Trail Running calendar near Lackawaxen 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..

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..

The Trailwagger is a running event held at Gilbert Lake State Park in Laurens, NY, featuring scenic trails and fall foliage. The race offers four divisions to accommodate various skill levels: a 3-mile run/walk on paved roads and trails, a mostly trail-based 5-mile run showcasing ponds and creeks, a..

Costumed Creature Crawl 5K Trail Run/Walk is an in-person and virtual race in Beach Lake, Pennsylvania, at the Van Scott Nature Reserve of the Delaware Highlands Conservancy. It offers a 5K trail run or walk for adults, plus options for ages 6-15 and free Crawlers age 0-5. Trails are not stroller-fr..

Lehigh Gap Nature Center hosts a 10k trail run and a 2 mile scramble in Slatington, Pennsylvania. The loop starts and finishes at the Nature Center, weaving through the center’s trails and key segments of the D&L Trail. Runners enjoy a flat start, a short steep ascent on the Bobolink Trail, fern-lin..

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 Fred Torres Memorial 5K is the 12th annual charity race at Garrett Mountain in Woodland Park, New Jersey. The live event features a 5K run on a championship cross-country course and a 2-mile walk, with a virtual 5K option for remote participants. Family-friendly events include a Tot Trot and a 1..

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..

Family & Community Services of Somerset County's Taking Strides Towards Wellness 5K Run/Walk is the 13th annual event at Duke Island Park in Bridgewater, NJ. The flat, paved, wooded course runs along the Raritan River, suitable for runners and walkers of all levels. Proceeds support FCSSC's mental h..

Lake to Lake 8k Trail Run & Dog Woods Walk takes place at Lacawac Sanctuary in Lake Ariel, Pennsylvania. The event offers an 8K trail run through 550 acres of nature trails and access roads on Lacawac grounds, with a separate Dog Woods Walk that's non-competitive. The course is described as outdoor,..

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, a Sassquad Trail Running event in Harriman State Park, Tuxedo, New York, features a challenging pair of trail races: a 13.1-mile half marathon and a 10K, starting and finishing at Powerhouse Park. The single-loop courses are rugged and technical, with 2,200+ ft of gain on the..

The Hot Chili Challenge 8 Mile Trail Run, 5K & Kids Fun Run takes place in Andover, New Jersey. The event features an 8 mile trail run and a 5K for adults, plus a Kids Fun Run for ages 5-12. The atmosphere blends competition with a chili-themed, community race vibe, including on-site homemade chili,..

FALL Run The Farm is a 5-mile trail race held at Muscoot Farm in Katonah/Somers, New York. The course winds through the scenic farm grounds, showcasing the area’s natural beauty and tying the event to the nearby Muscoot Farmer’s Market vibe. The day also includes Fall Kids Run The Farm for younger p..

The Tough Cookie Trail Run 5K is a trail-running event held at Prospect Point Park in Lake Hopatcong, New Jersey. The course is a 5K on local trails, inviting runners, walkers, and hikers to join a morning of strength, spirit, and community. The event emphasizes resilience, nature, and giving back,..

Camp Lackawanna Trail Challenge is a trail-running endurance event in Tunkhannock, Pennsylvania (1219 Vosburg-Neck Road). The Ultrasignup listing shows two timed formats: a 6-hour and a 12-hour trail challenge, catering to ultramarathoners and serious hikers alike. The event has been postponed from..

Wyoming Valley Striders host the WVS Fall Trail Run, a 5.5-mile, age-group graded trail race at Frances Slocum State Park in Wyoming, Pennsylvania. The course traverses a challenging, primarily grass and earth trail through the park, offering a rugged but scenic route. The event marks the club’s 50t..

Fall Back Into The Trails Series returns to Red Wing Recreation Area in Lagrangeville, NY for its 9th annual edition on November 1-2, 2025. The event offers three races: 100k (10x10k loops with about 1,000 ft of gain per lap), 50k (5x10k loops with about 5,000 ft total gain), and 10k (about 1,000 ft..

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..