| Date & Time | Game | Venue |
|---|---|---|
| December 08, 2018 | (6) Oliver Ames Tigers at (1) Medway Mustangs | Pirelli Veterans Arena |
| December 12, 2018 | (0) Medway Mustangs at (1) Hudson Hawks | New England Sports Center |
| December 15, 2018 | (2) Dedham Marauders at (1) Medway Mustangs | Pirelli Veterans Arena |
| December 18, 2018 | (2) Bishop Feehan Shamrocks at (0) Medway Mustangs | Pirelli Veterans Arena |
| December 22, 2018 | (1) Medway Mustangs at (1) Norwood Mustangs | Rodman Arena |
| December 26, 2018 | (3) ST THOMAS NH at (1) Medway Mustangs
St Dominics Winter Classic |
Norway Savings Bank Arena |
| December 27, 2018 | (0) Bishop Brady NH at (6) Medway Mustangs
St. Dominics Winter Classc |
Norway Savings Bank Arena |
| December 28, 2018 | (0) Notre Dame Fairfield Ct -St. Domenic's Christmas Classic at (2) Medway Mustangs
ST Dominics Winter Classic |
Norway Savings Bank Arena |
| January 05, 2019 | (1) Dover-Sherborn/Weston Raiders at (2) Medway Mustangs | Pirelli Veterans Arena |
| January 09, 2019 | (5) Hopkinton Hillers at (2) Medway Mustangs | Pirelli Veterans Arena |
| January 11, 2019 | (4) Wachusett Mountaineers at (2) Medway Mustangs | Warrior Ice Arena |
| January 12, 2019 | (6) Medway Mustangs at (1) Bellingham Blackhawks | Pirelli Veterans Arena |
| January 16, 2019 | (1) Medfield Warriors at (1) Medway Mustangs | Pirelli Veterans Arena |
| January 19, 2019 | (2) Norton Lancers at (4) Medway Mustangs | Pirelli Veterans Arena |
| January 23, 2019 | (1) Medway Mustangs at (3) Ashland Clockers | Loring Arena |
| January 26, 2019 | (3) Medway Mustangs at (2) Dedham Marauders | Noble & Greenough School |
| February 02, 2019 | (0) Holliston Panthers at (4) Medway Mustangs | Pirelli Veterans Arena |
| February 06, 2019 | (1) Medway Mustangs at (3) Dover-Sherborn/Weston Raiders | Chase Arena |
| February 09, 2019 | (1) Medway Mustangs at (2) Westwood Wolverines | Canton Ice House |
| February 13, 2019 | (0) Bellingham Blackhawks at (6) Medway Mustangs | Pirelli Veterans Arena |
| February 20, 2019 | (5) Medway Mustangs at (0) Norton Lancers | Foxboro Sports Center |
| February 25, 2019 | (1) Medway Mustangs at (0) Dedham Marauders | Noble & Greenough School |
| February 27, 2019 | (0) Medway Mustangs at (6) Canton Bulldogs | Canton Ice House |
