| Day | Date | From | To | Type | Location | Opponent / Sharing With |
|---|---|---|---|---|---|---|
| Monday | August 21, 2023 | 12:00 PM | 1:00 PM | Extra-Practice | Winter Garden Ice Arena | |
| Monday | August 21, 2023 | 1:15 PM | 2:15 PM | Extra-Practice | Winter Garden Ice Arena | |
| Tuesday | August 22, 2023 | 12:00 PM | 1:00 PM | Extra-Practice | Winter Garden Ice Arena | |
| Tuesday | August 22, 2023 | 1:15 PM | 2:15 PM | Extra-Practice | Winter Garden Ice Arena | |
| Wednesday | August 23, 2023 | 12:00 PM | 1:00 PM | Extra-Practice | Winter Garden Ice Arena | |
| Wednesday | August 23, 2023 | 1:15 PM | 2:15 PM | Extra-Practice | Winter Garden Ice Arena | |
| Thursday | August 24, 2023 | 12:00 PM | 1:00 PM | Extra-Practice | Winter Garden Ice Arena | |
| Thursday | August 24, 2023 | 1:15 PM | 2:15 PM | Extra-Practice | Winter Garden Ice Arena | |
| Friday | August 25, 2023 | 12:00 PM | 1:00 PM | Extra-Practice | Winter Garden Ice Arena | |
| Friday | August 25, 2023 | 1:15 PM | 2:15 PM | Extra-Practice | Winter Garden Ice Arena | |
| Tuesday | August 29, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Wednesday | August 30, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Thursday | August 31, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Tuesday | September 5, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Wednesday | September 6, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Thursday | September 7, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Tuesday | September 12, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Wednesday | September 13, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Thursday | September 14, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Saturday | September 16, 2023 | 12:40 PM | 1:40 PM | Game | Winter Garden Ice Arena | vs. Westchester Express |
| Tuesday | September 19, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Wednesday | September 20, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Thursday | September 21, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Sunday | September 24, 2023 | 9:10 AM | 10:10 AM | Game | Winter Garden X-Ice | vs. Mid Fairfield 8U Black - Declared - Jamboree |
| Tuesday | September 26, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Wednesday | September 27, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Thursday | September 28, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Saturday | September 30, 2023 | 9:15 AM | 10:15 AM | Game | Danbury Patriot X-Ice | @ Colonials 8U-B - Declared - Jamboree |
| Tuesday | October 3, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Wednesday | October 4, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Thursday | October 5, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Saturday | October 7, 2023 | 8:00 AM | 9:00 AM | Game | Trinity-Pawlin X-Ice | @ Putnam 8U B |
| Sunday | October 8, 2023 | 9:10 AM | 10:10 AM | Game | Winter Garden X-Ice | vs. Darien 8U White |
| Tuesday | October 10, 2023 | 5:10 AM | 6:10 AM | Extra-Practice | Winter Garden Ice Arena | |
| Thursday | October 12, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Saturday | October 14, 2023 | 12:40 PM | 1:40 PM | Game | Winter Garden Ice Arena | vs. Mid Hudson Polar Bears |
| Tuesday | October 17, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Thursday | October 19, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Sunday | October 22, 2023 | 9:00 AM | 10:00 AM | Game | Ice Time Sports Complex | @ Mid Hudson Polar Bears |
| Tuesday | October 24, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Thursday | October 26, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Saturday | October 28, 2023 | 12:40 PM | 1:40 PM | Game | Winter Garden X-Ice | vs. Pawling 8U C |
| Tuesday | October 31, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Thursday | November 2, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Sunday | November 5, 2023 | 7:40 AM | 8:40 AM | Game | Winter Garden X-Ice | vs. Mid Fairfield 8U Royal - Declared - Jamboree |
| Tuesday | November 7, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Thursday | November 9, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Saturday | November 11, 2023 | 8:50 AM | 9:50 AM | Game | Stamford Twin W X-Ice | @ Darien 8U White |
| Tuesday | November 14, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Thursday | November 16, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Sunday | November 19, 2023 | 7:40 AM | 8:40 AM | Game | Winter Garden X-Ice | vs. Colonials 8U-B - Declared - Jamboree |
| Tuesday | November 21, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Tuesday | November 28, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Thursday | November 30, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Sunday | December 3, 2023 | 8:45 AM | 9:45 AM | Game | Trinity-Pawlin X-Ice | @ Pawling 8U C |
| Tuesday | December 5, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Thursday | December 7, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Saturday | December 9, 2023 | 12:40 PM | 1:40 PM | Game | Winter Garden Ice Arena | vs. Westchester Express |
| Saturday | December 9, 2023 | 6:00 PM | 9:00 PM | Practice | Winter Garden Rink | Midget 18U Independent, Bantam AA, Bantam A, Bantam A1, Peewee AA, Peewee A, Peewee B, Squirt AA, Squirt A, Squirt B, Mite A Black, Mite B Yellow, Goaltenders, Midgets CHC Tier 2 U18, Midgets CHC Tier 2 U16, Midgets CHC Tier 2 U18, Midgets CHC Tier 2 U16 |
| Sunday | December 10, 2023 | 8:45 AM | 9:45 AM | Game | New Canaan Rink | @ New Canaan Winter Club 8U Green |
| Tuesday | December 12, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Sunday | December 17, 2023 | 7:40 AM | 8:40 AM | Game | Winter Garden X-Ice | vs. Putnam 8U B |
| Tuesday | December 19, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Thursday | December 21, 2023 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Tuesday | January 2, 2024 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Thursday | January 4, 2024 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Sunday | January 7, 2024 | 7:40 AM | 8:40 AM | Extra-Practice | Winter Garden Ice Arena | |
| Tuesday | January 9, 2024 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Thursday | January 11, 2024 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Saturday | January 13, 2024 | 12:40 PM | 1:40 PM | Game | Winter Garden X-Ice | vs. CT RiverHawks 8U B |
| Sunday | January 14, 2024 | 8:00 AM | 9:00 AM | Game | Brewster Ice Arena | @ Westchester Express |
| Monday | January 15, 2024 | 4:10 PM | 5:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Thursday | January 18, 2024 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Saturday | January 20, 2024 | 8:30 AM | 9:30 AM | Game | Trinity-Pawlin X-Ice | @ Putnam 8U B |
| Tuesday | January 23, 2024 | 5:10 PM | 6:10 PM | Game | Winter Garden Ice Arena | vs. Ridgefield Jaguars |
| Thursday | January 25, 2024 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Saturday | January 27, 2024 | 12:40 PM | 1:40 PM | Game | Winter Garden X-Ice | vs. Darien 8U Grey |
| Sunday | January 28, 2024 | 8:00 AM | 9:00 AM | Game | SoNo Training Rink | @ Mid Fairfield 8U Royal - Declared - Jamboree |
| Tuesday | January 30, 2024 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Thursday | February 1, 2024 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Saturday | February 3, 2024 | 8:00 AM | 9:00 AM | Game | Trinity-Pawlin X-Ice | @ Putnam 8U - Open |
| Sunday | February 4, 2024 | 7:30 AM | 8:30 AM | Game | Winter Garden X-Ice | vs. New Canaan Winter Club 8U Green |
| Tuesday | February 6, 2024 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Thursday | February 8, 2024 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Sunday | February 11, 2024 | 8:00 AM | 9:00 AM | Game | Brewster Ice Arena | @ Westchester Express |
| Tuesday | February 13, 2024 | 5:10 PM | 6:10 PM | Game | Winter Garden Ice Arena | vs. Ridgefield Jaguars |
| Thursday | February 15, 2024 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Sunday | February 18, 2024 | 7:40 AM | 8:40 AM | Game | Winter Garden X-Ice | vs. Whalers 8U -Black |
| Tuesday | February 20, 2024 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Thursday | February 22, 2024 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Saturday | February 24, 2024 | 12:40 PM | 1:40 PM | Game | Winter Garden Ice Arena | vs. Millbrook Knights |
| Sunday | February 25, 2024 | 7:00 AM | 8:00 AM | Game | Stamford Twin Rinks | @ Darien Youth Hockey |
| Tuesday | February 27, 2024 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Thursday | February 29, 2024 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Wednesday | March 6, 2024 | 5:10 PM | 6:10 PM | Extra-Practice | Winter Garden Ice Arena | |
| Saturday | March 9, 2024 | 9:40 AM | 2:40 PM | Other | Trinity-Pawling School |