| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Tuesday | November 7, 2023 | 6:00 PM | 7:00 PM | Extra-Practice | North Pembroke Elementary School | |
| Thursday | November 9, 2023 | 7:30 PM | 8:30 PM | Extra-Practice | Hobomock Elementary School | |
| Tuesday | November 14, 2023 | 6:00 PM | 7:00 PM | Extra-Practice | North Pembroke Elementary School | |
| Thursday | November 16, 2023 | 7:30 PM | 8:30 PM | Extra-Practice | Hobomock Elementary School | |
| Tuesday | November 21, 2023 | 6:00 PM | 7:00 PM | Extra-Practice | North Pembroke Elementary School | |
| Thursday | November 23, 2023 | 7:30 PM | 8:30 PM | Other | Hobomock Elementary School | |
| Tuesday | November 28, 2023 | 7:00 PM | 8:00 PM | Extra-Practice | North Pembroke Elementary School | |
| Saturday | December 2, 2023 | 4:45 PM | 5:45 PM | Game | Milton High School | @ Milton (White) |
| Tuesday | December 5, 2023 | 7:00 PM | 8:00 PM | Extra-Practice | North Pembroke Elementary School | |
| Thursday | December 7, 2023 | 5:00 PM | 6:00 PM | Extra-Practice | Pembroke Community Middle School | |
| Saturday | December 9, 2023 | 8:30 AM | 9:30 AM | Game | Cohasset High School | @ Cohasset |
| Sunday | December 10, 2023 | 9:30 AM | 10:30 AM | Game | Pembroke Community Middle School | vs. Hull |
| Tuesday | December 12, 2023 | 7:00 PM | 8:00 PM | Extra-Practice | North Pembroke Elementary School | |
| Thursday | December 14, 2023 | 5:00 PM | 6:00 PM | Extra-Practice | Pembroke Community Middle School | |
| Sunday | December 17, 2023 | 12:00 PM | 1:00 PM | Game | Pembroke High School | vs. East Bridgewater |
| Thursday | December 21, 2023 | 5:00 PM | 6:00 PM | Extra-Practice | Pembroke Community Middle School | |
| Tuesday | December 26, 2023 | 7:00 PM | 8:00 PM | Other | North Pembroke Elementary School | |
| Thursday | December 28, 2023 | 5:00 PM | 6:00 PM | Other | Pembroke Community Middle School | |
| Tuesday | January 2, 2024 | 7:00 PM | 8:00 PM | Extra-Practice | North Pembroke Elementary School | |
| Friday | January 5, 2024 | 6:00 PM | 7:00 PM | Extra-Practice | North Pembroke Elementary School | |
| Saturday | January 6, 2024 | 2:30 PM | 3:30 PM | Game | Pembroke Community Middle School | vs. Rockland |
| Sunday | January 7, 2024 | 1:15 PM | 2:15 PM | Game | Pembroke Community Middle School | vs. Weymouth (Maroon) |
| Tuesday | January 9, 2024 | 7:00 PM | 8:00 PM | Extra-Practice | North Pembroke Elementary School | |
| Thursday | January 11, 2024 | 5:00 PM | 6:00 PM | Extra-Practice | Pembroke Community Middle School | |
| Sunday | January 14, 2024 | 3:15 PM | 4:15 PM | Game | Duxbury Middle School | @ Duxbury |
| Tuesday | January 16, 2024 | 7:00 PM | 8:00 PM | Extra-Practice | North Pembroke Elementary School | |
| Friday | January 19, 2024 | 6:00 PM | 7:00 PM | Extra-Practice | North Pembroke Elementary School | |
| Saturday | January 20, 2024 | 9:30 AM | 10:30 AM | Game | Vinal Elementary School | @ Norwell |
| Tuesday | January 23, 2024 | 7:00 PM | 8:00 PM | Extra-Practice | North Pembroke Elementary School | |
| Thursday | January 25, 2024 | 5:00 PM | 6:00 PM | Extra-Practice | Pembroke Community Middle School | |
| Friday | January 26, 2024 | 6:00 PM | 7:00 PM | Game | Abington High School | @ Abington |
| Saturday | January 27, 2024 | 2:30 PM | 3:30 PM | Game | Pembroke Community Middle School | vs. Braintree |
| Tuesday | January 30, 2024 | 6:00 PM | 7:30 PM | Extra-Practice | North Pembroke Elementary School | |
| Thursday | February 1, 2024 | 5:00 PM | 6:00 PM | Extra-Practice | Pembroke Community Middle School | |
| Tuesday | February 6, 2024 | 7:00 PM | 8:00 PM | Extra-Practice | North Pembroke Elementary School | |
| Friday | February 9, 2024 | 6:00 PM | 7:00 PM | Extra-Practice | North Pembroke Elementary School | |
| Saturday | February 10, 2024 | 2:30 PM | 3:30 PM | Game | Pembroke Community Middle School | vs. Scituate |
| Thursday | February 15, 2024 | 5:00 PM | 6:00 PM | Extra-Practice | Pembroke Community Middle School | |
| Sunday | February 18, 2024 | 11:45 AM | 12:45 PM | Game | Halifax Elementary School | @ Halifax |
| Tuesday | February 20, 2024 | 7:00 PM | 8:00 PM | Other | North Pembroke Elementary School | |
| Thursday | February 22, 2024 | 5:00 PM | 6:00 PM | Other | Pembroke Community Middle School | |
| Tuesday | February 27, 2024 | 7:00 PM | 8:00 PM | Extra-Practice | North Pembroke Elementary School | |
| Thursday | February 29, 2024 | 5:00 PM | 6:00 PM | Extra-Practice | Pembroke Community Middle School | |
| Tuesday | March 5, 2024 | 7:00 PM | 8:00 PM | Other | North Pembroke Elementary School | |
| Thursday | March 7, 2024 | 5:00 PM | 6:00 PM | Extra-Practice | Pembroke Community Middle School | |
| Saturday | March 9, 2024 | 10:45 AM | 11:45 AM | Game | Pembroke Community Middle School | vs. Halifax |
| Sunday | March 10, 2024 | 5:45 PM | 6:45 PM | Game | Hingham Middle School | vs. Cohasset |