| Date & Time | Game | Venue |
|---|---|---|
| December 12, 2019 | (1) Drury Blue Devils at (4) Wahconah Warriors | Boys & Girls Club of Pittsfield |
| December 14, 2019 | (5) Wahconah Warriors at (1) Chicopee Comp Colts | Fitzpatrick Rink |
| December 18, 2019 | (0) Amherst-Pelham Hurricanes at (3) Wahconah Warriors | Pittsfield Boys & Girls Club |
| December 20, 2019 | (1) Wahconah Warriors at (1) Belchertown Orioles | Mullins Center |
| January 02, 2020 | (6) Minnechaug Falcons at (3) Wahconah Warriors | Pittsfield Boys & Girls Club |
| January 04, 2020 | (2) Mount Everett Eagles at (6) Wahconah Warriors | Pittsfield Boys & Girls Club |
| January 08, 2020 | (2) Chicopee Pacers at (3) Wahconah Warriors | Pittsfield Boys & Girls Club |
| January 11, 2020 | (1) Wahconah Warriors at (3) Amherst-Pelham Hurricanes | Orr Rink |
| January 15, 2020 | (3) Greenfield Green Wave at (4) Wahconah Warriors | Pittsfield Boys & Girls Club |
| January 17, 2020 | (4) Wahconah Warriors at (0) Southwick Rams | Amelia Park Rink |
| January 20, 2020 | (2) Wahconah Warriors at (1) South Hadley/Granby Tigers | Fitzpatrick Rink |
| January 22, 2020 | (4) Wahconah Warriors at (1) Chicopee Comp Colts | Pittsfield Boys & Girls Club |
| January 25, 2020 | (2) Wahconah Warriors at (4) Chicopee Pacers | Smead Arena at Blunt Park |
| January 30, 2020 | (1) Easthampton Eagles at (5) Wahconah Warriors | Pittsfield Boys & Girls Club |
| February 05, 2020 | (5) Wahconah Warriors at (1) Drury Blue Devils | Vietnam Veterans Memorial Rink |
| February 13, 2020 | (1) South Hadley/Granby Tigers at (4) Wahconah Warriors | Pittsfield Boys & Girls Club |
| February 15, 2020 | (4) Wahconah Warriors at (0) Easthampton Eagles | Lossone Rink |
| February 19, 2020 | (4) Wahconah Warriors at (4) Ludlow Lions | Olympia Center |
| February 25, 2020 | (1) Belchertown Orioles at (7) Wahconah Warriors
Boys D3A West Playoff |
Olympia Center |
| February 29, 2020 | (3) Wahconah Warriors at (1) Amherst-Pelham Hurricanes
Boys D3A West Playoff |
Olympia Center |
| March 05, 2020 | (1) Wahconah Warriors at (2) Greenfield Green Wave
Boys D3A West Final |
Olympia Center |
