| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Wednesday | August 11, 2021 | 7:00 PM | 7:50 PM | Practice | O'Brien | |
| Monday | September 6, 2021 | 6:00 PM | 6:50 PM | Practice | O'Brien | Squirt A |
| Saturday | September 11, 2021 | 3:45 PM | 4:45 PM | Game | Boxboro Nashoba Olympia | vs. Junior Crusaders U12 Black |
| Monday | September 13, 2021 | 6:00 PM | 6:50 PM | Practice | O'Brien | Squirt AAA |
| Wednesday | September 15, 2021 | 6:00 PM | 6:50 PM | Practice | O'Brien | MBW U14 Black, MBW U14 Gold |
| Sunday | September 19, 2021 | 8:10 AM | 9:10 AM | Game | Woburn O'Brien Rink | vs. Charlestown Townies U12 |
| Monday | September 20, 2021 | 6:00 PM | 6:50 PM | Practice | O'Brien | Squirt AA |
| Wednesday | September 22, 2021 | 6:00 PM | 6:50 PM | Practice | O'Brien | MBW U14 Black, MBW U14 Gold |
| Sunday | September 26, 2021 | 8:10 AM | 9:10 AM | Game | Woburn O'Brien Rink | vs. Allston/Brighton Warriors U12 |
| Monday | September 27, 2021 | 6:00 PM | 6:50 PM | Practice | O'Brien | Squirt A |
| Wednesday | September 29, 2021 | 6:00 PM | 6:50 PM | Practice | O'Brien | MBW U14 Black, MBW U14 Gold |
| Saturday | October 2, 2021 | 6:30 PM | 7:30 PM | Game | Watertown Ryan Arena | vs. Waltham Lady Hawks U12 A |
| Monday | October 4, 2021 | 6:00 PM | 6:50 PM | Practice | O'Brien | Squirt AAA |
| Wednesday | October 6, 2021 | 6:00 PM | 6:50 PM | Practice | O'Brien | MBW U14 Black, MBW U14 Gold |
| Sunday | October 10, 2021 | 8:10 AM | 9:10 AM | Game | Framingham Loring Arena | vs. Framingham Lady Flyers U12 A |
| Monday | October 11, 2021 | 6:00 PM | 6:50 PM | Practice | O'Brien | Squirt AA |
| Wednesday | October 13, 2021 | 6:00 PM | 6:50 PM | Practice | O'Brien | MBW U14 Black, MBW U14 Gold |
| Sunday | October 17, 2021 | 7:00 AM | 8:00 AM | Game | Woburn O'Brien Rink | vs. Brookline Warriors U12 A |
| Monday | October 18, 2021 | 6:00 PM | 6:50 PM | Practice | O'Brien | Squirt A |
| Wednesday | October 20, 2021 | 6:00 PM | 6:50 PM | Practice | O'Brien | MBW U14 Black, MBW U14 Gold |
| Saturday | October 23, 2021 | 4:20 PM | 5:20 PM | Game | Woburn O'Brien Rink | vs. Melrose U12 |
| Monday | October 25, 2021 | 6:00 PM | 6:50 PM | Practice | O'Brien | Squirt AAA |
| Wednesday | October 27, 2021 | 6:00 PM | 6:50 PM | Practice | O'Brien | MBW U14 Black, MBW U14 Gold |
| Saturday | October 30, 2021 | 4:20 PM | 5:20 PM | Game | Woburn O'Brien Rink | vs. Norwood Nuggets U12 |
| Monday | November 1, 2021 | 6:00 PM | 6:50 PM | Practice | O'Brien | |
| Wednesday | November 3, 2021 | 6:00 PM | 6:50 PM | Practice | O'Brien | MBW U14 Black, MBW U14 Gold |
| Saturday | November 6, 2021 | 3:50 PM | 4:50 PM | Game | Gloucester Talbot Rink | vs. Cape Ann U12 |
| Monday | November 8, 2021 | 6:00 PM | 6:50 PM | Practice | O'Brien | |
| Wednesday | November 10, 2021 | 6:00 PM | 6:50 PM | Practice | O'Brien | MBW U14 Black, MBW U14 Gold |
| Sunday | November 14, 2021 | 8:10 AM | 9:10 AM | Game | Woburn O'Brien Rink | vs. Framingham Lady Flyers U12 A |
| Monday | November 15, 2021 | 6:00 PM | 6:50 PM | Practice | O'Brien | Squirt AAA |
| Wednesday | November 17, 2021 | 6:00 PM | 6:50 PM | Practice | O'Brien | MBW U14 Black, MBW U14 Gold |
| Monday | November 22, 2021 | 6:00 PM | 6:50 PM | Practice | O'Brien | Squirt AA |
| Saturday | November 27, 2021 | 7:30 AM | 8:30 AM | Game | W. Roxbury Roche Arena | vs. Parkway Lady Hawks U12 Black |
| Monday | November 29, 2021 | 6:00 PM | 6:50 PM | Practice | O'Brien | Squirt A |
| Sunday | December 5, 2021 | 4:00 PM | 5:00 PM | Game | Brighton Reilly Memorial Rink | vs. Allston/Brighton Warriors U12 |
| Monday | December 6, 2021 | 6:00 PM | 6:50 PM | Practice | O'Brien | Squirt AAA |
| Sunday | December 12, 2021 | 1:00 PM | 2:00 PM | Game | Gloucester Talbot Rink | vs. Cape Ann U12 |
| Sunday | December 12, 2021 | 6:00 PM | 10:00 PM | Other | South End Italian Club | |
| Monday | December 13, 2021 | 6:00 PM | 6:50 PM | Practice | O'Brien | Squirt AA |
| Saturday | December 18, 2021 | 8:10 AM | 9:10 AM | Game | Middleton Essex Sports Center | vs. Melrose U12 |
| Monday | December 20, 2021 | 6:00 PM | 6:50 PM | Practice | O'Brien | Squirt A |
| Monday | December 27, 2021 | 6:00 PM | 6:50 PM | Practice | O'Brien | Squirt AAA |
| Sunday | January 2, 2022 | 12:50 PM | 1:50 PM | Game | Reading Burbank Arena | vs. Reading Rockets U12 A |
| Monday | January 3, 2022 | 6:00 PM | 6:50 PM | Practice | O'Brien | Squirt AA |
| Saturday | January 8, 2022 | 6:50 PM | 7:50 PM | Game | Belmont High | vs. Parkway Lady Hawks U12 Black |
| Monday | January 10, 2022 | 6:00 PM | 6:50 PM | Practice | O'Brien | Squirt A |
| Saturday | January 15, 2022 | 4:20 PM | 5:20 PM | Game | Woburn O'Brien Rink | vs. Melrose U12 |
| Monday | January 17, 2022 | 6:00 PM | 6:50 PM | Practice | O'Brien | Squirt AAA |
| Sunday | January 23, 2022 | 8:10 AM | 9:10 AM | Game | Middleton Essex Sports Center | vs. Cape Ann U12 |
| Tuesday | January 25, 2022 | 7:20 PM | 8:20 PM | Practice | O'Brien | Squirt AA |
| Thursday | January 27, 2022 | 7:00 PM | 8:00 PM | Other | O'Brien Rink | |
| Sunday | January 30, 2022 | 4:00 PM | 5:00 PM | Game | Brighton Reilly Memorial Rink | vs. Allston/Brighton Warriors U12 |
| Tuesday | February 1, 2022 | 5:00 PM | 6:00 PM | Practice | O'Brien | Squirt A |
| Saturday | February 5, 2022 | 8:10 AM | 9:10 AM | Game | Middleton Essex Sports Center | vs. Masco Lady Chieftains U12 |
| Tuesday | February 8, 2022 | 6:10 PM | 7:10 PM | Practice | O'Brien | |
| Sunday | February 13, 2022 | 11:40 AM | 12:40 PM | Game | Arlington Rink | vs. Arlington U12 |
| Tuesday | February 15, 2022 | 6:10 PM | 7:10 PM | Practice | O'Brien | |
| Sunday | February 20, 2022 | 8:10 AM | 9:10 AM | Game | Woburn O'Brien Rink | vs. Needham U12 |
| Monday | February 21, 2022 | 6:00 PM | 6:50 PM | Practice | O'Brien | Squirt A |
| Saturday | February 26, 2022 | 5:00 PM | 6:00 PM | Game | Natick Chase Arena | vs. Natick Comets U12 B |
| Monday | February 28, 2022 | 6:00 PM | 6:50 PM | Practice | O'Brien | Squirt AAA |
| Wednesday | March 2, 2022 | 7:00 PM | 7:50 PM | Other | O'Brien Rink | |
| Wednesday | March 2, 2022 | 8:00 PM | 8:50 PM | Other | O'Brien Rink | |
| Saturday | March 5, 2022 | 7:00 AM | 8:00 AM | Game | Stoneham Arena | vs. Stoneham Spartans U12 |
| Monday | March 7, 2022 | 6:00 PM | 6:50 PM | Practice | O'Brien | Squirt A |
| Saturday | March 12, 2022 | 8:10 AM | 9:10 AM | Game | Middleton Essex Sports Center | vs. Masco Lady Chieftains U12 |
| Monday | March 14, 2022 | 7:00 PM | 7:50 PM | Practice | O'Brien | |
| Monday | March 21, 2022 | 7:00 PM | 7:50 PM | Practice | O'Brien | |
| Sunday | March 27, 2022 | 9:50 AM | 10:50 AM | Game | Stoneham Arena | vs. Stoneham Spartans U12 |