| Date & Time | Game | Venue |
|---|---|---|
| December 13, 2023 | (4) Marlboro Panthers at (1) Westboro Rangers | NorthStar Ice Sports |
| December 16, 2023 | (1) Westboro Rangers at (8) Algonquin Titans
Boroughs Cup |
NorthStar Ice Sports |
| December 20, 2023 | (1) Westboro Rangers at (3) Auburn/Millbury Rockets | Horgan Skating Arena |
| December 23, 2023 | (7) Hopedale/Millis Blue Raiders at (2) Westboro Rangers | NorthStar Ice Sports |
| December 27, 2023 | (0) Longmeadow Lancers at (4) Westboro Rangers | NorthStar Ice Sports |
| December 30, 2023 | (2) Minnechaug Falcons at (7) Westboro Rangers | NorthStar Ice Sports |
| January 03, 2024 | (4) Nashoba Wolves at (0) Westboro Rangers | NorthStar Ice Sports |
| January 06, 2024 | (1) Westboro Rangers at (4) West Springfield Terriers | Olympia Center |
| January 10, 2024 | (2) Westboro Rangers at (5) Wachusett Mountaineers | NorthStar Ice Sports |
| January 15, 2024 | (2) Westboro Rangers at (6) East Longmeadow Spartans | Olympia Center |
| January 20, 2024 | (3) Groton-Dunstable Crusaders at (6) Westboro Rangers | NorthStar Ice Sports |
| January 23, 2024 | (4) Westboro Rangers at (2) North Middlesex Patriots | Wallace Civic Center |
| January 27, 2024 | (3) Grafton Gators at (0) Westboro Rangers | NorthStar Ice Sports |
| January 31, 2024 | (1) Westboro Rangers at (5) Marlboro Panthers | Navin Arena |
| February 03, 2024 | (8) Westboro Rangers at (6) Hopedale/Millis Blue Raiders | Blackstone Valley Ice Arena |
| February 07, 2024 | (5) Auburn/Millbury Rockets at (2) Westboro Rangers | NorthStar Ice Sports |
| February 10, 2024 | (8) Algonquin Titans at (2) Westboro Rangers | DCU Center |
| February 15, 2024 | (4) Westboro Rangers at (5) Dracut/Tyngsboro Middies | Tsongas Center |
| February 19, 2024 | (5) Westboro Rangers at (8) Fitchburg Red Raiders
CMADA - Non Playoff Game |
Buffone Arena |
| February 21, 2024 | (1) Oakmont/Narragansett Spartans at (8) Westboro Rangers
CMADA - Non Playoff Game |
NorthStar Ice Sports |
