Trail Running calendar near Peapack and Gladstone 2025-2026

Join the Castle to River Run in Garrison, NY, with a half marathon, 5K and kids fun run raising funds for Friends of Philipstown Recreation. Tackle varied trail terrain, pick up a race shirt and enjoy community spirit.

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..

Experience peak fall foliage at Harriman State Park with Big Bear SquaTCh South, a rugged single loop offering a challenging 13.1 mile or 10K on steep, technical trails and sweeping views. Limited entries sell out fast so register early.

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..

PATSA's Pumpkin Run 2025 takes place at Lower Perkiomen Valley Park in Oaks, Pennsylvania. This annual event is scheduled for October 19, 2025 and features a 10K (double loop), a 5K, and a 1-mile fun walk along a level, picturesque trail. T..

Join the 13th annual Debbie Ann 5K on Sunday, October 19, 2025 for a scenic 5K on the Kittatinny Regional High School cross country course in Newton NJ. Stick around for a family picnic and post race awards.

Enjoy a scenic 5 mile trail race at Muscoot Farm on October 19, 2025, with fun kids races and post race Farm Bucks to spend at the farmer's market. T shirts require advance order and dogs are not allowed on the farm.

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-th..

Tackle scenic, technical trails at WXT Ultra in Titusville, NJ, starting and finishing at Washington Crossing Park. Choose 25K+ or 50K, enjoy rugged single track and rocky challenges, finisher swag and proceeds support the park association.

Monster Dash 5K at The Bates Motel, presented by Nolan Painting Inc., is a family-friendly autumn running event in Glen Mills, Pennsylvania. The 5K is a multi-surface cross-country course that winds through Arasapha Farms and The Bates Mote..

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..

CrackedBell Classic THE JV & OPEN is a cross-country meet in Richboro, Pennsylvania, held around the Northampton Civic Center and Tyler State Park. The two-loop, flat 5K course is fast and spectator-friendly, a modified version of the old J..

Run a 5K or take a one mile fun walk on October 25 in Scranton to support Breakthrough T1D. Family friendly with awards, raffle and shirts for early registrants, the race honors the organizer's daughter who has type 1 diabetes.

The CACC XC Championships will take place in West Philadelphia on Sunday 26 October 2025. You can run between 5 and 8 kilometers.

The USATF New Jersey Association Open & Masters 8K Cross Country Championship will take place in Peapack and Gladstone on Sunday 26 October 2025. You can run between 8 and 8 kilometers.

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, offeri..

Beer & Bagel Run - Pennsylvania is an off-road weekend race held at Yeager’s Farm & Market in Phoenixville, PA (1015 Pike Springs Rd). The event offers two distances: a 4-mile (ish) run and a 10-mile (ish) run, with a Squatchy Challenge tha..

EKR Leftover Run is a low-key end-of-season 5k held on Saturday, November 1, 2025, at Elk Township Recreational Park, Recreation Drive, Glassboro, New Jersey. The race takes place on the Elephant Swamp Trail, a non-technical course of hard-..

The United East Conference Championship takes place in Media, Pennsylvania at 1671 N Providence Rd (19063). The meet features two UE cross-country races: an 8K men’s race and a 6K women’s race. The listing notes that all details are Coming..

Event details The Pain In Green Lane event takes place on November 1, 2025, at Green Lane Park, Morrow Pavilion, 2298 Green Lane Rd, Green Lane, PA 08054. The event offers these distances: 25k 50k 25K RUCK WITH WEIGHT The 25k is one full..