| Date & Time | Game | Venue |
|---|---|---|
| December 15, 2018 | (7) Lynn Jets at (7) Somerville Highlanders | Veterans Memorial Rink |
| December 17, 2018 | (3) Latin Academy Dragons at (2) Somerville Highlanders | Veterans Memorial Rink |
| December 19, 2018 | (1) Everett Crimson Tide at (9) Somerville Highlanders | Veterans Memorial Rink |
| December 26, 2018 | (3) Somerville Highlanders at (9) Cambridge Rindge & Latin Falcons
FIRST RESPONDER CUP HOLIDAY TOURNAMENT |
Simoni Skating Rink |
| December 27, 2018 | (3) Somerville Highlanders at (3) Revere/Malden Patriots
Cambridge Holiday Tournament |
Simoni Skating Rink |
| January 02, 2019 | (3) Revere/Malden Patriots at (5) Somerville Highlanders | Veterans Memorial Rink |
| January 05, 2019 | (2) Swampscott Big Blue at (4) Somerville Highlanders | Veterans Memorial Rink |
| January 09, 2019 | (2) Watertown/Wayland Raiders at (2) Somerville Highlanders | Veterans Memorial Rink |
| January 12, 2019 | (7) Gloucester Fishermen at (2) Somerville Highlanders | Veterans Memorial Rink |
| January 16, 2019 | (4) Somerville Highlanders at (7) Lynn Jets | Connery Memorial Arena |
| January 19, 2019 | (5) Somerville Highlanders at (0) Everett Crimson Tide | Allied Veterans Rink |
| January 23, 2019 | (2) Revere/Malden Patriots at (2) Somerville Highlanders | Allied Veterans Rink |
| January 26, 2019 | (2) Somerville Highlanders at (4) Swampscott Big Blue | O'Keefe Athletic Center Salem State |
| January 30, 2019 | (5) Somerville Highlanders at (3) St. Joseph Prep The Phoenix | Warrior Ice Arena |
| February 02, 2019 | (4) Somerville Highlanders at (4) Gloucester Fishermen | Dorothy Talbot Rink |
| Feb. 9 (Time TBA) | (3) St. Joseph Prep The Phoenix at (6) Somerville Highlanders | Veterans Memorial Rink |
| February 13, 2019 | (2) Hamilton-Wenham Generals at (5) Somerville Highlanders | Veterans Memorial Rink |
| February 17, 2019 | (4) Latin Academy Dragons at (1) Somerville Highlanders
re schedule FROM feb 12 |
Murphy Memorial Rink |
| February 18, 2019 | (7) Somerville Highlanders at (1) Everett Crimson Tide
MullOY TOURNAMENT SOMERVILLE-NORTHEAST / EVERETT - ESSEX TECH |
Allied Veterans Rink |
| February 20, 2019 | (3) Somerville Highlanders at (2) Essex Tech Hawks | Allied Veterans Rink |
| February 26, 2019 | (1) Somerville Highlanders at (4) Boston Latin Wolfpack | John A. Ryan Arena |
