Annapolis
Walking Events Calendar near Annapolis 2026-2027
Monthly updates for Annapolis
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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.
October 2026
Walkers can complete the 5K in person at Freedom Plaza in Washington, D.C., on an urban course near city buildings and event tents, or participate virtually. In person registration is free through Oct. 11 and virtual registration is free; no day..
The family fun walk covers 1 Miles and starts at School of the Cathedral, 111 Amberly Way, Baltimore. The walk benefits Mother Seton Academy and has entry fees of $25 for ages 15 and older and $20 for ages 14 and younger.
Walkers follow a 2 miles route starting and finishing at Waverly Brewing, 1625 Union Ave, passing a Tibetan labyrinth, Saint Marys Cemetery and 34th Street lights. On site event day registration only; free to members volunteers and guests, with g..
Walkers can choose 5K, 10K, or 13.1 Miles routes starting at 5601 old Temple Hill Rd, Camp Springs MD on a clear marked course with finisher medals. Staffing is small, EMS is not on site, and water is available only at the end of each lap..
November 2026
Walkers can take part in a 10K across the eastbound side of the Chesapeake Bay Bridge from Anne Arundel County to Kent Island, starting near 550 Taylor Ave in Annapolis. Walkers participate alongside running races, and race day parking is not ava..
Walkers can enter 5K, 10K or 13.1 Miles from 5601 Old Temple Hill Rd, Camp Springs, MD on a clear lap course. Water is limited to finish areas at lap ends and the race finish and EMS is not on site.
Walkers can choose 1 Mile or 3.1 Miles courses at Catonsville High School, 421 Bloomsbury Ave, Catonsville MD, on cross country style looped routes with fall scenery. Strollers and pets are not allowed and events are chip timed alongside the runn..
Walkers can take the 1 Miles walk starting at Alice B. McCullough Field at Montgomery St and 8th St in Laurel, MD along a short outdoor course alongside the race day events. Registration fee is $22.
December 2026
Walkers can choose 5K, 10K, or 13.1 Miles routes starting at 5601 old Temple Hill Rd in Camp Springs MD. The course is clear with limited staff; water is available only at the end of each lap and at the finish, and EMS is not on site.
February 2027
Walkers can choose 5k or 10k routes at Hains Point in Washington, DC on a scenic flat course with views of the Potomac River, the Wharf and plane sightings from National Airport. Walkers and strollers are welcome.
The event offers 5 km and half marathon walking options along the scenic, flat Chesapeake and Ohio Canal path in Georgetown near 4940 Canal Rd NW. The half marathon begins near the Potomac Boat Club and the 5 km begins at Fletcher's Boat..
April 2027
Walkers can choose the 5K run/walk or the 10 Mile course. Both take place in Washington, DC, with the 10 Mile beginning on the Washington Monument Grounds. Race weekend includes an expo and packet pickup at the National Building Museum.
May 2027