Longwood
Walking Events Calendar near Longwood 2026-2027
Monthly updates for Longwood
Get new running races (and updates) in your inbox every month.
Explore the top walking events near Longwood for 2026-2027! We've gathered 101 great walks in the area. Check out our detailed list below to find your next local walk.
November 2026
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.
Walkers are welcome in the family friendly 5K from 600 E 1st Street, Sanford, chip timed with finisher medals, alongside the running races, with free coffee, hot chocolate and donuts.
Walkers can choose 5K, 10K, or 13.1 Miles courses starting at Green Springs Park in Deltona, FL. The course is clear and staffed but water is limited to lap ends and the finish and EMS is not on site so walkers should plan accordingly.
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 choose 5K, 10K, or 13.1 Miles routes starting at 2100 Fatio Rd Deland FL on a clearly marked course alongside the running races, with water only at lap ends and the finish.
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 can choose a 5K in Orlando at 2501 General Rees Ave, a food stop 1 mile with four tasting stations, or a virtual 5K completed at their own pace.
Walkers can choose 5K or 1 Mile routes starting at 4982 New Broad Street Orlando FL, alongside the races, with participants receiving a shirt, jingle bells, and a medal.
Walkers can choose 3.1 Miles from Donnelly Park or 13.1 Miles from Elizabeth Evans Park along tree lined lakefront roads with rolling hills; the half marathon has a 3 hour 25 minute cut off.
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 can take part in the 5K Run/Walk covering 3.1 Miles around Blake Park in Lake Helen, FL. The event notes that walkers should arrive early to park, warm up, collect a race bib and shirt, and use the restroom.
Walkers can choose 5K, 10K, or 13.1 Miles routes starting at Green Springs Park in Deltona, FL. Courses are clear, but water stations are only at the end of each lap and at the finish and race staff is limited, so walkers should plan supp..