Trail Running Calendar New York 2025-2026

Run scenic single and double track at English's Ridge Rumble in Green Lakes State Park, a USATF sanctioned race offering 50 km, 20 Miler and 10 Miler distances. Expect rolling climbs, technical rock and root sections, and lakeside views.

Squatchywaska Mountainfest in Ellenville NY on April 25, 2026 features 25K and 10 mile trail races with steep climbs, technical singletrack, and views of Verkeerder Kill Falls. The 150 runner cap promises a rugged, intimate mountain running..

Leatherman's Loop is a popular 10K trail race held annually in the spring at Ward Pound Ridge Reservation in Cross River, New York. The event attracts runners aged 7 to 107 and features a scenic course through natural trails. Due to high de..

The VCP50k is an ultramarathon held in Bronx, New York, founded in 2023 and designed to accommodate both novice and experienced runners. The race features a challenging yet accessible course consisting of ten loops on the classic Tortoise a..

DENFIT ULTRA is held in Cape Vincent, New York (ZIP 13618). The event offers two ultra distances: DENFIT ULTRA 50k and DENFIT ULTRA 100k, inviting endurance runners to push their limits. The page emphasizes a raw, no-nonsense atmosphere wit..

Join the 19th Annual Medved Madness Trail Races at Mendon Ponds Park on May 3, 2026, featuring roughly 13 mile and 5 mile trail courses plus a kids K. Expect changing trails, a tech shirt, and a post race barbecue for all finishers.

Breakneck Point in Beacon, NY on May 3, 2026 is a rugged trail race that challenges seasoned runners with steep, technical terrain and dramatic views. Expect solid aid station support, post race food and memorable swag across 14 or 26 miles..

Sand to Serengeti is a trail-running event held at Green Lakes State Park in Fayetteville, New York. It offers two distances: a 10-mile trail run and a 3-mile option. The route starts on the sandy beach at Green Lakes, winds around Round La..

Event overview Run The Farm is a series of trail races held at Muscoot Farm in Katonah/Somers, NY (51 Route 100, Katonah, NY 10536). The event includes a 5 mile trail race and two age-group kids races (one for ages 7-12 and one for ages 2-6..

The Mills Miles - May 23, 2026 The Mills Miles is a Last Runner Standing format race held at Powder Mills Park in Pittsford, NY, with Race HQ at Powder Horn Lodge. The event uses a one-mile trail loop. Each loop is a mass start with a prede..

Cayuga Trails in Ithaca NY offers 50 mile and 50K trail ultramarathon courses through waterfalls, stone stairs, and rugged singletrack. Big climbs, plentiful aid, and post race food await while entries support local land trusts.

Lucifer’s Crossing is a trail running event held at Old Y Camp in Robert Treman State Park, Ithaca, NY. It offers three distances: a half marathon (13.2 miles), a 10K (~6.66 miles), and a 5K (3.3 miles). The course features scenic and flowi..

Take on steep climbs and thrilling descents at the Plattekill Mountain Race in Roxbury NY on June 7, 2026. Pick a rugged 6.5 mile course with 3500 ft of gain or a punchy 5k up the slopes, then enjoy awards and finisher swag.

Test your grit at the Table Rock Trail Challenge, a Last One Standing looped trail race through Clark Reservation State Park near Syracuse. Repeat short laps until one runner remains, then celebrate with a post race cookout.

Join YMCA Race Weekend at Green Lakes State Park on June 13 and 14, 2026 for races around the blue green lakes. Choices from triathlon and aquabike to an 8K trail and kids fun run with proceeds helping YMCA community programs.

Manitou’s Revenge is a 53 mile ultramarathon through the Catskill Mountains on June 20, 2026, starting near Windham and finishing in Phoenicia. Expect about 15,000 feet of climbing, rocky technical trails and long stretches between aid stat..

Run a scenic but challenging 45 mile trail ultra through Letchworth State Park's dramatic gorge, with sustained climbs, single track, footbridges and remote sections. Relay spots and a women's only category are available; registration opens..

Event details The Run the Vineyards - Sheldrake Point Winery 5K takes place on Sunday, June 28, 2026, in Ovid, NY. The event is held at Sheldrake Point Winery, 7448 County Road 153, Ovid, NY 14521. Entry for the listed 5K event is shown as..

RHSC's Super Hear-O 5K & Family Fun Day is an annual event held at Seneca Park - Wegman Lodge in Rochester, NY. It features a 5K road run/walk and a one-mile walk/roll/stroll, welcoming runners, walkers, rollers, and strollers of all ages...

Spend July 4 at Whiteface Mountain for a full day of uphill and mountain races across several distances, plus relaxed group trail runs the following Sunday. Entry includes a commemorative tee and unforgettable Adirondack views.