Hillsboro
Walking Events Calendar near Hillsboro 2026-2027
Monthly updates for Hillsboro
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Explore the top walking events near Hillsboro for 2026-2027! We've gathered 21 great walks in the area. Check out our detailed list below to find your next local walk.
August 2026
Walkers can take part in in person 5K and 1K routes at Frederick Community College Student Center, with a virtual 5K option. The in person 5K accepts run and walk entries and allows team registration; registration fees apply.
September 2026
Walkers can take part in a 5K walk starting at 5235 Merchant View Square in Haymarket, VA, as part of the Footprints of Hope Run/Walk. The community event includes a T shirt and finishers medal and family amenities such as a kids bounce house and..
Walkers can take on the 5K course at the Maryland Soccerplex, starting at the Dairy Mooseum on Central Park Circle, with shorter kids options of 1K and 100 Yards available alongside the running races. The event features a race festival ar..
Walkers take a 2 Miles loop through the Sherando trail system, starting and finishing beside Sherando Pool in Stephens City. Packet pickup is at Sherando Pool and registration includes a t shirt, bandana and early VIP pool access.
Walkers use the 5K course of 3.1 Miles starting at Poolesville Baptist Church, 17550 West Willard Road, finishing one block from the Poolesville Day parade and festival. Pets and skates are not allowed and shirts go to the first 450 runners and w..
Walkers can choose the 3.1 Miles Run/Walk course that starts and finishes on the track at Martinsburg High School’s Cobourn Field. The route runs down Bulldog Blvd, crosses Queen Street and includes roughly 2.5 miles out and back on the Frog Holl..
Walkers can choose an untimed 1 mile out and back on the paved Sherando Park path, with a course marshal at the turnaround. The walk runs alongside the four mile trail race and starts from the Sherando Park start area in Stephens City, VA.
Walkers can complete the 5K course starting at 4260 Aiken Drive, Warrenton, VA 20187, alongside the running race. The family friendly event includes breakfast after the race and supports Freedom Futbol Club youth soccer programs.
October 2026
A family friendly 1 mile fun run walk on the paved Covenant Life School campus at 7503 Muncaster Mill Road, Gaithersburg MD. The route is on paved roads and welcomes wheelchairs, walkers, rollators, strollers and leashed pets.
Walkers can choose an untimed 5K fun walk in Middletown, Maryland, alongside the running races, or a short survivors walk of 200 yards starting at 7408 Holter Road. The survivors walk is free and the fun walk carries a registration fee.
Walkers can use a 5K route at Spring Mills High School and Dupont Soccer Complex in Martinsburg. Walkers and strollers are welcome; parking is at the high school, campus roads close for participant safety, and 5K entries include a T shirt.
November 2026
The Thanksgiving Day event offers a walking distance of 3.1 Miles starting at Sherando Park in Stephens City. The course mixes track, pavement, and woodland trails and runs alongside the Kids Fun Run and Tot Trot.
Walkers can take part in the 1K fun run walk around Baker Park at 2nd and Bentz Streets in Frederick, with the course set in park surroundings. The walk takes place alongside the event's running races.
December 2026
Walkers can take part in a festive 5K at Maryland SoccerPlex, with entry open to all paces. The event welcomes walkers alongside runners and offers team and fundraising options to support the Arthritis Foundation.
February 2027
Walkers can choose 8k or 16k routes starting at 11710 Macarthur Blvd in Potomac, MD, following the Potomac River and parts of the C and O Canal path. Park entrance fee is not included and waterfalls are accessible after the race.