Boys Division 1 South
| Date & Time | Division | Home | Away | Venue |
|---|---|---|---|---|
| February 26, 2020 | Boys | (1) Bridgewater-Raynham Trojans | (2) Archbishop Williams Bishops | Gallo Arena |
| February 26, 2020 | Boys | (4) Natick Red Hawks | (2) Milton Wildcats | John A. Ryan Arena |
| February 27, 2020 | Boys | (3) Duxbury Dragons | (2) Mansfield Hornets | Gallo Arena |
| February 27, 2020 | Boys | (1) King Philip Warriors | (7) Franklin Panthers | Canton Ice House |
| February 27, 2020 | Boys | (0) Marshfield Rams | (2) Wellesley Raiders | Gallo Arena |
| February 27, 2020 | Boys | (1) Braintree Wamps | (2) Walpole Timberwolves | Canton Ice House |
| February 27, 2020 | Boys | (3) Barnstable Red Hawks | (5) Falmouth Clippers | Gallo Arena |
| February 29, 2020 | Boys | (2) Archbishop Williams Bishops | (1) Wellesley Raiders | Canton Ice House |
| February 29, 2020 | Boys | (2) Hingham Harbormen | (3) Falmouth Clippers | Gallo Arena |
| February 29, 2020 | Boys | (1) Natick Red Hawks | (3) Franklin Panthers | Loring Arena |
| February 29, 2020 | Boys | (2) Duxbury Dragons | (3) Walpole Timberwolves | Gallo Arena |
| March 04, 2020 | Boys | (1) Falmouth Clippers | (2) Walpole Timberwolves | Gallo Arena |
| March 05, 2020 | Boys | (0) Franklin Panthers | (3) Archbishop Williams Bishops | Gallo Arena |
| March 08, 2020 | Boys | (1) Walpole Timberwolves | (0) Archbishop Williams Bishops | Gallo Arena |
