| Date & Time | Game | Venue |
|---|---|---|
| December 18, 2019 | (1) North Middlesex Patriots at (7) Worcester/Leicester ( Burncoat ) Wildcats
Dana Willard Tournament |
Horgan Skating Arena |
| December 21, 2019 | (1) Westboro Rangers at (4) North Middlesex Patriots | Wallace Civic Center |
| December 26, 2019 | (5) Wachusett Mountaineers at (1) North Middlesex Patriots
Battle Road Holiday Tournament |
Hayden Ice Facility |
| December 27, 2019 | (2) Acton-Boxboro Revolution at (3) North Middlesex Patriots
Battle Road Classic |
Hayden Ice Facility |
| January 04, 2020 | (4) North Middlesex Patriots at (4) Concord-Carlisle Patriots | Edge Sports Center |
| January 08, 2020 | (1) North Middlesex Patriots at (7) Leominster Blue Devils | Wallace Civic Center |
| January 11, 2020 | (3) Nashoba Wolves at (3) North Middlesex Patriots | Wallace Civic Center |
| January 13, 2020 | (1) North Middlesex Patriots at (1) Hudson Hawks | New England Sports Center |
| January 20, 2020 | (7) North Middlesex Patriots at (3) Groton-Dunstable Crusaders | Groton School Rink |
| January 22, 2020 | (2) Algonquin Titans at (0) North Middlesex Patriots | Wallace Civic Center |
| January 25, 2020 | (4) St. Peter Marian Guardians at (5) North Middlesex Patriots | Wallace Civic Center |
| January 28, 2020 | (2) Marlboro Panthers at (1) North Middlesex Patriots | Wallace Civic Center |
| February 01, 2020 | (4) North Middlesex Patriots at (1) Fitchburg Red Raiders | Wallace Civic Center |
| February 05, 2020 | (0) North Middlesex Patriots at (7) Nashoba Wolves | New England Sports Center |
| February 08, 2020 | (0) North Middlesex Patriots at (3) Wachusett Mountaineers | NorthStar Ice Sports |
| February 12, 2020 | (4) Groton-Dunstable Crusaders at (0) North Middlesex Patriots | Wallace Civic Center |
| February 15, 2020 | (2) North Middlesex Patriots at (2) Auburn/Millbury Rockets
RInk malfunction, makeup TBA |
Horgan Skating Arena |
| February 17, 2020 | (1) Leominster Blue Devils at (4) North Middlesex Patriots | Wallace Civic Center |
| February 19, 2020 | (3) Dracut/Tyngsboro Middies at (5) North Middlesex Patriots | Wallace Civic Center |
| February 20, 2020 | (1) North Middlesex Patriots at (2) East Longmeadow Spartans | Olympia Center |
