2025 - Cheshire Community Ymca Harvest Trail Race and Y Cup Relay
2025 distances
Running
Y Cup 5-Week Practice Series - 9/24/2025
Join us for a special 5-week practice series designed for our young athletes participating in the Y-Cup! This program meets Wednesdays from 5:30-6:30 Sept. 24-Oct 22 at our new YMCA location (435 North Brooksvale Rd. Cheshire). Each practice will focus on building endurance, improving speed, and developing proper running mechanics. Our goal is to help participants gain confidence, strengthen their performance, and prepare for race day on the Harvest Trail. Contact Brandon Riollano at briollano@sccymca.org or 203-272-3150x511 with questions.
Y Cup 5-Week Practice Series - 10/01/2025
Join us for a special 5-week practice series designed for our young athletes participating in the Y-Cup! This program meets Wednesdays from 5:30-6:30 Sept. 24-Oct 22 at our new YMCA location (435 North Brooksvale Rd. Cheshire). Each practice will focus on building endurance, improving speed, and developing proper running mechanics. Our goal is to help participants gain confidence, strengthen their performance, and prepare for race day on the Harvest Trail. Contact Brandon Riollano at briollano@sccymca.org or 203-272-3150x511 with questions.
Y Cup 5-Week Practice Series - 10/08/2025
Join us for a special 5-week practice series designed for our young athletes participating in the Y-Cup! This program meets Wednesdays from 5:30-6:30 Sept. 24-Oct 22 at our new YMCA location (435 North Brooksvale Rd. Cheshire). Each practice will focus on building endurance, improving speed, and developing proper running mechanics. Our goal is to help participants gain confidence, strengthen their performance, and prepare for race day on the Harvest Trail. Contact Brandon Riollano at briollano@sccymca.org or 203-272-3150x511 with questions.
Y Cup 5-Week Practice Series - 10/15/2025
Join us for a special 5-week practice series designed for our young athletes participating in the Y-Cup! This program meets Wednesdays from 5:30-6:30 Sept. 24-Oct 22 at our new YMCA location (435 North Brooksvale Rd. Cheshire). Each practice will focus on building endurance, improving speed, and developing proper running mechanics. Our goal is to help participants gain confidence, strengthen their performance, and prepare for race day on the Harvest Trail. Contact Brandon Riollano at briollano@sccymca.org or 203-272-3150x511 with questions.
Y Cup 5-Week Practice Series - 10/22/2025
Join us for a special 5-week practice series designed for our young athletes participating in the Y-Cup! This program meets Wednesdays from 5:30-6:30 Sept. 24-Oct 22 at our new YMCA location (435 North Brooksvale Rd. Cheshire). Each practice will focus on building endurance, improving speed, and developing proper running mechanics. Our goal is to help participants gain confidence, strengthen their performance, and prepare for race day on the Harvest Trail. Contact Brandon Riollano at briollano@sccymca.org or 203-272-3150x511 with questions.
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.
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.
Trail running
5K Trail Race
This trail 5k is a great beginner friendly race with varied terrain and some slight elevation - perfect for the road runner wanting to try a trail run. It's also a good opportunity for an experienced trail runner to do some speed work.
Race-day weather
Conditions on September 24, 2025 — historical Open-Meteo data.
The sun rises at 6:41 AM and sets at 6:45 PM local time (EDT) in Cheshire on September 24, 2025 — 12h 03m of daylight.
Course
No course map published yet.
The organizer hasn't released a route for this event, and we don't publish guesses. If you're the organizer, send us a GPX file and we'll draw the profile.
Reviews
Done this event?
If you've participated in this event, share your experience with other runners
2025 results — Cheshire Community Ymca Harvest Trail Race and Y Cup Relay
5K Trail Race · 104 finishers
| Place | Name | Time | Pace |
|---|---|---|---|
| 1 | Cory Loftis | 19:54 | 6:24 /mi |
| 2 | MARCUS WILSON | 20:57 | 6:45 /mi |
| 3 | Bryce Hughey | 21:41 | 6:59 /mi |
| 4 | Nathan Scalise | 22:00 | 7:05 /mi |
| 5 | Anthony Mongiello | 22:11 | 7:08 /mi |
Every finisher is on the results page, filterable by distance, gender and age group.
Other races near Cheshire
Different organizers, within 40 miles, in the next three months
Cheshire Community Ymca Harvest Trail Race and Y Cup Relay
Robert J. Lynes Memorial Road Race
Footprints on our Hearts Walk & 5K
Hot Coco 5K
🏃 Plan Your Next Race in Cheshire
Find upcoming events by distance:
- Cheshire 5K Races 3 races
- Cheshire Running Calendar 2026 3 races
Where this page comes from. Race details were last updated on . We re-check listings regularly and again in the week before race day.
- Entries, prices, waves and inclusions — the event's official registration page
- Temperature and humidity — Copernicus ERA5 reanalysis via Open-Meteo (CC BY 4.0)
- Elevation and terrain relief — Copernicus DEM GLO-90, ESA (CC BY 4.0)
- Comparisons and counts — Race Discovery calendar, 3 Cheshire events
Spotted something wrong? Tell us and we'll fix it.