| Date & Time | Game | Venue |
|---|---|---|
| December 13, 2025 | (1) Walpole Timberwolves at (2) Braintree Wamps
Braintree wins in OT |
Zapustas Arena |
| December 17, 2025 | (2) Milton Wildcats at (0) Walpole Timberwolves | Cadillac Ice Arena |
| December 20, 2025 | (2) Framingham Flyers at (4) Walpole Timberwolves | Cadillac Ice Arena |
| December 27, 2025 | (1) Silver Lake Lakers at (2) Walpole Timberwolves | Cadillac Ice Arena |
| December 30, 2025 | (4) Walpole Timberwolves at (1) Norwood Mustangs | The Skating Club of Boston |
| January 07, 2026 | (2) Walpole Timberwolves at (3) Wellesley Raiders
Wellesley wins in OT |
Wellesley Sports Center |
| January 10, 2026 | (4) Walpole Timberwolves at (2) Brookline Warriors | John A. Ryan Arena |
| January 14, 2026 | (3) Weymouth Wildcats at (2) Walpole Timberwolves | Cadillac Ice Arena |
| January 21, 2026 | (3) Needham Rockets at (2) Walpole Timberwolves
Needham wins in OT |
Cadillac Ice Arena |
| January 24, 2026 | (5) Walpole Timberwolves at (2) Newton North Tigers | John A. Ryan Arena |
| January 25, 2026 | (7) Walpole Timberwolves at (3) Belmont Marauders | Skip Viglirolo Rink |
| January 28, 2026 | (2) Walpole Timberwolves at (3) Weymouth Wildcats | Connell Memorial Rink |
| January 31, 2026 | (1) Braintree Wamps at (2) Walpole Timberwolves
Walpole wins in OT |
Cadillac Ice Arena |
| February 01, 2026 | (0) Walpole Timberwolves at (2) Winchester Red & Black
Ed Burns Tournament |
Cadillac Ice Arena |
| February 04, 2026 | (1) Walpole Timberwolves at (3) Milton Wildcats | Ulin Memorial Rink |
| February 07, 2026 | (4) Natick Red Hawks at (0) Walpole Timberwolves | Cadillac Ice Arena |
| February 08, 2026 | (3) Walpole Timberwolves at (3) Hingham Harbormen
Ed Burns Tournament - Consolation Game |
Canton Ice House |
| February 11, 2026 | (5) Walpole Timberwolves at (2) Needham Rockets | Babson Skating Center |
| February 14, 2026 | (1) Mansfield Hornets at (5) Walpole Timberwolves
Songin Cup |
Cadillac Ice Arena |
| February 16, 2026 | (2) Walpole Timberwolves at (3) King Philip Warriors
Songin Cup Tournament - Championship Game |
Cadillac Ice Arena |
| February 28, 2026 | (2) Dartmouth Indians at (3) Walpole Timberwolves
MIAA D2 - Boys State Tournament - Round 32 |
Cadillac Ice Arena |
| March 02, 2026 | (4) Walpole Timberwolves at (3) Barnstable Red Hawks
MIAA D2 - Boys State Tournament - Round 16 |
Kennedy Memorial Skating Rink |
| March 05, 2026 | (0) Walpole Timberwolves at (1) Canton Bulldogs
MIAA D2 - Boys State Tournament - Round 8 |
Loring Arena |
