Trail Running calendar near South Orange 2025-2026

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..

Shake off the winter chill at the Chilly Trail Run 5K in Haverford on December 6. Enjoy scenic trails, a cozy long sleeve race shirt for pre registered runners and light post race refreshments.

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.

Test your limits at SRC Presents: A Backyard Ultra in Blydenburgh County Park. Run 4.167 mile loops each hour until only one runner remains, or try The 1 Lapper for a single loop. Proceeds support the Long Island Greenbelt Trail Conference.

Run a festive 3 mile loop along the Manayunk canal on Dec 13 and bring canned goods to support North Light Community Center. Try Brooks shoes, sip hot chocolate and show up in your most festive holiday gear.

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.

Celebrate the season at the Minty Miler in Jim Thorpe on Saturday December 13, 2025. This family friendly one hour run or walk loops Penn Forest Park with minty treats, mugs while supplies last, and age group awards.

Frosty Looper invites you to an 8 hour timed loop at Cooper River Park, with views of the Philadelphia skyline and the lake. Run as many 3.75 mile laps as you can in this friendly winter endurance challenge.

Set sail for Blackbeard's Bounty Endurance Race in Pennsburg PA on December 20, 2025, and tackle timed 4 hour or 8 hour looped runs on scenic gravel trails. Enjoy pirate themed fun, post loop grog, and a race shirt and medal.

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.

Join Febapple Frozen on Feb 21, 2026 in South Orange / Maplewood, NJ for a winter trail challenge on a 10 mile loop through South Mountain Reservation, with distances from 10 miles to 50 miles. Aid stations, official timing and event swag m..