Trail Running calendar near Littlestown 2025-2026

The ToM Opening Night VA is a cross-country kickoff hosted by Trials of Miles at Morven Park in Leesburg, Virginia. The event features a 5K cross-country race, with an open race for friends and family priced at $20. It’s designed to be spectator-friendly, offering a festival-like atmosphere on cours..

The High Rock Mountain Running Challenge is a Cascade, Maryland race starting and finishing at Pen Mar Park (14600 Pen Mar Rd). The course covers about 3.8 miles, including roughly 1.8 miles of ascent to High Rock Overlook before a descent back to the park for the finish. The route offers a pictures..

The Inferno 5k & 10k at Dirt Farm Brewing in Bluemont, Virginia, challenges runners with a forest-trail course behind the brewery. The 5k is a single loop; the 10k doubles back on the same path, featuring tree roots, rocks, and elevation changes that test footing and lungs. Expect steep climbs, rapi..

The Sasquatch Preservation Trail Run is a chip-timed 5K and 10K trail race held at South Branch Farms in Seven Valleys, Pennsylvania. Celebrating its 14th year, the event offers a scenic off-road course featuring varied terrain through farmland, woods, pastures, and streams, including a climb over t..

Located in Kennett Square, Pennsylvania at 760 Unionville Road, the WCU Cross Country Season Opener takes place on the Unionville High School grounds. The meet features men's and women's 5K races on a grass cross-country course that uses two 2K loops plus a 1K loop, with only short pavement crossing..

The Knight Ruck at Gov. Dick will take place in Mount Gretna on Friday 12 September 2025. You can run between 4 and 8 miles.

Trails 4 Tails in Hanover, PA, is a trail running event held at scenic Codorus State Park, featuring a 5.72-mile loop course around Lake Marburg with single track trails and shoreline views. The event offers three race options: a 40 Mile Ultra (7 loops, ~4,200' elevation gain), a 40 Mile Relay (team..

The 13th annual Blood, Sweat & Tears Run in Mount Gretna, PA, promises to be an exciting event featuring three scenic courses along the Lebanon Valley Rails to Trails. This timed event ensures safety with police support and volunteers. Participants can look forward to post-run festivities, including..

The VHTRC Women's Half Marathon will take place in Fairfax Station on Saturday 13 September 2025. You can run between 7 and 13 miles.

The Tails on Trails 5K Run/Walk takes place at Cacapon State Park in Berkeley Springs, West Virginia. This early fall event features an easy 5K course along the Rock & Roll Trail, suitable for runners and walkers of all levels. The scenic trail highlights the natural beauty of the area, making it a..

The All Hollowed Out 5K is a race held in Carlisle, Pennsylvania, at 500 Kings Gap Road. Sponsored by the Friends of Kings Gap, the event supports the refurbishment of the carriage house at the historic Cameron Masland Mansion and other projects in the area. The course features a mix of terrain, wit..

The Creation House 5K Rugged Trail Run is a 5K trail race held in Littlestown, Pennsylvania (165 Christ Church Rd). It supports Creation House, a program designed to keep homeless families together as they rebuild their lives. The course is described as a beautiful, rugged nature run through farmlan..

Valley View Hard Cider Challenge Half, hosted by Bishops Events, takes place at Valley View Farm in Delaplane, Virginia. The event offers 5k, 10k, and Half-Marathon distances on knotty courses that blend cross-country, trail, and hills. The 5k and 10k are out-and-back once, while the Half is out-and..

Grape Stomper Trail Run is a 5K trail race held at Paradocx Vineyard in Landenberg, PA. The course winds through Paradocx Vineyard grounds and Crossan Park Trails on dirt, gravel, and grass. Runners finish to a post-race celebration with music, snacks, and wine, with Paradocx Vineyard open for food..

The Final Countdown Tribute is a unique running event held at Amani Brewing in Martinsburg, WV. The race features a 1.33-mile loop on a smooth, well-maintained grass trail with gentle hills. Runners must complete each lap within a decreasing time limit, starting at 20 minutes and shortening by 20 se..

The Bull Run Reunion Run 2025 is a 3-mile cross country race held in Parkton, Maryland, at Hereford High School. Scheduled for September 20, 2025, this event is part of the Bull Run Cross Country Invitational and is open to all ages. The Reunion Run is the seventh race of the day, offering participa..

The Cancer Warriors 5k is held in Belair, Maryland, on the Ma & Pa Trail. The in-person event features a simple out-and-back 5k course starting at the Ma & Pa Trail Head near Independent Brewery, with a second stream crossing, a fork near Route 24, and a turnaround near Tollgate Road before returnin..

Tröegs Rugged Trail 5K Run for Conservation takes place at the Ned Smith Center for Nature & Arts in Millersburg, Pennsylvania. It offers two routes: the Rugged Trail 5K, featuring a 700-foot elevation climb through Berry Mountain woods, and the HopBack Trail for beginners along the Wiconisco Creek..

The Kellie Thompson Shiley 5k and Family Fun Run is an annual event held at the Terrapin Nature Trail in Stevensville, Maryland, on the scenic Eastern Shore. It features a 5K trail run/walk and a 1-mile fun run for children aged 10 and under. The race honors Kellie Thompson Shiley’s competitive spir..

Mountain Creek Mayhem takes place at Pine Grove Furnace State Park in Gardners, PA, within Michaux State Forest in the northern Appalachians. The event offers 50K, 20-Miler, and Half Marathon distances, featuring flowy single-track, ridgelines, rocky descents, and sweeping views. Elevation gains run..