- 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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            Artists gather to enjoy a painting class while sipping on a drink of their choice        
    
    
        1.8 Miles 
    
    
        
        
            Spanning 23 acres along Lake Baldwin, Lake Baldwin Park offers a dog park, a boat ramp for non-gas engine boats, and 2 rentable pavilions. 25 picnic tables, 15 benches, and a restroom are also available.        
    
    
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            Albin Polasek Museum & Sculpture Gardens
SPECIAL GROUPON DEAL: $14 for Admission to the Albin Polasek Museum
                
                633 Osceola Avenue, Winter Park, FL 32789
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            Included in the National Register of Historic Places, Albin Polasek Museum & Sculpture Gardens is famous for its more than 200 works by sculptor Albin Polasek. The main focus is, also, on American sculpture.        
    
    
        0.7 Miles 
    
    
        
            
			
        
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            The Wine Room on Park Avenue
SPECIAL GROUPON DEAL: 38% Off Wine Tasting at The Wine Room on Park Avenue
                
                270 Park Avenue South, Winter Park, FL 32789
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            With a vault redesigned as a special room for renting, The Wine Room on Park Avenue offers its visitors wine for tasting and buying. It also sells cheese specialties. It has its own restaurant and bar.        
    
    
        0.8 Miles 
    
    
        
        
            The collection at the Cornell Fine Arts Museum is focused on the 19th century American art, with paintings, sculptures and photography. The entire collection has more than 5,000 items, some dating back to the antiquity.        
    
    
        1.7 Miles 
    
    
        
        
            Mead Garden is a 48 acre garden that is open 7 days a week and is free to the public. Facilities available in the park include an amphitheater, picnic pavilion and garden club.        
    
    
        3.7 Miles 
    
    
        
            
        
                                    92%
                12 votes
                            
			
            
                
                4270 Aloma Ave, suite 20, Winter Park, FL 32792
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            An indoor playground with a variety of amusement facilities, Grammys Indoor Playground emphasizes safety and fun for young children. They also offer picnic areas and host parties and special events.        
    
    
        2.3 Miles 
    
    
        
        
            Hau Hele Wai Paddleboarding is a company that offers lessons and instructions in stand up paddle boarding. All level of skills are accommodated for, an participants are taken through local scenic waterways.        
    
    
        1.1 Miles 
    
    
        
            
        
                                    95%
                20 votes
                            
			
            
                
                642 West New England Avenue, Winter Park, FL 
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            The Hannibal Square Heritage Center was established in 2007 and pays tribute to the area's African-American community. The centre hosts events and exhibitions including photography and visual arts.        
    
    
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                                    68%
                31 votes
                            
			
            
                
                200 W. New England Ave., Winter Park, FL 32789
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            The Winter Park Historical Museum is a museum which is open Tuesday to Saturday and is free to enter for visitors. The museum houses a number of collections with local historic significance.        
    
    
        0.8 Miles 
    
    
        
        
            Located on nearly 6 acres of land, Phelps Park is a community park that offers a number of recreational amenities for guests to enjoy. These amenities include basketball courts, covered pavilions, and a playground structure.