Annapolis
Walking Events Calendar near Annapolis 2026-2027
Monthly updates for Annapolis
Get new running races (and updates) in your inbox every month.
Explore the top walking events near Annapolis for 2026-2027! We've gathered 57 great walks in the area. Check out our detailed list below to find your next local walk.
September 2026
Walks start at Sassafras Pavilion in Quiet Waters Park, 600 Quiet Waters Park Road, Annapolis, on park trails and through the Chesapeake Bay front community of Hillsmere Shores. The event includes a walk of 1 to 1.25 miles, held alongside the 5K..
The 1M Walk is an accessible route from Freedom Plaza along Pennsylvania Avenue in Washington DC, open to all ages and abilities; strollers and leashed four legged companions are welcome and virtual walkers can complete it from anywhere.
Walkers use the 1 Miles course starting at 1 Safari Place, Baltimore. Varied surfaces mean a jogging stroller is recommended; stroller users should line up in the last race wave and children may join. Same day registration available.
The 5K starts on the trail by the Middle Branch Park playground and follows waterside and park trails past the Baltimore Rowing Center, Waterview Avenue and Kloman Street. Walkers and stroller participants are welcome; the finish features refresh..
Walkers can take part in a 5K at Watkins Regional Park in Upper Marlboro alongside running events, with on site live Zumba and health vendors. A virtual 3.1 Miles walk option allows walking from any location including road, trail, treadmill o..
Walkers can take part in the 5K course alongside the race, with a lively warm up, resident speaker and a family friendly Race Village. There are raffle prizes, awards for top finishers, and a parking lot dance party for those not walking or runni..
The 5K walk starts at 401 Light St in Baltimore and follows a picture perfect course through the Inner Harbor alongside runners. At the finish walkers receive a cup of apple cider, a small pumpkin, a lightweight tech hoodie and a finisher medal.
Walkers can enjoy a 5K route at Bladensburg Waterfront Park near 4601 Annapolis Rd in Bladensburg. Packet pickup is available September 26 from 8:00 am to 8:55 am and walkers take part alongside the running races.
Walkers can choose a 5K or a 1 Mile Fun Run and Walk at the Maryland Zoo in Baltimore and around Druid Hill Park. Routes take place in the zoo and park setting and run alongside the running races, suitable for casual walkers and families.
Walk the 5K course from Washington Adventist University in Takoma Park with local cheerleaders and live music. Walkers receive a superhero T shirt and participation medal while supplies last and snacks before and after.
Walkers can choose the 5K or 1 Mile, with a virtual 5K or One Mile walk option for remote participants. Walks start at 815 Hampton Lane in Towson and take place alongside the running races.
October 2026
Walkers can take part in the 5K on a fast, mostly flat course that winds through scenic parkland and wooded trails at Kings Landing Park in Huntingtown MD. Registration costs $30 and the event features family activities alongside the running race..
Walkers follow a 1.4 Miles route starting at the Cancer Institute Entrance, 110 Irving St NW, Washington DC, near MedStar Washington Hospital Center. The event is rain or shine and registration is free.
Walkers can choose 5K, 10K, or 13.1 Miles, starting at 5601 old Temple Hill Rd in Camp Springs, MD on a clear, lap style local course. The day is low pressure with finish amenities, but EMS is not on site and water stations are limited to..
The 3.1 Miles 5K walk starts and finishes at Wilmer Park on paved country roads with gentle rolling terrain. Race day packet pickup and registration are available; water at the 5K turnaround and restrooms at start/finish support walkers.
The 1 mile Family Walk starts at The Maryland Zoo and follows a route through the zoo grounds. Strollers are permitted, free parking is available, walkers receive a short sleeved shirt and discounted zoo admission with free admission for children..
The 5K course starts inside Congressional Cemetery and goes out onto the Anacostia Trail on a flat out and back route. USATF certified course with water at start and finish and a midway water stop and spooky evening music.
Walkers can choose 1K, 1 Mile, or 5K distances, with routes beginning at Driskell Park in Hyattsville, MD. The family friendly park setting accommodates walkers alongside the running races and supports local schools.