| Date & Time | Game | Venue |
|---|---|---|
| December 14, 2019 | (0) Natick Red Hawks at (3) Needham Rockets | Babson Skating Center |
| December 16, 2019 | (0) Natick Red Hawks at (6) Shrewsbury Colonials | NorthStar Ice Sports |
| December 18, 2019 | (0) Brookline Warriors at (4) Natick Red Hawks | Chase Arena |
| December 26, 2019 | (0) Notre Dame Academy (Hingham) Cougars at (4) Natick Red Hawks | Chase Arena |
| December 29, 2019 | (5) Natick Red Hawks at (1) Algonquin/Hudson Titans
Hopedale Tournament |
Blackstone Valley Ice Arena |
| December 30, 2019 | (2) Natick Red Hawks at (0) Medway/Ashland Mustangs | Blackstone Valley Ice Arena |
| January 04, 2020 | (2) Natick Red Hawks at (1) Milton Wildcats | Ulin Memorial Rink |
| January 08, 2020 | (7) Natick Red Hawks at (0) Newton North/South Tigers | John A. Ryan Arena |
| January 11, 2020 | (1) Framingham Flyers at (8) Natick Red Hawks | Chase Arena |
| January 15, 2020 | (3) Braintree Wamps at (2) Natick Red Hawks | Chase Arena |
| January 18, 2020 | (5) Wellesley Raiders at (0) Natick Red Hawks | Chase Arena |
| January 22, 2020 | (5) Natick Red Hawks at (0) Brookline Warriors | Walter Brown Arena |
| January 25, 2020 | (0) Weymouth Wildcats at (10) Natick Red Hawks | Chase Arena |
| January 29, 2020 | (6) Natick Red Hawks at (5) Algonquin/Hudson Titans | New England Sports Center |
| February 01, 2020 | (1) Newton North/South Tigers at (6) Natick Red Hawks | Chase Arena |
| February 05, 2020 | (0) Walpole Timberwolves at (5) Natick Red Hawks | Chase Arena |
| February 08, 2020 | (0) Framingham Flyers at (5) Natick Red Hawks | Loring Arena |
| February 12, 2020 | (0) Natick Red Hawks at (4) Wellesley Raiders | Wellesley Sports Center |
| February 14, 2020 | (2) Natick Red Hawks at (1) Needham Rockets | Babson Skating Center |
| February 19, 2020 | (2) Natick Red Hawks at (3) Medway/Ashland Mustangs | New England Sports Center |
| February 25, 2020 | (0) Leominster Blue Devils at (13) Natick Red Hawks
Girls D2 Playoff |
Chase Arena |
| March 01, 2020 | (1) Natick Red Hawks at (5) Notre Dame Academy (Hingham) Cougars
Girls D2 Playoff |
Canton Ice House |
