| Date & Time | Game | Venue |
|---|---|---|
| Dec. 10, 7:50 PM | (7) Hopkinton Hillers at (1) Foxboro Warriors | Foxboro Sports Center |
| Dec. 14, 8:00 PM | (0) Norwood Mustangs at (5) Hopkinton Hillers | New England Sports Center |
| Dec. 17, 8:10 PM | (1) Holliston Panthers at (7) Hopkinton Hillers | New England Sports Center |
| Dec. 21, 7:00 PM | (4) Hopkinton Hillers at (2) Ashland Clockers | Loring Arena |
| Dec. 26, 7:00 PM | (6) Algonquin Titans at (2) Hopkinton Hillers | New England Sports Center |
| Dec. 28, 5:00 PM | (1) Hudson/Tahanto Hawks at (10) Hopkinton Hillers
Daily News Cup |
New England Sports Center |
| Jan. 4, 8:00 PM | (0) Westwood Wolverines at (3) Hopkinton Hillers | New England Sports Center |
| Jan. 7, 4:30 PM | (2) Hopkinton Hillers at (5) Medfield Warriors | Pirelli Veterans Arena |
| Jan. 11, 7:00 PM | (0) Dedham Marauders at (7) Hopkinton Hillers | New England Sports Center |
| Jan. 13, 4:00 PM | (10) Hopkinton Hillers at (1) Bellingham Blackhawks | Pirelli Veterans Arena |
| Jan. 18, 8:00 PM | (0) Norton Lancers at (7) Hopkinton Hillers | New England Sports Center |
| Jan. 25, 4:00 PM | (0) Medway Mustangs at (6) Hopkinton Hillers | New England Sports Center |
| Jan. 28, 5:30 PM | (4) Hopkinton Hillers at (1) Dover-Sherborn/Weston Raiders | Rivers School MacDowell Ice Arena |
| Feb. 1, 6:00 PM | (3) Hopkinton Hillers at (6) Norwood Mustangs | The Skating Club of Boston |
| Feb. 4, 7:10 PM | (2) Hopkinton Hillers at (0) Holliston Panthers | Loring Arena |
| Feb. 8, 4:00 PM | (3) Ashland Clockers at (7) Hopkinton Hillers | New England Sports Center |
| Feb. 11, 5:10 PM | (3) Hopkinton Hillers at (1) Westwood Wolverines | Canton Ice House |
| Feb. 15, 6:00 PM | (4) Medfield Warriors at (3) Hopkinton Hillers
OT |
New England Sports Center |
| Feb. 18, 5:30 PM | (5) Hopkinton Hillers at (4) Lynnfield Pioneers
Fairleigh Dickinson Invitational Tournament |
Martha's Vineyard Arena |
| Feb. 19, 1:00 PM | (5) Hopkinton Hillers at (0) Marthas Vineyard Vineyarders
Fairleigh Dickinson Invitational Tournament Championship Game |
Martha's Vineyard Arena |
| Mar. 1, 7:10 PM | (0) North Attleboro Red Rocketeers at (9) Hopkinton Hillers
MIAA D2 Boys State Tournament - First Round |
New England Sports Center |
| Mar. 5, 2:10 PM | (6) Hopkinton Hillers at (3) Westwood Wolverines
MIAA D2 Boys State Tournament |
New England Sports Center |
| Mar. 8, 6:00 PM | (5) Hopkinton Hillers at (3) Norwood Mustangs
MIAA D2 Boys State Tournament |
New England Sports Center |
| Mar. 12, 7:30 PM | (1) Walpole Timberwolves at (5) Hopkinton Hillers
MIAA D2 Boys State Tournament - Semi Finals |
Loring Arena |
| Mar. 19, 11:00 AM | (1) Hopkinton Hillers at (4) Canton Bulldogs
MIAA D2 Boys State Tournament - Championship |
TD Garden |
