Trail Running calendar near Highfield-Cascade 2025-2026

Run to Remember is a commemorative running event held in Piney Run Park, Sykesville, MD, featuring various race options including a 50K, 50K Relay, 25K, 5 Mile, and an 8 Hour Challenge. This event honors the memory of lost loved ones and encourages participants to challenge themselves in their honor..

The Winchester Battlefield Half is a scenic trail race held at the Third Winchester Battlefield in Winchester, VA. Participants can choose from a half marathon, 10k, or 5k, with the half marathon consisting of three loops on a gravel dirt path. The event features chip-timed results, finisher medals,..

The C&O Canal 100 is a 100-mile ultramarathon along the scenic Potomac River, featuring a course with one ~40-mile loop and two ~30-mile loops on the historic C&O Canal towpath. Starting at Camp Manidokan, the race passes through beautiful riverside scenery between Antietam and Brunswick, Maryland...

The Spring Backyard Burn Trail Run at Pohick Bay is a thrilling event scheduled for April 27, 2025, featuring 5-mile and 10-mile trail races. Set against the scenic backdrop of Gunston Cove and adjacent to the Mason Neck National Wildlife Refuge, participants will enjoy a mix of technical trails, st..

Mount Aetna Adventist School's Fun Trail Run is an exciting annual event that promotes fitness and community spirit. Scheduled for April 27, 2025, in Hagerstown, MD, the event features various running options, including 5k and 3k races for both adults and children. Participants can also register as..

The Farm Park Challenge is a trail running event held at the Agricultural History Farm Park in Montgomery County, Maryland. Participants can choose from various race options, including a marathon, 25K, 6-hour, 3-hour, or 10-hour challenges, with start times beginning early in the morning. The course..

The Beidleheimer Sidewinder is a running event taking place at Whipple Dam State Park in Boalsburg, PA, featuring two race options: a 10K and a new 20K course. Both routes are scenic, rolling out-and-back trails on unpaved forest roads within Rothrock State Forest, utilizing Leg #4 of the Tussey Mou..

The Run First Wine Later 5k and 3k is a scenic cross-country race held at Creek’s Edge Winery in Lovettsville, VA. Participants can enjoy laps around the vineyard, with the 3k consisting of three laps and the 5k of five laps, featuring a small hill behind the winery. Runners receive a glass of wine,..

The Greenwood Furnace Trail Challenge is a half marathon event taking place in Huntingdon, Pennsylvania. This scenic trail run offers participants the opportunity to experience the beautiful landscapes of the area while challenging themselves on a rugged course. The event is designed for runners of..

The The Four Leaf Clover Project's Run for Prosperity will take place in Bluemont on Sunday 4 May 2025. You can run 5 kilometers.

The Spencerville Adventist Academy 5K, 1 Mile Race, and Kids Fun Run is an annual event that promotes fitness and community engagement. Scheduled for May 4, 2025, this event features a 5K cross-country race, a 1-mile run, and a fun run for children aged 9 and under. Participants receive a compliment..

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 100 Mile Run is a challenging ultramarathon held in Virginia’s Shenandoah Valley, covering 100 miles of rugged, rocky trails in the Massanutten Mountains. The course features short but steep mountain climbs, totaling over 18,000 feet of elevation gain. The event takes..

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, taking place in Fairfax Station, VA, features challenging and scenic courses through Fountainhead Regional Park. Participants can choose between a half marathon (approximately 13.5 miles) and a 10K (approximately 6.9 miles), both of which include sec..

The Rothrock Trail Challenge is a trail-running event held in Rothrock State Forest near Boalsburg, Pennsylvania. Participants can choose between two courses: an 11.3-mile race with 2,800 feet of elevation gain or a 16.5-mile race with 3,900 feet of elevation gain. The event features challenging sin..

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..