| Date & Time | Game | Venue |
|---|---|---|
| December 14, 2019 | (1) Groton Dunstable Crusaders at (4) Acton-Boxboro Boys Hockey | Nashoba Valley Olympia |
| December 18, 2019 | (4) Nashoba Wolves at (4) Groton Dunstable Crusaders | Groton School Rink |
| December 21, 2019 | (2) Groton Dunstable Crusaders at (5) Bishop Fenwick Crusaders | O'Keefe Athletic Center Salem State |
| December 23, 2019 | (7) Masconomet Chieftains at (1) Groton Dunstable Crusaders
JL11 Holiday Classic |
Stoneham Arena |
| December 26, 2019 | (0) Plymouth South Panthers at (8) Groton Dunstable Crusaders
Stoneham Holiday Classic |
Stoneham Arena |
| January 03, 2020 | (4) Leominster Blue Devils at (3) Groton Dunstable Crusaders | Groton School Rink |
| January 08, 2020 | (4) Groton Dunstable Crusaders at (6) Nashoba Wolves | New England Sports Center |
| January 11, 2020 | (4) Wachusett Mountaineers at (1) Groton Dunstable Crusaders | Groton School Rink |
| January 15, 2020 | (3) Algonquin Titans at (1) Groton Dunstable Crusaders | Groton School Rink |
| January 20, 2020 | (7) North Middlesex Patriots at (3) Groton Dunstable Crusaders | Groton School Rink |
| January 25, 2020 | (3) Longmeadow Lancers at (4) Groton Dunstable Crusaders | Groton School Rink |
| January 29, 2020 | (1) Westboro Rangers at (4) Groton Dunstable Crusaders | Groton School Rink |
| February 01, 2020 | (3) Groton Dunstable Crusaders at (2) Marlboro Panthers | Navin Arena |
| February 03, 2020 | (4) Groton Dunstable Crusaders at (5) Hudson/Tahanto Hawks
make up of pp game from 1/18/19 |
New England Sports Center |
| February 05, 2020 | (2) Groton Dunstable Crusaders at (7) Wachusett Mountaineers | NorthStar Ice Sports |
| February 08, 2020 | (3) West Springfield Terriers at (6) Groton Dunstable Crusaders | Groton School Rink |
| February 10, 2020 | (7) Groton Dunstable Crusaders at (3) Leominster Blue Devils
Rescheduled from 12/30/19 |
Groton School Rink |
| February 12, 2020 | (4) Groton Dunstable Crusaders at (0) North Middlesex Patriots | Wallace Civic Center |
| February 17, 2020 | (5) Minnechaug Falcons at (5) Groton Dunstable Crusaders | Groton School Rink |
| February 19, 2020 | (2) Auburn/Millbury Rockets at (5) Groton Dunstable Crusaders | Groton School Rink |
