| Date & Time | Game | Venue |
|---|---|---|
| December 14, 2019 | (1) Beverly/Danvers/Ipswich Panthers at (3) Winthrop Vikings | Larsen Rink |
| December 18, 2019 | (1) Medford/Malden Mustangs at (2) Winthrop Vikings | Larsen Rink |
| December 21, 2019 | (3) Winthrop Vikings at (1) Marblehead Magicians | O'Keefe Athletic Center Salem State |
| December 28, 2019 | (4) Winthrop Vikings at (2) Masconomet Chieftains | Haverhill Valley Forum |
| January 01, 2020 | (6) St. Mary's Lynn Spartans at (1) Winthrop Vikings | Larsen Rink |
| January 04, 2020 | (1) Winthrop Vikings at (7) Peabody/Lynnfield/North Reading Tanners | McVann-O'Keefe Skating Rink |
| January 07, 2020 | (3) Longmeadow Lancers at (3) Winthrop Vikings | Larsen Rink |
| January 11, 2020 | (2) Wakefield Warriors at (2) Winthrop Vikings | Larsen Rink |
| January 15, 2020 | (0) Winthrop Vikings at (3) Medford/Malden Mustangs | LoConte Rink |
| January 18, 2020 | (7) Medfield Warriors at (1) Winthrop Vikings | Larsen Rink |
| January 22, 2020 | (1) Wilmington Wildcats at (2) Winthrop Vikings | Larsen Rink |
| January 29, 2020 | (4) Winthrop Vikings at (3) Beverly/Danvers/Ipswich Panthers | Raymond J. Bourque Arena |
| February 01, 2020 | (1) Winthrop Vikings at (3) Wilmington Wildcats | Ristuccia Memorial Arena |
| February 05, 2020 | (0) Masconomet Chieftains at (1) Winthrop Vikings | Larsen Rink |
| February 08, 2020 | (0) Marblehead Magicians at (2) Winthrop Vikings | Larsen Rink |
| February 12, 2020 | (2) Peabody/Lynnfield/North Reading Tanners at (1) Winthrop Vikings | Larsen Rink |
| February 15, 2020 | (5) Billerica/Chelmsford Indians at (0) Winthrop Vikings | Larsen Rink |
| February 19, 2020 | (2) Wakefield Warriors at (2) Winthrop Vikings | Larsen Rink |
| February 26, 2020 | (2) Winthrop Vikings at (4) Belmont/Watertown Marauders
Girls D1 Playoff |
Viglirolo - Belmont High School Skating Rink |
