Trail Running calendar near Upper Nyack 2025-2026

Take on the Tower Tag Challenge at Sleeping Giant State Park on December 6 with 4 hour or 8 hour timed options of repeated out and back laps to the park observation tower. Enjoy the scenic climb, earn a finisher medal, and support the park.

The Santa's Summit 10k is a scenic and challenging trail run held at Bull Run Marina in Clifton, Virginia. The course follows the Bull Run Occoquan Trail, featuring hilly terrain with a mix of out-and-back and one-way sections. Participants..

Join the Winter Wonder Run 6K through the scenic trails of Institute Woods in Princeton on Saturday December 6, 2025. Enjoy a crisp cross country course with limited field size for a cozy, community race.

PPTC Endurance Fest brings 50 mile and 50 kilometer looped races to Prospect Park Brooklyn, with community potluck aid stations and Skratch Labs hydration. Take on the laps and chase a coveted 50 mile finisher buckle.

Tough Cookie 8K at Sunken Meadow State Park offers scenic cliffside views of the Long Island Sound, festive cookie stops and a post race cookie fest. All paces welcome and proceeds support local charities.

Warm up winter at the Morris Hot Cocoa 5K and 10K in Morris Plains, running grassy multi loop trails and enjoying a festive finish with hot cocoa, bundt cake and a finisher medal. Proceeds support St Jude Children's Research Hospital.

Join the Frosty Forest 5K in Stratford CT on December 13 for a festive off road run through Roosevelt Forest. Run, jog, hike or walk in holiday costumes, enjoy winter trails, and support local causes.

Challenge yourself at the Holmdel Classic, a scenic but hilly loop trail race in Holmdel Park with roots, rocks and steep climbs and options from a single 4.65 mile lap to multi loop ultras. Proceeds benefit MissionCleanWater.

Run until only one remains at SRC Presents: A Backyard Ultra in Blydenburgh County Park on December 13 and 14, 2025, looping a rugged 4.167 mile trail. Day and night loops, limited crew access, and proceeds support the Long Island Greenbelt..

Join the NJ Trail Series SOMO Winter 2 on Saturday December 13 in South Orange for scenic looped trail races through South Mountain Reservation. Choose 5K, 10K or 13.1 mile and enjoy hilly single track, a giveaway and day of registration.

Join the 8th Annual Taco Trials in Rocky Hill: eat a taco then run a 1 mile loop, repeating it ten times for a fun, quirky challenge. Medals for finishers and proceeds benefit the Connecticut Forest and Park Association.

Run the Last Supper 100k in Roxbury NJ on Dec 27, starting at Horseshoe Lake. Choose solo or relay teams up to 10 and tackle scenic trails and lakeside roads for a winter ultramarathon adventure.

Hit the trails at NJ Trail Series SOMO Winter 3 in South Orange with 5K, 10K or a half marathon on looped trails through South Mountain Reservation. Enjoy rolling hills, single track and fire roads, friendly aid stations and a giveaway at t..

Join the ninth annual Frosty Fat Sass at South Mountain Reservation, a fundraiser for the South Mountain Conservancy. Choose a 5K, timed 3 or 6 hour loop or rucking division on a rugged, rocky 5K trail.

Try snowshoe racing at Mountain Creek on January 31, 2026 with a scenic ridge 5k or a relaxed one mile finish. Ride the lift to the top, bring your own snowshoes, and enjoy a fun winter run for all abilities.

Run the Squatchy Onesiefest 5K on Feb 14, 2026 in Mahwah NJ, a flat, scenic trail loop around Scarlet Oak Pond with a shorter fun run option. Wear a onesie for award eligibility and help support NYNJTC trail maintenance.

Febapple Frozen invites you to a winter trail challenge at South Mountain Reservation on Feb 21, 2026, with 10 mile loops and distances from 10 miles to 50 miles. Aid stations, official timing, event swag and awards for top finishers add ra..

Enjoy rugged woodland trails at the Mahlon Winter Donut Trail Run & Hike in Lake Hopatcong, NJ on March 1, 2026. Choose a 5 mile or 10 mile route through the Mahlon Dickerson Reservation for a true trail challenge in any weather.

Squatchapple puts scenic singletrack and carriage road loops in South Mountain Reservation to the test with distances from 11 miles to 50 miles. Support the South Mountain Conservancy and earn a handcrafted wood medal and race swag.

Tackle a scenic 34 mile out and back along New Jersey's Lenape Trail, from South Mountain Reservation through Newark and back, with skyline views and varied terrain. This self supported adventure asks runners to carry their own gear and nut..