Trail Running calendar near Westfield 2025-2026

The Fabulous Fahnestock Trail Races take place in Fahnestock State Park near Cold Spring, NY, offering distances of 50K, 25K, and a 5.5-mile race. The course features a mix of runnable dirt roads and technical single-track trails, with scenic views including lakes, ponds, and old rail beds. Runners..

The Hook Mountain Ultra is a challenging 51.7-mile trail run held in Upper Nyack, New York, featuring 10,928 feet of elevation gain. The course includes one 5.7-mile small loop followed by four 11.5-mile big loops, all starting and finishing at Nyack Beach State Park. Runners begin with a steep 1.6-..

The 2nd Annual Curran Brewing 5k Trail Run and 1.5 Mile Walk takes place at Curran Brewing Company in Madison Township, PA. The event features a scenic trail course through the woods, following old tractor paths and circling the lake at Curran Brewing. Participants can choose between a 5k run, which..

The New Paltz Pizza Challenge is a fun and unique 3.3-mile running event held in New Paltz, NY, starting at Water Street Market. The course is approximately 5 kilometers and offers participants a lively atmosphere with plenty of pizza to enjoy along the way. The event features prizes for the winners..

The Dirty Dozen 50K is a challenging ultramarathon held in Forest Park, Queens, New York City. The race features a 2.5-mile loop along the scenic Orange Trail, completed 12 times for a total of 50 kilometers. Each loop includes 300 feet of elevation gain, making the course deceptively tough with rol..

Raptor Ridge Presented by Peace, Love, Trails is a challenging 6.5-mile trail race held at the Westmoreland Sanctuary in Mount Kisco, New York. The course winds through the 669-acre nature preserve, which features 8.5 miles of hiking trails across three towns. The race starts and finishes at the Fox..

The USATF-NJ Open & Masters 5k Cross Country Championships is a competitive running event held at Natirar Park in Peapack Gladstone, New Jersey. Scheduled for August 24, 2025, this 5-kilometer cross country race features divisions for both open and masters athletes. It is part of the Paul Miller Aut..

The 8th Annual Run for Thorncroft is a community-focused event held at the Thorncroft Equestrian Center on its scenic 70-acre property in Malvern, PA. Featuring a 5K Trail Run, a 5K Walk, and a One-Mile Move-As-You-Please event, it welcomes participants of all abilities, including leashed dogs. The..

The Barn-B-Q Trail Festival will take place in Berkeley Heights on Saturday 30 August 2025. You can run between 3 and 6 miles.

The Run the Vineyards - William Heritage Labor Day 5K is held at William Heritage Winery in Mullica Hill, NJ. This event features a scenic 5K trail run primarily on manicured vineyard trails with rolling hills, welcoming all ages and walkers. Additional options include a 1 Mile Kids Race for ages 14..

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 Pawling 24 Hour Trail Running Festival, held in Pawling, NY at Lakeside Park, offers runners a challenging and festive endurance experience. Participants can choose from 3, 6, 12 (including a night start), or 24-hour timed races on a 1.68-mile loop course featuring pavement, grass, and single-tr..

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..

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. The event features a 5K+ trail run and a 3K walk, with the run course consisting of about 10% paved trails, 30% unimproved..

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 Double Loop will take place in Ridgefield on Sunday 14 September 2025. You can run between 4 and 8 miles.

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 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,..