Winter Garden Music Fest takes place on Plant Street in Historic Down Town Winter Garden, located in West Orange County, Florida.

From downtown Orlando: Take the East-West Expressway/State Road 408, west until it ends at the Florida Turnpike. Bear right (northbound) onto the Turnpike. Stay in the right lane and take the first exit onto State Road 429 (toll road). Again, bear right, heading north. Take the first exit off the 429 at Plant Street. Turn left onto Plant Street and go about two miles west to downtown Winter Garden.

From Lake County: Go west on State Road 50 to Main Street in Winter Garden (approximately 3 miles east of the SR 50/Florida Turnpike intersection). Turn left, heading north on Main Street. As you approach the downtown area, there is parking just prior to Plant Street on the left and right of Main Street.

From the Florida Turnpike: If coming from the north, take the first State Road 50 exit and head east on State Road 50 to Main Street in Winter Garden (approximately 3 miles east of the SR 50/Florida Turnpike intersection). Turn left, heading north on Main Street. As you approach the downtown area, there is parking just prior to Plant Street on the left and right of Main Street.

If coming on the Turnpike from the south, take the first State Road 50 exit (Ocoee). Bear to the left on the exit and head westbound on State Road 50 about 1.5 miles to Dillard Street. Turn right onto Dillard and go about 1 mile to the intersection with Plant Street. Turn left onto Plant and park.