- 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
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0.0 Miles
Two home brewing brothers, with a passion for craft beer and the knowledge to help you create your dream batch.
0.7 Miles
97%
1038 votes
445 North Park Avenue, Winter Park, FL 32789
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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.
0.5 Miles
Passing from lake to lake through the canals, Scenic Boat Tour is an approximately 1 hour tour on the Winter Park Lake Chain. This business was established in 1938.
0.0 Miles
With more than 140 boutiques, cafes and museums on the side, Park Avenue can easily fill the visitor's day. It is great for strolling too, with plenty of photographing opportunities.
0.8 Miles
Founded in 1885 and covering 80 acres, the Rollins College a Peace Monument constructed in 1938, the Cornell Fine Arts Museum, a Walk of Fame, and other attractions.
1.9 Miles
97%
62 votes
116 S. Semoran Blvd, Winter Park, FL 32792
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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.
1.3 Miles
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.
0.8 Miles
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.
12.8 Miles
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.
0.7 Miles
Kraft Azalea Gardens is a 5.22 acre sized public garden which is located within a 13 acre park. Amenities in the gardens include benches for seating and a Exedra Monument.
0.6 Miles
Lake Virginia is a body of water that is 225 acres in size. The lake is connected to 4 other lakes that total 2,781 acres. Visitors of the lake can partake in boating, fishing and water sports.