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.

Tame the Tower Trail Challenge on December 13 in Lebanon, PA invites runners to tackle scenic 5 mile or 10 mile trail courses and enjoy a festive community atmosphere. All proceeds support Clarence Schock Memorial Park with trail maintenanc..

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 is a scenic trail race at Blue Marsh Lake near Leesport PA offering 25K and 50K distances on mostly single track with challenging climbs. Expect rustic trail conditions and gourmet post race fare from a chef and pastry chef.

Frosty Looper is an 8 hour timed run at Cooper River Park near Philly around a fast 3.75 mile loop with skyline views. Run as many laps as you can, enjoy aid station food and vegan options, bring a reusable cup, and take custom race swag.

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.

Run or hike the Sierra Club Lancaster Polar Bear 5K on January 10 in Lancaster County Central Park, a chip timed winter trail with hills and possible mud or snow. Dogs on leash are welcome and finishers and top placers earn awards.

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.

Run the Mid Maryland Trail Festival at Rockburn Branch Park in Elkridge, MD, a scenic 50K on wooded trails made up of six loops of about 5.18 miles each. Solo runners or teams up to six can tackle the full distance or share loops in a relay..

Enjoy a scenic trail run along the Little and Middle Patuxent rivers in Columbia, Maryland. Choose from a half marathon, 10K or 5K on Jan 31 to Feb 1, 2026 at the Guilford Pratt Truss Bridge for a tame and rewarding trail experience.

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.

Join the Bigfoot Endurance 5 and 10 Mile at Rockburn Branch Park on March 1 2026, with a team relay option. Get a long sleeve shirt, finisher medal and two post race beers while supporting Parkinson's research on scenic gravel and natural t..

Take on the Naked Bavarian at Blue Marsh Lake in Leesport PA on March 7, 2026 with 20 mile or 40 mile trail options over scenic single track and gravel. A low cost ultra with aid stations and a chef prepared post race spread.

Blazing Saddles at Codorus State Park on March 14, 2026 offers 8 mile, 25K and 50K trail loops over singletrack and horse trails with runnable hills, mud, and possible snow. Proceeds support a local animal rescue.

Tackle the HAT Run 50K in Havre de Grace, Maryland, a scenic trail challenge with rolling single track, open fields and nearly 4,400 feet of climbing. Expect stream crossings and a rewarding day on rugged, looped trails.