| Date & Time | Game | Venue |
|---|---|---|
| December 19, 2021 | (4) Haverhill Hillies at (7) Methuen Rangers | Methuen High School Rink |
| December 22, 2021 | (6) Dracut/Tyngsboro Middies at (3) Haverhill Hillies | Veterans Memorial Ice Rink |
| December 28, 2021 | (4) Pentucket Panthers at (5) Haverhill Hillies
Haverhill Holiday Tournament |
Veterans Memorial Ice Rink |
| December 30, 2021 | (2) Amesbury Redhawks at (5) Haverhill Hillies
Hillies Christmas Tournament |
Veterans Memorial Ice Rink |
| January 08, 2022 | (0) Haverhill Hillies at (2) Bedford Bucs | Edge Sports Center |
| January 12, 2022 | (1) Haverhill Hillies at (5) Cambridge Rindge & Latin Falcons | Simoni Skating Rink |
| January 15, 2022 | (2) Methuen Rangers at (1) Haverhill Hillies | Veterans Memorial Ice Rink |
| January 16, 2022 | (4) Haverhill Hillies at (5) Dracut/Tyngsboro Middies | Tsongas Center |
| January 19, 2022 | (4) Haverhill Hillies at (6) Dracut/Tyngsboro Middies | Tsongas Center |
| January 22, 2022 | (4) Haverhill Hillies at (3) Methuen Rangers | Methuen High Skating Rink |
| January 26, 2022 | (1) Shawsheen Rams at (2) Haverhill Hillies | Veterans Memorial Ice Rink |
| Jan. 29 Postponed | Bedford Bucs at Haverhill Hillies
PPD 1-29-22 Make-Up TBA |
Veterans Memorial Ice Rink |
| January 31, 2022 | (2) Marblehead Magicians at (7) Haverhill Hillies | Veterans Memorial Ice Rink |
| February 02, 2022 | (2) Matignon Warriors at (6) Haverhill Hillies | Veterans Memorial Ice Rink |
| February 05, 2022 | (1) Cambridge Rindge & Latin Falcons at (3) Haverhill Hillies | Veterans Memorial Ice Rink |
| February 08, 2022 | (5) Haverhill Hillies at (3) Matignon Warriors | Stoneham Arena |
| February 08, 2022 | (5) Haverhill Hillies at (3) MATIGNON | Stoneham Arena |
| February 12, 2022 | (1) Amesbury Redhawks at (5) Haverhill Hillies | Veterans Memorial Ice Rink |
| February 14, 2022 | (3) Bedford Bucs at (1) Haverhill Hillies | Veterans Memorial Ice Rink |
| February 17, 2022 | (4) Haverhill Hillies at (3) Shawsheen Rams | Hallenborg Memorial Pavilion |
| February 21, 2022 | (3) Haverhill Hillies at (1) Pentucket Panthers
Newburyport Bank Classic |
Graf Rink |
| February 23, 2022 | (4) Hamilton-Wenham Generals at (4) Haverhill Hillies
H-W wins in OT |
Graf Rink |
| March 03, 2022 | (1) Haverhill Hillies at (8) Gloucester Fishermen
Boys Division 2 Tournament |
Dorothy Talbot Rink |
