Trail Running calendar near Dobbs Ferry 2025-2026

Squatchapple in West Orange, NJ on March 7, 2026 offers 11, 20, 50K and 50 mile trail races over three scenic loops in South Mountain. Expect rugged singletrack, big climbs, handcrafted wood finisher medals and a fun trail festival vibe.

Run the Never Stop Running Foundation 4 Leaf Clover 5K at Bethpage State Park on March 8 2026 for a scenic trail 5K across grassy polo fields and winding soft trails. Family friendly with a kids run, virtual race and refreshments.

Tackle Mount Tammany 10, a scenic but rugged nearly 40 mile ultra of ten relentless loops in the Delaware Water Gap on March 21, 2026. Expect steep technical trails, big elevation gain, waterfalls and sweeping summit views.

Enjoy a scenic 5K around Osprey's Dominion Vineyards in Peconic, NY on a two lap cross country style course for runners and walkers. Finishers get a shirt, bottle stopper medal, shatterproof wine glass and a wine pour.

Terror of Tammany! on March 22, 2026 in Columbia, NJ is a rugged looped trail challenge with 30K (three 6.7 mile loops) and 50K+ (five loops). Expect technical climbs, a campground start and finish, strict time limits, and finisher awards.

Tackle the Sleeping Giant Trail Runs at Sleeping Giant State Park in Hamden CT on March 29, 2026 with 25K and 50K options across rugged singletrack and big climbs. Expect steep scrambles, more than 3,000 feet of gain per loop, cupless aid s..

Join the Morris County Empanada Trail on March 29 in Morris Plains NJ with 5K and 10K runs over scenic mixed terrain. Entry includes a long sleeve shirt, finisher medal and an empanada with proceeds benefiting the Arthritis Foundation.

Take on the Fools Adventure, a 10 hour rogaine across roughly 8 square miles of North Jersey wilderness near Wayne, NJ on March 29, 2026. Solo navigation with map and compass and visits to over 100 checkpoints will test your route choice an..

Run rugged trails at Big Bear Squatch North in Harriman State Park on April 4, 2026 with half marathon, 10K and ruck divisions. Expect steep climbs, scrambling terrain and sweeping Hudson Valley and NYC skyline views.

The Long Run at Jacobsburg State Park is a scenic 5 mile loop with Spring Forward and Fall Back editions. Choose a 3 hour or 6 hour challenge and rack up laps on mixed single track and fast gravel; this cupless event is self supported.

Join the Bunny Trail 5K at Bethpage State Park for a family friendly run starting on a grassy polo field and winding onto scenic soft trails. In person and virtual entries plus a free kiddie run support the Never Stop Running Foundation.

Find your pace at the Spring SOMO Timed Trail Races in April at South Mountain Reservation, NJ, with options from a single 3K loop to 6 Hour timed runs. Enjoy a scenic 1.88 mile loop of single track, pavement and fire road.

Run a scenic 6.55 mile quarter marathon through West Hartford Reservoir 4 as two loops around the park. Limited to 150 runners, the event features chip timing, post race treats and awards in five year age groups.

Join Run for the Rescue on April 11, 2026 for a scenic 5K through Blydenburgh County Park with on site and virtual options. Tackle varied trails, enjoy post race refreshments, and support Last Chance Animal Rescue.

Join the John Jay Community Trail Race on Sunday April 12 2026 in Cross River NY for a scenic 5k on wooded trails, a 4k community walk and a 200 meter kids dash on the track. Early preregistered participants get race shirts.

Run the Shore2Shore on April 18, 2026 in East Islip, NY, a scenic point to point along the Long Island Greenbelt Trail from Sunken Meadow to Heckscher State Park. Choose 25K or 50K with well stocked aid stations and finish swag.

Tackle rugged trails at Penwood State Park in Bloomfield CT with the Traprock race, offering a single loop 17K or a three loop 50K on scenic, rocky Metacomet Trail. Hosted by CT Trailmixers, this cupless trail run supports local land trusts..

Run a scenic 5K across farm trails at Screamin' Hill Brewery, then celebrate with craft beer, live music and food trucks. Walkers and all ages are welcome in this fun community race with free photos and a custom tech shirt.

Join the final Conquer The Trail Race on April 18 in Dobbs Ferry for a scenic 7.5 km on the Croton Aqueduct Trail supporting Mercy University's Mav Market. Mostly flat trail with natural obstacles, raffles and shirts for early registrants.

Celebrate spring at the Brooklyn Cider House Spiked Apple 5K on April 19 in New Paltz, a scenic two lap run through vineyards and orchards. Enjoy a cider pour, fresh donut, finisher medal and commemorative shirt.