Martinsburg
Walking Events Calendar near Martinsburg 2026-2027
Monthly updates for Martinsburg
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Explore the top walking events near Martinsburg for 2026-2027! We've gathered 23 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.
Walkers can choose 5K, 10K, or Half Marathon routes around the scenic Third Winchester Battlefield, starting at 251 First Woods Drive, Winchester VA.
September 2026
Walkers follow a scenic wooded loop starting near Cacapon Lodge; 3.1 Miles with a gentle incline past the upper lake on a pet friendly course.
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.
Color Splash offers walkers 1K and 5K at Fairgrounds Park in Hagerstown. Includes 2 hydration stations, multiple color stations and restrooms on site; walkers should cover nose and mouth to reduce powder inhalation.
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 choose 5k or 10k courses starting at Lovettsville Community Park on Milltown Road, Lovettsville, VA; walkers are welcome alongside the running races.
October 2026
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 choose 3.1 Miles or 6.2 Miles, starting at 17805 Oak Ridge Dr in Hagerstown MD. A Family Fun Walk/Run and Ruck is offered alongside the 5K and 10K events.
The event includes a 3.1 Miles walking option starting at 160 Hood St in Hagerstown, MD. The walk runs alongside the 5K run.
Walk at Hagerstown Community College offers a family friendly walking event and breast cancer survivor car parade with vendors and resources. Registration opens 7/1/2026, closes 10/23/2026, fee $40.
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
Walkers can complete the 5K course around Evandale Elementary and Admiral Richard E Byrd Middle School in Winchester on roads with Race Marshals, water stations, accessible routes and medals.
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.
Walkers are welcome on scenic 5k and 10k routes around Henway Hard Cider on Foggy Bottom Road in Bluemont VA, held alongside the running races.
December 2026