Trail Running calendar near Bronx County 2025-2026

The Angevine Farm Trail Festival, held annually in Warren, Connecticut, offers a scenic and challenging trail running experience through grassy fields, land trust trails, state forest paths, single track, and dirt roads. The event features multiple distances including a half marathon, a new 8-hour r..

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 Front Runners New York Cross Country 5K is an annual running event held at Van Cortlandt Park in the Bronx, New York. Celebrating its 22nd year in 2025, the race offers a scenic 5K cross-country course through the park's fall landscape. Participants meet at the iconic Tortoise & Hare Sculpture f..

The Water Gap 50k and 25k is a scenic trail running event held in Milford, Pennsylvania, within the Delaware Water Gap National Recreation Area. The race courses follow the McDade Trail, a 32-mile route featuring a mix of rail-trail style cinder paths and singletrack terrain. Known for its rolling,..

The IronHike Endurance Series at Mohawk Mountain Ski Area in Cornwall, CT, is a multi-day endurance event held over four days in October 2025. Participants can choose from various challenges ranging from 12 to 84 hours, covering distances from 15 miles to over 150 miles with significant elevation ga..

The NJ Trail Series One Day is a multi-day ultrarunning event held at the Sussex County Fairgrounds in Augusta, New Jersey. Scheduled from October 2 to 5, 2025, it features a variety of race options including 72, 48, 24, 12, and 6-hour timed races, as well as marathons and 50K distances. The course..

Trails4Tails is a running event held at Historic Washington Crossing Park in Titusville, New Jersey. The event features a 1 Mile Fun Run (with or without a dog), a 5K run, and a 5K run with a dog, all on wooded trails rather than paved paths, encouraging participants to properly train with their dog..

The Run the Vineyards - Pindar Fall 5K and 8K is a scenic autumn race held at Pindar Vineyards in Peconic, NY, featuring courses through 300 acres of vineyard property. Participants can choose between a 5K and an 8K race, both on mostly flat, hard-packed dirt trails and short-cut grass, making the e..

The Fat Sass Switchback Challenge is a trail running event held in Millburn, New Jersey, at the South Mountain Reservation's Locust Grove Picnic Area. Scheduled for October 5, 2025, it offers three race options: a 5K, a 3-hour, and a 6-hour challenge. Participants run a 1-mile loop featuring a steep..

The KMT Fall Foliage Frenzy is a timed trail running event held in Montebello, NY, featuring 3-hour and 6-hour race options. Participants run on a challenging 2.33-mile loop course in Kakiat Park, adjacent to Harriman State Park, with approximately 660 feet of vertical gain per lap. The course offer..

The Tesla Hertz Run is an ultramarathon event held in Rocky Point, New York, featuring multiple race distances including 150 miles, 100 miles, 100K, 50 miles, 50K, and 10 miles, with both daytime and nighttime options. The course is a scenic 10.48-mile loop through the pine barrens of Long Island, o..

The Hainesport Endurance Run is a multi-day ultramarathon event held at Hainesport Township Municipal Park in New Jersey. The race features a flat, paved loop course of just under one mile, certified by USA Track & Field, with an alternate 1.2-mile loop available if needed. Participants can compete..

The Forbidden Forest 30 Hour Ultra Run is an epic endurance event held in Stratford, Connecticut, offering runners up to 30 hours to complete distances ranging from a marathon (26.2 miles) to 100 miles or more. The course features a challenging 2.23-mile loop with roots, rocky terrain, and a notable..

The Gemstone Sparkle Sprint 5k is a community-focused trail running event held at Gemstone Farm in Wilton, Connecticut. Scheduled for October 11, 2025, this scenic 5k trail run welcomes participants of all abilities, encouraging runners and casual walkers alike to dress in sparkly attire and enjoy t..

The Paine to Pain Trail Half-Marathon is a distinctive trail race held in Westchester County, New York, starting at the historic Thomas Paine Cottage in New Rochelle and finishing at New Rochelle High School. This 13.1-mile single-loop course traverses the woods and trails of five different parks, o..

The Never Stop Running Foundation Great Pumpkin Dash Trail 5K is a scenic trail run/walk held at Blydenburgh County Park in Smithtown, NY. Scheduled for October 12, 2025, this event features a 5K course that winds through shaded trails combining dirt roads and hard-packed surfaces with some sandy sp..

The Mohawk Mountain Race, held at Mohawk Mountain Ski Area in Cornwall, Connecticut, offers a challenging trail running experience with marathon, half marathon, 10K, and 5K distances. The course features steep ascents and descents on ski mountain trails, including the Wildwood, Timber, Pine, Laurel,..

The MuleSkinner Endurance Races take place in Upper Black Eddy, Pennsylvania, featuring distances of 50 miles, 50K, marathon, and half marathon. The course primarily follows the scenic, non-technical towpaths along the Pennsylvania side of the Delaware River, offering stunning views and an easy trai..

The Tom Centinaro Memorial "Dam" Race is a 3.5-mile trail run and walk held at Woodtick Recreation, 201 Nichols Road, Wolcott, Connecticut. The event takes place on the scenic and flat Mill Pond Trail, offering a pleasant course for participants. Hosted by the Wolcott Lions Club, the race benefits l..

The Castle to River Run in Garrison, NY, is a scenic running event held in the historic Hudson Valley, featuring a half marathon and a 5K race, along with a kids fun run. The half marathon course winds through Hudson Highlands State Park, passing the historic Osborn Castle and offering a mix of sing..