| Date & Time | Game | Venue |
|---|---|---|
| December 14, 2016 | (3) Arlington Spy Ponders at (0) Watertown Raiders | John A. Ryan Arena |
| December 17, 2016 | (0) Watertown Raiders at (4) Winchester Red & Black | O'Brien Arena |
| December 21, 2016 | (1) Watertown Raiders at (6) Reading Rockets | Burbank Ice Arena |
| December 23, 2016 | (1) Cambridge Rindge & Latin Falcons at (4) Watertown Raiders | John A. Ryan Arena |
| January 04, 2017 | (3) Watertown Raiders at (4) Burlington Red Devils | Burlington Ice Palace |
| January 07, 2017 | (3) Stoneham Spartans at (2) Watertown Raiders | John A. Ryan Arena |
| January 11, 2017 | (2) Watertown Raiders at (6) Wilmington Wildcats | Ristuccia Memorial Arena |
| Jan. 13 (Time TBA) | (5) Melrose Red Hawks at (3) Watertown Raiders | John A. Ryan Arena |
| January 16, 2017 | (4) Watertown Raiders at (1) Medford/Malden Mustangs | LoConte Rink |
| January 21, 2017 | (11) Wakefield Warriors at (4) Watertown Raiders | John A. Ryan Arena |
| January 23, 2017 | (3) Wayland/Weston Warcats at (6) Watertown Raiders | John A. Ryan Arena |
| January 25, 2017 | (6) Woburn Tanners at (0) Watertown Raiders | John A. Ryan Arena |
| January 28, 2017 | (3) Watertown Raiders at (2) Lexington Minutemen | Edge Sports Center |
| February 01, 2017 | (1) Belmont/Watertown Marauders at (1) Watertown Raiders | John A. Ryan Arena |
| February 04, 2017 | (6) Burlington Red Devils at (0) Watertown Raiders | John A. Ryan Arena |
| February 08, 2017 | (0) Watertown Raiders at (0) Stoneham Spartans | Stoneham Arena |
| February 11, 2017 | (2) Wilmington Wildcats at (4) Watertown Raiders | John A. Ryan Arena |
| February 15, 2017 | (1) Watertown Raiders at (2) Melrose Red Hawks | Kasabuski Arena |
| February 16, 2017 | (2) Watertown Raiders at (1) Cambridge Rindge & Latin Falcons | Gore Street Rink |
| February 20, 2017 | (3) Medford/Malden Mustangs at (4) Watertown Raiders | John A. Ryan Arena |
| February 21, 2017 | (2) Watertown Raiders at (1) Wayland/Weston Warcats | MacDowell Ice Arena |
| February 23, 2017 | (4) Watertown Raiders at (7) Wakefield Warriors | Kasabuski Arena |
