| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Saturday | September 6, 2025 | 6:40 PM | 7:40 PM | Game | Revere | vs. South Boston Peewee 3 |
| Tuesday | September 9, 2025 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 1, Pee Wee 2 |
| Thursday | September 11, 2025 | 8:00 PM | 8:50 PM | Practice | Flynn | Pee Wee 1 |
| Saturday | September 13, 2025 | 6:20 PM | 7:20 PM | Game | Kasabuski | vs. Cape Ann Peewee 2 |
| Tuesday | September 16, 2025 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 1, Pee Wee 2 |
| Wednesday | September 17, 2025 | 7:10 PM | 8:00 PM | Practice | Burlington | Pee Wee 1, Pee Wee 2 |
| Thursday | September 18, 2025 | 8:00 PM | 8:50 PM | Practice | Flynn | Pee Wee 1, Pee Wee 2 |
| Saturday | September 20, 2025 | 3:10 PM | 4:10 PM | Game | Malden | @ Marblehead Peewee 2 |
| Tuesday | September 23, 2025 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 1, Pee Wee 2 |
| Thursday | September 25, 2025 | 8:00 PM | 8:50 PM | Practice | Flynn | Pee Wee 1, Pee Wee 2 |
| Saturday | September 27, 2025 | 12:00 PM | 1:00 PM | Game | Somerville | @ Watertown Peewee 1 |
| Tuesday | September 30, 2025 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 1, Pee Wee 2 |
| Thursday | October 2, 2025 | 8:00 PM | 8:50 PM | Practice | Flynn | Pee Wee 1, Pee Wee 2 |
| Friday | October 3, 2025 | 7:10 PM | 8:10 PM | Game | Malden | @ Arlington Peewee 3 |
| Saturday | October 4, 2025 | 5:30 PM | 6:30 PM | Game | Malden | @ Wakefield Peewee 3 |
| Tuesday | October 7, 2025 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 1, Pee Wee 2 |
| Wednesday | October 8, 2025 | 7:10 PM | 8:00 PM | Practice | Burlington | Pee Wee 1, Pee Wee 2 |
| Thursday | October 9, 2025 | 8:00 PM | 8:50 PM | Practice | Flynn | Pee Wee 1, Pee Wee 2 |
| Saturday | October 11, 2025 | 9:40 AM | 10:40 AM | Game | Endicott | vs. Beverly Peewee 2 |
| Tuesday | October 14, 2025 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 1, Pee Wee 2 |
| Thursday | October 16, 2025 | 8:00 PM | 8:50 PM | Practice | Flynn | Pee Wee 1, Pee Wee 2 |
| Saturday | October 18, 2025 | 3:20 PM | 4:20 PM | Game | Graf | vs. Biddeford Peewee 2 |
| Sunday | October 19, 2025 | 4:20 PM | 5:20 PM | Game | Malden | @ Danvers Peewee 2 |
| Tuesday | October 21, 2025 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 1, Pee Wee 2 |
| Wednesday | October 22, 2025 | 7:10 PM | 8:00 PM | Practice | Burlington | Pee Wee 1, Pee Wee 2 |
| Thursday | October 23, 2025 | 8:00 PM | 8:50 PM | Practice | Flynn | Pee Wee 1, Pee Wee 2 |
| Saturday | October 25, 2025 | 7:40 PM | 8:40 PM | Game | Cambridge | vs. Somerville Peewee 2 |
| Sunday | October 26, 2025 | 3:10 PM | 4:10 PM | Game | Kasabuski | @ Marblehead Peewee 2 |
| Tuesday | October 28, 2025 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 1, Pee Wee 2 |
| Thursday | October 30, 2025 | 8:00 PM | 8:50 PM | Practice | Flynn | Pee Wee 1, Pee Wee 2 |
| Sunday | November 2, 2025 | 7:40 PM | 8:40 PM | Game | Hockeytown 4 | @ Triton Amesbury Jr. Maples Peewee 2 |
| Tuesday | November 4, 2025 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 1, Pee Wee 2 |
| Wednesday | November 5, 2025 | 7:10 PM | 8:00 PM | Practice | Burlington | Pee Wee 1, Pee Wee 2 |
| Sunday | November 9, 2025 | 9:20 AM | 10:20 AM | Game | Lynn | vs. Winthrop Peewee 2 |
| Tuesday | November 11, 2025 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 1, Pee Wee 2 |
| Thursday | November 13, 2025 | 8:00 PM | 8:50 PM | Practice | Flynn | Pee Wee 1, Pee Wee 2 |
| Saturday | November 15, 2025 | 2:20 PM | 3:20 PM | Game | Methuen | @ Rochester Peewee 1 |
| Sunday | November 16, 2025 | 7:10 PM | 8:10 PM | Game | Hockeytown 3 | @ Cape Ann Peewee 2 |
| Tuesday | November 18, 2025 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 1, Pee Wee 2 |
| Thursday | November 20, 2025 | 7:20 PM | 8:10 PM | Practice | Flynn Small | |
| Thursday | November 20, 2025 | 8:00 PM | 8:50 PM | Practice | Flynn | Pee Wee 1, Pee Wee 2 |
| Saturday | November 22, 2025 | 9:20 AM | 10:20 AM | Game | Malden | @ Parkway Peewee 3 |
| Tuesday | November 25, 2025 | 7:00 PM | 7:50 PM | Practice | Flynn | Pee Wee 1, Pee Wee 2 |
| Wednesday | November 26, 2025 | 7:10 PM | 8:00 PM | Practice | Burlington | Pee Wee 1, Pee Wee 2 |
| Friday | November 28, 2025 | 12:30 PM | 1:30 PM | Game | Lawrence | vs. Methuen Peewee 2 |
| Saturday | November 29, 2025 | 7:00 PM | 8:00 PM | Game | Hockeytown 3 | @ Marblehead Peewee 2 |
| Tuesday | December 2, 2025 | 8:20 PM | 9:10 PM | Practice | Flynn Small | |
| Wednesday | December 3, 2025 | 7:30 PM | 8:20 PM | Practice | Burlington | Pee Wee 1, Pee Wee 2 |
| Saturday | December 6, 2025 | 12:00 PM | 12:55 PM | Game | Haverhill - Gold | vs. Rochester Peewee 1 |
| Tuesday | December 9, 2025 | 8:00 PM | 8:50 PM | Practice | Flynn | Pee Wee 1 |
| Wednesday | December 10, 2025 | 7:30 PM | 8:20 PM | Practice | Burlington | Pee Wee 1, Pee Wee 2 |
| Thursday | December 11, 2025 | 8:20 PM | 9:10 PM | Practice | Flynn Small | |
| Tuesday | December 16, 2025 | 8:00 PM | 8:50 PM | Practice | Flynn | Pee Wee 2 |
| Friday | December 19, 2025 | 6:10 PM | 7:10 PM | Game | Woburn | vs. Reading Peewee 2 |
| Tuesday | December 23, 2025 | 8:20 PM | 9:10 PM | Practice | Flynn Small | |
| Saturday | December 27, 2025 | 7:00 AM | 8:00 AM | Game | Malden | vs. Tewksbury Peewee 2 |
| Tuesday | December 30, 2025 | 8:00 PM | 8:50 PM | Practice | Flynn | Pee Wee 1 |
| Sunday | January 4, 2026 | 4:20 PM | 5:20 PM | Game | Malden | vs. Winthrop Peewee 2 |
| Wednesday | January 7, 2026 | 7:30 PM | 8:20 PM | Practice | Burlington | Pee Wee 1, Pee Wee 2 |
| Thursday | January 8, 2026 | 8:20 PM | 9:10 PM | Practice | Flynn Small | |
| Tuesday | January 13, 2026 | 8:20 PM | 9:10 PM | Practice | Flynn Small | |
| Wednesday | January 14, 2026 | 7:30 PM | 8:20 PM | Practice | Burlington | Pee Wee 1, Pee Wee 2 |
| Tuesday | January 20, 2026 | 8:00 PM | 8:50 PM | Practice | Flynn | Pee Wee 1 |
| Wednesday | January 21, 2026 | 7:30 PM | 8:20 PM | Practice | Burlington | Pee Wee 1, Pee Wee 2 |
| Tuesday | January 27, 2026 | 8:00 PM | 8:50 PM | Practice | Flynn | Pee Wee 2 |
| Thursday | January 29, 2026 | 8:20 PM | 9:10 PM | Practice | Flynn Small | |
| Tuesday | February 3, 2026 | 8:20 PM | 9:10 PM | Practice | Flynn Small | |
| Tuesday | February 10, 2026 | 8:00 PM | 8:50 PM | Practice | Flynn | Pee Wee 1 |
| Tuesday | February 17, 2026 | 8:00 PM | 8:50 PM | Practice | Flynn | Pee Wee 2 |
| Thursday | February 19, 2026 | 8:20 PM | 9:10 PM | Practice | Flynn Small | |
| Tuesday | February 24, 2026 | 8:20 PM | 9:10 PM | Practice | Flynn Small | |
| Wednesday | February 25, 2026 | 7:30 PM | 8:20 PM | Practice | Burlington | Pee Wee 1, Pee Wee 2 |
| Tuesday | March 3, 2026 | 8:00 PM | 8:50 PM | Practice | Flynn | Pee Wee 1 |
| Wednesday | March 4, 2026 | 7:10 PM | 8:00 PM | Practice | Burlington | Pee Wee 1, Pee Wee 2 |
| Wednesday | March 11, 2026 | 7:10 PM | 8:00 PM | Practice | Burlington | Pee Wee 1, Pee Wee 2 |
| Wednesday | March 18, 2026 | 7:10 PM | 8:00 PM | Practice | Burlington | Pee Wee 1, Pee Wee 2 |
| Wednesday | March 25, 2026 | 7:10 PM | 8:00 PM | Practice | Burlington | Pee Wee 1, Pee Wee 2 |
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- USA Hockey Zero Tolerance Policy
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- How to Register
- Placements FAQ's
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- Massachusetts Hockey Tournament Page
- Winchester High School Schedules
- Winchester Youth Hockey Locker Room and Restroom Policy
- Winchester Youth Hockey Enrollment Process
- Holland Friday 3v3
- Note on 2025/2026 Tuition
- USA Hockey Neck Laceration Protection
- Goalie Skills
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