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Trail Running Calendar near Shandaken 2026-2027

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Explore the top trail runs near Shandaken for 2026-2027! We've gathered 9 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2026
A trail event on the Shawangunk Ridge near Rosendale, NY offering 70 mile, 30 mile and half marathon divisions across rugged, varied terrain with minimal support.
A scenic 3.8 mile cross-country run at Olana State Historic Site with a free 1K kids run and awards across age groups.
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
Half marathon and 6K on the Wallkill Valley Rail Trail near Rosendale NY, with a mostly flat unpaved course and a crossing of the historic Rosendale Trestle.
April 2027
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.
Technical mountain trail races in Ellenville NY on April 24 2027 featuring 25K and 10 mile courses, six hour cutoffs, and a 150 runner cap supporting Run Wild, Inc.
May 2027
A community 5K in Ellenville starting and finishing at Aroma Thyme Bistro, with a course along the base of the Shawangunk Mountains and a stretch on the newly resurfaced Rail Trail. Proceeds benefit local food pantries and youth scholarships.
June 2027
Plattekill Mountain Race in Roxbury NY on June 6, 2027 features a 6.5 mile mountain course with 3500 ft gain and a 5k that climbs 1000 ft early before a downhill finish.
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.
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