Annapolis
Walking Events Calendar near Annapolis 2026-2027
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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.
July 2026
Walkers can follow the 5 Miles route in the Navy Yard community, starting at 100 Potomac Ave SW, Washington DC. The course runs through the neighborhood alongside running races and a community festival with cheering and local activities.
The event offers walkers a scenic 5K and 1K along the Rhode Island Avenue Trolley Trail in Hyattsville. Registration is free and the festival includes onsite shopping, shoe demos, and a vendor village at Haraka Run and Walk.
August 2026
Walkers can choose a 1-mile course at the Maryland Zoo in Baltimore, with the route among zoo grounds and the option to enjoy exhibits afterward. Walk participants receive a tech shirt, bib and finisher medal; add on zoo admission is $15 and tick..
Sunset Stroll is a non competitive 1.5 Miles walk on the Hog Neck Golf Course at sunset. Walkers receive a t shirt, a race bib with timing chip and a purple glow stick and may walk in support or memory of someone affected by pancreatic cancer.
Walkers can choose a family friendly 2 km route or a 5 km course in Washington DC near the National Mall, starting at 804 N Street NW. Registration is free and the 2 km is accessible for youth families and first time participants.
September 2026
Walkers can follow a 10 km road route through scenic western Ellicott City countryside or a 5 km road and dirt grass trail on the Shrine property. Both courses are USATF certified and use chip timing at The Shrine of St Anthony in Clarksville..
Walkers can join an on site 5K walk at Fairwood Community Park in Bowie MD or take a virtual 5K option. In person registration carries a fee of $30 while the virtual 5K is free and proceeds support Sickle Cell Disease awareness and servic..
Walkers follow a 1 Mile route along the Woodrow Wilson Park Trail at National Harbor in Oxon Hill, MD. The course is on park trails and takes place alongside the event's 5K run.
Walkers can choose the 1 Mile walk alongside the 5k run, starting at 101 College Parkway in Arnold MD. Registration carries a $30 fee and opens 3/4/2026 and closes 5/31/2026.
The event offers walkers a family friendly 1 mile fun walk or a longer 10 km course along the Broadneck Peninsula Trail, starting at East Beach and finishing on the sands of the Chesapeake Bay. Races take place before the festival opens and s..
A community walk at Anacostia Park in Washington DC starting at 1500 Anacostia Drive SE, held alongside a chip timed 5K run. The event raises funds and brings the community together to support efforts to end HIV and reduce stigma.
The Fun Walk is a 1 Miles course that starts at Immaculate Conception School in Towson, MD and follows the event course. Free parking is available in the Ware Ave garage and a virtual walk option runs alongside the running races.
Walkers can join the 1 Mile Fun Run and Walk (1 Mile) or use the scenic courses open to walkers on the 3.2 Miles and 5 Miles routes at Druid Hill Park in Baltimore. The post race festival features music, food trucks and wellness activitie..
Walkers can use the USATF certified 3.1 miles course starting at 2000 Marbury Dr, District Heights MD. A virtual option is available alongside the in person event and youth 12 and under may participate at no cost with an adult paid registration.
Walkers can choose a 1 Mile route or a 3.10686 Miles route alongside the running events. Both start at the UMBC Campus Quad at 1000 Hilltop Circle in Baltimore and follow campus paths around the quad.
Walkers can enjoy a scenic 5K route starting at 301 Watkins Park in Upper Marlboro, MD, suitable for all ages and abilities. Post race refreshments and community support are available alongside the running race.
Participants walk the 2 Mile course starting at 111 Under Path Way in Washington DC alongside the 5K running race. Registration is free and the event raises support for the next generation of leaders.