Travelers are voting Cady Way Trail as the best trail near Orlando. There are 10 trails near Apopka a city just 43 km from Orlando and 1 trail near Kissimmee which is 39 km distant. The most popular of these are SR 19 Trailhead near Apopka and Cady Way Trail in Kissimmee. You can find 59 trails in Florida and 2363 trails in the country of United States. Our members favorite in Florida is Gainesville-Hawthorne State Trail and Appalachian Trail is the top pick in United States. Want more? Check out our map of trails near Orlando.