| Date & Time | Game | Venue |
|---|---|---|
| December 12, 2018 | (3) Natick Red Hawks at (6) Weymouth Wildcats | Connell Memorial Rink |
| December 15, 2018 | (1) Weymouth Wildcats at (2) Wellesley Raiders | Babson Skating Center |
| December 19, 2018 | (4) Marblehead Magicians at (2) Weymouth Wildcats | Connell Memorial Rink |
| December 24, 2018 | (1) Weymouth Wildcats at (8) Hingham Harbormen | Pilgrim Arena |
| January 02, 2019 | (3) Walpole Timberwolves at (2) Weymouth Wildcats | Connell Memorial Rink |
| January 05, 2019 | (2) Weymouth Wildcats at (2) Brookline Warriors | Walter Brown Arena |
| January 09, 2019 | (3) Weymouth Wildcats at (5) Needham Rockets | Babson Skating Center |
| January 12, 2019 | (3) Milton Wildcats at (3) Weymouth Wildcats | Connell Memorial Rink |
| January 16, 2019 | (3) Framingham Flyers at (1) Weymouth Wildcats | Connell Memorial Rink |
| January 19, 2019 | (1) Weymouth Wildcats at (6) Braintree Wamps | Zapustas Arena |
| January 26, 2019 | (1) Weymouth Wildcats at (4) Natick Red Hawks | Chase Arena |
| January 30, 2019 | (1) Weymouth Wildcats at (4) Walpole Timberwolves | Rodman Arena |
| February 02, 2019 | (5) Needham Rockets at (0) Weymouth Wildcats | Connell Memorial Rink |
| February 04, 2019 | (2) Weymouth Wildcats at (6) Andover Golden Warriors
Ed BuRNS HOLIDAY CLASSIC |
Ed Burns Arena |
| February 06, 2019 | (0) Newton North Tigers at (2) Weymouth Wildcats | Connell Memorial Rink |
| February 09, 2019 | (1) Weymouth Wildcats at (1) Milton Wildcats | Ulin Memorial Rink |
| February 13, 2019 | (5) Braintree Wamps at (1) Weymouth Wildcats | Connell Memorial Rink |
| February 18, 2019 | (0) Weymouth Wildcats at (6) Marshfield Rams | The Bog |
| February 20, 2019 | (2) Weymouth Wildcats at (8) Barnstable Red Hawks
Coach Melchiono Showdown |
Kennedy Memorial Skating Rink |
| February 21, 2019 | (1) Weymouth Wildcats at (4) Marshfield Rams | Kennedy Memorial Skating Rink |
