Trail Running calendar near Anne Arundel County 2026-2027

We have found 114 Trailruns within 80 miles of Anne Arundel County. See below where and when you can find the races.

A late November 2026 community 5k at Killens Pond State Park offering a 5k run walk and a competitive walking 5k with chip timing, age group awards, long sleeve shirts, and a post race refreshment selection.

December 2026

A trail ultramarathon in Prince William Forest Park near Triangle VA offering 50K, 100K and 100 mile loop courses. Well marked single track with staffed aid stations, limited entry and specific qualifying and time limit rules for each dista..

Trail runs at Fountainhead Regional Park on hiking trails and old dirt roads with 4.8- and 10.5-mile options, aid stations, post-race food, and a kids race and program for ages 2-11.

A VHTRC holiday time 50k out and back on the Bull Run-Occoquan Trail from Hemlock Overlook to Fountainhead, with four aid stations and a GPX file for navigation. Entry includes lodge access, stocked aid stations, and a catered after party f..

A trail event at Burke Lake Park on December 24, 2026 offering 5 km and 10 km courses with walkers welcome. Virtual options are available, including choices with a medal and with a medal plus shirt.

January 2027

A 31.7 mile New Year event in Prince William Forest Park run as three loops on groomed trails and some gravel roads. Unmanned aid at the start and finish is supplied by participants and entry is limited to 120.

Experience the rolling hills of Fair Hill Natural Resource Management Area during this winter trail event. Choose between 25K or 50K distances on beautiful single track trails with heated facilities and fully stocked aid stations.

Experience a scenic out and back half marathon on the flat and smooth Dahlgren Railroad Heritage Trail. Enjoy a unique post race campfire with roasted donuts and earn a custom finisher medal.

February 2027

A trail 5K on February 20, 2027 at the Wicomico Ranger Station in Parsonsburg, MD that raises funds for 4STEPS therapeutic riding programs, with age/gender prizes in Amazon gift cards and a $32 registration fee.

A 50 km trail run at Hashawha Environmental Center in Westminster MD, featuring varied single-track, open fields, stream crossings and 5 aid stations. Entry for 2027 uses a lottery opening January 1, with indoor facilities and hot post-race..

April 2027

A 14 mile untimed point to point trail run in King George, Virginia, routed mostly along the Dahlgren Railroad Heritage Trail through farmland and forest. The event is cupless, supports Sheetz For the Kidz, and features themed aid stations..

A turtle themed 5K at Hopkins Farm Brewery in Havre De Grace raising funds and awareness for the Susquehannock Wildlife Society. The trail race includes wooden participant medals, costume prizes, and an after party with live music.

A 100 mile ultramarathon along the C&O Canal towpath near Knoxville, Maryland, featuring one ~40 mile loop and two ~30 mile loops beside the Potomac and multiple aid stations with volunteer support.

May 2027

A last person standing endurance race in York, PA where runners repeat hourly loops until one remains. Entries include a designated parking and crew area, an event shirt, and a certified distance card.

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