| Date & Time | Game | Venue |
|---|---|---|
| December 15, 2021 | (4) Arlington Spy Ponders at (0) Watertown/Wayland Raiders | John A. Ryan Arena |
| December 18, 2021 | (4) Lexington Minutemen at (3) Watertown/Wayland Raiders | John A. Ryan Arena |
| December 22, 2021 | (3) Belmont Marauders at (2) Watertown/Wayland Raiders | John A. Ryan Arena |
| December 26, 2021 | (9) Watertown/Wayland Raiders at (0) Everett Crimson Tide
Everett Holiday Tournament |
Allied Veterans Rink |
| December 28, 2021 | (5) Watertown/Wayland Raiders at (1) Northeast Tech Golden Knights
Everett Holiday Tournament |
Allied Veterans Rink |
| December 31, 2021 | (3) Watertown/Wayland Raiders at (1) Wakefield Warriors | Stoneham Arena |
| January 12, 2022 | (4) Watertown/Wayland Raiders at (1) Wilmington Wildcats | Ristuccia Memorial Arena |
| January 15, 2022 | (3) Stoneham Spartans at (2) Watertown/Wayland Raiders | John A. Ryan Arena |
| January 17, 2022 | (2) Woburn Tanners at (1) Watertown/Wayland Raiders | John A. Ryan Arena |
| January 19, 2022 | (0) Watertown/Wayland Raiders at (1) Burlington Red Devils | Burlington Ice Palace |
| January 22, 2022 | (0) Watertown/Wayland Raiders at (3) Reading Rockets | Burbank Ice Arena |
| January 24, 2022 | (2) Watertown/Wayland Raiders at (2) Winchester Red & Black | O'Brien Arena |
| January 26, 2022 | (4) Watertown/Wayland Raiders at (3) Melrose Red Hawks | Stoneham Arena |
| January 28, 2022 | (1) Wakefield Warriors at (0) Watertown/Wayland Raiders | John A. Ryan Arena |
| February 02, 2022 | (1) Melrose Red Hawks at (4) Watertown/Wayland Raiders | John A. Ryan Arena |
| February 05, 2022 | (0) Burlington Red Devils at (3) Watertown/Wayland Raiders | John A. Ryan Arena |
| February 09, 2022 | (0) Wilmington Wildcats at (2) Watertown/Wayland Raiders | John A. Ryan Arena |
| February 12, 2022 | (5) Watertown/Wayland Raiders at (2) Stoneham Spartans | Stoneham Arena |
| February 16, 2022 | (3) Longmeadow Lancers at (1) Watertown/Wayland Raiders
Spartan Cup |
John A. Ryan Arena |
| February 19, 2022 | (4) Watertown/Wayland Raiders at (1) Bishop Stang Spartans
Spartan Cup |
Hetland Arena |
| March 05, 2022 | (0) South Shore Voc-Tech Vikings at (12) Watertown/Wayland Raiders
Boys Division 4 Tournament |
John A. Ryan Arena |
| March 09, 2022 | (1) Dedham Marauders at (8) Watertown/Wayland Raiders
Boys Division 4 Tournament |
John A. Ryan Arena |
| March 12, 2022 | (1) Grafton Gators at (2) Watertown/Wayland Raiders
Boys Division 4 Tournament |
John A. Ryan Arena |
| March 14, 2022 | (3) Stoneham Spartans at (4) Watertown/Wayland Raiders
Boys Division 4 Tournament |
Tsongas Center |
| March 20, 2022 | (3) Sandwich Blue Knights at (2) Watertown/Wayland Raiders
Boys Division 4 MIAA Championship |
TD Garden |
