| Date & Time | Game | Venue |
|---|---|---|
| December 18, 2019 | (3) Shrewsbury Colonials at (3) Canton Bulldogs | Canton Ice House |
| December 21, 2019 | (1) Bridgewater-Raynham Trojans at (2) Shrewsbury Colonials | NorthStar Ice Sports |
| December 26, 2019 | (6) Shrewsbury Colonials at (1) Lowell Catholic Crusaders
Songin Winter Classic |
Rodman Arena |
| December 28, 2019 | (1) Shrewsbury Colonials at (2) Walpole Timberwolves
Sogin winter Classic |
Rodman Arena |
| December 31, 2019 | (2) Shrewsbury Colonials at (3) Falmouth Clippers | Falmouth Ice Arena |
| January 04, 2020 | (1) Mansfield Hornets at (4) Shrewsbury Colonials | NorthStar Ice Sports |
| January 06, 2020 | (1) Saint John's Shrewsbury Pioneers at (1) Shrewsbury Colonials | NorthStar Ice Sports |
| January 11, 2020 | (1) Bishop Feehan Shamrocks at (5) Shrewsbury Colonials | NorthStar Ice Sports |
| January 13, 2020 | (1) Framingham Flyers at (2) Shrewsbury Colonials | NorthStar Ice Sports |
| January 15, 2020 | (2) Wachusett Mountaineers at (3) Shrewsbury Colonials | NorthStar Ice Sports |
| January 18, 2020 | (3) Shrewsbury Colonials at (1) Needham Rockets | Babson Skating Center |
| January 20, 2020 | (4) Shrewsbury Colonials at (0) Westwood Wolverines | Canton Ice House |
| January 22, 2020 | (1) Norwell Clippers at (3) Shrewsbury Colonials | NorthStar Ice Sports |
| January 29, 2020 | (2) Natick Red Hawks at (1) Shrewsbury Colonials | NorthStar Ice Sports |
| February 01, 2020 | (3) Shrewsbury Colonials at (1) Lowell Catholic Crusaders | Chelmsford Forum |
| February 08, 2020 | (9) Shrewsbury Colonials at (0) Coyle & Cassidy Warriors | Warrior Ice Arena |
| February 12, 2020 | (5) Bishop Fenwick Crusaders at (3) Shrewsbury Colonials | NorthStar Ice Sports |
| February 15, 2020 | (1) Shrewsbury Colonials at (2) Mansfield Hornets | New England Sports Village |
| February 17, 2020 | (1) Acton-Boxboro Revolution at (4) Shrewsbury Colonials | NorthStar Ice Sports |
| February 20, 2020 | (1) Shrewsbury Colonials at (3) Algonquin Titans | NorthStar Ice Sports |
| February 29, 2020 | (3) Saint John's Shrewsbury Pioneers at (1) Shrewsbury Colonials
Boys D1 N Playoff |
Chelmsford Forum |
