Trail Running calendar near Annapolis 2024-2025

We have found 35 Trailruns within 80 miles of Annapolis. See below where and when you can find the races.

The The Islands Tour will take place in Fruitland on Saturday 1 June 2024. You can run 75 miles.

Participants can challenge themselves in the OSS/CIA 50 Mile Night Run, a trail run that takes place in Prince William Forest, VA. The event pays tribute to the history of the area as the training ground for OSS spies during World War II. The course consists of a 25+ mile loop run on single track, f..

The Smith's Challenge Trail Race takes place at Pavilion #2 in Lancaster County Central Park, PA. The event offers a 5-mile course utilizing trails, grass areas, and water crossings, with a 10-mile option repeating the loop. Bib pickup and day-of registration are available from 8:00 - 8:45 AM, with ..

The Blue Crab Bolt Trail Run Series kicks off at Seneca Creek State Park in Montgomery County, MD, offering a scenic and challenging trail running adventure. Participants can choose between a 5K and a 10K race, with prices increasing after March 22, 2024. The series includes multiple races at differ..

July 2024

The Catoctin 50k Trail Run & Half Cat is a challenging trail run taking place in Frederick, MD. The race offers both 50k and 25k distances, with runner limits in place. The course is rocky, slow, and demanding, with runners navigating through various aid stations and challenging terrains. The event ..

The Endless Summer 6-Hour Run will take place on Saturday, July 20, 2024, at the Greenbury Point Nature Center in Annapolis, MD. The event offers a 6-hour individual run or a 6-hour relay option. The course is approximately 2.43 miles long, providing a scenic view of the Chesapeake Bay and Bay Bridg..

The Blue Crab Bolt Trail Run Series offers 5K and 10K races at different locations in Maryland, including Schaeffer Farms, Seneca Creek, and Little Bennett. The trails are described as flowy, fast, and fun, with some technical sections like rocky and rooty areas. The races start and end at the Butto..

The On the Rocks Trail Runs will take place in York on Saturday 27 July 2024. You can run between 7 and 50 kilometers.

August 2024

The 3H Trail Half Marathon will take place in King George on Saturday 3 August 2024. You can run 13 miles.

The Dahlgren Heritage Rail Trail 50K is a challenging trail race set in King George, Virginia, taking place on August 3, 2024. The course is flat, mostly shaded, and well-maintained, providing a fast and enjoyable running experience. Participants can expect sweltering heat and humidity, testing thei..

The trail run takes place at Little Bennett Regional Park in Montgomery County, MD, offering over 20 miles of picturesque trails and camping facilities. The race courses follow twisty single-track hiking trails with challenging hills and stream-side running. The event supports a local non-profit org..

The Summer Bash event at Miller Plant Farm features the 7th annual Farm Fresh 5K, a rugged all-terrain course that includes paved and stone surfaces, grassy farm and wooded trails, and beautiful views of the Leader Heights region of Southern York County. Participants can win prizes for overall and a..

The Naylor Mill 7k trail run is described as the toughest race on Delmarva, featuring hot, humid trails with bacon and freeze pops at the finish line. The event is recommended for experienced trail runners due to its challenging nature. Participants can expect single-track dirt trails with ups, down..

The Miner's Lady 8-Hour will take place in Harpers Ferry on Saturday 17 August 2024. You can run 8 hours.

The MD Heat Trail Race is set to take place on Saturday, August 17, 2024, at Patapsco Park in Elkridge, MD. Participants can choose between a 25K (16 miles) or a 50K all-trail race, featuring varying terrains from rock scrambling uphills to single track downhills. The event promises a rockin' after-..

September 2024

The KTA Trail Challenge in Drumore, PA offers a challenging 25K course with steep climbs, rocky terrain, and stunning views. The race is suitable for both trail runners looking to test their skills and hikers seeking a strenuous adventure. This year, the course has been reversed, starting from Peque..

The Pemberton 24 is a unique trail run event where participants can run as many 5ks as they want in a 24-hour period. The event takes place in The Pemberton Park trail system in Salisbury, MD, starting on Friday, September 20th, 2024, at 7 pm and ending on Saturday, September 21st, at 6 pm. Runners ..

The Cancer Warriors 5k trail run will take place on September 21, 2024, at the Ma & Pa Trail in Baltimore, MD. Participants can choose to run the 5k in person or virtually as a "ghost runner" and can opt-in for a t-shirt add-on. The event supports cancer research institutions, with all proceeds goin..

Trails 4 Tails is a trail run event taking place at Codorus State Park in Hanover, PA, offering a 40 Mile Ultra, 40 Mile Relay, and 25K race options. The course is a 5.72-mile looped trail around Lake Marburg, featuring single track trails and shoreline views. The 40 Mile Ultra involves 7 loops with..

The Conestoga Trail Run is a challenging 10-mile trail race in Holtwood, PA, known for its brutal, rocky, and challenging trails. The course offers beautiful hilltop views of the Susquehanna River, clear feeder streams, and huge rock formations. Participants must be 14 years or older to enter, and t..