Trail Running calendar near Richmond Hill 2025-2026

The Barn-B-Q Trail Festival, held in Berkeley Heights, NJ, is a unique outdoor event combining trail running, hiking, and a lively barn party. Set in the historic Deserted Village of Feltville within Watchung Reservation, participants can enjoy self-guided trail tours ranging from 2 to 6 miles, with..

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 Macedonia Trail Race is a rugged trail running event at Macedonia Brook State Park in Kent, CT, hosted by Steep Endurance. Now in its seventh year, it offers 12K, 25K and 50K distances on lush forest single-track with grinding climbs, technical descents, and several views. The 25K doubles the 12..

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..

Mountain Lakes Trail Run & Walk in Princeton, New Jersey offers a 5K+ trail run and a 3K walk through Billy Johnson Mountain Lakes Nature Preserve, with HQ at Community Park North Amphitheater. The course blends roughly 10% paved park trails, 30% utility service right‑of‑ways, and 60% single‑track t..

Located at Lakeside Park in Pawling, New York, the Pawling 24 Hour Trail Running Festival is the sixth edition of the endurance event, offering 24-, 12-, 6-, and 3-hour races (including a 12-hour night start). Runners tackle a 1.68-mile loop made up of pavement, grass, and single-track, with about 1..

Where the Pavement Ends Single & Double Loop is a Ridgefield, Connecticut trail race that starts and finishes at Lake Windwing ballfields. The event offers two courses: a 4.25-mile Single Loop and an approximately 8-mile Double Loop. Runners traverse Hemlock Hills and Pine Mountain Open Space, with..

Wild Goose Trail Festival takes place at Wawayanda State Park in Hewitt, New Jersey. The event offers a true Trail Festival with distances spanning from a 1-mile kids race to 100 miles, plus 100K, 50 miles, 50K, and a 36-hour format (with lightweight and heavyweight rucking divisions). The course co..

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 Caldwell Cougar Chase XC 5K & 8K is a cross-country running event held at Garret Mountain Reservation in Woodland Park, New Jersey. Scheduled for September 26, 2025, it features a women's 5K and a men's 8K race on a rolling course that includes trails, hills, gravel, dirt paths, grass sections,..

Water Gap 50k and Half takes place in Milford, Pennsylvania, within the Delaware Water Gap National Recreation Area. The event offers 50K and 25K distances, with the McDade Trail serving as the course—a 32-mile point-to-point route through the Gap, mixing rail-trail cinder paths with rolling singlet..

Cedar Run's Trails, Tails & Ales is an annual 5K charity trail run held at Woodford Cedar Run Wildlife Refuge in Medford, New Jersey. The event features a scenic, exclusive trail course starting and ending at the Nature Center Pavilion. Participants receive a limited edition event t-shirt, light bit..

Front Runners New York's Cross Country 5K returns to Van Cortlandt Park in the Bronx for its 22nd annual fall meet. The Run/Walk begins near the Tortoise & Hare Sculpture, with bib pickup guided by FRNY volunteers. Supported by the Tom Cook Fund, race-day amenities include on-site registration, swag..

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 dog-friendly trail running event held at Historic Washington Crossing Park in Titusville, NJ, with the start area at the Phillips Farm Recreation area off Bear Tavern Road. It offers three distances: a 1 Mile Fun Run (with or without a dog), a 5K, and a 5K with Dog. The course is a..

Chasing Ciara's Light 5K/12K Trail Race 2025, held at Great Hollow Lake in Monroe, CT, offers timed 5K and 12K trail races along a scenic course. Sanctioned by USATF and spectator-friendly, it features multiple spots for cheering. A Kids Fun Run provides additional family-friendly activity.The cours..

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

Set in Montebello, New York, the KMT Fall Foliage Frenzy is a trail-running event featuring 3-hour and 6-hour timed races. Runners tackle a challenging 2.33-mile loop with about 660 feet of vertical gain, weaving through Kakiat Park against the backdrop of Harriman State Park and the Hudson Valley’s..

IBBC Trail Classic 5k and Kid's Trail Run presented by Peace, Love, Trails takes place in Irvington, New York, with the event centered around the Irvington Woods trail system near 40 N Broadway. The lineup includes a 5k Trail Run/Walk through scenic woodland paths and a 0.6-mile Kid's Trail Run for..