| Date & Time | Game | Venue |
|---|---|---|
| December 14, 2019 | (8) HPNA Hillies at (2) Norwell | The Bog |
| December 20, 2019 | (2) HPNA Hillies at (2) Woburn Tanners | O'Brien Arena |
| December 21, 2019 | (2) HPNA Hillies at (0) Billerica/Chelmsford Indians | Chelmsford Forum |
| December 28, 2019 | (1) HPNA Hillies at (0) Shrewsbury Colonials | NorthStar Ice Sports |
| December 31, 2019 | (4) HPNA Hillies at (2) Lincoln-Sudbury Warriors | Valley Sports Arena |
| January 04, 2020 | (1) Westford Academy Ghosts at (4) HPNA Hillies | Veterans Memorial Ice Rink |
| January 08, 2020 | (2) Acton-Boxboro Revolution at (4) HPNA Hillies | Veterans Memorial Ice Rink |
| January 11, 2020 | (2) HPNA Hillies at (2) Tewksbury/Methuen Red Rangers | Methuen High School Rink |
| January 15, 2020 | (1) Peabody/Lynnfield/North Reading Tanners at (5) HPNA Hillies | Veterans Memorial Ice Rink |
| January 18, 2020 | (4) HPNA Hillies at (0) Andover Golden Warriors | Breakaway Ice Center |
| January 20, 2020 | (2) Reading Rockets at (4) HPNA Hillies | Veterans Memorial Ice Rink |
| January 22, 2020 | (8) HPNA Hillies at (0) Concord-Carlisle Patriots | TBA |
| January 25, 2020 | (0) Central Catholic Raiders at (7) HPNA Hillies | Veterans Memorial Ice Rink |
| January 27, 2020 | (1) Beverly/Danvers/Ipswich Panthers at (9) HPNA Hillies | Veterans Memorial Ice Rink |
| February 01, 2020 | (1) Billerica/Chelmsford Indians at (3) HPNA Hillies | Veterans Memorial Ice Rink |
| February 06, 2020 | (2) HPNA Hillies at (1) Westford Academy Ghosts | Pratt Memorial Rink |
| February 08, 2020 | (2) HPNA Hillies at (0) Acton-Boxboro Revolution | Nashoba Valley Olympia |
| February 12, 2020 | (2) Tewksbury/Methuen Red Rangers at (3) HPNA Hillies | Veterans Memorial Ice Rink |
| February 15, 2020 | (0) Masconomet Chieftains at (7) HPNA Hillies | Veterans Memorial Ice Rink |
| February 19, 2020 | (2) Andover Golden Warriors at (4) HPNA Hillies | Veterans Memorial Ice Rink |
| February 26, 2020 | (5) Hingham Harborwomen at (4) HPNA Hillies
Girls D1 Playoff |
Haverhill Valley Forum |
