Trail Running calendar near Richmond County 2025-2026

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 features a challenging 1-mile loop course with 300 feet of elevation gain, including steep climbs and technical, ro..

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 Lehigh Gap Nature Center 10k is a trail running event held in Slatington, Pennsylvania, featuring a challenging 10k loop course that starts and finishes at the Nature Center. The race showcases a variety of terrain, including a flat, fast start on the D&L Trail, a steep ascent on the Bobolink tr..

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..

Forbidden Forest 30 Hour Ultra Run takes place in Roosevelt Forest, Stratford, Connecticut, October 11-12, 2025. Runners choose a personal challenge on a 2.23-mile loop that weaves through roots, rocky terrain, and a standout hill dubbed "OMG." Competitors can tackle 26.2M, 50K, 50M, 100K, 100 Miles..

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 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 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 Badgerpalooza will take place in Williamstown from Friday 17 October 2025 to Saturday 18 October 2025. You can run between 6 and 24 kilometers.

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 beautiful views and an easy tra..

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..

Big Bear SquaTCh South, held in Harriman State Park, Tuxedo, New York, offers two rugged trail distances: a 13.1-mile half marathon and a 10K. The course is technical with rocks, roots, steep climbs, and a short scramble, totaling about 2,200 ft of gain for the half and 1,200 ft for the 10K. The eve..

The 3rd Annual Chesterfield FALL Terrain 5K is a community-focused running event held at Fenton Lane Park in Chesterfield, NJ. Scheduled for October 19, 2025, the race features a USATF-certified 5K course combining gravel, trail, grass, and road surfaces, offering a varied terrain experience. The ev..

The Hot Chili Challenge is a trail running event held in Andover, New Jersey, featuring an 8-mile trail run, a 5K run for adults, and a Kids Fun Run for ages 5-12. Participants in the adult races receive t-shirts, hobo bags, and finisher medals, while kids receive finisher medals. Awards and swag ar..

FALL Run The Farm is a 5-mile trail race held at Muscoot Farm in Katonah/Somers, New York. Taking place on October 19, 2025, the event also includes two kids’ races for ages 7–12 and 6 & under. The race showcases Muscoot Park’s rural beauty, with a course set on woodland trails. After finishing, par..

WXT Ultra, held in Washington Crossing Park, Titusville, NJ, offers 25K and 50K trail ultras through rugged single-track. The 25K course is mostly single-track with about 8.5 miles inside the park, with short road sections. The 50K adds a longer loop that travels into BaldPate, Pleasant Valley, Howe..

The Fall Back Into The Trails Series, held at Red Wing Recreation Area in Lagrangeville, NY, offers challenging trail races including a 100K, 50K, and 10K. The 50K consists of five 10K loops with approximately 5,000 feet of elevation gain, while the 100K features ten 10K loops with about 1,000 feet..

8 Hours at the Farm is a trail running event held at Gurski Farm/Williams Park in Brookfield, Connecticut. The race features a rolling country course with an approximately 4-mile loop that includes single track and farm trails, offering a scenic and community-focused atmosphere. Participants can cho..

The Long Run – Fall Back takes place at Jacobsburg State Park in Wind Gap, PA, with the start/finish at the Equestrian Parking Lot near Sobers Run trailhead. The event offers a 5-mile loop through a mix of single-track and gravel trails, with about 450 feet of elevation gain. Runners can also enter..