Trail Running calendar near Woodland Park 2026-2027

ENDURE Last Man Standing in Bethpage State Park asks runners to repeat a fixed 4.2 mile loop each hour; finish within the hour to continue. Laps continue with progressively shorter cutoffs until one runner remains or the event window ends.

Experience a 5K cross country run or walk through the mowed trails of Peach Hill Park. Reach the highest point in Poughkeepsie for panoramic views and enjoy post race snacks and awards.

Rise of the Obstacles in Wallkill, NY on May 30-31, 2026 features adult and kids obstacle races from a 100 meter sprint to a 2 km multi-lap course, plus a Teddy Bear Crawl nonprofit and a 3D printing fundraiser for youth programs.

Trail race at Tatum Park in Middletown Township, NJ on a repeatable 4.75 mile loop. Distances include 1 lap, 30 km and 50 km and proceeds support MissionCleanWater clean water programs.

A weekly cross country series offering thirteen 5K races on Tuesday nights from April to July. The event takes place at Central Park in Parsippany and is open to all ages and abilities. Participants can register for the full series or pay f..

Experience a timed 5K trail run or walk through the scenic woods and fields of the Van Vleck Farm and Nature Sanctuary. Enjoy live music and food trucks at this annual community event in Woodbury.

Half and full marathons on a shaded paved bike trail along Pennypack Creek in Philadelphia. Aid stations, disposable chip timing, finisher medals and a Bavarian themed post race party with snacks and nonalcoholic beer included.

A non competitive group run along the D&R Canal Towpath with paced "trains" and multiple distances. The event benefits the Rutgers Cancer Institute with a $0.50 donation per mile and offers bus starts and a picnic option.

A road and trail event at Rockwood Hall in Rockefeller State Park Preserve featuring a 10K and a 1K kids race. The course follows wide carriage roads with Hudson River views and wooded sections, and proceeds support carriage road maintenanc..

Obstacle course races at Bethel Woods Center for the Arts combine rolling trails, forests, and multiple obstacles across Sprint, Super, and kids formats, with workshops, camping, volunteer options, and spectator access during the weekend.

The Levee Loop Trail Race 10K - Islip will take place in Islip on Saturday 6 June 2026. You can run between 5 and 10 kilometers.

A free, timed 5K trail run at Crystal Lake Park on June 6, 2026, with a technical course of about 300 feet of elevation gain and a 40-runner field limit. Awards and a midway water station are provided.

A trail event in Wissahickon Valley Park on June 6, 2026 offering a 10K race and a 1 mile family nature walk. Proceeds support Friends of the Wissahickon for trail and watershed stewardship.

Paired 5K paved loop and 10K mountain trail at Rockland Lake State Park in Valley Cottage, NY. The 5K is a flat, fully accessible lake loop; the 10K climbs about 1,300 ft on rocky, steep terrain and includes one aid station.

The Run for Woods 5K will take place in Langhorne Manor on Sunday 7 June 2026.

A women-only 5K obstacle mud run in Riverhead, NY on June 7, 2026, featuring 18+ obstacles and open to females aged seven and older; participants may run, jog, or walk the course.

A free trail 5K in Shirley Chisholm State Park in Brooklyn on June 7, 2026, organized by Black Men Run NYC. Registration is free with an optional $25 singlet fee and runs March 31 to June 4, 2026.

Trail races at Ward Pound Ridge Reservation on June 7, 2026 include a 13.1 mile half marathon and a 10K, both passing the summit where the historic fire tower is being reconstructed. The event also raises funds for the Friends of the Fire T..

A weekly cross country series offering thirteen 5K races on Tuesday nights from April to July. The event takes place at Central Park in Parsippany and is open to all ages and abilities. Participants can register for the full series or pay f..

Experience a scenic evening run on a flat paved loop around Rockland Lake. This chip timed half marathon features sunset views, frequent aid stations, and custom finisher medals only 45 minutes north of NYC.