Trail Running calendar near Woodland Park 2026-2027

We have found 156 Trailruns within 80 miles of Woodland Park. See below where and when you can find the races.

A trail event along the 70-mile Shawangunk Ridge near Rosendale, NY, offering 70-mile, 30-mile, and half-marathon routes across varied terrain. The course is minimally supported and uses shuttles with Rosendale-only parking.

City Challenge Race returns to Jersey City on September 12, 2026 with a fast 3-mile urban obstacle course featuring 20+ city-style obstacles, new finisher medals, professional chip timing, awards and free race photos.

Experience a diverse trail race at South Mountain Reservation featuring fire roads and single track trails. Choose from multiple distances ranging from a 5K to 50 miles with aid stations every three miles.

Trail events at Hart Scout Reservation in Pennsburg include 12h, 6h and 4h timed options, a 6-mile hike and a virtual race supporting the local scouting council, run on mostly double-track and single-track wooded trails with hills and natur..

Experience the rugged beauty of northwest Connecticut at Macedonia Brook State Park. Featuring single track trails and views of the Catskill Mountains, this event offers 12K, 25K, and 50K distances for trail runners.

Blue Ridge Winery Wine Run 5k in Saylorsburg PA on September 13, 2026 features a two lap course around Blue Ridge Estate Vineyard and Winery with chip timing by J3 Timing. Entry includes a shirt, collapsible wine glass, medal and a pour of..

The Corporate Fun Run Pier 84 Manhattan will take place in New York on Monday 14 September 2026. You can run 5 kilometers.

A timed trail festival in Pawling, New York offering 24 hour, 12 hour day and night, 6 hour and 3 hour races on a short mixed surface loop with aid stations, crew areas, finisher medals, and distance based awards.

A multi-day trail festival in Ringwood New Jersey, mid-September 2026, offering races from a one mile kids event to a 100 mile race with a 36 hour cutoff, free camping, community programming, and nonprofit partnerships.

A loop-based trail event in Upper Nyack with 50 mile and 27 mile options, significant elevation, three aid stations, and a 14 hour cutoff. Parking and nearby overnight accommodations are coordinated with a local retreat center.

Trail races in Ridgefield CT offering a single loop of about 4.25 miles or a double loop of about 8 miles through Hemlock Hills and Pine Mountain. The technical, rocky course starts and ends at the Lake Windwing ballfields.

Trail ultramarathon in Milford, PA along the McDade Trail offering 50K and 25K out and back courses from Smithfield Beach. The route is mostly flat cinder rail trail with some singletrack, three aid stations, and a cupless policy.

Sundown Rundown Fifth Street Cross Edition is a lap based elimination race in Emmaus, PA on 09/26/2026. Runners repeat roughly 1.6 mile laps with tightening time cuts and self score on a public scoreboard.

A trail running event in Gardiner, NY offering a 5 km run, an optional 10 km two-lap route and a 200 yard kids run, with pre registration T shirt incentives and a sneaker recycling program.

A scored 5K cross country race at Van Cortlandt Park in the Bronx on September 27, 2026, part of NYRR's fall series; includes free youth races for ages 2 to 18 and awards for top finishers across divisions.

October 2026

Test your limits on a flat one mile loop at the Sussex County Fairgrounds. Choose from 6 to 72 hour timed races or certified marathon and 50K distances with full kitchen and shower access.

A 30 hour trail ultra at Roosevelt Forest with a 2.23 mile loop, marked course, multiple distance options, and a 100 mile finisher buckle. Aid is centered at the pavilion and one registered pacer is allowed per runner.

A six-week adult cross country series in Monmouth County featuring six 5K races at local parks, with team and individual scoring and age group awards. Registration options include a full-series fee or per-race entry, with event-day registra..

A four mile trail race through Irvington Woods on October 4, 2026, with varied terrain including climbs and stairs; start and finish at Irvington High School. Registration runs March 15 to September 4 with a $40 fee.

Mountain trail race at Camelback Resort on October 4, 2026, run on a 2.5 mile loop with just under 900 ft of climb per loop. Options include 2.5, 5, 10 miles, a 10 mile team relay, ruck division and chip timing.

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