- 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
97% 1038 votes
445 North Park Avenue, Winter Park, FL 32789 MoreLess Info
The Louis Comfort Tiffany collection is the main attraction at the Charles Hosmer Morse Museum of American Art. Paintings, American decorative art and sculpture, and a European collection with exhibits dating back to the 15th century are also found in here.
97% 62 votes
116 S. Semoran Blvd, Winter Park, FL 32792 MoreLess Info
Maui B's Paddleboard Orlando, Daytona, New Smyrna, Cocoa Beach offers its clients the opportunity of learning and experiencing a new way of touring the lakes. Paddleboarding is done standing up on larger surf board. It is also a great exercise.
Dedicated to the arts, Winter Park Playhouse is a short drive from Orlando. This venue offers live theater performances including musical comedies and cabarets, and provides training and educational programs for youth interested in theater.
With Winter Park City Tours, visitors can hop on a 20 person pontoon boat to explore the region's lakes, including Lake Virginia and Lake Osceola. The boat ride also includes a tour of the canals that weave through the town.
Visitors can sample the cuisine from a variety of notable community restaurants with Orlando Food Tours. Featured tours include the Winter Park Walking Tour, which explores the park avenue shops and restaurants.