| Date & Time | Game | Venue |
|---|---|---|
| December 12, 2018 | (0) Haverhill Hillies at (4) Tewksbury Redmen | Breakaway Ice Center |
| December 15, 2018 | (2) Tewksbury Redmen at (1) North Andover Scarlet Knights | Merrimack College |
| December 17, 2018 | (0) Tewksbury Redmen at (4) Billerica Indians | Hallenborg Memorial Pavilion |
| December 26, 2018 | (7) Tewksbury Redmen at (1) Gorham (Maine)
Yankee Holiday Hockey Classic |
USM Ice Arena |
| December 27, 2018 | (3) Tewksbury Redmen at (1) Scarborough (Maine) | USM Ice Arena |
| December 28, 2018 | (3) Tewksbury Redmen at (1) Scarborough (Maine) | USM Ice Arena |
| January 02, 2019 | (4) Tewksbury Redmen at (3) Dracut/Tyngsboro Middies | Ice Center Rink |
| January 05, 2019 | (3) Boston Latin Wolfpack at (2) Tewksbury Redmen | Breakaway Ice Center |
| January 09, 2019 | (3) Lincoln-Sudbury Warriors at (0) Tewksbury Redmen | Breakaway Ice Center |
| January 12, 2019 | (6) Tewksbury Redmen at (3) Methuen Rangers | Methuen High Skating Rink |
| January 19, 2019 | (7) Tewksbury Redmen at (1) Haverhill Hillies | Veterans Memorial Ice Rink |
| January 21, 2019 | (2) Westford Academy Ghosts at (2) Tewksbury Redmen | Breakaway Ice Center |
| January 26, 2019 | (4) Tewksbury Redmen at (1) Danvers Falcons | Raymond J. Bourque Arena |
| January 30, 2019 | (1) North Andover Scarlet Knights at (4) Tewksbury Redmen | Breakaway Ice Center |
| February 02, 2019 | (3) Concord-Carlisle Patriots at (7) Tewksbury Redmen | Breakaway Ice Center |
| February 06, 2019 | (2) Tewksbury Redmen at (4) Boston Latin Wolfpack | Murphy Memorial Rink |
| February 09, 2019 | (1) Tewksbury Redmen at (1) Lincoln-Sudbury Warriors | New England Sports Center |
| February 13, 2019 | (1) Methuen Rangers at (8) Tewksbury Redmen | Breakaway Ice Center |
| February 16, 2019 | (7) Tewksbury Redmen at (2) Concord-Carlisle Patriots | Edge Sports Center |
| February 20, 2019 | (2) Tewksbury Redmen at (2) Wilmington Wildcats | Ristuccia Memorial Arena |
| February 26, 2019 | (1) Lynnfield Pioneers at (2) Tewksbury Redmen | Chelmsford Forum |
| March 01, 2019 | (2) Tewksbury Redmen at (1) Lincoln-Sudbury Warriors | Chelmsford Forum |
| March 05, 2019 | (1) Danvers Falcons at (4) Tewksbury Redmen | Tsongas Center |
| March 11, 2019 | (4) Boston Latin Wolfpack at (6) Tewksbury Redmen | Tsongas Center |
| March 17, 2019 | (6) Canton Bulldogs at (2) Tewksbury Redmen | TD Garden |
