| Date & Time | Game | Venue |
|---|---|---|
| December 15, 2018 | (0) OBryant Tigers at (8) Hamilton-Wenham Generals | Raymond J. Bourque Arena |
| December 19, 2018 | (2) Hamilton-Wenham Generals at (1) Amesbury Redhawks | Haverhill Valley Forum |
| December 22, 2018 | (3) Lynnfield Pioneers at (2) Hamilton-Wenham Generals | Johnson Hockey Rink |
| December 27, 2018 | (2) Greater Lowell/Nashoba Tech Vikings at (4) Hamilton-Wenham Generals | Johnson Hockey Rink |
| December 29, 2018 | (5) Amesbury Redhawks at (0) Hamilton-Wenham Generals | Johnson Hockey Rink |
| January 05, 2019 | (2) Latin Academy Dragons at (2) Hamilton-Wenham Generals | Johnson Hockey Rink |
| January 10, 2019 | (3) Hamilton-Wenham Generals at (3) Shawsheen Rams | Janas Memorial Rink |
| January 12, 2019 | (2) OBryant Tigers at (10) Hamilton-Wenham Generals | Johnson Hockey Rink |
| January 16, 2019 | (4) Hamilton-Wenham Generals at (1) Essex Tech Hawks | Essex Sports Center |
| January 19, 2019 | (2) Hamilton-Wenham Generals at (2) Rockport Vikings | Dorothy Talbot Rink |
| January 21, 2019 | (2) Swampscott Big Blue at (5) Hamilton-Wenham Generals | Johnson Hockey Rink |
| January 26, 2019 | (4) Bedford Bucs at (2) Hamilton-Wenham Generals | Johnson Hockey Rink |
| January 30, 2019 | (1) Hamilton-Wenham Generals at (5) Lynn Jets | Connery Memorial Arena |
| February 02, 2019 | (3) Northeast Tech Golden Knights at (3) Hamilton-Wenham Generals | Johnson Hockey Rink |
| February 08, 2019 | (4) Hamilton-Wenham Generals at (5) Bedford Bucs | Edge Sports Center |
| February 09, 2019 | (1) Essex Tech Hawks at (1) Hamilton-Wenham Generals | Johnson Hockey Rink |
| February 13, 2019 | (2) Hamilton-Wenham Generals at (5) Somerville Highlanders | Veterans Memorial Rink |
| February 16, 2019 | (2) Rockport Vikings at (5) Hamilton-Wenham Generals | Johnson Hockey Rink |
| February 18, 2019 | (2) Hamilton-Wenham Generals at (3) Pentucket Panthers
NEWbuyport Bank Classic |
Graf Rink |
| February 20, 2019 | (3) Amesbury Redhawks at (4) Hamilton-Wenham Generals
Newburyport Bank Classic Consolation |
Graf Rink |
| February 28, 2019 | (1) Latin Academy Dragons at (6) Hamilton-Wenham Generals | Stoneham Arena |
| March 02, 2019 | (1) Hamilton-Wenham Generals at (8) Lowell Red Raiders | Chelmsford Forum |
