Trail Running calendar near Gainesville 2026-2027

We have found 116 Trailruns within 80 miles of Gainesville. See below where and when you can find the races.

The Bunker Hill Trail Races will take place in Parkton on Sunday 9 August 2026. You can run between 4 and 8 miles.

A trail race in Elkridge, MD on August 15, 2026 offering 25K and 50K on rolling single track with river crossings, aid stations, and a post-race gathering with beer and food.

A trail 5K in Gettysburg on August 15, 2026, with a race shirt option for early registrants and an event bottle opener medal. Brewfest options and tours of the Daniel Lady Farm House and Barn are available the same day.

In-person 5K and 10K races run along the Bull Run Occoquan Trail at Bull Run Marina in Clifton, VA on August 15, 2026; virtual entries are available with different medal and shirt options and fees vary by registration period.

A 7K trail race at The Woodstock Equestrian Center in Dickerson, Maryland, presented as part of MCRRC's low key series for members. Non member registration has a $20 fee and runs from February 10, 2026 to August 16, 2026.

A four mile out-and-back run on the NCR Trail from the Paper Mill parking lot in Cockeysville on August 19. The event is part of the Baltimore Road Runners Club Grand Prix Series and is scheduled as a weekday evening club run.

A memorial 5K trail run at Genesee Valley Outdoor Learning Center in Parkton, MD, with a 5K, 1-mile walk, kids dash, team entries, and an In Spirit donation option. Proceeds support a scholarship fund and a post-race festival offers food an..

In-person 5K and 10K races at Leopold’s Preserve in Broad Run on August 23, 2026, with virtual entry options and registration tiers. The event is part of the Sippin Series in conjunction with the Farm Brewery at Broad Run; walkers welcome.

Experience an engaging 8 mile trail race through the winding singletrack of Fredericksburg. Navigate rolling hills and punchy climbs in this focused event supported by the local running community.

A trail event at Dirt Farm Brewing in Bluemont offering 5K and 10K courses over rugged, hilly terrain on August 29, 2026. Virtual entries are available with medal and shirt options.

A family friendly 5K mud run at Budds Creek Motocross Park on August 29, 2026, featuring obstacles, mud pits, slides, a Pre Party and an After Party with music and food. Standard and VIP registration options are available.

A 3.8 mile running event at Pen Mar Park that climbs about 1.8 miles to High Rock Overlook and returns to the park. Registered finishers receive an official High Rock Mountain t-shirt and there are early and race day fee options.

A 3 mile cross country race through Nottoway Park in Vienna, VA on 08/30/2026 with a kids dash and a club picnic that includes food and drinks. Registration is free for members and $10 for nonmembers.

September 2026

Trials of Miles presents a cross country meet at Morven Park on September 4, 2026, featuring high school competitions and an open 5K for friends and family. The event includes a spectator friendly course with food trucks and music.

A community running event at Fifty-Third Winery & Vineyard in Louisa, VA on September 5, 2026, with 5 km and 10 km courses plus virtual options. Proceeds support Hooves & Paws Animal Rescue and its sanctuary work.

A clockwise 71-mile circuit of the orange-blazed Massanutten Trail around Fort Valley, VA, with 13,500 ft of elevation change, scheduled aid stations, strict qualifications and enforced cut-offs; GPX and aid charts are provided.

A 10 mile trail race in Fredericksburg, VA that follows the Rappahannock River, moves through rolling hills, and finishes with a sustained climb. Top three men and top three women receive gift certificates.

Run a scenic off road trail through a 1000 acre farm bordering the Rappahannock River. Enjoy a post race celebration at the brewery with live music craft beer and a souvenir pint glass.

A second annual 5K at Cacapon State Park benefiting the Humane Society of Morgan County, offering in-person run and walk options plus a virtual entry. New course, awards ceremony, and a free post race pup swim in the lake.

A women only trail event at Fountainhead Regional Park offering a half marathon and a 10k plus on September 12, 2026. Registration runs June 8 to September 1 and two training runs are scheduled in August.

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