Trail Running calendar near Chesapeake City 2026-2027

We have found 60 Trailruns within 80 miles of Chesapeake City. See below where and when you can find the races.

Enjoy a chip timed 5K trail run or hike through Lancaster County Central Park on Jan 10, with shuttles to the start and winter trail conditions possible. Leashed dogs welcome and proceeds support the Sierra Club Green Grant Program.

Take on scenic trails at Killens Pond State Park in Felton Delaware with the Angela Ivory Memorial Trail Runs, offering 100 mile, 50k and 24 hour race options. A communal, challenging winter weekend where some distances fill quickly.

Tackle a scenic 50K trail ultramarathon at Rockburn Branch Park on six wooded loops of about 5.2 miles each. Race solo or as a team of 2 to 6 with stocked aid stations and a friendly festival atmosphere.

Join the Little Patuxent River Half Marathon, 10K and 5K in Columbia MD on Jan 31 to Feb 1, 2026 along gentle trail sections by the Patuxent. This edition is sold out, but finishers get shirts, medals and knit gloves.

February 2026

Challenge a scenic 7 mile trail through Cromwell Valley Park with rolling hills and mostly single track, capped by a fast downhill finish. Join on Feb 8, 2026 to race, enjoy post race food and beer, and support park programs and scholarship..

The Valentine's Day 5k - Pasadena will take place in Pasadena on Saturday 14 February 2026. You can run 5 kilometers.

Join the Winter Thaw Out Series: four relaxed 5k trail runs on Elephant Swamp Trail near Monroeville NJ. Enjoy a series medal, age group awards, hot chocolate after each race, and a discount when you sign up for all four.

Run a scenic 50 km trail at Hashawha Environmental Center near Westminster MD on Feb 28, 2026, featuring rolling hills, stream crossings and two big loops. Expect runnable single track, ample climbing and warm post race hospitality.

March 2026

Join the Bigfoot Endurance Trail Race at Rockburn Branch Park in Elkridge on March 1, 2026 with 5 mile, 10 mile and two person relay options on scenic trails. Get a long sleeve shirt, finisher medal, post race beers and support Parkinson's..

The Naked Bavarian is a no or low swag ultra trail at Blue Marsh Lake in Leesport PA, offering 20 and 40 mile courses on scenic single track and gravel. Expect rugged trail conditions and a focus on affordable entry and great trail racing.

Blazing Saddles at Codorus State Park offers 8 Miler, 25K and 50K trail challenges across singletrack with runnable hills, mud and possible snow. Early registrants get swag and proceeds benefit a local animal rescue.

Tackle rugged trails in French Creek State Park with a challenging Half Marathon or a fun 10k loop. Enjoy technical singletrack, scenic lake views and big climbs for a true trail running day in Elverson, PA.

Tackle the HAT Run 50K ultramarathon in scenic Havre de Grace, Maryland on March 21, 2026. Expect winding single track, nearly 4,400 feet of climbing and several stream crossings that may get your feet wet.

UTMB Index

Run among saplings and open fields in the Breeze Thru The Trees 5K or enjoy a relaxed 1 mile fun run on Ruppert Nurseries' scenic tree farm in Gaithersburg. Proceeds benefit the Montgomery County Children's Opportunity Alliance to expand ea..

Join Washed Clean in York PA for a fun trail 5K, 1 Mile Walk, and free Kids Fun Run with a foam finish and bumpy scenic course around Genesis Church. Family friendly with strollers welcome and proceeds benefiting local nonprofits.

Run through the woods and open fields of Rosaryville State Park with half marathon, 10K and 5K trail options plus virtual entries for March 28, 2026. Enjoy twisty but smooth, mostly flat trails hosted by EX2 Adventures.

Hit the scenic B&A Trail in Severna Park on March 29, 2026 with marathon and half marathon options, the marathon a Boston qualifier. Enjoy a mostly flat rails to trails route, generous aid, a finisher medal and participant apparel.

April 2026

Run through Wissahickon Valley Park on scenic, technical single track trails with 13.1 and 26.2 mile options. Finishers earn a Philly themed medal and can enjoy live music and a pizza party.

Join the Great Marsh Mud Mosey in Elverson on April 11 for a muddy 5K or 1 mile walk through marsh, woods and farmland with a grassy finish. Small field and festival vibe with proceeds benefiting the Great Marsh Institute and ChesCo Search..

Join the Turtle Derby, a turtle themed 5K on brewery trails supporting Susquehannock Wildlife. Enjoy a wooden finisher medal, costume contests, awards, live music and on site beer.