| Date & Time | Game | Venue |
|---|---|---|
| December 16, 2019 | (5) Somerset Berkley Raiders at (1) Greater New Bedford Vo-Tech Bears | Hetland Arena |
| December 18, 2019 | (4) Somerset Berkley Raiders at (1) Apponequet/Old Colony Lakers
Prenda Cup (day 1) |
Driscoll Arena |
| December 21, 2019 | (4) Somerset Berkley Raiders at (0) Diman Bengals
Prenda Cup (day 2) |
Driscoll Arena |
| December 26, 2019 | (4) Somerset Berkley Raiders at (2) Old Rochester/Fairhaven Bulldogs | Tabor Academy |
| December 28, 2019 | (2) Somerset Berkley Raiders at (0) Apponequet/Old Colony Lakers | Driscoll Arena |
| December 31, 2019 | (1) Somerset Berkley Raiders at (0) Taunton Tigers | Aleixo Arena |
| January 04, 2020 | (4) Somerset Berkley Raiders at (3) Dighton-Rehoboth/Seekonk Falcons | New England Sports Village |
| January 06, 2020 | (3) Dartmouth Indians at (1) Somerset Berkley Raiders | Driscoll Arena |
| January 08, 2020 | (2) Bourne Canalmen at (3) Somerset Berkley Raiders | Driscoll Arena |
| January 11, 2020 | (6) Somerset Berkley Raiders at (3) Wareham/Carver Vikings | Gallo Arena |
| January 18, 2020 | (1) Greater New Bedford Vo-Tech Bears at (3) Somerset Berkley Raiders | Driscoll Arena |
| January 22, 2020 | (3) Somerset Berkley Raiders at (0) Apponequet/Old Colony Lakers | Driscoll Arena |
| January 25, 2020 | (0) Somerset Berkley Raiders at (8) Dartmouth Indians | Hetland Arena |
| January 29, 2020 | (4) Dighton-Rehoboth/Seekonk Falcons at (1) Somerset Berkley Raiders | Driscoll Arena |
| February 01, 2020 | (0) Durfee Hilltoppers at (5) Somerset Berkley Raiders | Driscoll Arena |
| February 05, 2020 | (4) Somerset Berkley Raiders at (1) Bourne Canalmen | Gallo Arena |
| February 08, 2020 | (6) Wareham/Carver Vikings at (7) Somerset Berkley Raiders | Driscoll Arena |
| February 12, 2020 | (0) Old Rochester/Fairhaven Bulldogs at (2) Somerset Berkley Raiders | Driscoll Arena |
| February 14, 2020 | (5) Somerset Berkley Raiders at (3) Mount Hope (R.I.) | Dunkin' Donuts Center |
| February 19, 2020 | (3) Taunton Tigers at (1) Somerset Berkley Raiders | Driscoll Arena |
| February 28, 2020 | (3) Martha's Vineyard Vineyarders at (2) Somerset Berkley Raiders
Boys D3 S Playoff |
Gallo Arena |
