Trail Running calendar near Chesapeake City 2026-2027

We have found 86 Trailruns within 80 miles of Chesapeake City. See below where and when you can find the races.

The 12th annual Run for Woods takes place June 7, 2026 in Langhorne, PA. Runners and walkers can choose 5K or 1 mile routes that run across campus and into the nearby nature trail.

Trail Blazer Run on June 11, 2026 offers access to Paradise Farm Camps trails with 5 mile, 5K and 1.5 mile family runs. Proceeds support the township trails program and participants receive a complimentary beer or root beer and a race shirt..

Join the 24th Dewey Beach Patrol 5K on June 14, 2026 for a scenic run along the bay that supports the Dewey Beach Patrol. Chip timing, age group awards, and a festive post race party with food and beer make it a must for local runners.

Run the scenic Puso 10K on the flat, gravel C&O Canal path in Georgetown, Washington DC. This chip-timed event benefits the PUSO Foundation and awards top finishers. All participants receive a finisher's medal and tech shirt.

Kick off the Blue Crab Bolt trail series with this scenic run at Seneca Creek State Park. Choose between a 5K or 10K course on park trails featuring lake views and streams. The event also offers a chance to support a local nonprofit charity..

This unique 10k trail race in Nolde Forest uses an age-graded start, giving everyone a chance to compete. Runners are grouped by age and gender, with head starts calculated to level the field. A portion of proceeds supports the maintenance..

This cross-country event takes place at the Agricultural History Farm Park in Derwood, Maryland. It's part of a free series for members, with paid registration available for non-members and a youth discount.

July 2026

Enjoy a free LVRR Summer Series 5K at Lehigh Parkway on July 1, a friendly, mostly flat cinder trail run for all paces. Part of a five race first Wednesday series May through September, open to ages 10 and up.

A free Forrest Gump themed fun run on Lakeside Loop in Owings Mills offering a full 4.4 mile loop or a 1 mile out-and-back option, meeting at New Town Village Center with themed attire suggested.

The Sweet Air Trail Race features an adventurous 8-mile trail course in Gunpowder State Park. Runners will cross water and county lines on a route with rolling hills. Free registration is capped at 100 participants.

Run a festive half marathon or 5K on the scenic C&O Canal path in Georgetown. The event benefits the Purple Heart Foundation and counts towards year-long running series points. Participants receive a medal, tech shirt, and chip timing.

August 2026

Run a technical 8K trail through vineyards and along the river at Bohemia Manor Farm. The chip timed event includes a tech shirt and wine glass. Celebrate after with a waterfront party featuring live music and food.

Join the first annual Montey's Pack Rescue Run 5K in Collegeville, PA. This event features a 5K run/walk, a kids' fun walk, and a virtual option, with all proceeds supporting local animal shelters. Participants can run or walk on paved and..

The MD Heat Trail Race on August 15, 2026, offers 50K and 25K trails with river crossings and valley views. Finish with a celebration featuring craft beer and BBQ.

September 2026

Run for Thorncroft in Malvern on September 3, 2026 offers a 5K trail run, a 5K walk, and a one mile Move As You Please, followed by an after-party with live music, food trucks, a beer garden and pony meet and greets.

Run through scenic vineyard trails at William Heritage Winery on Labor Day weekend. Choose from a timed 5K, a 1-mile walk, or a kids' mile, with chip timing and awards for top finishers. After the race, enjoy live music, a food truck, and a..

Kingwood Ultras offers a scenic 2-mile loop trail in Frenchtown, New Jersey, featuring timed ultra races and a 10K. Runners enjoy gourmet meals, camping, and unique handmade wooden awards. The course winds through woods and fields with stre..

A trail run in Seven Valleys, PA on September 12, 2026 offering 5K and 10K routes. Registration is expected around July 1, 2026 and a free volunteer registration option is available.

Trails 4 Tails offers a 40-mile ultra, a 40-mile team relay, and a 25K on a scenic multi-loop course through Codorus State Park. The trail route features varied terrain and changes direction each year. All races finish at a stocked pavilion..

Experience a night time rucking event at the Gov. Dick Environmental Center with 4 mile and 8 mile options. Carry a weighted pack to compete for prizes or participate without a ruck to support local Lebanon County nonprofits.