| Date & Time | Game | Venue |
|---|---|---|
| December 14, 2019 | (2) Watertown/Wayland Raiders at (2) Rockland Bulldogs | Rockland Arena |
| December 18, 2019 | (2) Norwell Clippers at (0) Rockland Bulldogs | Rockland Arena |
| December 23, 2019 | (2) Rockland Bulldogs at (2) Bishop Stang Spartans | Hetland Arena |
| December 26, 2019 | (2) Rockland Bulldogs at (1) Abington Green Wave
Cashman Tournament |
Rockland Arena |
| December 28, 2019 | (4) Whitman-Hanson Panthers at (1) Rockland Bulldogs
Cashman Tournament |
Rockland Arena |
| January 01, 2020 | (2) Rockland Bulldogs at (5) Whitman-Hanson Panthers | Rockland Arena |
| January 04, 2020 | (0) Rockland Bulldogs at (4) Watertown/Wayland Raiders | John A. Ryan Arena |
| January 06, 2020 | (4) Rockland Bulldogs at (1) Stoughton/Brockton Knight Boxers | Asiaf Skating Arena |
| January 08, 2020 | (1) East/West Bridgewater Vikings at (4) Rockland Bulldogs | Rockland Arena |
| January 12, 2020 | (2) Dennis-Yarmouth Dolphins at (2) Rockland Bulldogs | Rockland Arena |
| January 15, 2020 | (2) Middleboro Sachems at (3) Rockland Bulldogs | Rockland Arena |
| January 18, 2020 | (5) Rockland Bulldogs at (3) Cohasset/Hull Skippers | Connell Memorial Rink |
| January 20, 2020 | (8) Whitman-Hanson Panthers at (1) Rockland Bulldogs | Rockland Arena |
| January 22, 2020 | (4) Dartmouth Indians at (1) Rockland Bulldogs | Rockland Arena |
| January 25, 2020 | (2) Rockland Bulldogs at (5) Norwell Clippers | The Bog |
| January 29, 2020 | (5) Rockland Bulldogs at (1) East/West Bridgewater Vikings | Bridgewater Ice Arena |
| February 01, 2020 | (3) Abington Green Wave at (2) Rockland Bulldogs | Rockland Arena |
| February 05, 2020 | (6) Rockland Bulldogs at (2) Coyle & Cassidy Warriors | Raynham IcePlex |
| February 09, 2020 | (5) Rockland Bulldogs at (2) Middleboro Sachems
pp from 02/08 |
Bridgewater Ice Arena |
| February 12, 2020 | (0) Cohasset/Hull Skippers at (5) Rockland Bulldogs | Rockland Arena |
| February 17, 2020 | (2) Rockland Bulldogs at (1) Dennis-Yarmouth Dolphins | Tony Kent Arena |
| February 19, 2020 | (2) Silver Lake Lakers at (2) Rockland Bulldogs | Rockland Arena |
| February 28, 2020 | (0) Rockland Bulldogs at (3) Dartmouth Indians
Boys D3 S Playoff |
Gallo Arena |
