Trail Running calendar near Scotland 2026-2027

An annual trail event at Gifford Pinchot State Park that raises funds for canine cancer research, featuring a 5k run and a 3.5k walk with awards for canine human teams and solo runners.

Experience a mix of twisty singletrack and open farm field running in Germantown. This late autumn trail event offers three distances and a festive post race atmosphere at the historic Button Farm.

Experience a 50 mile trail race through the scenic Seneca Greenway and Muddy Branch trails in Maryland. This event features forested single track terrain and small stream crossings for dedicated distance runners.

A community 5 mile run and walk in Johnstown on 11 July 2026, with a course from Westmont Grove to Peoples Natural Gas Park and proceeds to Newspapers in Education.

Hoopomani 5K Run/Walk at Kenbrook Bible Camp on November 7, 2026 is a fundraiser featuring a 5K, kids fun run, post-race pancake breakfast and age-group awards.

Run Through the Grapevine is an 8K cross country race at Linganore Winery in Mount Airy, Maryland on November 8, 2026. The course runs through vineyard rows and adjacent hop yards, and all finishers receive one free winery tasting.

Pre-Thanksgiving 3K and 6K runs at Barrel Oak Winery in Delaplane with in-person and virtual options; walkers and leashed pets are welcome.

A free 5K cross country at Herring Run Park on November 15 featuring mixed surfaces, two river crossings, wooded trails, and donations accepted for local scholarships and park support.

A cross-country 5K and one mile fun run at Ida Lee Park in Leesburg on November 21, 2026, featuring a long sleeve shirt for pre-registered 5K runners and a finisher medal for one mile participants. Donations for Loudoun Hunger Relief are re..

Experience riverside singletrack at Riverbend Park with 5 and 10 mile trail races. This event offers scenic Potomac River views, a dedicated kids program, and professional race support in a beautiful natural setting.

Maryland Turkey Trot on November 22, 2026 at Carderock Park in Potomac MD offers 5k and 10k courses with virtual entry options; walkers are welcome.

A 5 km and 10 km trail race at The Winery at Bull Run in Centreville, VA, routed through the Manassas National Battlefield with virtual entry options.

Celebrate Thanksgiving with a cross country style race through scenic Catonsville. Support the local high school running program with a chip timed 5K or a 1 Mile Family Fun Run for all ages.

Thanksgiving Day events at Sherando Park on 11/26/2026 include a 3.1 mile 5K plus a 100 m Tot Trot and two kids fun runs, each with specified registration windows and fees.

A trail and canal run near Great Falls, Maryland on November 26, 2026 covering about 10 miles with options to shorten. Entry opens November 12 and is capped at 29 runners; entrants receive course instructions before the run.

A trail-based 5K and 10K in Wheaton Regional Park on November 26, 2026, with in-person and virtual categories and points toward year-long series.

A Thanksgiving morning 5K at Eastern Regional Park in Middle River with two laps on mixed paved and natural trails; open to all ages, $15 registration fee.

Black Friday 5k and 10k at Frying Pan Park in Herndon on November 27, 2026, offering in person and virtual options plus onsite farm animals.

A scenic Thanksgiving weekend 5K and 10K at Henway Hard Cider in Bluemont, VA on November 28, 2026, featuring post-race cider and virtual participation options.

A holiday running event in Washington, DC with 5K, half marathon, marathon and virtual options on the C&O Canal path, held December 6, 2026.