Trail Running calendar near Woodland Park 2026-2027

Trail races at Tarrywile Park in Danbury, CT offering 10K, half marathon and marathon options on technical single track; the half uses a loop with close to 3K of elevation and a cupless race policy.

A multi-race event on November 15, 2026 featuring half marathon and marathon options along the D&L Trail, finishing in downtown Easton. The festival includes a USATF-certified marathon, relay divisions, and proceeds that support the D&L Cor..

A scored 5K cross country race at Van Cortlandt Park on November 15, 2026, as part of the NYRR series. The event includes youth Rising NYRR activities, live runner tracking via the NYRR app, and on-site awards for top finishers.

Experience a magical 13.1 mile trail race through the rolling hills of Roosevelt Forest. Complete eight loops of a wooded course while supporting a children's book drive in this unique costume friendly event.

Regional cross-country meet in Holmdel, NJ on November 21, 2026, featuring multiple 5K races and a 3K youth race. Top 10 boys and girls in the championship race qualify for the Brooks XC Nationals in San Diego.

A *5 miles* lollipop loop trail race in Lewis Morris Park, Morristown NJ, run mostly on the Yellow Trail with roughly 600 feet of elevation gain. The event limits entries to 120 runners, uses cupless stations and hemp bibs, and offers free..

Start your Thanksgiving with a low key run at the Moorestown High School cross country course. Choose between a 5K and a one mile fun run with snacks and drinks available for all participants.

A community 5K run/walk through Inwood Hill Park with live results, free finish-line photos, awards for the top two men and women, and proceeds supporting the Inwood Food Pantry.

A ninth annual charity 5K in Roxbury, Connecticut on November 26, 2026, with a 3.1 mile out-and-back course near Everett B. Hurlburt Community Park. Proceeds support local ambulance and scholarship funds and a food pantry collection.

FSX Black Friday 100 is a one-day ride and run on the Fifth Street Cross course in Emmaus, offering distances from 10k to 100 miles plus relay and mixed run and ride options. Entry is $25 plus a 6-pack or a $20 prize pot contribution.

A November trail party at South Mountain Reservation offering looped distances from a Kids 1M to a 50K, varied carriage roads and singletrack, on-course aid at the start/finish, adaptive support, and a charity partnership with Bigger Than T..

Experience a 5K trail race through the scenic Stillwell Woods Preserve in Woodbury. This event honors the memory of Rob Lauterborn and supports the Center for Developmental Disabilities.

Challenge yourself on the historic Tower Trail at Sleeping Giant State Park. Choose between 4 or 8 hours to complete as many 3.3 mile loops as possible on this scenic gravel path to the Observation Tower.

A trail 6K through Institute Woods with a non-competitive 3K option for paces over 15 minutes per mile. Registrations are limited to 200, a fee applies, and post-run refreshments are provided.

Trail races at South Mountain Reservation feature 5K, 10K and 13.1 miles on looped courses over fire roads, single track, hills and pavement, with aid about every three miles and race day registration available.

An ultramarathon in Prospect Park, Brooklyn on December 6, 2026 offering 50K and 50 mile looped courses with potluck-style aid, Skratch Labs hydration, chip timing, and finisher belt buckles.

A novelty one mile event on December 6, 2026 in West Orange, NJ combining four cycles of drinking eight ounces of egg nog while stationary then completing a quarter mile loop. Dairy and Non-Dairy divisions are offered.

Celebrate the holidays with a scenic run through the historic Shawnee Inn golf course and wooded trails. Enjoy live music and a complimentary craft beer at the ShawneeCraft Brewery finish line.

A multi-loop trail event at Holmdel Park featuring a roughly 4.65 mile lap, mostly trail terrain, timed laps with an 8 hour cutoff, and proceeds supporting MissionCleanWater.

A weekend trail event in Blydenburgh County Park featuring a Backyard Ultra with 4.167 mile hourly loops and a separate 4.16 mile lapping race. A portion of proceeds supports the Long Island Greenbelt Trail Conference.