| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Wednesday | February 18, 2026 | 8:30 PM | 9:20 PM | Practice | Burlington | Bantam 2, Bantam 1, Pee Wee 2, Pee Wee 3 |
| Tuesday | September 8, 2026 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 2 |
| Thursday | September 10, 2026 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 2 |
| Sunday | September 13, 2026 | 1:50 PM | 2:50 PM | Game | Belmont High | @ Belmont Peewee 1 |
| Tuesday | September 15, 2026 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 2, Girls U14A |
| Thursday | September 17, 2026 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 2 |
| Sunday | September 20, 2026 | 4:20 PM | 5:20 PM | Game | Malden | vs. Wakefield Peewee 1 |
| Tuesday | September 22, 2026 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 2, Girls U14A |
| Thursday | September 24, 2026 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 2 |
| Saturday | September 26, 2026 | 9:20 AM | 10:20 AM | Game | Malden | @ Stoneham Peewee 1 |
| Sunday | September 27, 2026 | 4:20 PM | 5:20 PM | Game | Kasabuski | vs. Lynnfield-Saugus Peewee 1 |
| Tuesday | September 29, 2026 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 2, Girls U14A |
| Thursday | October 1, 2026 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 2 |
| Sunday | October 4, 2026 | 4:20 PM | 5:20 PM | Game | Malden | vs. NH East Peewee 1 |
| Tuesday | October 6, 2026 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 2, Girls U14A |
| Thursday | October 8, 2026 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 2 |
| Sunday | October 11, 2026 | 5:30 PM | 6:30 PM | Game | Malden | @ Arlington Peewee 1 |
| Tuesday | October 13, 2026 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 2, Girls U14A |
| Thursday | October 15, 2026 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 2 |
| Saturday | October 17, 2026 | 1:20 PM | 2:20 PM | Game | Malden | @ Lexington/Bedford Peewee 1 |
| Sunday | October 18, 2026 | 3:10 PM | 4:10 PM | Game | Malden | vs. Winthrop Peewee 1 |
| Tuesday | October 20, 2026 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 2, Girls U14A |
| Thursday | October 22, 2026 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 2 |
| Sunday | October 25, 2026 | 5:50 PM | 7:00 PM | Game | Natick | vs. Natick Peewee 1 |
| Tuesday | October 27, 2026 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 2, Girls U14A |
| Thursday | October 29, 2026 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 2 |
| Tuesday | November 3, 2026 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 2, Girls U14A |
| Thursday | November 5, 2026 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 2 |
| Tuesday | November 10, 2026 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 2, Girls U14A |
| Thursday | November 12, 2026 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 2 |
| Tuesday | November 17, 2026 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 2, Girls U14A |
| Thursday | November 19, 2026 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 2 |
| Tuesday | November 24, 2026 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 2, Girls U14A |
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For Parents
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- Winchester Youth Hockey Locker Room and Restroom Policy
- Winchester Youth Hockey Enrollment Process
- USA Hockey Neck Laceration Protection
- Family Enrollment Discounts
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- Registration