| Date & Time | Game | Venue |
|---|---|---|
| December 16, 2019 | (0) Martha's Vineyard Vineyarders at (5) Old Rochester Bulldogs | Tabor Academy |
| December 18, 2019 | (3) Falmouth Clippers at (0) Martha's Vineyard Vineyarders | Martha's Vineyard Arena |
| December 21, 2019 | (6) Dennis-Yarmouth Dolphins at (2) Martha's Vineyard Vineyarders | Martha's Vineyard Arena |
| December 28, 2019 | (2) Barnstable Red Hawks at (2) Martha's Vineyard Vineyarders | Martha's Vineyard Arena |
| December 30, 2019 | (2) Martha's Vineyard Vineyarders at (2) Nauset/Monomoy Warriors | Charles Moore Arena |
| January 04, 2020 | (4) Nantucket Whalers at (8) Martha's Vineyard Vineyarders | Martha's Vineyard Arena |
| January 08, 2020 | (0) Martha's Vineyard Vineyarders at (4) Barnstable Red Hawks | Hyannis Youth and Community Center |
| January 11, 2020 | (3) Martha's Vineyard Vineyarders at (1) Latin Academy/Fontbonne Dragons | Matthews Arena |
| January 12, 2020 | (2) Martha's Vineyard Vineyarders at (3) Brookline Warriors | Walter Brown Arena |
| January 15, 2020 | (4) Sandwich Lady Knights at (1) Martha's Vineyard Vineyarders | Martha's Vineyard Arena |
| January 18, 2020 | (5) Scituate Sailors at (6) Martha's Vineyard Vineyarders
Nan Rheault Tournament |
Martha's Vineyard Arena |
| January 19, 2020 | (4) Ursuline Academy Bears at (1) Martha's Vineyard Vineyarders
Nan Rheault Tournament |
Martha's Vineyard Arena |
| January 25, 2020 | (1) Martha's Vineyard Vineyarders at (4) Falmouth Clippers | Falmouth Ice Arena |
| January 29, 2020 | (0) Martha's Vineyard Vineyarders at (4) Dennis-Yarmouth Dolphins | Tony Kent Arena |
| February 01, 2020 | (4) Martha's Vineyard Vineyarders at (3) Nantucket Whalers | Nantucket Ice Skating Rink |
| February 08, 2020 | (4) Latin Academy/Fontbonne Dragons at (6) Martha's Vineyard Vineyarders | Martha's Vineyard Arena |
| February 09, 2020 | (0) Martha's Vineyard Vineyarders at (5) Sandwich Lady Knights | Gallo Arena |
| February 17, 2020 | (4) Norwood Mustangs at (1) Martha's Vineyard Vineyarders | Martha's Vineyard Arena |
| February 20, 2020 | (3) Nauset/Monomoy Warriors at (0) Martha's Vineyard Vineyarders | Martha's Vineyard Arena |
