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Cheshire Community YMCA Harvest Trail Race and Y Cup Relay

Sat October 25, 2025 Cheshire, CT 06410 US Directions

5K Trail Race

Start Time:
10:00am EDT
Price:
$38.10 incl. $3.10 Fee
Registration:
Registration ends October 24, 2025 at 11:59pm EDT

Y Cup Relay

Teams of 3 elementary school students will each run one mile of the 5K course. Teams from all grades will compete for their team to determine which school wins the prestigious Y Cup for the 25-26 school year.

This year’s Y Cup Relay will be run in honor of Coach Jerry Webb who was a beloved Physical Education teacher at Highland School and an active part of the Y Cup Relay since it began.  His support and enthusiasm for this event was contagious and resulted in a great turn out of young runners.
Start Time:
10:05am EDT
Price:
$16.90 incl. $1.90 Fee
Registration:
Registration ends October 23, 2025 at 11:59pm EDT

Pumpkin Dash

A free race for kids 6 and under on the dirt roads of Ives Farm. Kids will get a chance to run through the same race finish line as all other racers.
Start Time:
9:45am EDT

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