Essex
Trail Running Calendar near Essex 2026-2027
Explore the top trail runs near Essex for 2026-2027! We've gathered 10 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
A weekly trail race series in Williston, VT offering 5 km and 2.5 km options with adult and youth categories, bib pickup and on-course water refill. Events run rain or shine and follow a posted thunder and cancellation policy.
Public 5K cross country invitational at Tree Farm Recreational Facility, Essex Junction, VT on Aug 29, 2026 for middle and high school athletes, coaches and families.
Late-August Stowe fundraiser where runners, hikers and cyclists climb Mt. Mansfield via the 4.3-mile Mansfield Toll Road to benefit the Catamount Trail Association.
September 2026
Bike, run, or walk on the Lamoille Valley Rail Trail in Morrisville, Vermont. Proceeds support services for healthy aging in Central Vermont including groceries, emergency fuel, prescription assistance, and exercise classes.
A 3.1-mile race at Shelburne Farms on 09/27/2026 with a course that mixes gravel paths (not loose), wooded trails, fields and dirt roads. Field limited to 200 racers; registration through Racevermont.com includes a finishers medal.
October 2026
An uphill run at Stowe Mountain Resort hosted by the Mansfield Nordic Pro Team on June 21 and October 18, 2026. The 1.7 miles course climbs from Midway Lodge to Cliff House and raises funds for the pro team.
A Halloween themed 5K trail race at Arrowhead Golf Course in Milton VT on October 25, 2026. Pre registration fee is $15 and the event is open to runners 12 and older with awards for top male, female, and non binary finishers.