| Date & Time | Game | Venue |
|---|---|---|
| December 13, 2023 | (2) Norwood Mustangs at (1) Ashland Clockers | Loring Arena |
| December 16, 2023 | (3) Ashland Clockers at (3) Hopkinton Hillers
OT game ends in a tie |
New England Sports Center |
| December 20, 2023 | (7) Medfield Warriors at (1) Ashland Clockers | Loring Arena |
| December 29, 2023 | (3) Groton-Dunstable Crusaders at (3) Ashland Clockers
OT game ends in a tie |
Loring Arena |
| January 03, 2024 | (2) Holliston Panthers at (5) Ashland Clockers | Loring Arena |
| January 06, 2024 | (1) Ashland Clockers at (5) Westwood Wolverines | Canton Ice House |
| January 10, 2024 | (6) Blackstone Valley Tech Beavers at (3) Ashland Clockers | Agganis Arena |
| January 13, 2024 | (2) Ashland Clockers at (1) Medway Mustangs | Pirelli Veterans Arena |
| January 17, 2024 | (5) Dover-Sherborn/Weston Raiders at (2) Ashland Clockers | Loring Arena |
| January 20, 2024 | (5) Ashland Clockers at (3) Dedham Marauders | Bliss Omni and Flood Rink |
| January 24, 2024 | (5) Bellingham Blackhawks at (5) Ashland Clockers | Loring Arena |
| January 27, 2024 | (0) Ashland Clockers at (3) Norton Lancers | Foxboro Sports Center |
| January 31, 2024 | (2) Ashland Clockers at (7) Norwood Mustangs | The Skating Club of Boston |
| February 03, 2024 | (2) Hopkinton Hillers at (1) Ashland Clockers | Loring Arena |
| February 09, 2024 | (1) Ashland Clockers at (4) Medfield Warriors | Rodman Arena |
| February 10, 2024 | (3) Ashland Clockers at (2) Holliston Panthers | Loring Arena |
| February 15, 2024 | (5) Westwood Wolverines at (2) Ashland Clockers | Loring Arena |
| February 19, 2024 | (3) Ashland Clockers at (5) Northbridge Rams | New England Sports Center |
| February 28, 2024 | (3) Ashland Clockers at (0) Medway Mustangs
MIAA D4 Boys State Tournament - Round 32 |
Pirelli Veterans Arena |
| March 03, 2024 | (3) Martha's Vineyard Vineyarders at (6) Ashland Clockers
MIAA D4 BOYS STATE TOURNAMENT - Sweet 16 |
Martha's Vineyard Arena |
| March 06, 2024 | (0) Ashland Clockers at (7) Winthrop Vikings
MIAA D4 BOYS STATE TOURNAMENT - Elite 8 |
Stoneham Arena |
