Trail Running calendar near Morris Plains 2025-2026

Join the Roxbury Thanksgiving Charity Race, a scenic 5K in Roxbury, Connecticut, starting and finishing at Everett B. Hurlburt Community Park. Run or walk to celebrate the season and support local causes.

Join the Schuylkill Navy Run on Thanksgiving in Philadelphia for a spirited 5 5/8 mile challenge along Kelly Drive and Boathouse Row. Expect scenic river views, rolling hills and post race awards at Fairmount Rowing Association.

Join Somers' 7th Annual Thanksgiving Turkey Trot for a scenic but challenging 5K on the cross country trail and a family friendly 1 Mile fun run. Medals for all and shirts for early registrants add holiday cheer.

Join the Inwood Hill Turkey Trot, a festive Thanksgiving 5k through scenic Inwood Hill Park in northern Manhattan. Enjoy a family friendly run while supporting the Inwood Food Pantry and celebrating community spirit.

Join the Fifth Street Cross on Black Friday in Emmaus for a choose your distance running and riding event from 10k to 100 mile. Start anytime, lap the festive course and add to the prize pot by bringing a six pack or $20.

Join the Darien Depot Overstuffed Turkey Trot at Darien High School on Nov 28 for 5K, 1 mile and kids races on scenic cross country trails, with medals for all finishers. Proceeds support The Depot youth center and post race music and food.

Squatchy Leftovers is a scenic trail festival on November 29, 2025 at South Mountain Reservation in West Orange NJ, with distances from a 50K to a kids mile on a rugged 5K loop. Expect technical singletrack, handcrafted wood medals and a ch..

Join the Leftover Turkey Trot, a lively trail 5K at Bethpage State Park with in person and virtual options plus a free kiddie dash. Proceeds benefit the Never Stop Running Foundation and support youth and special needs programs.

Join Phoenixville's 16th annual Burn Off the Bird 5K on November 29, 2025, along the scenic Schuylkill River Trail. Run in person or virtually, grab a swag shirt and custom medal, and support local causes while enjoying a chip timed course.

Take on a crisp late November trail at Stillwell Woods Preserve in Woodbury on November 30, 2025. Rob's Trail Run Edition features a scenic 5K with separate adult and high school youth divisions for runners of all levels.

Run or walk the Never Stop Running Foundation Turkey Trot, a scenic trail 5K at Belmont Lake State Park on November 30, 2025, supporting a great cause. Enjoy post race refreshments and a 50 50 raffle with proceeds benefiting the foundation.

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.

Run a timed 50 miles or 50 kilometers in Prospect Park on a scenic looped course near Lincoln Road. Community aid with Skratch Labs hydration and a potluck style aid station keeps you fueled across the day.

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.

Join the Morris Hot Cocoa 5K and 10K on Saturday December 13 in Morris Plains NJ for a festive trail run over grassy multi loop paths with gentle hills. Enjoy a long sleeve shirt, event medal and hot cocoa while supporting St. Jude Children..

Run the Frosty Forest 5K in Stratford through Roosevelt Forest on an off road trail welcoming runners, joggers and walkers. Holiday costumes encouraged, every finisher gets a commemorative item and proceeds support local charities.

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..