⚠️ 2027 edition: provisional information
The date is estimated from the 2026 edition (October 3, 2026), on the same day of the week. Courses, start times, fees and description are carried over from the previous edition: check them on the official website. This page will be updated as soon as the organizer publishes them.
Available distances
About
The Sugar Loaf 5K is a scenic 5K (3.1-mile) race in Chester, held in the one-of-a-kind arts and crafts village of Sugar Loaf, New York, on October 2, 2027, starting at 8:30 a.m.
The course offers sweeping views of Sugar Loaf Mountain and takes participants on a scenic tour through one of Orange County's historic districts. Hosted at the Sugar Loaf Performing Arts Center, the event is open to runners and walkers of all abilities, who can enjoy the natural beauty and community spirit of Sugar Loaf.
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Races nearby
Other upcoming races around Chester.
Cider 5 - Middletown, NY
Oct 24, 2026 · Middletown, NY · 10 mi away
5 mi · 3.1 mi
Cheryl Walk or Run 5K
Oct 25, 2026 · Cornwall, NY · 15 mi away
3.1 mi
Kiwanis Club of Newburgh Scholarship Run
Oct 25, 2026 · Newburgh, NY · 17 mi away
4 mi
Castle to River Run
Oct 25, 2026 · Philipstown, NY · 17 mi away
13.1 mi · 3.1 mi
Sri Chinmoy Half-Marathon
Oct 25, 2026 · Valley Cottage, NY · 23 mi away
13.1 mi
To Infinity & Beyond Halloween 5K
Oct 31, 2026 · Valley Cottage, NY · 23 mi away
3.1 mi