| Date & Time | Game | Venue |
|---|---|---|
| December 12, 2019 | (1) Wachusett Mountaineers at (0) Algonquin Titans
Boroughs Cup |
NorthStar Ice Sports |
| December 14, 2019 | (2) Wachusett Mountaineers at (0) Marlboro Panthers
Borough's Cup |
NorthStar Ice Sports |
| December 18, 2019 | (4) Leominster Blue Devils at (6) Wachusett Mountaineers | NorthStar Ice Sports |
| December 21, 2019 | (7) Wachusett Mountaineers at (1) Nashoba Wolves | New England Sports Center |
| December 26, 2019 | (5) Wachusett Mountaineers at (1) North Middlesex Patriots
Battle Road Holiday Tournament |
Hayden Ice Facility |
| December 27, 2019 | (3) Wachusett Mountaineers at (3) Lexington Minutemen
Battle Road Classic |
Hayden Ice Facility |
| January 01, 2020 | (2) Natick Red Hawks at (3) Wachusett Mountaineers | NorthStar Ice Sports |
| January 04, 2020 | (3) Nashoba Wolves at (4) Wachusett Mountaineers | NorthStar Ice Sports |
| January 08, 2020 | (1) Hudson Hawks at (2) Wachusett Mountaineers | NorthStar Ice Sports |
| January 11, 2020 | (4) Wachusett Mountaineers at (1) Groton-Dunstable Crusaders | Groton School Rink |
| January 15, 2020 | (2) Wachusett Mountaineers at (3) Shrewsbury Colonials | NorthStar Ice Sports |
| January 20, 2020 | (2) Wachusett Mountaineers at (2) Longmeadow Lancers | Olympia Center |
| January 25, 2020 | (5) Wachusett Mountaineers at (3) Westboro Rangers | NorthStar Ice Sports |
| January 29, 2020 | (0) Auburn/Millbury Rockets at (8) Wachusett Mountaineers | NorthStar Ice Sports |
| February 01, 2020 | (4) Wachusett Mountaineers at (2) Leominster Blue Devils | Wallace Civic Center |
| February 05, 2020 | (2) Groton-Dunstable Crusaders at (7) Wachusett Mountaineers | NorthStar Ice Sports |
| February 08, 2020 | (0) North Middlesex Patriots at (3) Wachusett Mountaineers | NorthStar Ice Sports |
| February 12, 2020 | (0) North Quincy Red Raiders at (5) Wachusett Mountaineers | Hayden Ice Facility |
| February 15, 2020 | (1) Bishop Stang Spartans at (3) Wachusett Mountaineers
Spartan Cup Tournament |
Hetland Arena |
| February 19, 2020 | (2) Wayland Warriors at (10) Wachusett Mountaineers | NorthStar Ice Sports |
| February 29, 2020 | (2) Marlboro Panthers at (3) Wachusett Mountaineers
Boys D3 Central Playoff |
Wallace Civic Center |
| March 04, 2020 | (0) Nashoba Wolves at (3) Wachusett Mountaineers
Boys D3 Central Finals |
Wallace Civic Center |
| March 07, 2020 | (3) Longmeadow Lancers at (2) Wachusett Mountaineers
Div 3 Central vs West semi |
Hart Center |
