Trail Running calendar near Shandaken 2025-2026

The Fabulous Fahnestock Trail Races take place in Fahnestock State Park near Cold Spring, NY, offering distances of 50K, 25K, and a 5.5-mile race. The course features a mix of runnable dirt roads and technical single-track trails, with scenic views including lakes, ponds, and old rail beds. Runners..

The Hook Mountain Ultra is a challenging 51.7-mile trail run held in Upper Nyack, New York, featuring 10,928 feet of elevation gain. The course includes one 5.7-mile small loop followed by four 11.5-mile big loops, all starting and finishing at Nyack Beach State Park. Runners begin with a steep 1.6-..

The Serenity on the Trails will take place in Schenectady on Saturday 16 August 2025. You can run 4 miles.

The 2nd Annual Curran Brewing 5k Trail Run and 1.5 Mile Walk takes place at Curran Brewing Company in Madison Township, PA. The event features a scenic trail course through the woods, following old tractor paths and circling the lake at Curran Brewing. Participants can choose between a 5k run, which..

The New Paltz Pizza Challenge is a fun and unique 3.3-mile running event held in New Paltz, NY, starting at Water Street Market. The course is approximately 5 kilometers and offers participants a lively atmosphere with plenty of pizza to enjoy along the way. The event features prizes for the winners..

The Jug End Loop Ultra is a 6-hour ultra running event held at Jug End State Reservation in Egremont, Massachusetts. Participants run multiple laps of a scenic 4.2-mile course featuring woods, fields, and an apple orchard, with a challenging elevation change of 830 feet per lap. The course includes..

The Saratoga Community & Cross Country 5K Challenge is a running and walking event held at Pitney Meadows Community Farm in Saratoga Springs, NY. The event features a 5K Run/Walk and a free 5K Run/Walk for kids aged five and under. Participants can enjoy a lively atmosphere with music, a food truck,..

The Thacher Park Trail Running Festival, held annually at Thacher State Park in Voorheesville, NY, offers a scenic and challenging trail running experience. Participants can choose from four distances: 10K, half marathon (13.1 miles), marathon (26.2 miles), and an ultra 50K. The course features a sh..

Raptor Ridge, presented by Peace, Love, Trails, is a challenging 6.5-mile trail race held at the Westmoreland Sanctuary in Mount Kisco, New York. The course winds through the Sanctuary's 669-acre nature preserve, which features 8.5 miles of hiking trails across Bedford, Mount Kisco, and Armonk. The..

The Salt Springs Field, Forest & Falls Trail Races, held in Montrose, Pennsylvania, offer a rugged trail running experience through old-growth forests with stunning scenery. In its 13th year in 2025, the event features three race distances: 5K, 10K, and a challenging 50K. The 5K is mostly trail, whi..

The Macedonia Trail Race, held in Macedonia Brook State Park in Kent, Connecticut, offers a unique trail running experience with lush singletrack trails, challenging climbs and descents, and stunning viewpoints including Cobble Mountain, where runners can see the Catskill Mountains on clear days. No..

The Pawling 24 Hour Trail Running Festival, held in Pawling, NY at Lakeside Park, offers runners a challenging and festive endurance experience. Participants can choose from 3, 6, 12 (including a night start), or 24-hour timed races on a 1.68-mile loop course featuring pavement, grass, and single-tr..

The Brookfield Classic is a trail running event held in the scenic Charles E Baker State Forest in Brookfield, New York. It offers three race distances: a 5K for beginners or casual runners, a family-friendly 15K loop featuring a mix of truck and horse trails suitable for walking or running, and a c..

The Shawangunk Ridge Trail Run (SRT) is a challenging trail running event held in Rosendale, New York, featuring three race distances: a 70-mile ultra, a 30-mile race, and a half marathon. The course follows the scenic 70-mile Shawangunk Ridge Trail, which stretches from High Point State Park in New..

The Where the Pavement Ends Double Loop will take place in Ridgefield on Sunday 14 September 2025. You can run between 4 and 8 miles.

The Wild Goose Trail Festival takes place at Wawayanda State Park in Hewitt, New Jersey, offering a variety of trail running events over September 20-21, 2025. Distances range from a 1-mile kids run to a challenging 100-mile ultramarathon with a generous 36-hour cutoff, making it ideal for first-tim..

The Angevine Farm Trail Festival is a scenic trail running event held in Warren, Connecticut, in the picturesque Northwest corner of the state. The festival features multiple race options including an 8-hour endurance run, a half marathon, and 5K races with a Canicross option for runners with dogs...

The Gardiner Dump Run is a scenic trail running event held in Gardiner, New York, featuring a 5k race with an option to complete two laps for a 10k distance. The course winds through single-track trails along wooded hillsides near the Wallkill River and untamed fields at Gardiner’s Riverbend Trails,..

The Cat's Tail Trail Marathon is a challenging 26-mile point-to-point trail race held in the Slide Mountain Wilderness Area of the Catskill Mountains, New York. Featuring nearly 7,000 feet of elevation gain, the course offers rugged terrain with rocky, technical climbs and descents, alongside stunni..

Race to the Face 5K is a community-oriented running and walking event in Norwich. In 2025, the event enters its fourth year. The course starts on a road in downtown Norwich, switches to trail, then returns to the road and downtown, accommodating runners, walkers, and hikers and even friendly dogs.Pa..