Trail Running calendar near Wilmington 2025-2026

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.

The Redman 9 mile trail race circles Redman Lake in York County on Saturday December 6, 2025, featuring scenic single track, about 1,200 feet of climbing and adventurous water tunnels. Enjoy a mid race aid station, post race snacks and fini..

Don an ugly sweater and join the Ugly Sweater XC 5K in Neffsville for a festive run and walk supporting the Manheim Township Cross Country Booster Club. Holiday music, hot chocolate, kids fun run and prizes add to the cheer.

Warm up this winter with the Tame the Tower Trail Challenge in Mt. Gretna on Dec 13, 2025 featuring scenic 10 mile and 5 mile routes around Clarence Schock Memorial Park. All race proceeds benefit park trails, safety, and the education cent..

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.

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.

Naked Nick at Blue Marsh Lake offers 25K and 50K trail races on mostly single track with lollipop loops and winter mud or snow possible. Aid stations, chef prepared post race food and German style finisher mementos add charm.

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.

Join the Anniversary Run 15K at Quiet Waters Park, a scenic trail race that wraps up the Annapolis Striders Championship Series. Finish at Sassafras Pavilion for awards, a lively community vibe, and volunteer opportunities.

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.

Join the Sierra Club Lancaster Polar Bear 5K trail run and hike on January 10 for a chilly, scenic outing with some hills at Lancaster County Central Park. Chip timed and dog friendly, the event raises funds for local environmental grants.

Take on rugged trails at Killens Pond State Park in Felton Delaware during the Angela Ivory Memorial Trail Runs on January 24 and 25 2026. Distances include a 50k, 100 Miler and 24 Hour event; 50k is currently full.

Challenge yourself on scenic singletrack at Rockburn Branch Park in the Mid Maryland Trail Festival, featuring a 50K and a 50K relay. Run six loops or join a team of 2 to 6 with options to run fewer loops and aid stations on course.

Run scenic, tame trails along the Little and Middle Patuxent Rivers in Columbia, MD during a fun January race weekend. Choose 5K, 10K or half marathon distances and earn finisher medals, a long sleeve shirt and knit gloves.

Run four 5k trail races at Elephant Swamp Trail in Monroeville, NJ from Feb 22 to Mar 15, 2026. Series scoring, end of series awards and a finisher medal at each race plus hot chocolate and a discount for full series.

Take on the Hashawha Hills 50K in Westminster MD, a scenic trail run of two equal loops through woods, meadows and rolling farmland. Expect runnable single track, gravel sections and a few stream crossings for a varied, fun ultramarathon.

Run the Bigfoot Endurance 5 Miler or 10 Miler at Rockburn Branch Park on March 1, 2026, with a relay option and scenic trail loops. Proceeds support Parkinson's research and entry includes a long sleeve shirt, medal and two post race beers.

Naked Bavarian is an ultra trail at Blue Marsh Lake in Leesport, PA with 20 and 40 mile options on mostly single track and gravel. Enjoy rugged climbs, supportive aid stations and a German style finisher memento.

Take on runnable hills, mud and possible snow on the Ranger Trail at Codorus State Park with 8 Miler, 25K or 50K loop options. Presented by York Road Runners Club, the race benefits a local animal rescue and offers prizes and swag.