| Date & Time | Game | Venue |
|---|---|---|
| December 10, 2016 | (1) Holliston Panthers at (1) Ashland Clockers | Loring Arena |
| December 14, 2016 | (2) Medway Mustangs at (0) Ashland Clockers | Loring Arena |
| December 17, 2016 | (6) Ashland Clockers at (0) Bellingham Blackhawks | Pirelli Veterans Arena |
| December 19, 2016 | (5) Ashland Clockers at (1) Attleboro Blue Bombardiers | New England Sports Village |
| December 21, 2016 | (2) Norton Lancers at (7) Ashland Clockers | Loring Arena |
| December 26, 2016 | (1) Revere/Malden Patriots at (3) Ashland Clockers | Lt. Porrazzo Memorial Rink |
| December 27, 2016 | (2) Ashland Clockers at (3) East Boston Jets
East Boston Deep Freeze Tournament Championship Game |
Lt. Porrazzo Memorial Rink |
| December 30, 2016 | (1) Ashland Clockers at (0) Marian-Keefe Tech Mustangs | Loring Arena |
| January 02, 2017 | (0) Marian-Keefe Tech Mustangs at (1) Ashland Clockers
FORFEIT |
Loring Arena |
| January 14, 2017 | (1) Ashland Clockers at (2) Medfield Warriors | Pirelli Veterans Arena |
| January 16, 2017 | (5) Attleboro Blue Bombardiers at (1) Ashland Clockers | Loring Arena |
| January 18, 2017 | (0) Ashland Clockers at (7) Hopkinton Hillers | Navin Arena |
| January 21, 2017 | (4) Ashland Clockers at (3) Holliston Panthers | Blackstone Valley Ice Arena |
| January 24, 2017 | (6) Dover-Sherborn/Weston Raiders at (1) Ashland Clockers | Loring Arena |
| January 28, 2017 | (2) Bellingham Blackhawks at (5) Ashland Clockers | Loring Arena |
| February 01, 2017 | (6) Ashland Clockers at (2) Norton Lancers | Foxboro Sports Center |
| February 04, 2017 | (4) Westwood Wolverines at (1) Ashland Clockers | Loring Arena |
| February 08, 2017 | (0) Ashland Clockers at (0) Dover-Sherborn/Weston Raiders | Chase Arena |
| February 18, 2017 | (7) Hopkinton Hillers at (0) Ashland Clockers | Loring Arena |
| February 20, 2017 | (3) Blue Hills Warriors at (5) Ashland Clockers | Loring Arena |
| February 27, 2017 | (1) Bishop Stang Spartans at (4) Ashland Clockers
Div. 3 South Preliminary Round |
Asiaf Skating Arena |
| March 01, 2017 | (3) Ashland Clockers at (5) Nantucket Whalers | Gallo Arena |
