Rockville
Trail Running Calendar near Rockville 2026-2027
Explore the top trail runs near Rockville for 2026-2027! We've gathered 71 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
A community trail event on October 11, 2026 at Bretton Woods Recreation Center in Darnestown, MD offering a 5K trail run and a 1 mile walk. The event raises funds and awareness for addiction prevention, education, and support.
Participate in a 10 km run through the scenic Black Hill Regional Park in Boyds. This low key event offers a straightforward racing experience for both club members and the general public in a natural park setting.
A fall running event at Laurel Hill Park on October 17, 2026 offering 5K, 10K, half marathon and virtual options; walkers are welcome.
USATF certified marathon and half on the flat C&O Canal Towpath at Fletcher's Cove with aid stations, finisher medals, and cash prizes.
Scenic 5K at Rocklands Farm Winery featuring cross country style trails, chip timing, age group awards, postrace wine tasting and family friendly amenities.
A scenic 5 km and 10 km race through Burke Lake Park trails on October 31, 2026, with virtual options and walker-friendly access.
November 2026
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.
Trail races of 5K and 10K take place at Burke Lake Park on November 7, 2026; walkers are welcome and multiple virtual entry options are available.
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.
A community fundraiser with a timed 5K, a 1.6K nature walk and a 500 m kids run supporting Toca Juniors Football Club and its Smiles Soccer Program.
Nov 14, 2026 in Upper Marlboro MD a 50K and 20K trail race on a 9.5 mile looped course with aid stations, drop bags, and post-race food and festivities.
A cross country 5K and 1 mile fun run at Ida Lee Park on November 21, 2026, with participant shirts, medals, post-race refreshments, and a food drive for Loudoun Hunger Relief.
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.
In person 5K and 10K races along the flat Carderock Canal towpath in Potomac, Maryland on November 22, 2026. Virtual entries and walkers are welcome.