| Date & Time | Game | Venue |
|---|---|---|
| December 15, 2018 | (0) Brookline Warriors at (8) Braintree Wamps | Zapustas Arena |
| December 19, 2018 | (5) Braintree Wamps at (0) Milton Wildcats | Ulin Memorial Rink |
| December 22, 2018 | (1) Malden Catholic Lancers at (3) Braintree Wamps | Zapustas Arena |
| December 27, 2018 | (0) Braintree Wamps at (2) Duxbury Dragons
ISLAND CREEK OYSTER CUP |
The Bog |
| December 29, 2018 | (3) Braintree Wamps at (0) Bridgewater-Raynham Trojans
ISLAND CREEK OYSTER CUP |
The Bog |
| January 05, 2019 | (4) Framingham Flyers at (2) Braintree Wamps | Zapustas Arena |
| January 09, 2019 | (1) Braintree Wamps at (3) Walpole Timberwolves | Rodman Arena |
| January 12, 2019 | (2) Braintree Wamps at (0) Needham Rockets | Babson Skating Center |
| January 16, 2019 | (2) Braintree Wamps at (3) Natick Red Hawks | Chase Arena |
| January 19, 2019 | (1) Weymouth Wildcats at (6) Braintree Wamps | Zapustas Arena |
| January 23, 2019 | (2) Milton Wildcats at (5) Braintree Wamps | Zapustas Arena |
| January 26, 2019 | (7) Braintree Wamps at (1) Newton North Tigers | John A. Ryan Arena |
| January 28, 2019 | (2) Braintree Wamps at (3) Hingham Harbormen | Pilgrim Arena |
| February 02, 2019 | (3) Walpole Timberwolves at (3) Braintree Wamps | Zapustas Arena |
| February 06, 2019 | (1) Wellesley Raiders at (2) Braintree Wamps | Zapustas Arena |
| February 09, 2019 | (1) Needham Rockets at (2) Braintree Wamps | Zapustas Arena |
| February 11, 2019 | (2) Braintree Wamps at (8) BC High Eagles | Clark Athletic Center |
| February 13, 2019 | (5) Braintree Wamps at (1) Weymouth Wildcats | Connell Memorial Rink |
| February 16, 2019 | (2) Billerica Indians at (3) Braintree Wamps | Zapustas Arena |
| February 20, 2019 | (0) Belmont Marauders at (5) Braintree Wamps | Zapustas Arena |
| March 02, 2019 | (4) Barnstable Red Hawks at (2) Braintree Wamps | Gallo Arena |
