Trail Running calendar near Westminster 2026-2027

Event Overview The Tröegs Rugged Trail 5K Run for Conservation is an annual fundraiser for the Ned Smith Center for Nature and Art. The event is held at the Ned Smith Center in Millersburg, Pennsylvania. All proceeds support the center's la..

Experience a night time rucking event at the Gov. Dick Environmental Center with 4 mile and 8 mile options. Carry a weighted pack to compete for prizes or participate without a ruck to support local Lebanon County nonprofits.

Event Information The River's Edge Endurance Challenge takes place in Brunswick, Maryland. The event is the 8th annual edition and offers three different race distances. Distances 5K (3.1 miles) 3 Hour Endurance Race 6 Hour Endurance Chall..

Join the 7th annual Trails 4 Miles for a fall challenge at Sherando Park. Choose from a mixed-surface 4-mile trail run, a new mountain bike time trial, or a one-mile fun run/walk. All proceeds support the I'm Just Me Movement.

Experience 10 miles of rocky hills and stream crossings at this historic Pennsylvania trail race. Enjoy scenic views of the Susquehanna River and a post race picnic at Kellys Run Nature Preserve.

Join a community 5K run and walk through the scenic trails of Agricultural History Farm Park. Enjoy a morning of music and fitness with events for all ages and awards for top finishers.

The Kettle Cooker Five & Dime is a trail race on the scenic and historic paths of Glenroy Preserve. Choose from four looped distances, all featuring hills, creek crossings, and ample aid station support. The event includes chip timing, a ra..

The Rick O'Donnell Memorial Ultra Challenge offers a 5-mile trail run plus timed 4-hour and 8-hour events. Held at Milkhouse Brewery in Mount Airy, MD, it supports a local running club's scholarship fund.

Delaware Trail Fest celebrates the state's trails at Lums Pond State Park with a unique, fully age-graded race format. Choose from a 12-hour solo run, a 12-hour relay, a 24KM, or a 12KM lap course around the lake. All finishers get a sweats..

Choose your challenge on the scenic trails of Lake Fairfax Park. Run a 5.1-mile lap or double it for a 10-mile test on singletrack paths with natural features. Support a local charity while tackling this trail run.

The Patapsco Valley 50K offers a scenic trail run near Baltimore. Finishers earn unique awards, like a hand-thrown mug for the 50K. A virtual option lets you run your own course during the month following the event.

Run through the forest trails of Conway Robinson State Forest for the Halloween Horror 10k. This chip-timed trail race offers series points and supports a local soup kitchen. Walkers are welcome, and a virtual option is available.

Experience a scenic 5K cross country run through the historic Rocklands Farm Winery followed by an after party with live music and wine.

Trail runners head to Maryland's Green Ridge State Forest for the Fire on the Mountain 50K and 25K races. The event features technical trails, forest roads, and strict cutoff times. It's scheduled for November 1, 2026, with a training run o..

This trail run in Germantown, MD takes place on November 7, 2026, starting from the scenic Button Farm. Runners can choose from a half marathon, 10K, or 5K course on the singletrack trails of Schaeffer Farms. Virtual race options are also a..

Experience a 50 mile trail run through the forested rolling terrain of the Seneca Greenway and Muddy Branch trails in Maryland featuring single track dirt paths and natural stream crossings.

An 8K cross country run at Linganore Winery in Mount Airy, Maryland on November 8, 2026. The mixed terrain course loops through grapevines and hop yards and finishers receive a complimentary tasting.

This Fall Backyard Burn trail run takes place in the scenic Hemlock Overlook park along Bull Run. Runners can choose between a 5-mile or 10-mile course on trails and dirt roads, with good spectator areas. The event is part of a series and s..

Run through the vineyards at Barrel Oak Winery on this pre Thanksgiving cross country course. The event features a 3k and 6k race, with participants receiving a finisher's medal, tech shirt, and a post race drink. The race supports Warriors..

Test your physical and mental discipline in a 48 hour endurance challenge held inside an abandoned turnpike tunnel. Complete 160 miles of paved out and backs in total darkness with restricted access to outside support.