Williamsburg
Walking Events Calendar near Williamsburg 2026-2027
Monthly updates for Williamsburg
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Explore the top walking events near Williamsburg for 2026-2027! We've gathered 54 great walks in the area. Check out our detailed list below to find your next local walk.
October 2026
From the St. Stephen Catholic Church field in Winter Springs this walk offers a 2.5 Miles route across church grounds and adjacent pumpkin patch. Registration is free, suggested donation $25; check in offers refreshments and raffle.
Walkers follow the 5K trail route starting at 938 Victory Way in Clermont, FL, on wooded trails with spooky themed spook zones as darkness falls. The walk runs alongside the running race and includes haunted zones and a costume contest.
November 2026
Walkers can follow the measured 3.1 Miles course starting at 1061 S Sun Dr, Lake Mary on a USATF certified route near the shopping plaza. Packet pickup is available at Front Running Sports, and registration plus a virtual 5k option are offered al..
Walk the 3.1 Miles course from Newton Park, 1 Surprise Drive, through Downtown Winter Garden, its historic neighborhoods and along Lake Apopka. Donut zones at miles 1, 2 and 3 provide on-course snacks that reduce finish time when eaten alongside th..
Walkers can take part in the Race for Champions Orlando 5K at RFI Orlando, 3251 Margaritaville Blvd, Kissimmee, FL 34747, on November 7. Day of registration is available and packet pickup details are TBD, with the event held alongside the running..
Walkers can follow the 5K route starting and finishing on Park Avenue, a scenic course down Interlachen Avenue to Alabama Drive with views of Lake Maitland. Walkers are welcome alongside runners and must maintain about a 15 minute per mile pace o..
Walkers can choose a 3.1 Miles course or a 1 Miles youth route starting on the RLC campus at 31333 Round Lake Rd in Mount Dora. The course follows Round Lake Road which will be closed and includes sand dirt and grass on the cross country loop..
Walkers can take part in the 3.1 Miles course starting at 205 Windermere Road, Winter Garden FL, alongside the event running races. The event benefits The Gift of Swimming and its mission to expand drowning prevention resources and access to swim..
Walkers follow a 5K waterfront route along Lake Minneola, starting at the Waterfront near 100 3rd St., Clermont. The community event welcomes walkers alongside runners and raises funds for River Clermont Food Distribution.
Walkers can use the 5K route around Lake Eola Park in Orlando, with bib pickup at Track Shack or packet shipping and a virtual walk option. The course requires a 15 minute per mile pace cutoff and accommodates strollers and wheelchair athletes.
December 2026
Walkers can enjoy a 3.1 Miles family 5K course at Central Winds Park in Winter Springs, FL, alongside running participants. The route features festive activities and a jolly holiday atmosphere for families.
Walkers cover 3.1 Miles in downtown Clermont beginning at 685 W Montrose St, on city streets through the downtown area alongside the 5K run. A virtual 5K option allows walkers to complete the distance from any location and submit results onli..