Trail Running calendar near Shandaken 2025-2026

The Trailwagger is a running event held at Gilbert Lake State Park in Laurens, NY, featuring scenic trails and fall foliage. The race offers four divisions to accommodate various skill levels: a 3-mile run/walk on paved roads and trails, a..

Costumed Creature Crawl 5K Trail Run/Walk is an in-person and virtual race in Beach Lake, Pennsylvania, at the Van Scott Nature Reserve of the Delaware Highlands Conservancy. It offers a 5K trail run or walk for adults, plus options for age..

Mohawk Mountain Race : Cornwall, CT The Mohawk Mountain Race takes place at Mohawk Mountain Ski Area in Cornwall, CT (46 Great Hollow Road). The event offers four distance options: Marathon Half Marathon 10K 5K Registration closes on Octo..

Tom Centinaro Memorial "Dam" Race is a 3.5-mile trail run/walk hosted by the Wolcott Lions Club in Wolcott, Connecticut. The race unfolds on the scenic, flat Mill Pond Trail at Woodtick Recreation, 201 Nichols Road. This community event ben..

Malta 2K, 3K, 5K Trail Race in Malta, New York, is organized by Roundabout Runners Club. The event begins at Luther Forest Athletic Fields near 30 Rocket Way and runs through the well-maintained trails of 100 Acre Woods, featuring wide ston..

Event overview FALL Run The Farm is scheduled for October 19, 2025, at Muscoot Farm in Katonah/Somers, New York (51 Route 100, Katonah, NY 10536). The main race is a trail race held over 5 miles. The event program also includes two children..

Join the Castle to River Run in Garrison, NY, with a half marathon, 5K and kids fun run raising funds for Friends of Philipstown Recreation. Tackle varied trail terrain, pick up a race shirt and enjoy community spirit.

Join the Veeder Tree Farm 5K on October 19, 2025 for a scenic 5K or 5K Trail Run supporting the Leukemia and Lymphoma Society. Enjoy farm trails, friendly competition, and options for students and virtual participants.

Experience peak fall foliage at Harriman State Park with Big Bear SquaTCh South, a rugged single loop offering a challenging 13.1 mile or 10K on steep, technical trails and sweeping views. Limited entries sell out fast so register early.

Lake to Lake 8k Trail Run & Dog Woods Walk takes place at Lacawac Sanctuary in Lake Ariel, Pennsylvania. The event offers an 8K trail run through 550 acres of nature trails and access roads on Lacawac grounds, with a separate Dog Woods Walk..

Join the 9th annual Fall Back into the Trails at Red Wing Recreation Area in Lagrangeville NY for two days of scenic, supported loop trail racing with 10K 50K and 100K options. Custom finisher medals, camping and UTMB index for longer races..

Overview 8 Hours at the Farm is a timed trail running event presented by Steep Endurance on November 2 in Brookfield, Connecticut. The event is held at Gurski Farm / Williams Park with race headquarters and the start/finish located in the b..

The Saratoga Stryders Fall Back 5 Mile Trail Race is held annually at Saratoga Spa State Park in Saratoga Springs, NY. This challenging 5-mile course features a mix of hills, ridges, single-track trails, wide paths, paved sections, grassy a..

Choose Marathon or Half Marathon on a single loop through Rockefeller Preserve, a rolling hilly course with Hudson River and Palisades views amid fields, forests and stone walls. Proceeds support local conservation groups.

Event overview The Beacon Bonfire 10K takes place in Beacon, NY on Saturday, November 8, 2025. The event is a 10K trail race that starts and finishes at the Mt Beacon Trailhead. Registration closes Thu, Nov 6 at 11:59 PM ET. The race has a..

Raven Rocks Run (10k) at Ward Pound Ridge Reservation The Raven Rocks Run is a trail event held at Ward Pound Ridge Reservation in Cross River, NY. The in-person event includes a 10k trail run that climbs to the park's high points, passing..

Taconic Road Runners FDR Park Cross Country Run is a cross-country race held in Yorktown Heights, New York, at FDR Park. The event features a 6K course that includes almost two miles of the park’s trail system, with most of the route on sof..

RunWalk4Vets 5K is a 5K trail run/walk hosted at Lacawac Sanctuary in Lake Ariel, PA 18436, at 94 Sanctuary Road. The trail course blends running and walking on outdoor paths through the sanctuary grounds. Day-of registration begins at 8 a...

Red, White and Run 5K is a 5K trail run and walk held in Lackawaxen, Pennsylvania, at Veteran's Memorial Park (109 Scenic Drive, Lackawaxen, PA 18435). The course is a trail route designed for both runners and walkers. Special features incl..

Event details The Tarrywile Half Marathon is a trail running event held on November 16 at Tarrywile Park, 70 Southern Blvd., Danbury, Connecticut. The event offers three distances: Marathon Half Marathon 10K Registration tiers vary by dat..