Sugar Loaf 5K

Sat, Oct 3, 2026, 8:30 AM EDT

Location: Chester, NY; 1351 Kings Highway, 10918
Featured distance: 5K
Type: RUN

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Course feel, difficulty, and community fit are being added to this listing. Check back, and always confirm details on the official registration page.

At a glance

Great for

Walkers Welcome

Great for: walkers

Perks & features

Shirt

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Auto-drafted from the public listing — confirm details on the official event page before signing up.

Vibe Check

Easygoing

Rolling area

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The course

From the organizer

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!

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