- Our list of the best things to do in Winter Park, Florida, features the top 308 nearby activities — including 114 great attractions with user approval ratings of 90% or more!
- Winter Park, FL has a variety of great sights and experiences nearby. Top categories include: Outdoor Places, Amusement, Water Activities, and Sports & Fitness.
- The results below include the top 34 things to do within the city of Winter Park, FL , followed by 274 popular activities in nearby cities, including Orlando, Sanford, Mount Dora, Lake Buena Vista, Kissimmee, Oviedo, Winter Garden, Apopka, Deltona, Altamonte Springs, Lake Mary, Ocoee, Orange City, Winter Springs, Celebration and Merritt Island
Showing 161-170 of
638
15.2 Miles
First opened in 1915, the Princess Theater was only recently restored and revived as a performance venue. Both traditional and nontraditional shows like plays, musicals, concerts, and stand-up comedy are performed throughout the year.
15.2 Miles
94%
16 votes
201-203 S. Magnolia Ave, Sanford, FL 32771
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Hosting a wide array of musical, theatrical, and other shows and programs, the Wayne Densch Performing Arts Center offers a variety of ticket packages. The center also hosts theater camps, and is available for event rentals.
15.2 Miles
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.
15.2 Miles
88%
41 votes
southeast corner of the intersection of South Boyd and Joiner Streets, Winter Garden, FL
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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.
15.2 Miles
Visitors will discover a complete horsemanship experience in a scenic countryside setting at the Trademark Equestrian Center. The center offers horse training, riding lessons, boarding, and a professional, supportive environment for the animals and their owners.
15.2 Miles
The Attic Door is a local wine bar and music venue situated in a comfortable and relaxing atmosphere. In addition to drink specials, the venue also offers weekly performances, a monthly open-mic night and weekly trivia night festivities.
15.2 Miles
100%
1 votes
101 S Boyd Street, Winter Garden, FL 34787
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Located on the shores of Lake Apopka is the Heritage Foundation History Center of Winter Garden, Florida. The foundation houses the heritage museum, celebrating the areas rich history, as well as a railroad museum.
15.3 Miles
Little Fish Huge Pond is an urban Irish pub that offers a wide selection of domestic and craft beers, ciders and wines. They frequently have live music and hold other special events like movie nights.
15.3 Miles
A trip down the Wekiwa River with a rented canoe, kayak, or boat through King's Landing is a 4-hour natural beauty and wildlife scene. Fishing, swimming, and areas to stop with a shuttle ride back are part of the package deal.
15.3 Miles
A spacious outdoor space in Sanford, Fort Mellon Park offers an array of fun activities and recreation. The park features a playground and splash pad, walking trails and both basketball and tennis courts for added enjoyment.