| Date & Time | Game | Venue |
|---|---|---|
| December 14, 2019 | (5) Archbishop Williams Bishops at (4) Austin Prep Cougars | Breakaway Ice Center |
| December 18, 2019 | (3) Bishop Fenwick Crusaders at (1) Archbishop Williams Bishops | Canton Sportsplex |
| December 21, 2019 | (2) King Philip Warriors at (0) Archbishop Williams Bishops | Canton Sportsplex |
| December 28, 2019 | (1) Arlington Catholic Cougars at (1) Archbishop Williams Bishops | Canton Sportsplex |
| January 01, 2020 | (1) Archbishop Williams Bishops at (2) St. Mary's Lynn Spartans | Connery Memorial Arena |
| January 04, 2020 | (3) Saint John's Shrewsbury Pioneers at (6) Archbishop Williams Bishops | Canton Sportsplex |
| January 08, 2020 | (3) Archbishop Williams Bishops at (3) Barnstable Red Hawks | Hyannis Youth and Community Center |
| January 10, 2020 | (4) Archbishop Williams Bishops at (1) St. Dominic's (Maine)
Lancer Bean Pot |
The Rinks At Shelton |
| January 11, 2020 | (5) Archbishop Williams Bishops at (2) Prout School (R.I.)
Lancer Bean Pot |
The Rinks At Shelton |
| January 15, 2020 | (5) Archbishop Williams Bishops at (2) Lowell Catholic Crusaders | Chelmsford Forum |
| January 18, 2020 | (4) Austin Prep Cougars at (0) Archbishop Williams Bishops | Canton Sportsplex |
| January 22, 2020 | (4) La Salle (R.I.) at (2) Archbishop Williams Bishops | Canton Sportsplex |
| January 25, 2020 | (1) Lowell Catholic Crusaders at (2) Archbishop Williams Bishops | Canton Sportsplex |
| January 29, 2020 | (0) Archbishop Williams Bishops at (2) Arlington Catholic Cougars | Ed Burns Arena |
| February 01, 2020 | (5) Archbishop Williams Bishops at (3) Milton Wildcats | Ulin Memorial Rink |
| February 05, 2020 | (1) St. Mary's Lynn Spartans at (4) Archbishop Williams Bishops | Canton Sportsplex |
| February 08, 2020 | (2) Archbishop Williams Bishops at (2) Bishop Fenwick Crusaders | McVann-O'Keefe Skating Rink |
| February 15, 2020 | (2) Archbishop Williams Bishops at (3) Hingham Harbormen
Buddy Ferreira Classic |
Falmouth Ice Arena |
| February 17, 2020 | (2) Archbishop Williams Bishops at (2) Duxbury Dragons
Duxbury Win in SO - Buddy Ferreira Classic |
Falmouth Ice Arena |
| February 18, 2020 | (0) Archbishop Williams Bishops at (4) Falmouth Clippers | Falmouth Ice Arena |
| February 26, 2020 | (2) Archbishop Williams Bishops at (1) Bridgewater-Raynham Trojans
Boys D1 S Playoff |
Gallo Arena |
| February 29, 2020 | (1) Wellesley Raiders at (2) Archbishop Williams Bishops
Boys D1 S Playoff |
Canton Ice House |
| March 05, 2020 | (3) Archbishop Williams Bishops at (0) Franklin Panthers
Boys D1 S Semifinal |
Gallo Arena |
| March 08, 2020 | (0) Archbishop Williams Bishops at (1) Walpole Timberwolves
Boys D1 South Final |
Gallo Arena |
