| Date & Time | Game | Venue |
|---|---|---|
| December 17, 2014 | (5) Winchester Red & Black at (0) Stoneham Spartans
MHL 1 |
Stoneham Arena |
| December 20, 2014 | (4) Watertown/Wayland Raiders at (3) Winchester Red & Black
MHL 1 |
O'Brien Arena |
| December 22, 2014 | (1) Framingham Flyers at (1) Winchester Red & Black
Boys |
O'Brien Arena |
| December 27, 2014 | (5) Hamden (Conn.) at (4) Winchester Red & Black
MHL 1 |
O'Brien Arena |
| December 31, 2014 | (1) Winchester Red & Black at (0) Arlington Spy Ponders
MHL 1 |
Ed Burns Arena |
| January 03, 2015 | (1) Woburn Tanners at (1) Winchester Red & Black
MHL 1 |
O'Brien Arena |
| January 07, 2015 | (5) Lexington Minutemen at (2) Winchester Red & Black
MHL 1 |
O'Brien Arena |
| January 10, 2015 | (3) Winchester Red & Black at (0) Reading Rockets
MHL 1 |
Burbank Ice Arena |
| January 12, 2015 | (1) Winchester Red & Black at (0) Hingham Harbormen
MHL 1 |
Pilgrim Arena |
| January 14, 2015 | (4) Winchester Red & Black at (1) Belmont Marauders
MHL 1 |
Skip Viglirolo Rink |
| January 17, 2015 | (3) Burlington Red Devils at (0) Winchester Red & Black
MHL 1 |
O'Brien Arena |
| January 19, 2015 | (2) Winchester Red & Black at (5) Melrose Red Hawks
MHL 1 |
Kasabuski Arena |
| January 24, 2015 | (5) Winchester Red & Black at (4) Wakefield Warriors
MHL 1 |
Kasabuski Arena |
| January 29, 2015 | (1) Wilmington Wildcats at (4) Winchester Red & Black
MHL 1 |
O'Brien Arena |
| January 31, 2015 | (3) Arlington Spy Ponders at (1) Winchester Red & Black
MHL 1 |
O'Brien Arena |
| February 04, 2015 | (1) Winchester Red & Black at (5) Woburn Tanners
MHL 1 |
O'Brien Arena |
| February 07, 2015 | (7) Winchester Red & Black at (1) Lexington Minutemen
MHL 1 |
Edge Sports Center |
| February 11, 2015 | (4) Reading Rockets at (1) Winchester Red & Black
MHL 1 |
O'Brien Arena |
| February 16, 2015 | (1) Winchester Red & Black at (1) Wellesley Raiders
MHL 1 |
Babson Skating Center |
| February 18, 2015 | (2) Belmont Marauders at (2) Winchester Red & Black
MHL 1 |
O'Brien Arena |
| February 26, 2015 | (0) Winchester Red & Black at (4) St. Mary's Lynn Spartans | Stoneham Arena |
