Windham
Trail Running Calendar near Windham 2026-2027
Explore the top trail runs near Windham for 2026-2027! We've gathered 6 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
A scenic 3.8 mile cross-country run at Olana State Historic Site with a free 1K kids run and awards across age groups.
Trail run and walk through the Huyck Preserve with 2, 5, and 8 mile routes that pass a lake, a historic race track, and waterfalls while supporting two local organizations.
Approximately 26 mile point to point trail race in the Slide Mountain Wilderness, summiting several Catskills High Peaks with nearly 7000 ft of elevation gain.
October 2026
A 5K race at Veeder Tree Farm in Earlton, NY on October 11, 2026, with proceeds benefiting the Leukemia and Lymphoma Society.
June 2027
July 2027
Remote, technical 30 km trail race in the Northern Catskills with about 4,800 ft of climbing and a six hour cutoff; strict qualifying standards and limited entry.