- Our list of the best things to do in Winter Garden, Florida, features the top 262 nearby activities — including 93 great attractions with user approval ratings of 90% or more!
- Winter Garden, FL has a variety of great sights and experiences nearby. Top categories include: Outdoor Places, Amusement, Sports & Fitness, and Entertainment & Shows.
- The results below include the top 20 things to do within the city of Winter Garden, FL , followed by 242 popular activities in nearby cities, including Orlando, Winter Park, Mount Dora, Lake Buena Vista, Kissimmee, Apopka, Oviedo, Altamonte Springs, Lake Mary, Sanford, Ocoee, Winter Springs, Celebration and Merritt Island
The historic and non-profit Garden Theater in Winter Garden has a wide range of activities available, including concerts, movies, plays, educational productions, and hosts special events. The Mediterranean Style venue is themed to bring a slice of the past to life for guests.
98% 47 votes
17914 State Road 438, Winter Garden, FL 34787 MoreLess Info
With the longest rail-trail that boasts 24 miles of pavement, the West Orange Trail Bikes and Blades Co. can provide narrated tours along the Winter Garden area. With accommodations for large and small groups, tours can range from three days to two hours.
88% 41 votes
southeast corner of the intersection of South Boyd and Joiner Streets, Winter Garden, FL MoreLess Info
A short walk from downtown Winter Garden, the Central Florida Railroad Museum includes artifacts and memorabilia from railroaders in and around the community. The collection features china from the dining cars, a caboose and an operating Thomas train.
82% 108 votes
16301 Phil Ritson Way, Winter Garden, FL 34787 MoreLess Info
With golf packages for large and small groups, Orange County National Golf Center is able to host and provide all services for golf tournaments. Award winning golf courses can be scouted and booked from an interactive website that makes champion golf easy.
96% 57 votes
1 N. Main Street, Winter Garden, FL 34777 MoreLess Info
The Winter Garden Heritage Museum offers a unique glimpse into the 'juicy' past of this historical citrus industry based community. Visitors can view the local historical artifacts in this cozy and quaint museum and learn more about Winter Garden from by-gone days.
A movie theater featuring five screens, West Orange 5 displays first-run feature films using digital projection and RealD 3D. The theater offers dining tables in select auditoriums along with food, drinks and adult beverages.
Gold Star Paso Fino Academy is a family owned equestrian academy specializing in the Paso Fino breed of horses. The academy features 12.5 acres of stables, and offers horse riding lessons, boarding services, and horses for sale.
100% 20 votes
Chapin Station Main Office, 501 Crown Point Cross Road, Winter Garden, FL 34787 MoreLess Info
Visitors can utilize West Orange Trail for walking, biking, and running. The trail extends for just under 40 miles round trip and winds through scenic areas, residential areas, and downtown Winter Garden.
Gifted University serves both children and adults by providing classes such as instruction in a number of musical instruments, acting and dancing. They also offer summer camps for kids and put on musicals and other events.