Sugar Loaf 5K
About this race
Join us for the third annual USATF-certified Sugar Loaf Run!
Get ready to experience the beauty and charm of Sugar Loaf like never before! With the stunning Sugar Loaf Mountain as your backdrop, come run this picturesque, hilly course through the unique artisan hamlet of Sugar Loaf. This event promises not just a run, but an unforgettable journey through one of the most scenic and historic areas in Orange County, NY.
Event Details:
Location: Start and finish at the Sugar Loaf Performing Arts Center
Who: Open to all runners and walkers
When: October 3, 2026, 8:30 AM start
We invite everyone to be a part of this beautiful fall event, whether you’re a seasoned runner or a casual walker. Join us in celebrating the spirit of community, health, and the natural beauty of Sugar Loaf. Don’t miss out on this unique opportunity to run in a place where every view is a postcard!
Be sure to check out our website: https://www.sugarloafcommunityfoundation.com/about-4 for a drive-through race experience, course map, and ideas for things to do while visiting Sugar Loaf. There is so much to do and see!
Register early for a race T-shirt.
Pick your distance
Running
Sugar Loaf 5K
Join us for this beautiful USATF-Certified 5K race.
Typical race-day weather
Based on 3 years of Open-Meteo archive data for this event's race dates in Chester, plus the 3 days either side.
The sun rises at 6:54 AM and sets at 6:37 PM local time (EDT) in Chester on October 2, 2027 — 11h 43m 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
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Results — Sugar Loaf 5K
Other races near Chester
Different organizers, within 40 miles, in the next three months
Beautiful People Fun Run, Walk & Roll
Bloodline Turkey Trot
Hudson Valley Hawks Holiday Kick-Off 5k
Orange Runners Club Jingle Jog a Holiday 4 Mile Run/Walk (6.4k)
🏃 Plan Your Next Race in Chester
Find upcoming events by distance:
- Chester 5K Races 2 races
- Chester Running Calendar 2026 2 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, 2 Chester events
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