Winter Garden
Walking Events Calendar near Winter Garden 2026-2027
Monthly updates for Winter Garden
Get new running races (and updates) in your inbox every month.
Explore the top walking events near Winter Garden for 2026-2027! We've gathered 68 great walks in the area. Check out our detailed list below to find your next local walk.
November 2026
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 choose 5K, 10K, or 13.1 Miles starting at 37 Dirksen Drive in DeBary FL. The course is local and clear but water is limited to lap ends and the finish, so walkers should plan for weather and bring supplies.
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 choose the 5K, 10K, or 13.1 Miles routes starting at 37 Dirksen Drive, DeBary, FL on a clear local course alongside the running races. Water is limited to lap ends and the finish and staff and EMS are minimal, so walkers shoul..
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..
Walkers can choose 5K, 10K, or 13.1 Miles routes starting at 37 Dirksen Drive, DeBary, FL on a clear local course alongside the running races. There is limited water at the end of each lap and at the finish and no on site EMS.
Walkers follow a 5K route along the back nine of the Grande Lakes golf course through resort grounds. Check in and packet pickup are on Valencia Lawn adjacent to the Spa; self parking is complimentary plus yoga and post event refreshments.
January 2027
Walkers can join the chip timed 5K (3.1 miles) across the Lake Brantley and Forest City campuses at 991 Sand Lake Road in Altamonte Springs. Course uses campus paths with community vendors and a virtual 5K option and shirts and medals for registr..
February 2027
Walkers can join the 5K 3.1 Miles route at Camp Boggy Creek in Eustis, following camp trails through natural surroundings. The course offers a water station and a finish clock, with packet pickup on race day and free on site parking; no chip timi..
Walkers can follow the 30K, 13.1 miles, 8 miles, or 5K routes starting and finishing at Magnolia Park, 2929 Binion Road, Apopka FL. Trails are packed lime rock, clay and hard packed surface along Lake Apopka with aid stations at mile..
March 2027