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 83 great walks in the area. Check out our detailed list below to find your next local walk.
November 2026
Walkers can choose 5k, 5 miler or 10 miler routes on a scenic flat course at Hains Point in Washington DC, with walkers and strollers welcome.
December 2026
Walkers can choose 5 km or 10 km routes on a scenic flat course along the Chesapeake & Ohio Canal path in Georgetown near 3530 Water St NW Washington DC, with strollers welcome.
The event offers 5 km and 10 km walking routes from 5220 16th St NW, Washington DC, through scenic Rock Creek Park; walkers and strollers are welcome.
Walkers can take a 5K route starting at 1 Safari Place Baltimore MD alongside the running races, with festive jingle bells, a participant shirt, and a medal.
Walkers can choose 5K, Half Marathon, or Marathon on the Chesapeake & Ohio Canal path starting at 4940 Canal Rd NW in Washington DC; walkers and strollers are welcome.
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.
The event offers 5 km and 10 km walking options starting at 4940 Canal Rd NW, Washington DC, and welcomes walkers and strollers.
Walkers and strollers are welcome on the Chesapeake & Ohio Canal path for the Half Marathon (Georgetown Potomac Boat Club) and 5 km (Fletcher's Boat House).
Scenic, flat 5k and 10k routes starting at 3530 Water St NW in Washington, DC near the Nation's Capital; walkers and strollers are welcome.
January 2027
Walkers can choose 5 km or 10 km routes from 3530 Water St NW, Washington, DC on a scenic, flat course near the Nation's Capital; walkers and strollers are welcome.
Walkers can choose 5k or 10k routes on scenic flat paths along Ohio Dr SW in the heart of Washington DC near the Nation's Capital; strollers are welcome.
Walkers and strollers are welcome on the 5K and Half Marathon, both on the Chesapeake & Ohio Canal path, with the half starting near the Potomac Boat Club and the 5K at Fletcher's Boat House.
February 2027
Walkers and strollers are welcome on the Half Marathon or 5k on Chesapeake and Ohio Canal path in Georgetown, starting at Potomac Boat Club and Fletchers Boat House.
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..
March 2027
Walkers cover 1.4 Miles on a single neighborhood loop starting at Chapman Farm Clubhouse, strollers are welcome and walkers follow the runners.
Walkers are welcome at this scenic flat Georgetown course starting at 3530 Water St NW, with routes along the Chesapeake and Ohio Canal path; marathon has a six hour limit.
Walkers can enjoy 5 km and 10 km routes through scenic Rock Creek Park starting at 5220 16th St NW, Washington, DC, and walkers and strollers are welcome.