| Date & Time | Game | Venue |
|---|---|---|
| January 02, 2021 | (2) Arlington Spy Ponders at (2) Woburn Tanners | O'Brien Arena |
| January 06, 2021 | (2) Woburn Tanners at (4) Arlington Spy Ponders | Ed Burns Arena |
| January 13, 2021 | (1) Lexington Minutemen at (11) Arlington Spy Ponders | Ed Burns Arena |
| January 18, 2021 | (7) Arlington Spy Ponders at (2) Lexington Minutemen | Burlington Ice Palace |
| January 20, 2021 | (3) Arlington Spy Ponders at (2) Winchester Red & Black | O'Brien Arena |
| Jan. 27 Postponed | Winchester Red & Black at Arlington Spy Ponders | Ed Burns Arena |
| February 03, 2021 | (2) Reading Rockets at (2) Arlington Spy Ponders | Ed Burns Arena |
| February 06, 2021 | (2) Winchester Red & Black at (4) Arlington Spy Ponders | Ed Burns Arena |
| February 10, 2021 | (5) Arlington Spy Ponders at (1) Reading Rockets | Burbank Ice Arena |
| February 13, 2021 | (4) Arlington Spy Ponders at (1) Belmont/Watertown Marauders | Skip Viglirolo Rink |
| February 15, 2021 | (0) Belmont/Watertown Marauders at (2) Arlington Spy Ponders | Ed Burns Arena |
| February 17, 2021 | (1) Wakefield Warriors at (3) Arlington Spy Ponders
Middlesex League tournament |
Ed Burns Arena |
| February 18, 2021 | (1) Winchester Red & Black at (2) Arlington Spy Ponders | Ed Burns Arena |
| February 20, 2021 | (2) Woburn Tanners at (0) Arlington Spy Ponders | Stoneham Arena |
