| Date & Time | Game | Venue |
|---|---|---|
| December 12, 2019 | (1) Martha's Vineyard Vineyarders at (0) Sandwich Blue Knights | Gallo Arena |
| December 14, 2019 | (10) Plymouth North Eagles at (1) Martha's Vineyard Vineyarders
Jim Gormley Cup |
Gallo Arena |
| December 18, 2019 | (3) Martha's Vineyard Vineyarders at (3) Attleboro Blue Bombardiers | New England Sports Village |
| December 21, 2019 | (2) Hanover Hawks at (5) Martha's Vineyard Vineyarders | Martha's Vineyard Arena |
| December 27, 2019 | (5) Martha's Vineyard Vineyarders at (1) York (Maine)
Tournament |
Whittemore Center Arena |
| December 28, 2019 | (4) Martha's Vineyard Vineyarders at (2) Oyster River (N.H.)
Tournament |
Whittemore Center Arena |
| December 29, 2019 | (1) Trumbull (Conn.) at (2) Martha's Vineyard Vineyarders
Tournament |
Whittemore Center Arena |
| January 08, 2020 | (2) Martha's Vineyard Vineyarders at (2) Dennis-Yarmouth Dolphins | Tony Kent Arena |
| January 11, 2020 | (2) Nantucket Whalers at (0) Martha's Vineyard Vineyarders
Rivalry Game |
Martha's Vineyard Arena |
| January 18, 2020 | (3) Martha's Vineyard Vineyarders at (2) Bourne Canalmen | Gallo Arena |
| January 22, 2020 | (5) Martha's Vineyard Vineyarders at (1) Mashpee/Monomoy Monarchs | Hyannis Youth and Community Center |
| January 25, 2020 | (1) Martha's Vineyard Vineyarders at (4) Bishop Stang Spartans | Hetland Arena |
| January 29, 2020 | (0) Dennis-Yarmouth Dolphins at (6) Martha's Vineyard Vineyarders | Martha's Vineyard Arena |
| February 05, 2020 | (0) Cardinal Spellman Cardinals at (6) Martha's Vineyard Vineyarders | Martha's Vineyard Arena |
| February 08, 2020 | (3) Martha's Vineyard Vineyarders at (4) Nantucket Whalers
Rivalry Game |
Nantucket Ice Skating Rink |
| February 10, 2020 | (5) Bishop Stang Spartans at (1) Martha's Vineyard Vineyarders
pp from 2/7 |
Martha's Vineyard Arena |
| February 12, 2020 | (3) Mashpee/Monomoy Monarchs at (4) Martha's Vineyard Vineyarders | Martha's Vineyard Arena |
| February 15, 2020 | (2) Attleboro Blue Bombardiers at (4) Martha's Vineyard Vineyarders
FARLEIGH DICKENSON TOURNEY |
Martha's Vineyard Arena |
| February 16, 2020 | (8) Hopkinton Hillers at (1) Martha's Vineyard Vineyarders
Fairleigh Dickenson Tournament |
Martha's Vineyard Arena |
| February 19, 2020 | (3) Newton South Lions at (1) Martha's Vineyard Vineyarders | Martha's Vineyard Arena |
| February 28, 2020 | (3) Martha's Vineyard Vineyarders at (2) Somerset Berkley Raiders
Boys D3 S Playoff |
Gallo Arena |
| March 01, 2020 | (1) Martha's Vineyard Vineyarders at (7) Dartmouth Indians
Boys D3S Quarter Finals |
Gallo Arena |
