| Date & Time | Game | Venue |
|---|---|---|
| December 18, 2019 | (2) Wayland Warriors at (9) Cambridge Rindge & Latin Falcons | Simoni Skating Rink |
| December 22, 2019 | (3) Wayland Warriors at (4) Methuen Rangers | Methuen High School Rink |
| December 28, 2019 | (6) Bedford Bucs at (1) Wayland Warriors | New England Sports Center |
| January 02, 2020 | (2) Wayland Warriors at (8) North Andover Scarlet Knights | Haverhill Valley Forum |
| January 04, 2020 | (3) Wayland Warriors at (10) Newton South Lions | John A. Ryan Arena |
| January 06, 2020 | (6) Gloucester Fishermen at (4) Wayland Warriors | New England Sports Center |
| January 11, 2020 | (4) Wayland Warriors at (6) Dracut/Tyngsboro Middies | Salem Ice Center |
| January 13, 2020 | (4) Dracut/Tyngsboro Middies at (5) Wayland Warriors | New England Sports Center |
| January 15, 2020 | (8) Newton South Lions at (1) Wayland Warriors | New England Sports Center |
| January 18, 2020 | (7) Cambridge Rindge & Latin Falcons at (2) Wayland Warriors | MacDowell Ice Arena |
| January 20, 2020 | (4) Wayland Warriors at (10) Marlboro Panthers | Navin Arena |
| January 25, 2020 | (6) Methuen Rangers at (3) Wayland Warriors | New England Sports Center |
| January 30, 2020 | (2) Wayland Warriors at (6) Shawsheen Rams | Hallenborg Memorial Pavilion |
| February 01, 2020 | (3) Wayland Warriors at (7) Bedford Bucs | Edge Sports Center |
| February 03, 2020 | (3) Wayland Warriors at (8) North Attleboro Red Rocketeers | New England Sports Village |
| February 10, 2020 | (1) Wayland Warriors at (12) Woburn Tanners | O'Brien Arena |
| February 12, 2020 | (3) Wayland Warriors at (6) Foxboro Warriors | Foxboro Sports Center |
| February 15, 2020 | (1) Wayland Warriors at (10) Natick Red Hawks | Chase Arena |
| February 17, 2020 | (2) Wayland Warriors at (6) Dover-Sherborn/Weston Raiders | MacDowell Ice Arena |
| February 19, 2020 | (2) Wayland Warriors at (10) Wachusett Mountaineers | NorthStar Ice Sports |
