| Date & Time | Game | Venue |
|---|---|---|
| Dec. 12, 5:00 PM | (4) Hanover Hawks at (3) Dover-Sherborn/Weston Raiders
Gormley Cup (Hanover 4-3 double OT) |
Gallo Arena |
| Dec. 14, 4:30 PM | (2) Dover-Sherborn/Weston Raiders at (1) Sandwich Blue Knights
Gormley Cup |
Gallo Arena |
| Dec. 16, 8:30 PM | (6) Dover-Sherborn/Weston Raiders at (0) Bellingham Blackhawks | Pirelli Veterans Arena |
| Dec. 18, 7:00 PM | (0) Norton Lancers at (3) Dover-Sherborn/Weston Raiders | Rivers School |
| Dec. 21, 7:30 PM | (3) Dover-Sherborn/Weston Raiders at (4) Medway Mustangs | Pirelli Veterans Arena |
| Dec. 28, 4:00 PM | Watertown/Wayland Raiders at Dover-Sherborn/Weston Raiders | MacDowell Ice Arena |
| Jan. 4, 6:30 PM | Dover-Sherborn/Weston Raiders at Lunenburg/Ayer-Shirley Blue Knights | Rivers School |
| Jan. 8, 6:00 PM | Medfield Warriors at Dover-Sherborn/Weston Raiders | Rivers School |
| Jan. 11 (Time TBA) | Dover-Sherborn/Weston Raiders at Westwood Wolverines | Canton Ice House |
| Jan. 17, 7:40 PM | Dover-Sherborn/Weston Raiders at Holliston Panthers | Pirelli Veterans Arena |
| Jan. 22, 8:00 PM | Hopkinton Hillers at Dover-Sherborn/Weston Raiders | Rivers School |
| Jan. 25, 6:45 PM | Dover-Sherborn/Weston Raiders at Dedham Marauders | Noble & Greenough School |
| Jan. 29, 7:00 PM | Norwood Mustangs at Dover-Sherborn/Weston Raiders | Rivers School |
| Feb. 1, 5:00 PM | Bellingham Blackhawks at Dover-Sherborn/Weston Raiders | Rivers School |
| Feb. 4, 7:30 PM | Dover-Sherborn/Weston Raiders at Medfield Warriors | Pirelli Veterans Arena |
| Feb. 5, 7:30 PM | Dover-Sherborn/Weston Raiders at Norton Lancers | Foxboro Sports Center |
| Feb. 8, 7:00 PM | Medway Mustangs at Dover-Sherborn/Weston Raiders | Rivers School |
| Feb. 15, 7:00 PM | Martha's Vineyard Vineyarders at Dover-Sherborn/Weston Raiders
Farleigh S. Dickinson Tournament |
Martha's Vineyard Arena |
| Feb. 16 (Time TBA) | Dover-Sherborn/Weston Raiders at TBA
Farleigh Dickinson Tournament |
Martha's Vineyard Arena |
| Feb. 17, 11:59 PM | Dover-Sherborn/Weston Raiders at Hudson Hawks | New England Sports Center |
| Feb. 19, 8:05 PM | Dover-Sherborn/Weston Raiders at Acton-Boxboro Revolution | Nashoba Valley Olympia |
