| Date & Time | Game | Venue |
|---|---|---|
| December 13, 2025 | (0) Hopkinton Hillers at (2) Westwood Wolverines | Canton Ice House |
| December 17, 2025 | (5) Dedham Marauders at (2) Hopkinton Hillers | New England Sports Center |
| December 20, 2025 | (2) King Philip Warriors at (1) Hopkinton Hillers
King Philip wins in OT |
New England Sports Center |
| December 26, 2025 | (1) Barnstable Red Hawks at (2) Hopkinton Hillers
ICO Cup |
The Bog |
| December 28, 2025 | (2) Hopkinton Hillers at (1) Duxbury Dragons
ICO Cup Championship Hopkinton wins in OT |
The Bog |
| January 03, 2026 | (4) Hopkinton Hillers at (1) Medway Mustangs | Pirelli Veterans Arena |
| January 07, 2026 | (2) Dover-Sherborn/Weston Raiders at (4) Hopkinton Hillers | New England Sports Center |
| January 10, 2026 | (1) Hopkinton Hillers at (4) Norwood Mustangs | The Skating Club of Boston |
| January 14, 2026 | (3) Hopkinton Hillers at (4) Holliston Panthers | Loring Arena |
| January 17, 2026 | (4) Hopkinton Hillers at (4) Algonquin Titans | NorthStar Ice Sports |
| January 22, 2026 | (2) Hopkinton Hillers at (5) Medfield Warriors | Pirelli Veterans Arena |
| January 24, 2026 | (0) Bellingham Blackhawks at (8) Hopkinton Hillers | New England Sports Center |
| Jan. 26 Postponed | Hopkinton Hillers at Marblehead Magicians | O'Keefe Athletic Center Salem State |
| January 28, 2026 | (1) Hopkinton Hillers at (0) Norton Lancers | Foxboro Sports Center |
| January 31, 2026 | (1) Westwood Wolverines at (0) Hopkinton Hillers | New England Sports Center |
| February 07, 2026 | (2) Norwood Mustangs at (5) Hopkinton Hillers | New England Sports Center |
| February 09, 2026 | (7) Hopkinton Hillers at (1) Marblehead Magicians | O'Keefe Athletic Center Salem State |
| February 11, 2026 | (2) Holliston Panthers at (8) Hopkinton Hillers | New England Sports Center |
| February 13, 2026 | (0) Lincoln-Sudbury Warriors at (2) Hopkinton Hillers | New England Sports Center |
| February 16, 2026 | (6) Hopkinton Hillers at (2) Dedham Marauders | Noble & Greenough School |
| February 18, 2026 | (2) Needham Rockets at (4) Hopkinton Hillers | New England Sports Center |
| February 25, 2026 | (4) Gloucester Fishermen at (5) Hopkinton Hillers
MIAA D2 - Boys State Tournament - Round 32 |
New England Sports Center |
| March 02, 2026 | (0) Hopkinton Hillers at (5) Canton Bulldogs
MIAA D2 - Boys State Tournament - Round 16 |
Canton Ice House |
