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Cheshire Community YMCA Harvest Trail Race and Y Cup Relay

Cheshire, Connecticut
Cheshire Community YMCA Harvest Trail Race and Y Cup Relay official race logo - running event in Cheshire, Connecticut
DATE:
TIME:
LOCATION:
Cheshire, Connecticut
DISTANCES:
3 Events: 400m, 5K, 5K

About Cheshire Community YMCA Harvest Trail Race and Y Cup Relay

The Cheshire Community YMCA and Cheshire Land Trust are partnering on a race around historic Ives Farm.  This all-ages run will wind through the fields and trails on the property, with the start and finish line located at the beautifully restored barn.  Proceeds from this event will support the work that the YMCA does in the Cheshire community as well as the revitalization plans that the Cheshire Land Trust has for the Ives Farm property.  

  • Prior to the race there will be a FREE Pumpkin Dash for kids 6 years old and younger.
  • Family friendly activities include pumpkin decorating, face painting, Halloween mask making, games, live music and a fall theme photo booth

Pumpkin Dash Start:  9:45AM

5K Start: 10:00AM 

Y Cup Relay Start: 10:05AM

Cheshire Community YMCA Harvest Trail Race and Y Cup RelayThe Cheshire Community YMCA and Cheshire Land Trust are partnering on a race around historic Ives Farm.  This all-ages run will wind through the fields and trails on the property, with the start and finish line located at the beautifully restored barn.  Proceeds from this event will support the work that the YMCA does in the Cheshire community as well as the revitalization plans that the Cheshire Land Trust has for the Ives Farm property.   Prior to the race there will be a FREE Pumpkin Dash for kids 6 years old and younger.Family friendly activities include pumpkin decorating, face painting, Halloween mask making, games, live music and a fall theme photo booth Pumpkin Dash Start:  9:45AM 5K Start: 10:00AM  Y Cup Relay Start: 10:05AM
Cheshire, CT

Race Events & Distances

Choose from 8 race distances available for Cheshire Community YMCA Harvest Trail Race and Y Cup Relay in Cheshire, CT. Registration includes timing, finisher medals, and post-race refreshments.

Y Cup 5-Week Practice Series - 9/24/2025

Start Time
https://schema.org/EventScheduledhttps://schema.org/OfflineEventAttendanceMode
Cheshire, CT
CheshireCT
Cheshire Community YMCA Harvest Trail Race and Y Cup Relay Organizers

Frequently Asked Questions about Y Cup 5-Week Practice Series - 9/24/2025

How long is the Y Cup 5-Week Practice Series - 9/24/2025?
The Y Cup 5-Week Practice Series - 9/24/2025 covers Distance varies.
What time does the Y Cup 5-Week Practice Series - 9/24/2025 start?
The Y Cup 5-Week Practice Series - 9/24/2025 starts at 5:30:00 PM.
Where is the Y Cup 5-Week Practice Series - 9/24/2025 located?
The Y Cup 5-Week Practice Series - 9/24/2025 takes place in Cheshire, CT.

Y Cup 5-Week Practice Series - 10/01/2025

Start Time
https://schema.org/EventScheduledhttps://schema.org/OfflineEventAttendanceMode
Cheshire, CT
CheshireCT
Cheshire Community YMCA Harvest Trail Race and Y Cup Relay Organizers

Frequently Asked Questions about Y Cup 5-Week Practice Series - 10/01/2025

How long is the Y Cup 5-Week Practice Series - 10/01/2025?
The Y Cup 5-Week Practice Series - 10/01/2025 covers Distance varies.
What time does the Y Cup 5-Week Practice Series - 10/01/2025 start?
The Y Cup 5-Week Practice Series - 10/01/2025 starts at 5:30:00 PM.
Where is the Y Cup 5-Week Practice Series - 10/01/2025 located?
The Y Cup 5-Week Practice Series - 10/01/2025 takes place in Cheshire, CT.

Y Cup 5-Week Practice Series - 10/08/2025

Start Time
https://schema.org/EventScheduledhttps://schema.org/OfflineEventAttendanceMode
Cheshire, CT
CheshireCT
Cheshire Community YMCA Harvest Trail Race and Y Cup Relay Organizers

Frequently Asked Questions about Y Cup 5-Week Practice Series - 10/08/2025

How long is the Y Cup 5-Week Practice Series - 10/08/2025?
The Y Cup 5-Week Practice Series - 10/08/2025 covers Distance varies.
What time does the Y Cup 5-Week Practice Series - 10/08/2025 start?
The Y Cup 5-Week Practice Series - 10/08/2025 starts at 5:30:00 PM.
Where is the Y Cup 5-Week Practice Series - 10/08/2025 located?
The Y Cup 5-Week Practice Series - 10/08/2025 takes place in Cheshire, CT.

Y Cup 5-Week Practice Series - 10/15/2025

Start Time
https://schema.org/EventScheduledhttps://schema.org/OfflineEventAttendanceMode
Cheshire, CT
CheshireCT
Cheshire Community YMCA Harvest Trail Race and Y Cup Relay Organizers

Frequently Asked Questions about Y Cup 5-Week Practice Series - 10/15/2025

How long is the Y Cup 5-Week Practice Series - 10/15/2025?
The Y Cup 5-Week Practice Series - 10/15/2025 covers Distance varies.
What time does the Y Cup 5-Week Practice Series - 10/15/2025 start?
The Y Cup 5-Week Practice Series - 10/15/2025 starts at 5:30:00 PM.
Where is the Y Cup 5-Week Practice Series - 10/15/2025 located?
The Y Cup 5-Week Practice Series - 10/15/2025 takes place in Cheshire, CT.

Y Cup 5-Week Practice Series - 10/22/2025

Start Time
https://schema.org/EventScheduledhttps://schema.org/OfflineEventAttendanceMode
Cheshire, CT
CheshireCT
Cheshire Community YMCA Harvest Trail Race and Y Cup Relay Organizers

Frequently Asked Questions about Y Cup 5-Week Practice Series - 10/22/2025

How long is the Y Cup 5-Week Practice Series - 10/22/2025?
The Y Cup 5-Week Practice Series - 10/22/2025 covers Distance varies.
What time does the Y Cup 5-Week Practice Series - 10/22/2025 start?
The Y Cup 5-Week Practice Series - 10/22/2025 starts at 5:30:00 PM.
Where is the Y Cup 5-Week Practice Series - 10/22/2025 located?
The Y Cup 5-Week Practice Series - 10/22/2025 takes place in Cheshire, CT.

Pumpkin Dash

400m
Distance
400m
Start Time
https://schema.org/EventScheduledhttps://schema.org/OfflineEventAttendanceMode
Cheshire, CT
CheshireCT
Cheshire Community YMCA Harvest Trail Race and Y Cup Relay Organizers

Frequently Asked Questions about Pumpkin Dash

How long is the Pumpkin Dash?
The Pumpkin Dash covers 400m.
What time does the Pumpkin Dash start?
The Pumpkin Dash starts at 9:45:00 AM.
Where is the Pumpkin Dash located?
The Pumpkin Dash takes place in Cheshire, CT.

5K Trail Race

5K (3.1 miles)
Distance
5K (3.1 miles)
Start Time
https://schema.org/EventScheduledhttps://schema.org/OfflineEventAttendanceMode
Cheshire, CT
CheshireCT
Cheshire Community YMCA Harvest Trail Race and Y Cup Relay Organizers

Frequently Asked Questions about 5K Trail Race

How long is the 5K Trail Race?
The 5K Trail Race covers 5K (3.1 miles).
What time does the 5K Trail Race start?
The 5K Trail Race starts at 10:00:00 AM.
Where is the 5K Trail Race located?
The 5K Trail Race takes place in Cheshire, CT.

Y Cup Relay

5K (3.1 miles)
Distance
5K (3.1 miles)
Start Time
https://schema.org/EventScheduledhttps://schema.org/OfflineEventAttendanceMode
Cheshire, CT
CheshireCT
Cheshire Community YMCA Harvest Trail Race and Y Cup Relay Organizers

Frequently Asked Questions about Y Cup Relay

How long is the Y Cup Relay?
The Y Cup Relay covers 5K (3.1 miles).
What time does the Y Cup Relay start?
The Y Cup Relay starts at 10:05:00 AM.
Where is the Y Cup Relay located?
The Y Cup Relay takes place in Cheshire, CT.

Registration Information

Registration is typically available online until race day (subject to capacity). Early registration is recommended for guaranteed entry and potential early bird pricing. Check with race organizers for specific event details and included amenities.

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