| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Monday | September 7, 2020 | 6:40 PM | 7:30 PM | Practice | Chase Arena | |
| Saturday | September 12, 2020 | 2:00 PM | 2:50 PM | Practice | Chase Arena | |
| Sunday | September 13, 2020 | 3:30 PM | 4:30 PM | Game | Natick | vs. Watertown Squirt 2 |
| Wednesday | September 16, 2020 | 5:45 PM | 6:35 PM | Practice | Babson | |
| Friday | September 18, 2020 | 7:00 PM | 7:50 PM | Practice | Chase Arena | Squirt C |
| Saturday | September 19, 2020 | 5:50 PM | 6:50 PM | Game | Navin | vs. NE Edge Squirt 2 |
| Sunday | September 20, 2020 | 2:10 PM | 3:10 PM | Game | Malden | vs. Winchester Squirt 4 |
| Monday | September 21, 2020 | 6:40 PM | 7:30 PM | Practice | Chase Arena | Squirt B |
| Wednesday | September 23, 2020 | 6:40 PM | 7:30 PM | Practice | Chase Arena | U10 |
| Saturday | September 26, 2020 | 11:00 AM | 12:00 PM | Game | West Roxbury | vs. Hyde Park Squirt 3 |
| Sunday | September 27, 2020 | 5:50 PM | 6:50 PM | Game | Natick | vs. Watertown Squirt 2 |
| Monday | September 28, 2020 | 6:40 PM | 7:30 PM | Practice | Chase Arena | Squirt C |
| Wednesday | September 30, 2020 | 6:40 PM | 7:30 PM | Practice | Chase Arena | U10 |
| Saturday | October 3, 2020 | 6:10 PM | 7:10 PM | Practice | Chase Arena | U10 |
| Sunday | October 4, 2020 | 4:40 PM | 5:40 PM | Game | Natick | vs. Concord Carlisle Squirt 2 |
| Monday | October 5, 2020 | 6:40 PM | 7:30 PM | Practice | Chase Arena | Squirt C |
| Tuesday | October 6, 2020 | 6:40 PM | 7:30 PM | Practice | Chase Arena | Mite A |
| Saturday | October 10, 2020 | 4:20 PM | 5:20 PM | Game | Wellesley Rink 2 | vs. Lexington/Bedford Squirt 4 |
| Sunday | October 11, 2020 | 6:00 AM | 6:50 AM | Practice | Chase Arena | |
| Monday | October 12, 2020 | 6:40 PM | 7:30 PM | Practice | Chase Arena | Squirt C |
| Friday | October 16, 2020 | 5:00 PM | 5:50 PM | Practice | Chase Arena | Mite A |
| Saturday | October 17, 2020 | 9:20 AM | 10:20 AM | Game | Waltham | vs. Waltham Squirt 5 |
| Sunday | October 18, 2020 | 2:00 PM | 3:20 PM | Practice | Chase Arena | |
| Monday | October 19, 2020 | 6:40 PM | 7:30 PM | Practice | Chase Arena | Squirt C |
| Sunday | October 25, 2020 | 7:00 PM | 8:00 PM | Game | Natick | vs. Westwood Squirt 2 |
| Saturday | October 31, 2020 | 8:30 AM | 9:30 AM | Game | Wellesley Rink 1 | vs. Brookline Squirt 3 |
| Sunday | November 1, 2020 | 3:30 PM | 4:30 PM | Game | Wellesley Rink 1 | vs. Parkway Squirt 3 |
| Saturday | November 7, 2020 | 3:10 PM | 4:10 PM | Game | Woburn | vs. Woburn Squirt 3 |
| Sunday | November 8, 2020 | 2:30 PM | 3:30 PM | Game | Hyde Park | vs. Hyde Park Squirt 3 |
| Monday | November 9, 2020 | 6:40 PM | 7:30 PM | Practice | Chase Arena | Squirt C |
| Wednesday | November 11, 2020 | 6:40 PM | 7:30 PM | Practice | Chase Arena | Squirt B |
| Saturday | November 14, 2020 | 4:00 PM | 4:50 PM | Practice | Chase Arena | U10 |
| Sunday | November 15, 2020 | 3:30 PM | 4:30 PM | Game | Natick | vs. Medfield Squirt 2 |
| Monday | November 16, 2020 | 6:40 PM | 7:30 PM | Practice | Chase Arena | Squirt C |
| Wednesday | November 18, 2020 | 6:40 PM | 7:30 PM | Practice | Chase Arena | Squirt C |
| Friday | November 20, 2020 | 6:10 PM | 7:10 PM | Game | NESC1 | vs. Concord Carlisle Squirt 2 |
| Saturday | November 21, 2020 | 3:00 PM | 3:50 PM | Practice | Chase Arena | |
| Monday | November 23, 2020 | 6:40 PM | 7:30 PM | Practice | Chase Arena | Squirt C |
| Saturday | November 28, 2020 | 3:00 PM | 3:50 PM | Practice | Chase Arena | Squirt B |
| Sunday | November 29, 2020 | 12:50 PM | 1:50 PM | Game | Woburn | vs. Lexington/Bedford Squirt 4 |
| Wednesday | December 2, 2020 | 5:45 PM | 6:45 PM | Practice | Babson | Squirt C |
| Saturday | December 5, 2020 | 2:00 PM | 3:00 PM | Game | Wellesley Rink 2 | vs. Needham Squirt 3 |
| Sunday | December 6, 2020 | 7:00 AM | 7:50 AM | Practice | Chase Arena | |
| Wednesday | December 9, 2020 | 6:40 PM | 7:30 PM | Practice | Chase Arena | Squirt C |
| Friday | December 11, 2020 | 6:30 PM | 7:20 PM | Practice | Babson | Squirt C |
| Saturday | December 12, 2020 | 12:10 PM | 1:10 PM | Game | Framingham | vs. Watertown Squirt 2 |
| Sunday | December 13, 2020 | 7:00 AM | 7:50 AM | Practice | Chase Arena | Squirt B |
| Thursday | December 17, 2020 | 6:10 PM | 7:00 PM | Game | William L. Chase Arena | vs. State Playdown vs SQ C |
| Friday | December 18, 2020 | 6:30 PM | 7:20 PM | Practice | Babson | Squirt C |
| Saturday | December 19, 2020 | 2:00 PM | 2:50 PM | Practice | Chase Arena | |
| Sunday | December 20, 2020 | 7:00 AM | 8:00 AM | Game | Framingham | vs. Charlestown Squirt 3 |
| Wednesday | December 23, 2020 | 5:45 PM | 6:45 PM | Practice | Babson | Squirt B |
| Saturday | December 26, 2020 | 3:30 PM | 4:30 PM | Game | Wellesley Rink 1 | vs. Lexington/Bedford Squirt 4 |
| Tuesday | December 29, 2020 | 12:40 PM | 1:40 PM | Game | Kasabuski | vs. Reading Squirt 4 |
| Wednesday | December 30, 2020 | 4:45 PM | 5:35 PM | Practice | Babson | Squirt A |
| Sunday | January 3, 2021 | 7:00 AM | 8:00 AM | Game | Warrior | vs. Dorchester Squirt 3 |
| Wednesday | January 6, 2021 | 5:45 PM | 6:45 PM | Practice | Babson | Squirt B |
| Friday | January 8, 2021 | 6:30 PM | 7:20 PM | Practice | Babson | Squirt C |
| Saturday | January 9, 2021 | 4:00 PM | 4:50 PM | Practice | Chase Arena | Squirt C |
| Sunday | January 10, 2021 | 4:40 PM | 5:40 PM | Game | Natick | vs. Belmont Squirt 3 |
| Wednesday | January 13, 2021 | 6:40 PM | 7:30 PM | Practice | Chase Arena | Squirt C |
| Friday | January 15, 2021 | 6:30 PM | 7:20 PM | Practice | Babson | Squirt C |
| Saturday | January 16, 2021 | 3:30 PM | 4:30 PM | Practice | Chase Arena | Mite C |
| Sunday | January 17, 2021 | 9:40 AM | 10:40 AM | Game | Wellesley Rink 1 | vs. Concord Carlisle Squirt 2 |
| Friday | January 22, 2021 | 7:10 PM | 8:00 PM | Practice | Chase Arena | Squirt C |
| Saturday | January 23, 2021 | 8:20 AM | 9:20 AM | Game | Hopedale | vs. Medfield Squirt 2 |
| Sunday | January 24, 2021 | 7:00 PM | 8:00 PM | Game | Natick | vs. Charlestown Squirt 3 |
| Tuesday | January 26, 2021 | 6:00 PM | 7:00 PM | Practice | Rivers | Squirt C |
| Saturday | January 30, 2021 | 9:10 AM | 10:10 AM | Game | Dorchester | vs. Dorchester Squirt 3 |
| Sunday | January 31, 2021 | 6:00 AM | 6:50 AM | Practice | Chase Arena | Squirt C |
| Friday | February 5, 2021 | 7:10 PM | 8:00 PM | Practice | Chase Arena | Squirt C |
| Sunday | February 7, 2021 | 7:00 PM | 8:00 PM | Game | Natick | vs. Hyde Park Squirt 3 |
| Thursday | February 11, 2021 | 7:10 PM | 8:00 PM | Practice | Chase Arena | Squirt C |
| Saturday | February 13, 2021 | 1:30 PM | 2:30 PM | Game | Hyde Park | vs. Medfield Squirt 2 |
| Sunday | February 14, 2021 | 2:50 PM | 3:20 PM | Practice | Chase Arena | |
| Monday | February 15, 2021 | 9:10 AM | 10:10 AM | Game | Hockeytown 4 | vs. Watertown Squirt 2 |
| Tuesday | February 16, 2021 | 6:00 PM | 7:00 PM | Practice | Rivers | Squirt C |
| Thursday | February 18, 2021 | 7:10 PM | 8:10 PM | Practice | Rivers | Squirt A |
| Saturday | February 20, 2021 | 5:00 PM | 6:00 PM | Practice | Chase Arena | |
| Sunday | February 21, 2021 | 8:10 AM | 9:10 AM | Game | Chelmsford | vs. Methuen Squirt 2 |
| Wednesday | February 24, 2021 | 6:40 PM | 7:30 PM | Practice | Chase Arena | Squirt C |
| Thursday | February 25, 2021 | 7:10 PM | 8:00 PM | Practice | Chase Arena | Squirt C |
| Saturday | February 27, 2021 | 5:50 PM | 6:50 PM | Game | Navin | vs. Concord Carlisle Squirt 2 |
| Sunday | February 28, 2021 | 7:10 AM | 8:10 AM | Game | West Roxbury | vs. Hyde Park Squirt 3 |
| Tuesday | March 2, 2021 | 6:40 PM | 7:30 PM | Practice | Chase Arena | Squirt B |
| Friday | March 5, 2021 | 6:00 PM | 6:50 PM | Practice | Chase Arena | |
| Saturday | March 6, 2021 | 4:40 PM | 5:40 PM | Game | Burlington | vs. Reading Squirt 4 |
| Sunday | March 7, 2021 | 3:30 PM | 4:30 PM | Game | Natick | vs. Lexington/Bedford Squirt 4 |
| Wednesday | March 10, 2021 | 6:40 PM | 7:30 PM | Practice | Chase Arena | Squirt C |
| Friday | March 12, 2021 | 6:00 PM | 6:50 PM | Practice | Chase Arena | Squirt C |
| Saturday | March 13, 2021 | 8:30 AM | 9:30 AM | Game | Wellesley Rink 1 | vs. Wakefield Squirt 2 |
| Sunday | March 14, 2021 | 8:10 AM | 9:10 AM | Game | Framingham | vs. Medfield Squirt 2 |
| Tuesday | March 16, 2021 | 6:40 PM | 7:30 PM | Practice | Chase Arena | Squirt C |
| Wednesday | March 17, 2021 | 6:15 PM | 7:05 PM | Practice | Babson | Squirt C |
| Saturday | March 20, 2021 | 5:00 PM | 6:00 PM | Practice | Chase Arena | |
| Sunday | March 21, 2021 | 5:20 PM | 6:20 PM | Game | Cambridge | vs. Dorchester Squirt 3 |
| Tuesday | March 23, 2021 | 6:40 PM | 7:30 PM | Practice | Chase Arena | Squirt C |
| Wednesday | March 24, 2021 | 6:40 PM | 7:30 PM | Practice | Chase Arena | Squirt C |
| Saturday | March 27, 2021 | 3:00 PM | 3:50 PM | Practice | Chase Arena |