Cheshire Community YMCA Harvest Trail Race and Y Cup Relay
- Date
- October 24, 2026
- Location
- 1585 Cheshire St., Cheshire, CT
- Distance
- 5K · Other
- Price
- $17–$38
From the Organizer
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
Events
Weather
Typical Conditions
It's too far out for a forecast, so here's what weather on this date is normally like in the area. A race day forecast will replace this as race week approaches.
Typical High
61°
Typical Low
39°
Chance of Rain
36%
Based on US Climate Normals data from Meriden Markham Muni Ap, 3 mi from the venue.
Host City
About Cheshire, CT
City Elevation
133 ft
Nearest Airport
HVN
Tweed New Haven Airport · 13 mi
Major Hub
BDL
Bradley International Airport · 35 mi
Time Zone
Eastern Time
From Endurance Grid
Line up lodging and travel early to lock in your race weekend.
Race Location
Your Next Start Line
What Are You
Waiting For?
Every finish line starts with a single decision. Claim your spot at Cheshire Community YMCA Harvest Trail Race and Y Cup Relay, put it on the calendar, and turn “someday” into a start date.
129
Days to train
- Race
- Cheshire Community YMCA Harvest Trail Race and Y Cup Relay
- Date
- October 24, 2026
- Location
- 1585 Cheshire St., Cheshire, CT
Coming Up
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From Endurance Grid
About These Sports
This race spans more than one sport — here’s a guide to each, so you can understand what’s involved and decide if it’s the right fit. For course distances, logistics, and race-day specifics, always defer to the race organizer’s event page.
Running
From 5K to marathon, running races are the most accessible entry point into endurance sport. There's a distance for every fitness level and a community at every start line.
Trail Running
Running off-road — dirt, singletrack, and mountain paths — from 5Ks to ultras. The terrain, not the pace, is the whole point.
Frequently Asked Questions (FAQs)
- What is the Cheshire Community YMCA Harvest Trail Race and Y Cup Relay?
- Cheshire Community YMCA Harvest Trail Race and Y Cup Relay is a running race held in Cheshire, Connecticut on October 24, 2026. It is one of the many endurance events listed on Endurance Grid, a multi-sport endurance event calendar covering running races, triathlons, HYROX, and more endurance sports across the United States. Find more running races near you or explore our sports guides to learn what race day actually feels like.
- When and where is the Cheshire Community YMCA Harvest Trail Race and Y Cup Relay?
- Saturday, October 24, 2026 in Cheshire, Connecticut at 1585 Cheshire St.. Check the event page for exact start times and wave schedules.
- How do I register for the Cheshire Community YMCA Harvest Trail Race and Y Cup Relay?
- Registration is handled through the event's registration page. Confirm pricing and distances there, and sign up.
Cheshire Community YMCA Harvest Trail Race and Y Cup Relay
Oct 24, 2026