| Date & Time | Game | Venue |
|---|---|---|
| December 14, 2019 | (2) Oliver Ames Tigers at (3) Medway Mustangs | Pirelli Veterans Arena |
| December 18, 2019 | (1) Oliver Ames Tigers at (1) North Attleboro Red Rocketeers | New England Sports Village |
| December 21, 2019 | (1) Beverly Panthers at (1) Oliver Ames Tigers | Asiaf Skating Arena |
| December 26, 2019 | (0) Oliver Ames Tigers at (3) Winthrop Vikings | Larsen Rink |
| December 28, 2019 | (2) Mansfield Hornets at (0) Oliver Ames Tigers | Asiaf Skating Arena |
| December 31, 2019 | (5) Oliver Ames Tigers at (2) North Quincy Red Raiders | Quincy Youth Arena |
| January 04, 2020 | (4) Franklin Panthers at (1) Oliver Ames Tigers | Asiaf Skating Arena |
| January 08, 2020 | (1) Oliver Ames Tigers at (4) Foxboro Warriors | Foxboro Sports Center |
| January 11, 2020 | (0) Oliver Ames Tigers at (4) Bridgewater-Raynham Trojans | Bridgewater Ice Arena |
| January 15, 2020 | (0) Oliver Ames Tigers at (6) Canton Bulldogs | Canton Ice House |
| January 18, 2020 | (2) North Attleboro Red Rocketeers at (3) Oliver Ames Tigers | Asiaf Skating Arena |
| January 22, 2020 | (3) Taunton Tigers at (6) Oliver Ames Tigers | Asiaf Skating Arena |
| January 25, 2020 | (2) Attleboro Blue Bombardiers at (3) Oliver Ames Tigers | Asiaf Skating Arena |
| January 29, 2020 | (0) Oliver Ames Tigers at (4) Mansfield Hornets | Foxboro Sports Center |
| February 01, 2020 | (3) King Philip Warriors at (2) Oliver Ames Tigers | Asiaf Skating Arena |
| February 05, 2020 | (2) Oliver Ames Tigers at (1) Attleboro Blue Bombardiers | New England Sports Village |
| February 08, 2020 | (0) Oliver Ames Tigers at (1) King Philip Warriors | Foxboro Sports Center |
| February 10, 2020 | (5) Oliver Ames Tigers at (8) Hopkinton Hillers | New England Sports Center |
| February 17, 2020 | (3) Westwood Wolverines at (2) Oliver Ames Tigers | Asiaf Skating Arena |
| February 19, 2020 | (2) Stoughton/Brockton Knight Boxers at (5) Oliver Ames Tigers | Asiaf Skating Arena |
| February 20, 2020 | (2) Oliver Ames Tigers at (5) Stoneham Spartans | Stoneham Arena |
