Trail Running calendar near Triangle 2025-2026

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 ICY-8 is a trail running event held at Lake Anna State Park in Spotsylvania, VA. The event includes a concurrently held ICY-8 HALF MARATHON+. The half marathon+ requires participants to complete three loops from largest to sm..

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.

The Twisted Oak 8k is a cross-country running event held at Twisted Oak Farm Brewery in White Post, Virginia. The course features scenic views around the brewery property with minimal hills, where the 8k race consists of two laps. Participa..

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 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..

April 18, 2026, Sip & Stride 5k & 10k returns to Southern Revere Cellars in Louisa, Virginia, for a winery-style cross-country race. The 5k is two laps and the 10k four laps around the winery property, featuring mostly flat terrain with no..

Run to Remember at Piney Run Park features scenic 5.25 mile loops through woods, meadows and lakeside views, with distances from a 5 Miler to a 50K. Take on the 8 Hour Challenge, earn finisher swag, and support youth programs and cancer res..

Barrel Oak 3k & 6k is a cross-country running event at Barrel Oak Winery in Delaplane, Virginia. The course winds through vineyard grounds with gravel sections and rolling hills, and the 6k is two laps of the 3k route. Walkers and leashed p..

Run 100 miles along the scenic C&O Canal towpath near Knoxville Maryland on April 25 2026, a WSER 2026 qualifier. Smooth, low elevation loops along the Potomac with volunteer staffed aid stations.

Event information The event is a 5k held on April 26, 2026 at Bluemont Station Brewery & Winery in Bluemont, VA (18301 Whitehall Estate Ln). Points from the race count toward the Year-Long 5k & Back of the Pack Series and the Sippin..

Farm Park Challenge is a trail running event at Agricultural History Farm Park in Montgomery County, Maryland, presented by My Muddy Shoes. The race offers multi-hour lap formats: 3-Hour, 6-Hour, and 10-Hour challenges, totaling 3, 6, or 10..