Sat, Oct 24, 2026

Cheshire Community YMCA Harvest Trail Race and Y Cup Relay

Cheshire, CT

Registration openAnnual since at least 2025

5K400m

About the Cheshire Community YMCA Harvest Trail Race and Y Cup Relay

The course winds through fields and wooded trails on a historic farm property, with the start and finish at a restored barn. The terrain mixes open land with tighter trail sections, so expect some variety underfoot. It is a fall race in every sense, with the barn, the fields, and the surrounding landscape doing most of the work.

The morning runs well beyond the race itself. There is pumpkin decorating, face painting, mask making, games, and live music around the barn. A short kids' dash kicks things off before the main event. The post-race area feels more like a harvest festival than a typical finish-line setup.

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Finish-Time Stats

Going by the 2025 results, this is a small, friendly field, with a competitive front end and a big recreational middle.

5K · 2025 results

104finishers

19:54winner

31:28median

1:01:05cutoff

Top 3: Cory Loftis (19:54) · MARCUS WILSON (20:57) · Bryce Hughey (21:41)

The Cheshire Community YMCA Harvest Trail Race and Y Cup Relay has been held every year since at least 2025. That is as far back as RunSignup's records for this race go, so it may well be older.

Where Would You Finish?

Enter a finish time to see where it lands against the most recent 5K results.

Median

See how your time stacks up nationally →

How we calculate these stats: RunSesh calculates these figures from the most recent published results of past editions, sourced from RunSignup. We show aggregates only: field size, winning and median times, and the cutoff. We never publish individual finisher tables. Last updated Jul 27, 2026.

Distances & Start Times

5K10/24/2026 10:00$38

5K10/24/2026 10:05$17

400m10/24/2026 09:45Free

Going for a Time?

Set a goal and get a pace band: every mile split on a card sized for your phone lock screen, so race morning needs no math.

Plan Your Trip

Where to Stay

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Common Questions About the Cheshire Community YMCA Harvest Trail Race and Y Cup Relay

Will I finish last at the Cheshire Community YMCA Harvest Trail Race and Y Cup Relay?

Almost certainly not. Half the 5K field finished slower than 31:28, and the last recorded finisher came in around 1:01:05, so there is a long tail of runners behind the middle of the pack. Most fields are far slower than people expect.

Is the Cheshire Community YMCA Harvest Trail Race and Y Cup Relay a good first 5K?

It is a small race (104 finishers), which is friendlier and less intimidating than a big-city event, though the field thins out. There is no qualifying time, and the finish-time spread above shows how varied the field really is. If it is your first 5K, that spread matters more than the winner's time.

How competitive is the Cheshire Community YMCA Harvest Trail Race and Y Cup Relay?

The 5K winner ran 19:54 while the median finisher took 31:28. That spread points to a mixed field, with a competitive front and a big recreational middle.