| Date & Time | Game | Venue |
|---|---|---|
| December 10, 2022 | (7) Hopkinton Hillers at (1) Foxboro Warriors | Foxboro Sports Center |
| December 14, 2022 | (0) Norwood Mustangs at (5) Hopkinton Hillers | New England Sports Center |
| December 17, 2022 | (1) Holliston Panthers at (7) Hopkinton Hillers | New England Sports Center |
| December 21, 2022 | (4) Hopkinton Hillers at (2) Ashland Clockers | Loring Arena |
| December 26, 2022 | (6) Algonquin Titans at (2) Hopkinton Hillers | New England Sports Center |
| December 28, 2022 | (1) Hudson Hawks at (10) Hopkinton Hillers
Daily News Cup |
New England Sports Center |
| January 04, 2023 | (0) Westwood Wolverines at (3) Hopkinton Hillers | New England Sports Center |
| January 07, 2023 | (2) Hopkinton Hillers at (5) Medfield Warriors | Pirelli Veterans Arena |
| January 11, 2023 | (0) Dedham Marauders at (7) Hopkinton Hillers | New England Sports Center |
| January 13, 2023 | (10) Hopkinton Hillers at (1) Bellingham Blackhawks | Pirelli Veterans Arena |
| January 18, 2023 | (0) Norton Lancers at (7) Hopkinton Hillers | New England Sports Center |
| January 25, 2023 | (0) Medway Mustangs at (6) Hopkinton Hillers | New England Sports Center |
| January 28, 2023 | (4) Hopkinton Hillers at (1) Dover-Sherborn/Weston Raiders | MacDowell Ice Arena |
| February 01, 2023 | (3) Hopkinton Hillers at (6) Norwood Mustangs | The Skating Club of Boston |
| February 04, 2023 | (2) Hopkinton Hillers at (0) Holliston Panthers | Loring Arena |
| February 08, 2023 | (3) Ashland Clockers at (7) Hopkinton Hillers | New England Sports Center |
| February 11, 2023 | (3) Hopkinton Hillers at (1) Westwood Wolverines | Canton Ice House |
| February 15, 2023 | (4) Medfield Warriors at (3) Hopkinton Hillers
OT |
New England Sports Center |
| February 18, 2023 | (5) Hopkinton Hillers at (4) Lynnfield Pioneers
Fairleigh Dickinson Invitational Tournament |
Martha's Vineyard Arena |
| February 19, 2023 | (5) Hopkinton Hillers at (0) Martha's Vineyard Vineyarders
Fairleigh Dickinson Invitational Tournament Championship Game |
Martha's Vineyard Arena |
| March 01, 2023 | (0) North Attleboro Red Rocketeers at (9) Hopkinton Hillers
MIAA D2 Boys State Tournament - First Round |
New England Sports Center |
| March 05, 2023 | (6) Hopkinton Hillers at (3) Westwood Wolverines
MIAA D2 Boys State Tournament |
New England Sports Center |
| March 08, 2023 | (5) Hopkinton Hillers at (3) Norwood Mustangs
MIAA D2 Boys State Tournament |
New England Sports Center |
| March 12, 2023 | (1) Walpole Timberwolves at (5) Hopkinton Hillers
MIAA D2 Boys State Tournament - Semi Finals |
Loring Arena |
| March 19, 2023 | (1) Hopkinton Hillers at (4) Canton Bulldogs
MIAA D2 Boys State Tournament - Championship |
TD Garden |
