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Trail Running Calendar near Ellenville 2026-2027

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Explore the top trail runs near Ellenville for 2026-2027! We've gathered 15 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2026
Sep
12
Sa

Shawangunk Ridge Trail Run (SRT)

Trail Run 13 mi 30 mi 70 mi
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.
Sep
26
Sa

Cat's Tail Marathon

Trail Run 26 mi
A 26 mile point to point trail marathon in Shandaken NY through the Slide Mountain Wilderness with nearly 7,000 feet of elevation gain.
Sep
27
Su

Gardiner Dump Run

Trail Run 5 km 10 km
A trail running event in Gardiner, NY offering a 5 km run, an optional 10 km two-lap route and a 200 yard kids run, with pre registration T shirt incentives and a sneaker recycling program.
October 2026
Oct
11
Su

Obstacle Wonderland Hallo-Weird Adult 5k Obstacle Course Race

Obstacle Run 5 km
A pickle-themed Halloween obstacle event in Wallkill, NY with an adult 5K and a 1K kids course, themed medals, costumes, mud, and a community-focused Donate a Dragon 3D printing project.
Oct
17
Sa

HHNC Meadows & Trails 5K

Trail Run 5 km
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.
Oct-Nov
31-1
Sa - Su

Tri-State New York Spartan Event Weekend

Obstacle Run 5 km 10 km
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.
November 2026
Nov
29
Su

Rob's Trail Run

Trail Run 5 km
Experience a 5K trail race through the scenic Stillwell Woods Preserve in Woodbury. This event honors the memory of Rob Lauterborn and supports the Center for Developmental Disabilities.
April 2027
Apr
3
Sa

Big Bear Squatch North

Trail Run 10 km 13 mi
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.
Apr
24
Sa

Squatchywaska Mountainfest

Trail Run 10 mi 25 km
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.
Apr
24
Sa

Sterling Squatch Half Marathon

Trail Run 10 mi 17 mi
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
May
1
Sa

Rock The Ridge

Trail Run 26 mi 50 mi
A 50 mile ultra, a 26.2 mile trail marathon, and relay options on the Shawangunk Ridge to raise funds for Mohonk Preserve.
May
2
Su

Breakneck Point Trail Runs

Trail Run 15 mi 27 mi
Half and full trail races near Beacon, NY on steep, technical single-track with significant elevation change, aid stations, and enforced cutoffs.
May
16
Su

Run like the Wind 5K - Ellenville

Trail Run 5 km
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
Jun
5-6
Sa - Su

Tri-State New York Event Weekend

Obstacle Run 5 km 10 km
July 2027
Jul
14
We

Bowdoin Bushwhack

Trail Run 5 mi
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