Trail Running calendar near Sleepy Hollow 2026-2027

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..

A multi-distance trail event at Red Wing Recreation Area on July 5, 2026, featuring a 15k loop used for 15K, 30K, and 60K races with on-course aid stations, GPX course file, and awards for top finishers.

Week one of the Shawangunk Runners 53rd Summer Series features the Undercliff/Overcliff 4.7 mile loop at Trapps Bridge in Gardiner, NY, alongside two children's races, with parking at Mohonk Preserve West Trapps Trailhead and free registrat..

A multi-week summer cross country series around the Shawangunk Ridge with four carriage road races from 3 to 4.7 miles at Mohonk Preserve and Minnewaska State Park. Series pricing, family rates, student rebates, and a 250 runner limit apply..

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..

An evening trail event at South Mountain Reservation featuring a kids one-mile race and a 5K with a central hub of DJ, vendors, food trucks, and participant tees.

A point to point 5K in East Hampton beginning at the Connecticut Draft Horse Rescue with shuttle transport from Center School. Bib pick-up is at Center School gym and awards are presented by age group after the race.

Experience a unique four mile trail race through the historic Forest Park in Queens. Run along naturally carved glacial terrain and pine groves with your dog to support a local animal rescue organization.

New for 2026 at Putnam Memorial State Park, The Revolution is a timed trail event run on a 1.776 mile loop that passes Revolutionary War sites. Runners choose 12 hour, 6 hour, or 3 hour formats and carry their own hydration.

A chip timed 5K trail race at Quiet Valley Living Historical Farm on July 11 2026, touring ponds pastures orchards and a covered bridge. Mixed surfaces and awards for overall masters and age group finishers.

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 midweek evening trail run through the diverse terrain of Bowdoin Park. This 5 mile race features a mix of grass and rocky trails with awards for top finishers and a food drive for the local pantry.

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..

A trail party at South Mountain Reservation in West Orange NJ featuring 12 hour, 6 hour and 3 hour formats. Loop assignments are decided by drawing colored golf balls and proceeds support Bigger Than The Trail.

A looped mountain event on July 25, 2026 at Mount Tammany, New Jersey, featuring 3.5 mile loops with 1,220 ft gain per loop and two X Series divisions, including a Heavy division with escalating weight across loops.

A third annual cross country event in Warwick, NY on July 25, 2026, featuring a mass-start 5k and a non-timed 400 m Kids Dash with finishers ribbons.

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..

A trail running event at Ward Pound Ridge Reservation offering 25K, 50K and 50M courses across wooded singletrack and carriage roads with runnable sections, ridge views, aid stations, and GPX course files.

Timed loop ultramarathon at Tamaques Park with 3, 6, 9, 12 and 24 hour options on 0.8-mile loops, pavement or gravel. Aid station, crew access, and a fundraising option that can earn a full refund while supporting MissionCleanWater.

Honoring September 11 heroes, this arena climb at TD Bank Ballpark features a 2,200 foot track through stadium aisles. Join a timed stair challenge or a flat concourse walk to support the Tunnel to Towers Foundation.