| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Wednesday | September 9, 2020 | 4:45 PM | 5:35 PM | Practice | Babson | |
| Saturday | September 12, 2020 | 3:00 PM | 4:00 PM | Game | Edge - Lower | vs. EC Wizards Squirt 1 |
| Wednesday | September 16, 2020 | 4:45 PM | 5:35 PM | Practice | Babson | |
| Friday | September 18, 2020 | 6:00 PM | 6:50 PM | Practice | Chase Arena | U12 |
| Sunday | September 20, 2020 | 10:40 AM | 11:40 AM | Game | Malden | vs. Stoneham Squirt 1 |
| Wednesday | September 23, 2020 | 4:45 PM | 5:35 PM | Practice | Babson | |
| Friday | September 25, 2020 | 6:00 PM | 6:50 PM | Practice | Chase Arena | Squirt C |
| Sunday | September 27, 2020 | 3:10 PM | 4:10 PM | Game | Woburn | vs. Belmont Squirt 1 |
| Wednesday | September 30, 2020 | 4:45 PM | 5:35 PM | Practice | Babson | |
| Friday | October 2, 2020 | 6:00 PM | 6:50 PM | Practice | Chase Arena | Squirt B |
| Sunday | October 4, 2020 | 3:30 PM | 4:30 PM | Game | Natick | vs. Arlington Squirt 1 |
| Wednesday | October 7, 2020 | 4:45 PM | 5:35 PM | Practice | Babson | |
| Friday | October 9, 2020 | 7:00 PM | 7:50 PM | Practice | Chase Arena | Squirt B |
| Saturday | October 10, 2020 | 4:10 PM | 5:10 PM | Game | Cambridge | vs. Charlestown Squirt 1 |
| Sunday | October 11, 2020 | 4:40 PM | 5:40 PM | Game | Natick | vs. Wellesley Squirt 1 |
| Monday | October 12, 2020 | 12:30 PM | 1:30 PM | Game | Chelmsford | vs. Lexington/Bedford Squirt 1 |
| Wednesday | October 14, 2020 | 4:45 PM | 5:35 PM | Practice | Babson | |
| Friday | October 16, 2020 | 6:00 PM | 6:50 PM | Practice | Chase Arena | Squirt B |
| Sunday | October 18, 2020 | 12:50 PM | 1:50 PM | Game | Waltham | vs. Waltham Squirt 1 |
| Wednesday | October 21, 2020 | 4:45 PM | 5:35 PM | Practice | Babson | |
| Sunday | October 25, 2020 | 5:50 PM | 6:50 PM | Game | Natick | vs. Reading Squirt 1 |
| Saturday | October 31, 2020 | 2:20 PM | 3:20 PM | Game | Burlington | vs. Burlington Squirt 1 |
| Saturday | November 7, 2020 | 3:00 PM | 4:00 PM | Game | Edge - Lower | vs. EC Wizards Squirt 1 |
| Wednesday | November 11, 2020 | 11:50 AM | 12:50 PM | Game | Hockeytown 3 | vs. Burlington Squirt 1 |
| Friday | November 13, 2020 | 6:00 PM | 6:50 PM | Practice | Chase Arena | Squirt B |
| Saturday | November 14, 2020 | 11:40 AM | 12:40 PM | Game | Waltham | vs. Waltham Squirt 1 |
| Sunday | November 15, 2020 | 8:20 AM | 9:20 AM | Game | Arlington | vs. Arlington Squirt 1 |
| Wednesday | November 18, 2020 | 4:45 PM | 5:35 PM | Practice | Babson | |
| Friday | November 20, 2020 | 6:00 PM | 6:50 PM | Practice | Chase Arena | Squirt B |
| Saturday | November 21, 2020 | 12:10 PM | 1:10 PM | Game | Janas | vs. Lexington/Bedford Squirt 1 |
| Wednesday | November 25, 2020 | 4:45 PM | 5:35 PM | Practice | Babson | |
| Saturday | November 28, 2020 | 1:10 PM | 2:10 PM | Game | Wellesley Rink 1 | vs. Lexington/Bedford Squirt 1 |
| Sunday | November 29, 2020 | 4:40 PM | 5:40 PM | Game | Natick | vs. Waltham Squirt 1 |
| Wednesday | December 2, 2020 | 4:45 PM | 5:35 PM | Practice | Babson | Squirt B |
| Saturday | December 5, 2020 | 10:40 AM | 11:40 AM | Game | Hockeytown 3 | vs. Arlington Squirt 1 |
| Sunday | December 6, 2020 | 1:00 PM | 1:50 PM | Practice | Chase Arena | |
| Wednesday | December 9, 2020 | 4:45 PM | 5:35 PM | Practice | Babson | U10 |
| Friday | December 11, 2020 | 7:10 PM | 8:00 PM | Practice | Chase Arena | Squirt B |
| Saturday | December 12, 2020 | 3:10 PM | 4:10 PM | Game | Wellesley Rink 2 | vs. Arlington Squirt 1 |
| Sunday | December 13, 2020 | 11:40 AM | 12:40 PM | Game | Framingham | vs. Lexington/Bedford Squirt 1 |
| Wednesday | December 16, 2020 | 4:45 PM | 5:35 PM | Practice | Babson | U12 |
| Saturday | December 19, 2020 | 1:00 PM | 1:50 PM | Practice | Chase Arena | |
| Sunday | December 20, 2020 | 5:20 PM | 6:20 PM | Game | Cambridge | vs. Marblehead Squirt 1 |
| Wednesday | December 23, 2020 | 4:45 PM | 5:35 PM | Practice | Babson | Squirt C |
| Saturday | December 26, 2020 | 9:00 AM | 10:00 AM | Game | The Rivers School | vs. State Final Framingham |
| Sunday | December 27, 2020 | 7:00 PM | 8:00 PM | Game | Natick | vs. Waltham Squirt 1 |
| Monday | December 28, 2020 | 1:50 PM | 2:50 PM | Game | Hockeytown 4 | vs. Parkway Squirt 1 |
| Wednesday | December 30, 2020 | 4:45 PM | 5:35 PM | Practice | Babson | Squirt D |
| Saturday | January 2, 2021 | 3:00 PM | 4:00 PM | Game | Edge - Lower | vs. EC Wizards Squirt 1 |
| Wednesday | January 6, 2021 | 4:45 PM | 5:35 PM | Practice | Babson | |
| Saturday | January 9, 2021 | 3:00 PM | 3:50 PM | Practice | Chase Arena | Squirt B |
| Sunday | January 10, 2021 | 8:10 AM | 9:10 AM | Game | Arlington | vs. Arlington Squirt 1 |
| Tuesday | January 12, 2021 | 6:00 PM | 7:00 PM | Practice | Rivers | Squirt B |
| Wednesday | January 13, 2021 | 4:45 PM | 5:35 PM | Practice | Babson | Squirt B |
| Saturday | January 16, 2021 | 3:10 PM | 4:10 PM | Game | Wellesley Rink 2 | vs. Parkway Squirt 1 |
| Sunday | January 17, 2021 | 4:40 PM | 5:40 PM | Practice | Chase Arena | U10 |
| Friday | January 22, 2021 | 6:30 PM | 7:20 PM | Practice | Babson | Squirt B |
| Saturday | January 23, 2021 | 1:10 PM | 2:10 PM | Game | Wellesley Rink 1 | vs. Waltham Squirt 1 |
| Sunday | January 24, 2021 | 8:00 AM | 9:00 AM | Game | vs. Wizards | |
| Friday | January 29, 2021 | 7:10 PM | 8:00 PM | Practice | Chase Arena | Squirt B |
| Sunday | January 31, 2021 | 2:50 PM | 3:20 PM | Practice | Chase Arena | |
| Tuesday | February 2, 2021 | 6:00 PM | 7:00 PM | Practice | Rivers | Squirt B |
| Saturday | February 6, 2021 | 2:00 PM | 3:00 PM | Game | Wellesley Rink 2 | vs. Lexington/Bedford Squirt 1 |
| Friday | February 12, 2021 | 7:10 PM | 8:00 PM | Practice | Chase Arena | Squirt B |
| Saturday | February 13, 2021 | 7:00 PM | 8:00 PM | Game | Wellesley Rink 1 | vs. Westwood Squirt 1 |
| Tuesday | February 16, 2021 | 2:10 PM | 3:10 PM | Game | Hockeytown 4 | vs. Reading Squirt 1 |
| Wednesday | February 17, 2021 | 6:40 PM | 7:30 PM | Practice | Chase Arena | Squirt B |
| Thursday | February 18, 2021 | 7:10 PM | 8:10 PM | Practice | Rivers | Squirt D |
| Saturday | February 20, 2021 | 6:10 PM | 7:10 PM | Practice | Chase Arena | Squirt B |
| Sunday | February 21, 2021 | 5:50 PM | 6:50 PM | Game | Natick | vs. Waltham Squirt 1 |
| Tuesday | February 23, 2021 | 6:00 PM | 7:00 PM | Practice | Rivers | Squirt B |
| Saturday | February 27, 2021 | 3:00 PM | 3:50 PM | Practice | Chase Arena | Squirt B |
| Wednesday | March 3, 2021 | 6:40 PM | 7:30 PM | Practice | Chase Arena | Squirt B |
| Thursday | March 4, 2021 | 4:50 PM | 5:50 PM | Practice | Rivers | |
| Friday | March 5, 2021 | 6:10 PM | 7:10 PM | Game | Burlington | vs. Arlington Squirt 1 |
| Saturday | March 6, 2021 | 3:00 PM | 3:50 PM | Practice | Chase Arena | |
| Sunday | March 7, 2021 | 8:20 AM | 9:20 AM | Game | West Roxbury | vs. Parkway Squirt 1 |
| Monday | March 8, 2021 | 6:40 PM | 7:30 PM | Practice | Chase Arena | Squirt B |
| Wednesday | March 10, 2021 | 6:15 PM | 7:05 PM | Practice | Babson | Squirt B |
| Saturday | March 13, 2021 | 1:10 PM | 2:10 PM | Game | Wellesley Rink 1 | vs. Lexington/Bedford Squirt 1 |
| Sunday | March 14, 2021 | 7:00 AM | 8:00 AM | Game | Arlington | vs. Arlington Squirt 1 |
| Monday | March 15, 2021 | 6:40 PM | 7:30 PM | Practice | Chase Arena | Squirt B |
| Friday | March 19, 2021 | 6:00 PM | 6:50 PM | Practice | Chase Arena | Squirt B |
| Saturday | March 20, 2021 | 1:30 PM | 2:30 PM | Game | Charlestown | vs. Charlestown Squirt 1 |
| Sunday | March 21, 2021 | 6:40 PM | 7:40 PM | Game | Woburn | vs. Arlington Squirt 1 |
| Wednesday | March 24, 2021 | 6:15 PM | 7:05 PM | Practice | Babson | Squirt B |
| Thursday | March 25, 2021 | 6:10 PM | 7:00 PM | Practice | Chase Arena | Squirt B |
| Friday | March 26, 2021 | 7:00 PM | 7:50 PM | Practice | Chase Arena | Pee Wee B1 |
| Tuesday | March 30, 2021 | 3:30 PM | 4:20 PM | Extra-Practice | Boston Sports Institute | |
| Saturday | April 3, 2021 | 3:40 PM | 4:40 PM | Game | Boston Sports Institute | vs. #4 - Waltham |
| Friday | April 9, 2021 | 2:30 PM | 3:30 PM | Extra-Practice | Boston Sports Institute | |
| Saturday | April 10, 2021 | 2:50 PM | 3:50 PM | Game | Valley Forum 2 | vs. #2 - Arlington |
| Sunday | April 11, 2021 | 10:40 AM | 11:40 AM | Game | Kasabuski Rink | vs. #1 - Burlington |