Trail Running calendar near Basking Ridge 2025-2026

The Mountain Lakes Trail Run & Walk in Princeton, NJ, is a scenic event held at the Billy Johnson Mountain Lakes Nature Preserve, benefiting the Friends of Princeton Open Space. It features a 5K+ trail run and a 3K walk, both starting from Community Park North Amphitheater. The trail run covers abou..

The Run the Vineyards - White Horse 10K/5K is an annual running event held at White Horse Winery in Hammonton, New Jersey. Featuring both 10K and 5K races along with a 1-mile walk, the event offers a flat, scenic course through vineyards and country roads. Participants enjoy chip timing with instant..

The Where the Pavement Ends Single & Double Loop is a trail running event held in Ridgefield, Connecticut, starting and finishing at the Lake Windwing ballfields. Scheduled for September 14, 2025, the race offers two options: a 4.25-mile single loop and an approximate 8-mile double loop through the..

The Wild Goose Trail Festival takes place at Wawayanda State Park in Hewitt, New Jersey, offering a variety of trail running events over September 20-21, 2025. Distances range from a 1-mile kids run to a challenging 100-mile ultramarathon with a generous 36-hour cutoff, making it ideal for first-tim..

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,..

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..

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..

Blackout in Emmaus, PA, is a rugged nighttime trail running event hosted by The Running Kind. The main race is a challenging 10K course on South Mountain, featuring over 1000 feet of vertical gain through technical, mountainous terrain. Participants can choose to run the "Lights On" edition starting..

Run-a-Muck is an annual 5K running and walking event held in the scenic Willistown countryside, supporting local land preservation efforts. Participants can choose to run the 5K or "muck" the cross-country trail, which features diverse terrain, encouraging appropriate attire. The event offers a fest..

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 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 Blues Cruise is a 50K trail ultramarathon held near Reading, Pennsylvania, celebrating its 20th anniversary in 2025. The 31-mile loop course circles Blue Marsh Lake, featuring varied terrain including fields, rolling hills, single track, and less than half a mile of public road. A notable challe..

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 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..

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 Costumed Creature Crawl 5K Trail Run/Walk is held at Van Scott Nature Reserve in Beach Lake, Pennsylvania, supporting Pregnancy and Infant Loss Awareness Month. Scheduled for October 11, 2025, participants can run or walk the 5K trail in person or virtually. The event welcomes all ages, with spe..

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..