| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Monday | September 7, 2020 | 7:40 PM | 8:30 PM | Practice | Chase Arena | |
| Sunday | September 13, 2020 | 5:50 PM | 6:50 PM | Game | Natick | vs. Westwood Peewee 2 |
| Monday | September 14, 2020 | 6:40 PM | 7:30 PM | Practice | Chase Arena | |
| Wednesday | September 16, 2020 | 7:40 PM | 8:30 PM | Practice | Chase Arena | U12 |
| Saturday | September 19, 2020 | 5:45 PM | 6:45 PM | Game | North Star C | vs. Concord Carlisle Peewee 2 |
| Tuesday | September 22, 2020 | 7:40 PM | 8:30 PM | Practice | Chase Arena | Pee Wee B2 |
| Thursday | September 24, 2020 | 7:10 PM | 8:00 PM | Practice | Chase Arena | Pee Wee B2 |
| Saturday | September 26, 2020 | 7:00 AM | 8:00 AM | Game | Waltham | vs. Waltham Peewee 4 |
| Sunday | September 27, 2020 | 4:40 PM | 5:40 PM | Game | Natick | vs. Westwood Peewee 2 |
| Tuesday | September 29, 2020 | 7:40 PM | 8:30 PM | Practice | Chase Arena | Pee Wee B2 |
| Thursday | October 1, 2020 | 7:10 PM | 8:00 PM | Practice | Chase Arena | Pee Wee B1 |
| Saturday | October 3, 2020 | 9:40 AM | 10:40 AM | Game | Wellesley Rink 1 | vs. Needham Peewee 2 |
| Sunday | October 4, 2020 | 12:00 PM | 12:50 PM | Practice | Chase Arena | |
| Wednesday | October 7, 2020 | 7:40 PM | 8:30 PM | Practice | Chase Arena | Pee Wee B2 |
| Thursday | October 8, 2020 | 7:10 PM | 8:00 PM | Practice | Chase Arena | Pee Wee B2 |
| Saturday | October 10, 2020 | 12:00 PM | 1:00 PM | Game | Dorchester | vs. Dorchester Peewee 3 |
| Sunday | October 11, 2020 | 1:05 PM | 2:05 PM | Game | South Boston | vs. South Boston Peewee 2 |
| Wednesday | October 14, 2020 | 7:40 PM | 8:30 PM | Practice | Chase Arena | Bantam C2 |
| Thursday | October 15, 2020 | 7:10 PM | 8:00 PM | Practice | Chase Arena | Pee Wee B2 |
| Saturday | October 17, 2020 | 5:00 PM | 6:00 PM | Practice | Chase Arena | Pee Wee A |
| Sunday | October 18, 2020 | 5:50 PM | 6:50 PM | Game | Natick | vs. Belmont Peewee 3 |
| Tuesday | October 20, 2020 | 6:40 PM | 7:30 PM | Practice | Chase Arena | Pee Wee B2 |
| Saturday | October 24, 2020 | 3:15 PM | 4:15 PM | Game | North Star C | vs. Junior Railers Peewee 3 |
| Saturday | October 31, 2020 | 4:20 PM | 5:20 PM | Game | Malden | vs. Medford Peewee 2 |
| Saturday | November 7, 2020 | 11:00 AM | 12:00 PM | Game | Buffone Arena | vs. Jr. Crusaders Peewee 2 |
| Sunday | November 8, 2020 | 4:40 PM | 5:40 PM | Game | Natick | vs. Medfield Peewee 2 |
| Wednesday | November 11, 2020 | 7:40 PM | 8:30 PM | Practice | Chase Arena | Bantam C2 |
| Friday | November 13, 2020 | 7:00 PM | 7:50 PM | Practice | Chase Arena | Pee Wee B2 |
| Saturday | November 14, 2020 | 5:00 PM | 6:00 PM | Practice | Chase Arena | Squirt B |
| Sunday | November 15, 2020 | 5:50 PM | 6:50 PM | Game | Natick | vs. SMS Peewee 2 |
| Monday | November 16, 2020 | 7:40 PM | 8:30 PM | Practice | Chase Arena | Pee Wee B2 |
| Friday | November 20, 2020 | 6:20 PM | 7:10 PM | Practice | Babson | Pee Wee B2 |
| Saturday | November 21, 2020 | 12:10 PM | 1:10 PM | Game | Buffone Arena | vs. North Central MA Peewee 2 |
| Sunday | November 22, 2020 | 7:00 AM | 7:50 AM | Practice | Chase Arena | Bantam C2 |
| Tuesday | November 24, 2020 | 6:40 PM | 7:30 PM | Practice | Chase Arena | U12 |
| Saturday | November 28, 2020 | 12:00 PM | 12:50 PM | Practice | Chase Arena | Pee Wee A |
| Sunday | November 29, 2020 | 4:00 PM | 5:00 PM | Game | Hyde Park | vs. Hyde Park Peewee 1 |
| Monday | November 30, 2020 | 7:40 PM | 8:30 PM | Practice | Chase Arena | Pee Wee B2 |
| Wednesday | December 2, 2020 | 6:40 PM | 7:30 PM | Practice | Chase Arena | Pee Wee B1 |
| Friday | December 4, 2020 | 7:20 PM | 8:20 PM | Game | NESC1 | vs. SMS Peewee 2 |
| Saturday | December 5, 2020 | 2:55 PM | 3:55 PM | Game | Charlestown | vs. Watertown Peewee 1 |
| Sunday | December 6, 2020 | 12:50 PM | 1:50 PM | Game | Framingham | vs. Medfield Peewee 2 |
| Wednesday | December 9, 2020 | 7:40 PM | 8:30 PM | Practice | Chase Arena | Pee Wee B2 |
| Friday | December 11, 2020 | 7:20 PM | 8:10 PM | Practice | Babson | U14 B |
| Saturday | December 12, 2020 | 12:50 PM | 1:50 PM | Game | Fessenden | vs. Newton Peewee 3 |
| Sunday | December 13, 2020 | 12:00 PM | 12:50 PM | Practice | Chase Arena | |
| Tuesday | December 15, 2020 | 6:00 PM | 7:00 PM | Practice | Rivers | Pee Wee B2 |
| Thursday | December 17, 2020 | 7:10 PM | 8:00 PM | Game | William L. Chase Arena | vs. State Playdown vs PW B2 |
| Saturday | December 19, 2020 | 2:55 PM | 3:55 PM | Game | Charlestown | vs. Charlestown Peewee 2 |
| Sunday | December 20, 2020 | 7:00 AM | 7:50 AM | Practice | Chase Arena | |
| Saturday | December 26, 2020 | 2:00 PM | 2:50 PM | Practice | Chase Arena | |
| Sunday | December 27, 2020 | 4:40 PM | 5:40 PM | Game | Natick | vs. Arlington Peewee 3 |
| Tuesday | December 29, 2020 | 7:40 PM | 8:30 PM | Practice | Chase Arena | Pee Wee A |
| Friday | January 1, 2021 | 6:15 PM | 7:05 PM | Practice | Babson | Pee Wee B2 |
| Saturday | January 2, 2021 | 3:10 PM | 4:10 PM | Game | Wellesley Rink 2 | vs. Parkway Peewee 3 |
| Sunday | January 3, 2021 | 6:00 AM | 6:50 AM | Practice | Chase Arena | Squirt C |
| Monday | January 4, 2021 | 7:40 PM | 8:30 PM | Practice | Chase Arena | Pee Wee B2 |
| Saturday | January 9, 2021 | 5:00 PM | 6:00 PM | Practice | Chase Arena | Pee Wee B2 |
| Sunday | January 10, 2021 | 10:30 AM | 11:30 AM | Game | Fessenden | vs. Newton Peewee 3 |
| Friday | January 15, 2021 | 7:00 PM | 8:00 PM | Practice | Chase Arena | Bantam C2 |
| Saturday | January 16, 2021 | 9:30 AM | 10:30 AM | Game | Hopedale | vs. New England Knights U12 |
| Sunday | January 17, 2021 | 9:20 AM | 10:20 AM | Game | Fessenden | vs. Framingham Peewee 3 |
| Monday | January 18, 2021 | 7:40 PM | 8:30 PM | Practice | Chase Arena | Pee Wee B2 |
| Sunday | January 24, 2021 | 4:40 PM | 5:40 PM | Game | Natick | vs. Parkway Peewee 3 |
| Friday | January 29, 2021 | 7:30 PM | 8:20 PM | Practice | Babson | Bantam C2 |
| Saturday | January 30, 2021 | 7:40 PM | 8:40 PM | Game | Waltham | vs. Waltham Peewee 5 |
| Sunday | January 31, 2021 | 7:00 AM | 7:50 AM | Practice | Chase Arena | Bantam C2 |
| Monday | February 1, 2021 | 7:40 PM | 8:30 PM | Practice | Chase Arena | Bantam C2 |
| Thursday | February 4, 2021 | 7:10 PM | 8:10 PM | Practice | Rivers | U12 |
| Saturday | February 6, 2021 | 11:00 AM | 12:00 PM | Game | Framingham | vs. Triboro Peewee 3 |
| Saturday | February 6, 2021 | 5:40 PM | 6:40 PM | Game | Fessenden Ice Rink | vs. Newton PeeWee 3 |
| Sunday | February 7, 2021 | 5:50 PM | 6:50 PM | Game | Natick | vs. Belmont Peewee 4 |
| Wednesday | February 10, 2021 | 7:40 PM | 8:30 PM | Practice | Chase Arena | Pee Wee B2 |
| Tuesday | February 16, 2021 | 6:40 PM | 7:40 PM | Game | Viglirolo Skating Rink | vs. Belmont Pee Wee 4 |
| Wednesday | February 17, 2021 | 1:50 PM | 2:50 PM | Game | Hockeytown 4 | vs. Lexington/Bedford Peewee 4 |
| Thursday | February 18, 2021 | 8:10 PM | 9:00 PM | Practice | Chase Arena | Bantam C2 |
| Saturday | February 20, 2021 | 1:10 PM | 2:10 PM | Game | Flynn | vs. Melrose Peewee 2 |
| Sunday | February 21, 2021 | 6:00 AM | 6:50 AM | Practice | Chase Arena | Pee Wee B1 |
| Wednesday | February 24, 2021 | 7:40 PM | 8:30 PM | Practice | Chase Arena | Pee Wee B2 |
| Friday | February 26, 2021 | 7:10 PM | 8:00 PM | Practice | Chase Arena | U12 |
| Saturday | February 27, 2021 | 7:40 PM | 8:40 PM | Game | Cambridge | vs. Cambridge Peewee 2 |
| Wednesday | March 3, 2021 | 6:15 PM | 7:05 PM | Practice | Babson | Pee Wee B2 |
| Thursday | March 4, 2021 | 6:00 PM | 7:00 PM | Practice | Rivers | |
| Saturday | March 6, 2021 | 9:20 AM | 10:20 AM | Game | Rodman NHL | vs. Dorchester Peewee 4 |
| Sunday | March 7, 2021 | 11:40 AM | 12:40 PM | Game | Wellesley Rink 2 | vs. Waltham Peewee 5 |
| Thursday | March 11, 2021 | 6:10 PM | 7:00 PM | Practice | Chase Arena | Pee Wee B2 |
| Friday | March 12, 2021 | 8:00 PM | 8:50 PM | Practice | Chase Arena | Pee Wee B2 |
| Saturday | March 13, 2021 | 4:20 PM | 5:20 PM | Game | Hyde Park | vs. Triboro Peewee 3 |
| Sunday | March 14, 2021 | 2:10 PM | 3:10 PM | Game | Malden | vs. Lynn Peewee 2 |
| Wednesday | March 17, 2021 | 7:40 PM | 8:30 PM | Practice | Chase Arena | Pee Wee B2 |
| Thursday | March 18, 2021 | 7:10 PM | 8:00 PM | Practice | Chase Arena | Pee Wee B2 |
| Saturday | March 20, 2021 | 11:00 AM | 12:00 PM | Game | Buffone Arena | vs. Junior Railers Peewee 4 |
| Sunday | March 21, 2021 | 5:50 PM | 6:50 PM | Practice | Chase Arena | Pee Wee B2 |
| Monday | March 22, 2021 | 7:40 PM | 8:30 PM | Practice | Chase Arena | Pee Wee B2 |
| Thursday | March 25, 2021 | 7:10 PM | 8:00 PM | Practice | Chase Arena | Pee Wee A |
| Saturday | March 27, 2021 | 5:10 PM | 6:10 PM | Game | Veterans Memorial Skating Rink | vs. Needham A2 |
| Sunday | March 28, 2021 | 11:30 AM | 12:30 PM | Game | Veterans Memorial Skating Rink | vs. Lexington/Bedford A |