| Date & Time | Game | Venue |
|---|---|---|
| December 08, 2018 | (2) Ashland Clockers at (2) Westwood Wolverines | Canton Ice House |
| December 10, 2018 | (2) Northbridge Rams at (5) Ashland Clockers | New England Sports Center |
| December 15, 2018 | (2) Ashland Clockers at (5) Hopkinton Hillers | Navin Arena |
| December 19, 2018 | (2) Norwood Mustangs at (3) Ashland Clockers | Loring Arena |
| December 21, 2018 | (6) Ashland Clockers at (2) Brookline Warriors | Walter Brown Arena |
| December 26, 2018 | (6) Ashland Clockers at (1) Dedham Marauders
EAST BOSTON DEEP FREEZE TOURNAMENT |
Lt. Porrazzo Memorial Rink |
| December 27, 2018 | (9) Ashland Clockers at (2) OBryant Tigers
EAST BOSTON DEEP FREEZE TOURNAMENT - CHAMPIONSHIP GAME |
Lt. Porrazzo Memorial Rink |
| January 05, 2019 | (3) Medfield Warriors at (2) Ashland Clockers | Loring Arena |
| January 09, 2019 | (4) Ashland Clockers at (0) Dover-Sherborn/Weston Raiders | Chase Arena |
| January 12, 2019 | (2) Holliston Panthers at (2) Ashland Clockers | Loring Arena |
| January 16, 2019 | (4) Ashland Clockers at (2) Dedham Marauders | Noble & Greenough School |
| January 19, 2019 | (5) Westwood Wolverines at (5) Ashland Clockers | Loring Arena |
| January 21, 2019 | (4) Brookline Warriors at (2) Ashland Clockers | Loring Arena |
| January 23, 2019 | (1) Medway Mustangs at (3) Ashland Clockers | Loring Arena |
| January 26, 2019 | (2) Hopkinton Hillers at (3) Ashland Clockers | Loring Arena |
| January 30, 2019 | (2) Ashland Clockers at (3) Norwood Mustangs | Bajko Memorial Rink |
| February 02, 2019 | (4) Ashland Clockers at (0) Norton Lancers | Foxboro Sports Center |
| February 07, 2019 | (0) Ashland Clockers at (2) Medfield Warriors | Pirelli Veterans Arena |
| February 09, 2019 | (0) Bellingham Blackhawks at (6) Ashland Clockers
time in question MIAA 2:30 |
Loring Arena |
| February 13, 2019 | (3) Ashland Clockers at (2) Holliston Panthers | Blackstone Valley Ice Arena |
| February 28, 2019 | (4) Ashland Clockers at (0) Martha's Vineyard Vineyarders | Gallo Arena |
| March 03, 2019 | (2) Ashland Clockers at (0) Hanover Hawks | Gallo Arena |
| March 07, 2019 | (4) Ashland Clockers at (3) Bourne Canalmen | Gallo Arena |
| March 10, 2019 | (6) Hopkinton Hillers at (2) Ashland Clockers | Gallo Arena |
