| Date & Time | Game | Venue |
|---|---|---|
| December 11, 2016 | (8) Masconomet Chieftains at (1) Marblehead Magicians | TBA |
| December 14, 2016 | (1) Peabody/Lynnfield/North Reading Tanners at (4) Masconomet Chieftains | Haverhill Valley Forum |
| Dec. 17 (Time TBA) | (10) Masconomet Chieftains at (1) Medford/Malden Mustangs | LoConte Rink |
| December 21, 2016 | (0) Marblehead Magicians at (7) Masconomet Chieftains | Haverhill Valley Forum |
| December 28, 2016 | (1) Masconomet Chieftains at (4) Burlington Red Devils | Burlington Ice Palace |
| December 29, 2016 | (2) Wilmington Wildcats at (2) Masconomet Chieftains | Haverhill Valley Forum |
| December 31, 2016 | (1) Archbishop Williams Bishops at (0) Masconomet Chieftains | TBD |
| January 04, 2017 | (2) Masconomet Chieftains at (2) Newton North/South Tigers | Walter Brown Arena |
| January 11, 2017 | (1) Masconomet Chieftains at (6) Beverly/Danvers/Ipswich Panthers
Bourque Arena Beverley |
TBD |
| January 14, 2017 | (2) Masconomet Chieftains at (0) Peabody/Lynnfield/North Reading Tanners | McVann-O'Keefe Skating Rink |
| January 20, 2017 | (1) Newton North/South Tigers at (4) Masconomet Chieftains | Haverhill Valley Forum |
| January 26, 2017 | (0) Medford/Malden Mustangs at (7) Masconomet Chieftains | Haverhill Valley Forum |
| January 28, 2017 | (2) Masconomet Chieftains at (0) Andover Golden Warriors | Harrison Ice Rink |
| February 04, 2017 | (2) Masconomet Chieftains at (3) Winthrop Vikings | Larsen Rink |
| February 06, 2017 | (0) Masconomet Chieftains at (6) Shrewsbury Colonials | NorthStar Ice Sports |
| February 11, 2017 | (1) Beverly/Danvers/Ipswich Panthers at (1) Masconomet Chieftains | Haverhill Valley Forum |
| February 14, 2017 | (4) Westford Academy Ghosts at (2) Masconomet Chieftains | Haverhill Valley Forum |
| February 18, 2017 | (3) Shrewsbury Colonials at (1) Masconomet Chieftains | Lawrence Valley Forum |
| February 21, 2017 | (0) Winthrop Vikings at (3) Masconomet Chieftains
Newburyport Bank Classic |
Graf Rink |
| February 23, 2017 | (4) Winchester Red & Black at (1) Masconomet Chieftains
Newburyport Bank Classic Championship Game |
Graf Rink |
| February 27, 2017 | (6) Masconomet Chieftains at (1) Quincy/North Quincy Red Raiders
Div. 1 Preliminary Round |
Quincy Youth Arena |
| March 03, 2017 | (5) Masconomet Chieftains at (4) Beverly/Danvers/Ipswich Panthers | Raymond J. Bourque Arena |
| March 07, 2017 | (1) Austin Prep Cougars at (3) Masconomet Chieftains | O'Brien Arena |
| March 13, 2017 | (1) Masconomet Chieftains at (2) Woburn Tanners | O'Brien Arena |
