| Date & Time | Game | Venue |
|---|---|---|
| December 17, 2014 | (3) Arlington Spy Ponders at (0) Watertown/Wayland Raiders
MHL 1 |
John A. Ryan Arena |
| December 20, 2014 | (4) Watertown/Wayland Raiders at (3) Winchester Red & Black
MHL 1 |
O'Brien Arena |
| December 22, 2014 | (1) Watertown/Wayland Raiders at (0) Westboro Rangers
MHL 1 |
NorthStar Ice Sports |
| December 27, 2014 | (1) Swampscott Big Blue at (5) Watertown/Wayland Raiders
MHL 1 |
John A. Ryan Arena |
| December 29, 2014 | (0) Nashoba Wolves at (5) Watertown/Wayland Raiders
MHL 1 |
John A. Ryan Arena |
| January 03, 2015 | (2) Watertown/Wayland Raiders at (2) Burlington Red Devils
MHL 1 |
Burlington Ice Palace |
| January 07, 2015 | (2) Stoneham Spartans at (0) Watertown/Wayland Raiders
MHL 1 |
John A. Ryan Arena |
| January 10, 2015 | (1) Watertown/Wayland Raiders at (1) Wilmington Wildcats
MHL 1 |
Ristuccia Memorial Arena |
| January 14, 2015 | (1) Melrose Red Hawks at (4) Watertown/Wayland Raiders
MHL 1 |
John A. Ryan Arena |
| January 19, 2015 | (1) Belmont Marauders at (1) Watertown/Wayland Raiders
MHL 1 |
John A. Ryan Arena |
| January 28, 2015 | (1) Watertown/Wayland Raiders at (0) Lexington Minutemen
MHL 1 |
Edge Sports Center |
| January 31, 2015 | (5) Watertown/Wayland Raiders at (1) Wakefield Warriors
MHL 1 |
Kasabuski Arena |
| February 04, 2015 | (2) Burlington Red Devils at (2) Watertown/Wayland Raiders
MHL 1 |
John A. Ryan Arena |
| February 07, 2015 | (6) Watertown/Wayland Raiders at (1) Stoneham Spartans
MHL 1 |
Stoneham Arena |
| February 08, 2015 | (0) Watertown/Wayland Raiders at (1) Reading Rockets
MHL 1 |
Burbank Ice Arena |
| February 11, 2015 | (1) Wilmington Wildcats at (1) Watertown/Wayland Raiders | John A. Ryan Arena |
| February 14, 2015 | (1) Watertown/Wayland Raiders at (1) Melrose Red Hawks
MHL 1 |
Kasabuski Arena |
| February 16, 2015 | (1) Woburn Tanners at (1) Watertown/Wayland Raiders
MHL 1 |
John A. Ryan Arena |
| February 18, 2015 | (4) Watertown/Wayland Raiders at (2) Nashoba Wolves
MHL 1 |
New England Sports Center |
| February 19, 2015 | (1) Wakefield Warriors at (3) Watertown/Wayland Raiders | John A. Ryan Arena |
| February 24, 2015 | (1) Dracut/Tyngsboro Middies at (3) Watertown/Wayland Raiders
Boys North Division 3 First Round |
O'Brien Arena |
| February 27, 2015 | (4) Watertown/Wayland Raiders at (1) Northeast Tech Golden Knights
Boys North Division 3 Quarter Finals |
Chelmsford Forum |
| March 03, 2015 | (1) Wayland Warriors at (4) Watertown/Wayland Raiders | Chelmsford Forum |
| March 06, 2015 | (1) Bedford Bucs at (2) Watertown/Wayland Raiders
D3N Final |
Chelmsford Forum |
| March 11, 2015 | (0) Norwell Clippers at (3) Watertown/Wayland Raiders | Gallo Arena |
| March 15, 2015 | (1) Agawam Brownies at (2) Watertown/Wayland Raiders
Boys D3 State Championship |
TD Garden |
