| Date & Time | Game | Venue |
|---|---|---|
| December 14, 2019 | (2) Braintree Wamps at (0) Brookline Warriors | Walter Brown Arena |
| December 18, 2019 | (3) Milton Wildcats at (3) Braintree Wamps | Zapustas Arena |
| December 23, 2019 | (5) Braintree Wamps at (4) Billerica Indians | Hallenborg Memorial Pavilion |
| December 28, 2019 | (2) Lincoln-Sudbury Warriors at (4) Braintree Wamps | Zapustas Arena |
| January 04, 2020 | (2) Braintree Wamps at (6) Framingham Flyers | Loring Arena |
| January 06, 2020 | (2) Hingham Harbormen at (1) Braintree Wamps | Zapustas Arena |
| January 08, 2020 | (7) Braintree Wamps at (1) Walpole Timberwolves | Rodman Arena |
| January 11, 2020 | (0) Needham Rockets at (4) Braintree Wamps | Zapustas Arena |
| January 15, 2020 | (2) Natick Red Hawks at (1) Braintree Wamps | Zapustas Arena |
| January 18, 2020 | (3) Braintree Wamps at (1) Weymouth Wildcats | Connell Memorial Rink |
| January 22, 2020 | (9) Braintree Wamps at (0) Milton Wildcats | Ulin Memorial Rink |
| January 25, 2020 | (0) Newton North Tigers at (3) Braintree Wamps | Zapustas Arena |
| January 27, 2020 | (3) Mansfield Hornets at (6) Braintree Wamps | Zapustas Arena |
| February 01, 2020 | (3) Walpole Timberwolves at (3) Braintree Wamps | Zapustas Arena |
| February 05, 2020 | (2) Braintree Wamps at (5) Wellesley Raiders | Wellesley Sports Center |
| February 08, 2020 | (4) Braintree Wamps at (1) Needham Rockets | Babson Skating Center |
| February 12, 2020 | (0) Weymouth Wildcats at (3) Braintree Wamps | Zapustas Arena |
| February 15, 2020 | (2) Canton Bulldogs at (2) Braintree Wamps | Zapustas Arena |
| February 17, 2020 | (0) Braintree Wamps at (4) Belmont Marauders | Skip Viglirolo Rink |
| February 19, 2020 | (2) Braintree Wamps at (3) Arlington Spy Ponders | Ed Burns Arena |
| February 27, 2020 | (2) Walpole Timberwolves at (1) Braintree Wamps
Boys DIV 1S playoff |
Canton Ice House |
