| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Friday | June 2, 2023 | 4:00 PM | 5:00 PM | Practice | Carlson | |
| Sunday | June 4, 2023 | 3:00 PM | 5:00 PM | Practice | Carlson | |
| Friday | June 9, 2023 | 4:00 PM | 5:00 PM | Practice | Carlson | |
| Saturday | June 10, 2023 | 9:00 AM | 10:00 AM | Practice | Carlson | |
| Saturday | June 10, 2023 | 10:00 AM | 11:00 AM | Practice | Carlson | |
| Sunday | June 11, 2023 | 1:00 PM | 2:00 PM | Other | Carlson Field | |
| Sunday | June 11, 2023 | 2:00 PM | 3:30 PM | Extra-Practice | Carlson Field | |
| Monday | June 12, 2023 | 4:00 PM | 5:00 PM | Practice | Hersey | |
| Friday | June 16, 2023 | 3:00 PM | 4:00 PM | Practice | Carlson | |
| Friday | June 16, 2023 | 4:00 PM | 4:30 PM | Practice | Carlson | |
| Saturday | June 17, 2023 | TBD | TBD | Meeting | Carlson Field | |
| Sunday | June 18, 2023 | 2:00 PM | 4:00 PM | Extra-Practice | Carlson | |
| Tuesday | June 20, 2023 | 5:00 PM | 8:00 PM | Practice | Carlson | |
| Wednesday | June 21, 2023 | 6:00 PM | 8:00 PM | Practice | Carlson | |
| Thursday | June 22, 2023 | 6:00 PM | 8:00 PM | Game | Carlson | vs. East Braintree |
| Friday | June 23, 2023 | 3:00 PM | 4:30 PM | Practice | Carlson | |
| Saturday | June 24, 2023 | 4:00 PM | 6:00 PM | Other | 241 King St | |
| Sunday | June 25, 2023 | 10:00 AM | 11:30 AM | Practice | Carlson | |
| Monday | June 26, 2023 | 6:00 PM | 8:00 PM | Game | Hollingsworth Park - Brooks Field | @ Milton National |
| Tuesday | June 27, 2023 | 6:00 PM | 7:30 PM | Practice | Carlson | |
| Wednesday | June 28, 2023 | 6:00 PM | 8:00 PM | Game | Carlson | vs. Cohasset |
| Friday | June 30, 2023 | 3:00 PM | 4:30 PM | Practice | Carlson | |
| Sunday | July 2, 2023 | 10:00 AM | 11:00 AM | Practice | Carlson | |
| Monday | July 3, 2023 | 3:00 PM | 4:30 PM | Practice | Carlson | |
| Wednesday | July 5, 2023 | 6:00 PM | 7:30 PM | Game | Woodworth Little League Complex | @ Norwell |
| Thursday | July 6, 2023 | 3:00 PM | 4:30 PM | Practice | Carlson | |
| Friday | July 7, 2023 | 8:00 PM | 10:00 PM | Game | Hollingsworth Park | @ Braintree American |
| Saturday | July 8, 2023 | 3:00 PM | 4:30 PM | Practice | Carlson | |
| Sunday | July 9, 2023 | 4:00 PM | 6:00 PM | Game | Carlson | vs. Scituate |
| Monday | July 10, 2023 | 6:00 PM | 8:00 PM | Game | Piatelli Field | vs. Norwell |
| Wednesday | July 12, 2023 | 6:00 PM | 8:00 PM | Game | Carlson | vs. SYBL - East Braintree |
| Thursday | July 13, 2023 | 6:00 PM | 7:30 PM | Game | Freedom Field - Cohasset Little League | @ SYBL - Cohasset |
| Tuesday | July 18, 2023 | 6:00 PM | 7:00 PM | Game | McConnell Park | @ SYBL - Dorchester |
| Thursday | July 20, 2023 | 6:00 PM | 8:00 PM | Game | Woodworth Little League Complex | @ SYBL - Norwell |
| Tuesday | July 25, 2023 | 6:00 PM | 7:00 PM | Game | Downey School | @ SYBL - Brockton |
| Wednesday | July 26, 2023 | 5:00 PM | 6:30 PM | Practice | HMS | |
| Friday | July 28, 2023 | 7:30 PM | 9:30 PM | Game | Sandwich Little League | @ Medfield - Field AL2 |
| Saturday | July 29, 2023 | 10:00 AM | 12:00 PM | Game | Sandwich Little League | @ Needham - AL3 |
| Saturday | July 29, 2023 | 2:00 PM | 4:00 PM | Game | Sandwich Little League | @ Milton National - AL2 |
| Sunday | July 30, 2023 | TBD | TBD | Other | Sandwich Little League | |
| Monday | July 31, 2023 | 5:45 PM | 8:00 PM | Game | Carlson | vs. SYBL - Braintree American |
| Tuesday | August 1, 2023 | 6:00 PM | 8:00 PM | Game | Watson Park Baseball Complex | @ SYBL - East Braintree |
| Wednesday | August 2, 2023 | 5:45 PM | 8:00 PM | Game | Haley Field | vs. SYBL - Cohasset |
| Sunday | August 6, 2023 | 12:30 PM | 2:30 PM | Game | 255 Baker St | @ Norwell |