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Top 10 Things To Do In Winter Park

See all 326 things to do in Winter Park

Most Popular Booked Winter Park Hotels

The Alfond Inn $249
The Alfond Inn

The Alfond Inn

300 East New England Avenue, Winter Park, FL
     
    4.4
    of 5, from 5 reviews
    4.0 out of 5.0 Stars

    This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 10 conference rooms, business center, and valet parking. Enjoy the fitness center and perks like free WiFi.

    Park Plaza Hotel $170
    Park Plaza Hotel

    Park Plaza Hotel

    307 South Park Avenue , Winter Park, FL
       
      4.4
      of 5, from 8 reviews
      3.0 out of 5.0 Stars

      A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the free continental breakfast each morning.

      Cute Guest House In Winter Park Minutes From Downtown in Car Get Rates
      Cute Guest House In Winter Park Minutes From Downtown in Car

      Cute Guest House In Winter Park Minutes From Downtown in Car

      Winter Park, FL
         
        0.0 out of 5.0 Stars

        Situated in Winter Park, this romantic apartment building is within 2 mi (3 km) of Winter Park Village, Florida Hospital Orlando, and Rollins College. Orlando Science Center and Orlando Museum of Art are also within 3 mi (5 km).

        Mid Century Luxury, 1 Block From Park Ave Get Rates
        Mid Century Luxury, 1 Block From Park Ave

        Mid Century Luxury, 1 Block From Park Ave

        Winter Park, FL
           
          0.0 out of 5.0 Stars

          Located in the heart of Winter Park, this historic apartment building is within a 15-minute walk of Casa Feliz Historic Home Museum and Rollins College. Orlando Science Center and Winter Park Village are also within 3 mi (5 km). Winter Park Station is 8 minutes by foot.

          Luxury Vacation Place in Winter Park Garden Get Rates
          Luxury Vacation Place in Winter Park Garden

          Luxury Vacation Place in Winter Park Garden

          Winter Park, FL
             
            0.0 out of 5.0 Stars

            Situated in Winter Park, this vacation home is 0.6 mi (1 km) from Kraft Azalea Gardens and within 3 mi (5 km) of Rollins College and Winter Park Village. Full Sail University is 3 mi (4.9 km) away.

            Casa Aloma - Elegant Winter Park House With Great Pool and Huge Backyard!! Get Rates
            Casa Aloma - Elegant Winter Park House With Great Pool and Huge Backyard!!

            Casa Aloma - Elegant Winter Park House With Great Pool and Huge Backyard!!

            Winter Park, FL
               
              0.0 out of 5.0 Stars

              This vacation home features limo/town car service, a garden, and concierge services.

              Comfy Home in Winter Park, can Accommodate up 6 Guests! Get Rates
              Comfy Home in Winter Park, can Accommodate up 6 Guests!

              Comfy Home in Winter Park, can Accommodate up 6 Guests!

              Winter Park, FL
                 
                0.0 out of 5.0 Stars

                A garden is available at this vacation home.

                Casa Winter Park, Spacious Home in the Heart of Winter Park Florida Get Rates
                Casa Winter Park, Spacious Home in the Heart of Winter Park Florida

                Casa Winter Park, Spacious Home in the Heart of Winter Park Florida

                Winter Park, FL
                   
                  0.0 out of 5.0 Stars

                  A fitness center is featured at this vacation home, along with limo/town car service.

                  Winter Park Activities

                  Places To Go In Winter Park

                  Welcome, traveler, to Winter Park. Your journey has landed you here, and new adventures are calling your name. Now that you’ve arrived, you can stay in the safety and comfort of your hotel and watch the world spin past…or you can embrace this new place you’ve come to. Learn its streets. Meet its people. Learn its history. Your hand is already on the doorknob, isn’t it?

                  Things to Do in Winter Park

                  You’ll not be wanting for things to do in Winter Park. Explore the downtown area in search of museums and boutiques…or that next delicious meal. What tickles your fancy? A delectable five-course supper at the restaurant you’ve been hearing about? Or perhaps you’d rather read the paper while sipping hot coffee at one of the cafes scattered throughout town. Take in a show at the theatre, or just walk along down the main thoroughfare, watching people wander past.

                  Why spend hours ruminating over what to do in Winter Park? Let the possibilities wash over you as you explore this new region. Move out on foot and get to know the area on a more personal level. Find that perfect souvenir at one of the smaller shops, or reinvent your entire artistic aesthetic at your new favorite gallery.

                  Is the wind whispering suggestions in your mind? Rent a car and take it out beyond city limits and into the wild blue yonder. Explore the smaller cities and towns past the border, and get to know the stories behind them. Visit a county fair and let childhood memories wash over you as cotton candy melts in your mouth. Sample hand-made jam at a stop on a forgotten highway, or let the hustle and bustle of modern life sweep you away as you lose yourself in the organized chaos of a modern metropolis. Your choices are endless—and so are the adventures to come.

                  When you book your journey with Travelocity, you’re never far from Winter Park attractions. After all, the money you save when you plan a trip with us is best spent along the way. Whether it’s the roar of the city you crave, or the quiet solitude that comes with a simpler getaway, everything you need to get started is right here.