The best area to stay in Winter Garden is the historic downtown area, particularly around Plant Street.This neighbourhood is the heart of Winter Garden, known for its beautifully preserved buildings, brick-lined streets, and a relaxed, welcoming feel. Plant Street is the main thoroughfare, bustling with independent shops, cafes, and restaurants, many with outdoor seating. The West Orange Trail, a popular walking and cycling path, also runs directly through this area.For couples, staying downtown offers a delightful experience. You can enjoy strolls along Plant Street, discover local eateries, and visit the Garden Theatre for a show. The Farmers Market on Saturdays is a popular event, providing a nice way to spend a morning.Families will also find downtown Winter Garden appealing. The splash pad at Centennial Plaza is a great spot for children to cool off, and there are several parks within easy walking distance.