| Date & Time | Game | Venue |
|---|---|---|
| December 08, 2018 | (1) Dedham Marauders at (1) Medway/Ashland Mustangs | New England Sports Center |
| December 12, 2018 | (3) Medway/Ashland Mustangs at (4) Franklin Panthers | Pirelli Veterans Arena |
| December 17, 2018 | (3) Algonquin/Hudson Titans at (0) Medway/Ashland Mustangs | New England Sports Center |
| December 19, 2018 | (2) Medway/Ashland Mustangs at (2) Norwood Mustangs | Bajko Memorial Rink |
| December 29, 2018 | (3) Duxbury Dragons at (0) Medway/Ashland Mustangs | Blackstone Valley Ice Arena |
| January 02, 2019 | (0) Medway/Ashland Mustangs at (3) Westwood Wolverines | Canton Ice House |
| January 05, 2019 | (3) Medway/Ashland Mustangs at (1) Medfield Warriors | Rodman Arena |
| January 07, 2019 | (0) Dover-Sherborn/Hopkinton Raiders at (4) Medway/Ashland Mustangs | New England Sports Center |
| January 12, 2019 | (3) Medway/Ashland Mustangs at (6) Franklin Panthers | Pirelli Veterans Arena |
| January 15, 2019 | (2) King Philip Warriors at (2) Medway/Ashland Mustangs | Pirelli Veterans Arena |
| January 19, 2019 | (2) Medway/Ashland Mustangs at (2) Canton Bulldogs | Canton Ice House |
| January 26, 2019 | (1) Medway/Ashland Mustangs at (1) MOA Warriors | Rodman Arena |
| January 30, 2019 | (2) Medway/Ashland Mustangs at (3) Dedham Marauders | Noble & Greenough School |
| February 02, 2019 | (1) Norwood Mustangs at (3) Medway/Ashland Mustangs | Blackstone Valley Ice Arena |
| February 05, 2019 | (3) Westwood Wolverines at (2) Medway/Ashland Mustangs | Pirelli Veterans Arena |
| February 09, 2019 | (1) Medfield Warriors at (0) Medway/Ashland Mustangs | Blackstone Valley Ice Arena |
| February 13, 2019 | (4) Medway/Ashland Mustangs at (0) Dover-Sherborn/Hopkinton Raiders | Blackstone Valley Ice Arena |
| February 18, 2019 | (5) Natick Red Hawks at (3) Medway/Ashland Mustangs
makeup game FROM 2-12 |
Pirelli Veterans Arena |
| February 20, 2019 | (1) Medway/Ashland Mustangs at (3) Algonquin/Hudson Titans | New England Sports Center |
| February 22, 2019 | (1) Medway/Ashland Mustangs at (3) Woburn Tanners | O'Brien Arena |
