Rupert
Trail Running Calendar near Rupert 2026-2027
Explore the top trail runs near Rupert for 2026-2027! We've gathered 7 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
Trail races at Okemo's Jackson Gore area feature a 7.6 mile summit course with 2500 vertical feet plus short family fun runs, post-race lunch and awards.
A summit trail race on Stratton Mountain with youth and open distances, prizes, raffle awards, and proceeds supporting the SMST2 professional ski team.
September 2026
A fall trail race at Merck Forest and Farmland Center featuring an approximately 8.5 mile loop with about 1,800 feet of climbing and two aid stations. A separate 0.75 mile kids loop circles the farm and allows parent participation.
October 2026
A 50K trail race on October 3, 2026 in Kattskill Bay, NY, featuring four peak crossings and about 9,000 feet of climbing.
Timed endurance running at Champs Campground in Whitehall NY on October 17 and 18, 2026. Choose a 6 hour, 12 hour, or 24 hour race on a flat 0.30 mile loop with aid station, camping, and limited fields.
A technical trail half marathon at Moreau Lake State Park covering about 14 miles with 2700 feet of climb, fully marked with one aid station near Bonita Lake.