Trail Running calendar near Baltimore 2025-2026

The Anniversary Run 15K is the final race in the Annapolis Striders Championship Series, held on the trails of Quiet Waters Park in Annapolis, Maryland. The course is a 15-kilometer trail route with start, finish, and awards staged at the o..

Celebrate Angela Ivory's legacy at Killens Pond State Park with challenging trail options including a 50k, 100 mile and a 24 hour run. Join runners Jan 24 and 25 2026 for a memorable test of endurance and community spirit.

Event overview The Little Patuxent River Half Marathon & 10K is a trail race weekend in Columbia, Maryland on Jan 31 - Feb 1, 2026. Races start and finish at the Guilford Pratt Truss Bridge on Guilford Road and use the Patuxent and Winc..

Event overview The Mid-Maryland Trail Festival is scheduled for Saturday, January 31, 2026 in Elkridge, Maryland at Rockburn Branch Park, 6145 Montgomery Rd. The event offers the following race options: 50K 50K Relay Registration closes J..

The Dahlgren Trail Half Marathon, held in King George, Virginia, offers a scenic out-and-back course along the flat, smooth Dahlgren Railroad Heritage Trail. This event features a 13.1-mile race on an old railroad bed, providing a comfortab..

Froggy Hollow 5 & 9 presented by Altra is a Charm City Run signature trail ultra held at Little Bennett Campground in Clarksburg, Maryland, inside Little Bennett Regional Park. The event includes 5-Hour Challenge, 5-Hour Relay, 9-Hour Chall..

Event overview The 2026 Paradise Springs 5k & 10k takes place on February 28, 2026 at Paradise Springs, 13219 Yates Ford Rd, Clifton, VA. The event is organized by Bishops Events and points from the races count toward the year-long 5k,..

Explore the Saint Marys Lake Trail Series near Leonardtown MD on Feb 28, 2026, with 17K, 34K and 50K options around a scenic 10.5 mile loop. Limited to 100 runners, this supported trail race features marked routes, aid stations, timing and..

The Winter Conway Robinson 10k is a trail running event held at Conway Robinson State Forest Park in Gainesville, Virginia. The race features a scenic loop course through forest trails with some technical terrain and minor hills, with the 1..

The Dark Side 8 Hour Ultra is an eight-hour trail race at Little Bennett Park in Montgomery County, Maryland, near Clarksburg. The course is a 5.5-mile loop run mostly on single-track trails, starting at the Little Bennett Campground Pavili..

No Man's 50K in Triangle, VA is a women only trail running event offering 50K and 25K loop options through scenic single track and forest roads. Enjoy fully stocked aid stations and a supportive, challenging day on the trails.

Blazing Saddles is a scenic trail race at Codorus State Park offering 50K, 25K and 8 mile distances over singletrack and runnable hills with mud and possible snow. Join fellow runners to test yourself and support a local animal rescue.

Take on the HAT Run 50K in Havre de Grace, Maryland, a scenic trail race with rolling climbs, single track and four stream crossings that could leave you wet. Start with a short loop then tackle two long loops through forest, fields and dir..

Test your grit at the Capital Backyard Ultra, a Silver Ticket last runner standing race at Meadowood near Washington DC. Hourly loops repeat until one runner remains; field is limited to 60 and the winner takes home $1,000.

The Genesee Valley Ultra is an endurance running event held at the Genesee Valley Outdoor Learning Center in Parkton, Maryland. It features a 2.5-mile trail loop through farm roads, grass fields, and some double track on private property. P..

The Molon Lave 5k is a scenic cross-country running event held at Molon Lave Winery in Warrenton, Virginia. The course features three loops around the winery property, offering a fairly flat terrain with natural vineyard surroundings. Walke..

The Trail Demon 10k is a challenging trail running event held at Dirt Farm Brewing in Bluemont, Virginia. The course features a technical forest trail loop with tree roots, rocks, and elevation changes, offering scenic views and a demanding..

Event overview The Bull Run Run 50 is a trail race of 50 miles scheduled for April 4, 2026, in Clifton, Virginia. The event is organized by volunteers from the Virginia Happy Trails Running Club and was established in 1993. The listed entry..

Tackle 14 mile trails through scenic King George, Virginia at the Sheetz to Sheetz Trail Run. Enjoy challenging terrain while supporting local charities in a well organized community race.

The Breeze Thru The Trees 5k is a cross-country running event held at Ruppert Nurseries, a 500-acre tree farm located in Gaithersburg, Maryland, within Montgomery County’s Agricultural Reserve. The event features a 5K run and a 1-mile fun r..