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Countdown to Race Day!

Event Description

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 (All Y-Cup Runners must arrive by 8:45AM at the latest. Participants leave for their relay position by 9:15AM)

Fit N Fun Adaptive 1.5K 10:10AM

Events

5K Trail Race

Price: $41.28
incl. $3.28 Fee
Date Range: 10/24
Time: 10:00AM EDT
Registration ends October 24, 2026 at 9:55am EDT

Y Cup Relay

Price: $19.02
incl. $2.02 Fee
Date Range: 10/24
Time: 10:05AM EDT
Registration ends October 22, 2026 at 11:59pm EDT

Pumpkin Dash

Price: $0
Date Range: 10/24
Time: 9:45AM EDT
Registration ends October 23, 2026 at 11:59pm EDT

Fit N Fun Adaptive 1.5K Run

Price: $19.02
incl. $2.02 Fee
Date Range: 10/24
Time: 9:55AM EDT 12:30PM EDT
Registration ends October 23, 2026 at 5:00pm EDT

5K FREE - 6 Week Training Series Dates 9/16, 9/23, 9/30, 10/7, 10/14, 10/21

Price: $0
Date Range: 09/16 10/21
Time: 5:30PM EDT 6:30PM EDT
Registration ends October 21, 2026 at 5:00pm EDT
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Title Sponsors

Y Cup Sponsor

Premier Sponsors

Gold Sponsors

Mile Marker Sponsors

Contact Form

Race Map

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