| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Saturday | October 3, 2020 | 4:15 PM | 5:15 PM | Practice | Ice Time Sports Complex Rink 1 | 14U A, 14U All Registered Players |
| Monday | October 5, 2020 | 8:30 PM | 9:30 PM | Practice | Ice Time Sports Complex Rink 1 | 14U A, 14U All Registered Players |
| Saturday | October 10, 2020 | 4:15 PM | 5:15 PM | Practice | Ice Time Sports Complex Rink 1 | 14U A |
| Sunday | October 11, 2020 | 2:30 PM | 3:30 PM | Practice | Ice Time Rink 2 | 14U A |
| Friday | October 16, 2020 | 7:15 PM | 8:15 PM | Practice | Ice Time Rink 2 | 14U A |
| Sunday | October 18, 2020 | 3:45 PM | 4:45 PM | Practice | Ice Time Rink 2 | |
| Monday | October 19, 2020 | 8:30 PM | 9:30 PM | Practice | Ice Time Rink 2 | 14U A |
| Friday | October 23, 2020 | 2:30 PM | 4:00 PM | Game | Klick Lewis Arena | vs. Ramapo |
| Friday | October 23, 2020 | 8:00 PM | 9:30 PM | Game | Klick Lewis Arena | vs. Brewster Apple Core |
| Saturday | October 24, 2020 | 7:15 PM | 8:30 PM | Game | Klick Lewis Arena | vs. West Haven |
| Sunday | October 25, 2020 | 8:30 AM | 10:00 AM | Game | Klick Lewis Arena | vs. Team Philadelphia |
| Friday | October 30, 2020 | 8:30 PM | 9:30 PM | Practice | Ice Time Rink 2 | 14U A |
| Sunday | November 1, 2020 | 5:15 PM | 6:45 PM | Game | Aspen Ice | vs. NJ Nets |
| Sunday | November 1, 2020 | 6:30 PM | 8:00 PM | Practice | Ice Time Rink 2 | 14U A |
| Tuesday | November 3, 2020 | 5:15 PM | 6:15 PM | Practice | Ice Time Rink 2 | 14U A |
| Friday | November 6, 2020 | 8:30 PM | 9:30 PM | Practice | Ice Time Sports Complex Rink 1 | 14U A |
| Saturday | November 7, 2020 | 4:30 PM | 6:00 PM | Extra-Practice | Kiwanis Ice Arena | |
| Wednesday | November 11, 2020 | 5:45 PM | 6:45 PM | Practice | Ice Time Rink 2 | 14U A |
| Friday | November 13, 2020 | 7:15 PM | 8:15 PM | Practice | Ice Time Rink 2 | |
| Saturday | November 14, 2020 | 4:30 PM | 6:00 PM | Other | Kiwanis Ice Arena | |
| Thursday | November 19, 2020 | 5:15 PM | 6:15 PM | Practice | Ice Time Rink 2 | 14U A |
| Friday | November 20, 2020 | 8:30 PM | 9:30 PM | Practice | Ice Time Rink 2 | 14U A |
| Saturday | November 21, 2020 | 4:30 PM | 6:00 PM | Other | Kiwanis Ice Arena | |
| Sunday | November 22, 2020 | 4:15 PM | 5:45 PM | Practice | Ice Time Rink 2 | |
| Monday | November 23, 2020 | 8:30 PM | 9:30 PM | Practice | Trinity Pawling School Tirrell Rink | 14U A |
| Monday | November 30, 2020 | 8:00 PM | 9:00 PM | Practice | Ice Time Rink 2 | 14U A |
| Wednesday | December 2, 2020 | 8:30 PM | 9:30 PM | Practice | Ice Time Sports Complex Rink 1 | 14U A |
| Saturday | December 5, 2020 | 2:00 PM | 3:30 PM | Practice | Trinity Pawling School Tirrell Rink | 14U A |
| Wednesday | December 9, 2020 | 8:30 PM | 9:30 PM | Practice | Ice Time Sports Complex Rink 1 | 14U A |
| Friday | December 11, 2020 | 8:30 PM | 9:30 PM | Practice | Ice Time Rink 2 | 14U A |
| Monday | December 14, 2020 | 8:15 PM | 9:15 PM | Practice | Ice Time Sports Complex Rink 1 | 14U A |
| Sunday | December 20, 2020 | 3:00 PM | 4:30 PM | Practice | Trinity Pawling School Tirrell Rink | 14U A |
| Monday | December 21, 2020 | 7:15 PM | 8:15 PM | Practice | Ice Time Rink 2 | 14U A |
| Wednesday | December 23, 2020 | 8:30 PM | 9:30 PM | Practice | Ice Time Sports Complex Rink 1 | 14U A |
| Monday | December 28, 2020 | 7:15 PM | 8:15 PM | Practice | Ice Time Rink 2 | 14U A |
| Wednesday | December 30, 2020 | 8:30 PM | 9:30 PM | Practice | Ice Time Sports Complex Rink 1 | 14U A |
| Monday | January 4, 2021 | 8:00 PM | 9:00 PM | Practice | Ice Time Rink 2 | 14U A |
| Wednesday | January 6, 2021 | 6:00 PM | 7:00 PM | Practice | Ice Time Rink 2 | 14U A |
| Saturday | January 9, 2021 | 8:00 AM | 9:30 AM | Other | Brewster | |
| Monday | January 11, 2021 | 7:15 PM | 8:15 PM | Practice | Ice Time Rink 2 | 14U A |
| Friday | January 15, 2021 | 6:00 PM | 7:00 PM | Practice | Ice Time Rink 2 | 14U A |
| Sunday | January 17, 2021 | 6:20 PM | 7:20 PM | Extra-Practice | Brewster Ice Arena | |
| Monday | January 18, 2021 | 7:15 PM | 8:15 PM | Practice | Ice Time Rink 2 | 14U A |
| Saturday | January 23, 2021 | 12:45 PM | 1:45 PM | Practice | Trinity Pawling School Tirrell Rink | 14U A |
| Monday | January 25, 2021 | 8:00 PM | 9:00 PM | Practice | Ice Time Rink 2 | 14U A |
| Wednesday | January 27, 2021 | 6:00 PM | 7:00 PM | Practice | Ice Time Rink 2 | 14U A |
| Monday | February 1, 2021 | 7:15 PM | 8:15 PM | Practice | Ice Time Rink 2 | 14U A |
| Wednesday | February 3, 2021 | 6:15 PM | 7:15 PM | Practice | Ice Time Rink 2 | 14U A |
| Wednesday | February 10, 2021 | 6:15 PM | 7:15 PM | Practice | Ice Time Rink 2 | |
| Saturday | February 13, 2021 | 1:30 PM | 3:00 PM | Game | Brewster Ice Arena Outdoor | vs. Westchester Blackhawks |
| Monday | February 15, 2021 | 7:15 PM | 8:15 PM | Practice | Ice Time Rink 2 | |
| Sunday | February 21, 2021 | 9:00 AM | 10:15 AM | Game | Ice Time Sports Complex Rink 1 | vs. Mamaroneck |
| Monday | February 22, 2021 | 7:15 PM | 8:15 PM | Practice | Ice Time Rink 2 | 14U A |
| Sunday | February 28, 2021 | 8:00 AM | 9:30 AM | Game | Brewster Ice Arena 99 | vs. Bedford |
| Sunday | February 28, 2021 | 12:00 PM | 1:00 PM | Game | Westchester Skating Academy | vs. Vipers |
| Monday | March 1, 2021 | 7:15 PM | 8:15 PM | Practice | Ice Time Rink 2 | 14U A |
| Sunday | March 7, 2021 | 9:30 AM | 11:00 AM | Game | Ice Time Rink 2 | vs. Rye Rangers |
| Monday | March 8, 2021 | 7:15 PM | 8:15 PM | Practice | Ice Time Rink 2 | 14U A |
| Saturday | March 13, 2021 | 9:45 AM | 10:45 AM | Game | Ice Hutch | vs. Westchester Blackhawks |
| Sunday | March 14, 2021 | 3:45 PM | 4:45 PM | Game | Hommocks Park Ice Rink | vs. Mamaroneck |
| Tuesday | March 16, 2021 | 8:15 PM | 9:15 PM | Practice | Trinity Pawling School Tirrell Rink | |
| Friday | March 19, 2021 | 10:45 AM | 12:00 PM | Game | Ice Time Sports Complex | vs. Rye Rangers |
| Saturday | March 20, 2021 | 5:45 PM | 7:00 PM | Game | Ice Time Sports Complex | vs. The Rinx |