| Date & Time | Game | Venue |
|---|---|---|
| December 11, 2023 | (3) Dover-Sherborn/Hopkinton Raiders at (4) Leominster Blue Devils | Wallace Civic Center |
| December 13, 2023 | (3) Medway/Ashland Mustangs at (3) Dover-Sherborn/Hopkinton Raiders | New England Sports Center |
| December 16, 2023 | (0) Dover-Sherborn/Hopkinton Raiders at (4) Norwood Mustangs | The Skating Club of Boston |
| December 20, 2023 | (0) Dover-Sherborn/Hopkinton Raiders at (4) Medfield Warriors | Pirelli Veterans Arena |
| December 23, 2023 | (1) Dover-Sherborn/Hopkinton Raiders at (2) Bishop Fenwick Crusaders | Essex Sports Center |
| December 27, 2023 | (1) Dover-Sherborn/Hopkinton Raiders at (2) East/West Bridgewater Vikings | Bridgewater Ice Arena |
| January 03, 2024 | (2) Dedham Marauders at (0) Dover-Sherborn/Hopkinton Raiders | New England Sports Center |
| January 06, 2024 | (5) Westwood Wolverines at (3) Dover-Sherborn/Hopkinton Raiders | New England Sports Center |
| January 10, 2024 | (1) Dover-Sherborn/Hopkinton Raiders at (4) Gloucester Fishermen | Dorothy Talbot Rink |
| January 13, 2024 | (2) Ursuline Academy Bears at (4) Dover-Sherborn/Hopkinton Raiders | New England Sports Center |
| January 17, 2024 | (1) Dover-Sherborn/Hopkinton Raiders at (2) Auburn Rockets | Horgan Skating Arena |
| January 20, 2024 | (0) East/West Bridgewater Vikings at (2) Dover-Sherborn/Hopkinton Raiders | New England Sports Center |
| January 24, 2024 | (3) Dover-Sherborn/Hopkinton Raiders at (0) Ursuline Academy Bears | Jim Roche Community Arena |
| January 27, 2024 | (2) Medfield Warriors at (2) Dover-Sherborn/Hopkinton Raiders | New England Sports Center |
| January 31, 2024 | (2) Dover-Sherborn/Hopkinton Raiders at (5) Dedham Marauders | Noble & Greenough School |
| February 03, 2024 | (1) Dover-Sherborn/Hopkinton Raiders at (0) Medway/Ashland Mustangs | Blackstone Valley Ice Arena |
| February 07, 2024 | (2) Norwood Mustangs at (3) Dover-Sherborn/Hopkinton Raiders
Dover-Sherborn/Hopkinton wins in OT |
New England Sports Center |
| February 10, 2024 | (0) Dover-Sherborn/Hopkinton Raiders at (4) Westwood Wolverines | Canton Ice House |
| February 14, 2024 | (3) Dover-Sherborn/Hopkinton Raiders at (3) Auburn Rockets
Kelly O'Leary Tournament - Auburn wins in 2OT |
Horgan Skating Arena |
| February 17, 2024 | (0) Dover-Sherborn/Hopkinton Raiders at (0) Burriville RI
Kelly O'Leary Tournament -Consolation game |
Horgan Skating Arena |
