2023 | (1) Wellesley Raiders at (4) Reading Rockets
Ed Burns Invitational |
Ed Burns Arena |
| February 01, 2023 | (10) Wellesley Raiders at (2) Newton North Tigers | John A. Ryan Arena |
| February 03, 2023 | (4) Weymouth Wildcats at (3) Wellesley Raiders | Wellesley Sports Center |
| February 05, 2023 | (3) Canton Bulldogs at (0) Wellesley Raiders
Ed Burns Tournament |
Canton Ice House |
| February 08, 2023 | (3) Brookline Warriors at (8) Wellesley Raiders | Wellesley Sports Center |
| February 11, 2023 | (4) Wellesley Raiders at (1) Framingham Flyers | Loring Arena |
| February 12, 2023 | (3) Wellesley Raiders at (2) Belmont Marauders | Ed Burns Arena |
| February 15, 2023 | (6) Wellesley Raiders at (0) Natick Red Hawks | Chase Arena |
| March 01, 2023 | (1) Malden Catholic Lancers at (4) Wellesley Raiders
MIAA D1 Boys State Tournament - First Round |
Boston Sports Institute |
| March 04, 2023 | (2) Wellesley Raiders at (3) Pope Francis Cardinals
MIAA D1 Boys State Tournament - Pope Francis Wins in OT |
Olympic Ice Arena |
