| Date & Time | Game | Venue |
|---|---|---|
| December 13, 2021 | (6) Norwell Clippers at (1) Hopkinton Hillers | New England Sports Center |
| December 15, 2021 | (2) Medfield Warriors at (1) Hopkinton Hillers | New England Sports Center |
| December 18, 2021 | (0) Hopkinton Hillers at (4) Norwood Mustangs | The Skating Club of Boston |
| Dec. 22 Postponed | Hopkinton Hillers at Holliston Panthers
make-up TBA |
Loring Arena |
| Dec. 27 Postponed | Algonquin Titans at Hopkinton Hillers | New England Sports Center |
| Jan. 5 Postponed | Ashland Clockers at Hopkinton Hillers | New England Sports Center |
| January 08, 2022 | (7) Westwood Wolverines at (1) Hopkinton Hillers | New England Sports Center |
| January 10, 2022 | (1) Hopkinton Hillers at (6) Algonquin Titans | NorthStar Ice Sports |
| January 12, 2022 | (6) Hopkinton Hillers at (2) Dover-Sherborn/Weston Raiders | New England Sports Center |
| January 15, 2022 | (2) Hopkinton Hillers at (1) Dedham Marauders | Noble & Greenough School |
| Jan. 17 Postponed | Martha's Vineyard Vineyarders at Hopkinton Hillers
make-up TBA |
New England Sports Village |
| January 19, 2022 | (1) Bellingham Blackhawks at (2) Hopkinton Hillers | New England Sports Center |
| January 22, 2022 | (5) Hopkinton Hillers at (2) Norton Lancers | Foxboro Sports Center |
| January 28, 2022 | (1) Hopkinton Hillers at (3) Medway Mustangs | Pirelli Veterans Arena |
| February 02, 2022 | (4) Hopkinton Hillers at (3) Medfield Warriors | Pirelli Veterans Arena |
| February 05, 2022 | (6) Norwood Mustangs at (2) Hopkinton Hillers | New England Sports Center |
| February 09, 2022 | (0) Holliston Panthers at (7) Hopkinton Hillers | New England Sports Center |
| February 12, 2022 | (4) Hopkinton Hillers at (5) Ashland Clockers | Loring Arena |
| Feb. 13 Postponed | Martha's Vineyard Vineyarders at Hopkinton Hillers
Postponed: Makeup TBA |
New England Sports Center |
| February 15, 2022 | (1) Hopkinton Hillers at (2) Martha's Vineyard Vineyarders | Martha's Vineyard Arena |
| February 16, 2022 | (3) Hopkinton Hillers at (0) Westwood Wolverines | Canton Ice House |
| February 19, 2022 | (4) Hopkinton Hillers at (0) Minnechaug Falcons | Olympia Center |
| February 23, 2022 | (5) Ashland Clockers at (3) Hopkinton Hillers | New England Sports Center |
| March 03, 2022 | (2) Hopkinton Hillers at (6) Masconomet Chieftains
Boys Division 2 Tournament |
Haverhill Valley Forum |
