Trail Running calendar near Chesapeake City 2025-2026

We have found 51 Trailruns within 80 miles of Chesapeake City. See below where and when you can find the races.

The Breeze Thru the Trees 5k is a cross-country running event taking place at Ruppert Nurseries in Gaithersburg, Maryland, on April 6, 2025. Participants can choose between a 5K run and a 1-mile fun run, both set in a scenic tree nursery within Montgomery County’s Agricultural Reserve. Proceeds from..

The Cancer Crushin' 5k is a charitable running event taking place at the Jacobus Lions Ambulance Building in Jacobus, PA. This event aims to raise funds for the American Cancer Society, promoting awareness and support for cancer research and patient care. Participants can register for the race at a ..

The Philadelphia Trail Marathon, set in the scenic Wissahickon Valley Park, offers runners a unique opportunity to experience over 50 miles of beautiful trails. Participants can choose between a full marathon (26.2 miles) and a half marathon (13.1 miles), both designed to celebrate the natural beaut..

Run to Remember is a commemorative running event held in Piney Run Park, Sykesville, MD, featuring various race options including a 50K, 50K Relay, 25K, 5 Mile, and an 8 Hour Challenge. This event honors the memory of lost loved ones and encourages participants to challenge themselves in their honor..

The Schuylkill River 50k Relay & Ultra Marathon is a trail-based running event taking place in Mont Clare, PA. Participants can choose from various formats, including a solo 50k run, a 3-person relay, a 6-person relay, or a virtual/remote run. The course features a flat, paved trail that extends to ..

May 2025

The Farm Park Challenge is an exciting running event taking place at the Agricultural History Farm Park in Derwood, Maryland. Participants can choose from various challenges, including a marathon, 25K, and timed events of 3, 6, or 10 hours, all featuring a 5-mile loop course. The trail offers a mix ..

The Dirty German Endurance Fest is an urban ultramarathon held in Philadelphia's Pennypack Park, featuring a scenic course along Pennypack Creek. The event offers three race distances: 25K, 50K, and 50 miles, attracting over 600 runners each year. The course is designed to be accessible for trail ru..

The Dawn To Dusk To Dawn Track Ultras is an exciting running event taking place in Sharon Hill, Pennsylvania. Scheduled for May 10-11, 2025, the event features multiple race options, including a 24-Hour Run, a 12-Hour Run, a 50K Run, and a Virtual 50K Run. Participants can also contribute through do..

The Race4Warriors Half Marathon, along with 5K and 10K challenges, is set to take place on May 10, 2025, in Lewes, Delaware. This event aims to support Wounded Warriors and homeless veterans while fostering connections between military and civilian communities. Participants can choose from various f..

The Conestoga Crusher 10K Trail Race, along with the Conestoga Cruiser 5K and the Kids Trail Race, will take place on May 17, 2025, at Kelly's Run Nature Preserve in Holtwood, PA. This event offers a challenging 10K course featuring steep climbs, creek crossings, and stunning views from the Pinnacle..

The First State Trail Race, taking place in Wilmington, DE, offers a scenic and challenging experience for runners of all levels. Set in the picturesque Brandywine Creek State Park and First State National Historical Park, participants can choose from three distances: a 10K, 25K, or 50K. Each course..

The Charlie Horse Trail Half-Marathon and Dirty Pony 5K, taking place on May 25, 2025, in Mohnton, PA, is a unique running event benefiting Berks County Special Olympics. The half-marathon features a challenging course that combines trail and road running along the scenic Horse-Shoe Trail, with thre..

June 2025

The 1/2 Sauer 1/2 Kraut is a unique running event held in Philadelphia, featuring both a half marathon and a full marathon along the scenic Pennypack Creek. Participants can enjoy a mostly shaded, flat course with no traffic, supported by multiple aid stations, including a festive Oktoberfest statio..

The Blue Crab Bolt Trail Run at Seneca Creek State Park in Gaithersburg, MD, is an exciting event that marks the beginning of the 14th Blue Crab Bolt Trail Running Series. Participants can choose between a 5K (approximately 3.3 miles) and a 10K (approximately 6.4 miles) course, both featuring scenic..

The Reckless Red Eye Endurance Run is an exciting running event scheduled for June 22, 2025, in Columbus, NJ. It features multiple race options, including 3-hour, 6-hour, and 12-hour individual runs, as well as a 12-hour team relay. The course consists of a flat and fast 3.3-mile loop at the Burling..

July 2025

The Sweet Air Trail Race, organized by the Baltimore Road Runners Club, is a 7-mile running event set to take place at Gunpowder State Park. This exciting race features a challenging course that includes rolling hills, fast sections, and water crossings, with participants crossing from Harford Count..

The Run the Vineyards Bohemia Manor Farm 8K is an exciting running event set in the picturesque Bohemia Manor Farm in Chesapeake City, MD. Participants can choose between a 5K and an 8K trail run, both offering scenic views of vineyards, the Bohemia River, and wooded trails. The event features chip ..

August 2025

The Loopy Looper is an endurance running event held at Cooper River Park in Pennsauken, NJ, featuring 12-hour, 24-hour, and 101.25-mile race options. Participants run on a fast, flat 3.75-mile loop, aiming to complete as many laps as possible within their chosen time frame. The event includes indivi..

The MD Heat Trail Race, taking place on August 9, 2025, offers participants a choice between a 25K and a 50K trail run in the scenic Patapsco Pickall Area of Elkridge, MD. The course features rolling single track trails with technical sections, river crossings, and significant elevation gain, making..

The Horseshoe Bend Boogie will take place in Frenchtown on Saturday 16 August 2025.