Trail Running calendar near Frederick 2025-2026

The Historic Waterford Trail Run/Walk is an outdoor event taking place in Waterford, Virginia, on May 10, 2025. Participants can choose from a 5K Trail Run/Walk, a 10K Trail Run/Walk, or a Fun Run, all set against the scenic backdrop of Western Loudoun County. The course features a mix of trails, pa..

The Camp Hebron Trail Run offers an exciting opportunity for outdoor enthusiasts to participate in a 5K or 10K trail run through the scenic woods of Camp Hebron in Halifax, PA. This family-friendly event welcomes runners of all ages and experience levels, featuring diverse terrain and technical chal..

The Ed Poling Memorial PA Challenge is a demanding hiking event that covers over 20 mountainous miles on the Appalachian Trail in Pennsylvania, starting at Caledonia State Park and concluding at Pen Mar Park. Participants receive comprehensive support, including lunch, snacks, drinks, and transporta..

The Massanutten Mountain Trails (MMT) 100 Mile Run is a challenging ultramarathon held in the Massanutten Mountains within Virginia's Shenandoah Valley. Starting and finishing at Caroline Furnace Lutheran Camp in Fort Valley, VA, the rugged course features rocky trails and steep mountain climbs tota..

The Conestoga Crusher 10K Trail Race, along with the Conestoga Cruiser 5K Trail Race and a Kids Trail Race, is scheduled for May 17, 2025, in Holtwood, PA. The event offers scenic trail running through Kelly's Run Nature Preserve, featuring creek crossings, steep climbs, and beautiful views from the..

The Fountainhead Half Marathon and 10K Trail Run takes place at Fountainhead Regional Park in Fairfax Station, Virginia, just 30 minutes from Washington D.C. This challenging event features a half marathon of approximately 13.5 miles and a 10K of about 7.2 miles, both on rugged trails with rocks, ro..

The Night Raider 10k and 5k is a scenic trail run held at the Manassas National Battlefield, starting and ending at The Winery at Bull Run in Centreville, VA. Participants can enjoy a course that includes cross-country paths, dirt trails, a boardwalk, and gravel sections, with some hills. The event..

The Bubbletown What The Duck Ultra is a 12-hour ultra marathon taking place at Spring Meadows Park in Boiling Springs, Pennsylvania. Participants can run solo or as part of a team, with the course consisting of a 1.4192-mile loop on a smooth dirt and crushed rock surface. All participants receive a..

The Capital Backyard Ultra is an endurance running event held in Lorton, Virginia, featuring a unique format where participants run a 4.167-mile loop every hour until only one runner remains. The race supports experienced backyard ultrarunners aiming to push their limits, with a maximum of 60 partic..

The Ed Poling Memorial Hike for Hunger & Hope is a non-competitive fundraising event suitable for all ages, featuring hikes of varying distances along the scenic C&O Canal towpath in Maryland. Participants can choose from a 4K, 10K, or half marathon hike, catering to both casual and serious hikers...

The Barrel Oak 6k is a challenging cross-country running event held at Barrel Oak Winery in Delaplane, VA. Participants can choose between a 3k or 6k race, with the 6k being two laps of the 3k course. The event features scenic routes through vineyards, gravel roads, and hills.Runners receive a finis..

The More Miles Last One Standing Challenge is an annual ultramarathon event held in Knoxville, Maryland, featuring a unique "last one standing" format. Participants run a 4.167-mile course, starting each hour on the hour, and must complete the yard within that time to continue. The event also offers..

The Dash Through the Dirt event offers 5k, 10k, and half-marathon races at Carderock Recreation Area in Potomac, MD. The courses run along the scenic C&O Canal Towpath, featuring light gravel trails with minimal elevation changes, ideal for personal records. Participants receive a finisher’s coin, t..

The One Family Brewing 5k & 1-Mile event is a family-friendly race held at One Family Brewing in Lovettsville, VA. Participants can enjoy a scenic cross-country course around the brewery, with the 5k consisting of three laps around the brewery fields. Runners receive a beer, finisher’s medal, techni..

The Old Dominion 100 Mile Endurance Run is a challenging ultramarathon held in Fort Valley, Virginia, featuring a measured loop course through the Massanutten Mountains and Shenandoah River Valley. The race covers 100 miles with 14 significant climbs totaling 14,000 feet of elevation gain. Participa..

The Half Ass 25k & 10k is a challenging trail running event held in Newville, Pennsylvania, at 1599 Doubling Gap Road. The race offers two distances: a 10k with over 2,000 feet of elevation gain, and a more demanding 25k featuring over 4,000 feet of vertical gain, including iconic park highlights li..

The Awesum Possum Lake Trail Adventure, held in memory of Steve Fealtman, is a running and walking event taking place at Opossum Lake Park in Carlisle, PA. Participants can choose from a 6-mile obstacle course, a 4-mile run, or a 4-mile walk, all set against the scenic backdrop of the lake and its s..

The Crooked Run Valley 10k is a scenic and challenging trail race held at Sky Meadows in Delaplane, VA. Participants can choose between a 5k or 10k course, with the 10k being two laps of the 5k loop. The event features chip-timed results, finisher medals, and technical event shirts.It supports the c..

The OSS/CIA 50 Mile Night Run is a challenging ultramarathon held in Prince William Forest Park, Virginia, known for its historical ties to the U.S. intelligence community. The race features a 50-mile course primarily on single-track trails, with some fire roads and crossings, run twice to complete..

Smith’s Challenge Trail Run, organized by the Lancaster Road Runners Club, celebrates its 36th anniversary in 2025 as the oldest trail race in Central Pennsylvania. Held in Lancaster County Central Park, the event features 5-mile and 10-mile trail races that traverse challenging courses with trails,..