| Date & Time | Game | Venue |
|---|---|---|
| December 09, 2021 | (4) Ashland Clockers at (3) Shawsheen Rams | Hallenborg Memorial Pavilion |
| December 11, 2021 | (4) Ashland Clockers at (1) Norton Lancers | Foxboro Sports Center |
| December 15, 2021 | (3) Holliston Panthers at (9) Ashland Clockers | Canton Ice House |
| December 18, 2021 | (4) Westwood Wolverines at (2) Ashland Clockers | Canton Ice House |
| December 22, 2021 | (4) Norwood Mustangs at (2) Ashland Clockers | Loring Arena |
| December 27, 2021 | (5) Ashland Clockers at (1) Oliver Ames Tigers | Asiaf Skating Arena |
| December 29, 2021 | (1) Ashland Clockers at (3) North Middlesex Patriots | Loring Arena |
| January 02, 2022 | (1) Abington Green Wave at (5) Ashland Clockers | Loring Arena |
| Jan. 5 Postponed | Ashland Clockers at Hopkinton Hillers | New England Sports Center |
| Jan. 8 Postponed | Medfield Warriors at Ashland Clockers
Postponed: Make-Up TBA |
Loring Arena |
| Jan. 12 Postponed | Bellingham Blackhawks at Ashland Clockers
make up date TBA |
Loring Arena |
| January 17, 2022 | (3) Ashland Clockers at (4) Westboro Rangers | NorthStar Ice Sports |
| January 19, 2022 | (4) Ashland Clockers at (1) Abington Green Wave | Rockland Arena |
| January 22, 2022 | (2) Ashland Clockers at (6) Medway Mustangs | Pirelli Veterans Arena |
| January 26, 2022 | (5) Ashland Clockers at (2) Dover-Sherborn/Weston Raiders | MacDowell Ice Arena |
| January 31, 2022 | (2) Ashland Clockers at (3) Dedham Marauders | Noble & Greenough School |
| February 02, 2022 | (5) Ashland Clockers at (3) Holliston Panthers | Loring Arena |
| February 05, 2022 | (3) Westwood Wolverines at (5) Ashland Clockers | Loring Arena |
| February 09, 2022 | (3) Ashland Clockers at (4) Norwood Mustangs | The Skating Club of Boston |
| February 12, 2022 | (4) Hopkinton Hillers at (5) Ashland Clockers | Loring Arena |
| February 16, 2022 | (0) Ashland Clockers at (4) Medfield Warriors | Pirelli Veterans Arena |
| February 22, 2022 | (9) Medfield Warriors at (2) Ashland Clockers | Pirelli Veterans Arena |
| February 23, 2022 | (5) Ashland Clockers at (3) Hopkinton Hillers | New England Sports Center |
| March 03, 2022 | (3) Amesbury Redhawks at (4) Ashland Clockers
Boys Division 4 Tournament |
Loring Arena |
| March 08, 2022 | (3) Ashland Clockers at (5) Assabet Aztecs
Boys Division 4 Tournament |
Loring Arena |
