Marlboro
Trail Running Calendar near Marlboro 2026-2027
Explore the top trail runs near Marlboro for 2026-2027! We've gathered 26 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
Timed trail festival in Pawling, NY on Sept 19 to 20, 2026 offering 24 hour, 12 hour, 6 hour and 3 hour loop races with aid stations and finisher medals.
October 2026
A 13.7 mile trail race with 4,000 ft of gain in Cold Spring NY on October 4, 2026, listed as a UTMB Index Race; a portion of proceeds benefits the NYNJTC.
Pickle themed Halloween obstacle event at Obstacle Wonderland in Wallkill NY with adult 5K, kids 1K, a pumpkin carry fundraiser, themed medals, and family friendly activities.
HHNC Meadows & Trails 5K is an off road 5K at Hudson Highlands Nature Center in Cornwall NY on 10/17/2026, featuring meadows, ponds, wooded trails and views of Black Rock Mountain. Entry is $35 and children under 18 run free.
Trail event at Muscoot Farm in Katonah on October 25, 2026 featuring a 5 mile race and two kids races, with Farm Bucks and kids medals.
A community half marathon, 5K and kids fun run in Garrison, NY, with trails through Hudson Highlands and proceeds benefiting local recreation programs.
Tri-State New York Spartan Weekend in New Hampton, NY, Oct 31 to Nov 1, 2026 features Sprint and Super obstacle races, kids events, workshops and Hurricane Heat formats.
Trail running event in Lagrangeville, NY featuring 100k, 50k and 10k loop races with aid stations, finisher medals, awards and UTMB Index designation.
Halloween day trail event at Fifth Lake with a timed 5K, 2K walk and free 1K kids run supporting UlsterCorps.
November 2026
A community 5K and a 1-mile kids run at Sargent Elementary in Beacon, NY, with a food drive, live DJ, and refreshments.
A farm based 5K trail run plus a kids fun run for ages 6 and under in Yorktown Heights supporting Friends of Hilltop Hanover Farm.
Trail half marathon at Minnewaska State Park Preserve around two glacial lakes and along the Shawangunk Ridge; online registration, $30 fee, 300 runner cap.
Somers Thanksgiving Turkey Trot in Somers, NY features a 5K trail race and a 1 Mile fun run with age-group awards, shirts, medals, and packet pickup.
A 5K trail race at Stillwell Woods Preserve in Woodbury supporting The Center for Developmental Disabilities and held in memory of a community runner.
April 2027
Mountain trail event at Bear Mountain NY offering 10K, 13.1 mile and ruck divisions on rugged technical singletrack with steep climbs and significant elevation gain.
Limited-entry trail festival in Ellenville NY featuring technical 25K (≈17M) and 10M routes on the Shawangunk Ridge, with a lottery entry and support for Run Wild, Inc.