| Date & Time | Game | Venue |
|---|---|---|
| December 13, 2023 | (4) Medfield Warriors at (0) Westwood Wolverines | Canton Ice House |
| December 16, 2023 | (9) Westwood Wolverines at (1) Holliston Panthers | Loring Arena |
| December 20, 2023 | (7) Hopkinton Hillers at (4) Westwood Wolverines | Canton Ice House |
| December 27, 2023 | (1) Westwood Wolverines at (4) Canton Bulldogs | Canton Metropolis Rink |
| January 03, 2024 | (1) Westwood Wolverines at (4) Norwood Mustangs | The Skating Club of Boston |
| January 06, 2024 | (1) Ashland Clockers at (5) Westwood Wolverines | Canton Ice House |
| January 10, 2024 | (1) Medway Mustangs at (5) Westwood Wolverines | Canton Ice House |
| January 13, 2024 | (3) Westwood Wolverines at (1) Dover-Sherborn/Weston Raiders | MacDowell Ice Arena |
| January 15, 2024 | (7) Lynnfield Pioneers at (0) Westwood Wolverines | Canton Ice House |
| January 17, 2024 | (1) Dedham Marauders at (5) Westwood Wolverines | Canton Ice House |
| January 20, 2024 | (7) Westwood Wolverines at (0) Bellingham Blackhawks | Pirelli Veterans Arena |
| January 24, 2024 | (1) Norton Lancers at (3) Westwood Wolverines | Canton Ice House |
| January 27, 2024 | (1) Westwood Wolverines at (2) King Philip Warriors | Foxboro Sports Center |
| February 03, 2024 | (0) Holliston Panthers at (7) Westwood Wolverines | Canton Ice House |
| February 07, 2024 | (0) Westwood Wolverines at (2) Hopkinton Hillers | New England Sports Center |
| February 10, 2024 | (2) Norwood Mustangs at (3) Westwood Wolverines
Westwood wins in OT |
Canton Ice House |
| February 15, 2024 | (5) Westwood Wolverines at (2) Ashland Clockers | Loring Arena |
| February 16, 2024 | (3) Westwood Wolverines at (2) Medfield Warriors | Rodman Arena |
| February 19, 2024 | (1) Oliver Ames Tigers at (2) Westwood Wolverines | Canton Ice House |
| February 22, 2024 | (2) North Attleboro Red Rocketeers at (2) Westwood Wolverines | Canton Ice House |
| February 28, 2024 | (0) Westwood Wolverines at (4) Boston Latin Wolfpack
MIAA D2 BOYS STATE TOURNAMENT - Round 32 |
John A. Ryan Arena |
