Trail Running calendar near Garrison 2025-2026

The Running Wild at Wildwood is a 2.5-mile trail run/walk held at Wildwood State Park, located at 790 Hulse Landing Road in Wading River, NY. This scenic trail event welcomes participants rain or shine, offering a nature-filled running experience. Runners can register in advance to receive personali..

The Interstate 17 - Closter, NJ will take place in Closter on Sunday 10 August 2025. You can run 17 miles.

Climb It For Climate is a mountain trail running event held at Belleayre Mountain Ski Center in the Catskill Mountains, New York. Participants can choose between a challenging 25K course with approximately 15 miles and 5,000 feet of elevation gain and descent, or a shorter 8K course covering about 5..

The Tappen Brook 5K is a trail running event held in Bridgewater, Connecticut, hosted by the Bridgewater Land Trust and the Bridgewater Recreation Commission. Now in its second year, the race takes place on the newly developed trails of Bridgewater Town Park, offering a scenic 5K course through fore..

The Route of Healthy Living 5k & BBQ Bash is a community-focused event held at Pleasant Valley Park in Basking Ridge, NJ. Celebrating its 5-year anniversary, the event features a 5K run/walk and a 1-mile health walk, welcoming participants of all fitness levels. The cross-country course includes a m..

The Thunder Chicken Squatch is a trail running event held at Stokes State Forest in Branchville, New Jersey. Scheduled for August 10, 2025, it offers multiple race distances including a challenging 17-mile run, a 10K, and a 5K, with additional 10K rucking divisions featuring lightweight (15 lbs) and..

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 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 Dirty Dozen 50K is a challenging ultramarathon held in Forest Park, Queens, New York City. The race features a 2.5-mile loop along the scenic Orange Trail, completed 12 times for a total of 50 kilometers. Each loop includes 300 feet of elevation gain, making the course deceptively tough with rol..

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..

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 669-acre nature preserve, which features 8.5 miles of hiking trails across three towns. The race starts and finishes at the Fox..

The USATF-NJ Open & Masters 5k Cross Country Championships is a competitive running event held at Natirar Park in Peapack Gladstone, New Jersey. Scheduled for August 24, 2025, this 5-kilometer cross country race features divisions for both open and masters athletes. It is part of the Paul Miller Aut..

The Barn-B-Q Trail Festival will take place in Berkeley Heights on Saturday 30 August 2025. You can run between 3 and 6 miles.

The FallApple is a trail running event held in South Orange, New Jersey, at South Mountain Reservation. Scheduled for early September, the race offers a variety of distances including 5K, 10K, half marathon, marathon, 50K, and 50-mile options. The course features a mix of fire roads, single-track tr..

The Cross-Connecticut Run for Mental Health Awareness is a unique 56-mile group running event held annually in Connecticut, following the scenic and flat Farmington Canal Heritage Trail from West Suffield to New Haven. This non-competitive challenge supports Mental Health Connecticut through fundrai..

The Wicked Mudder will take place in Southwick on Sunday 7 September 2025. You can run between 5 and 5 kilometers.

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 Storybook Half Marathon is a scenic 13.1-mile trail race held in Roosevelt Forest, Stratford, Connecticut. The course consists of eight loops on a 1.64-mile wooded trail featuring singletrack and doubletrack paths with roots, rocks, and gentle hills, offering a charming yet moderately challengin..