What to do in Winter Park, FL

Activities, attractions and tours

A two-story house with a balcony, surrounded by lush greenery and trees.
A historic building with a tiled roof and arched windows, surrounded by lush greenery and a brick pathway.
A residential street lined with trees and a well-maintained lawn.
A park with a pond, a bench, and a fountain.
A set of stone steps leading to a building with a double door, surrounded by trees with hanging moss.

Winter Park Attractions

Let Expedia help you to experience the best that Winter Park has to offer! If you’re planning a trip to Winter Park, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling to Winter Park with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes.

Places of interest in Winter Park

Winter Park is crammed with must-see places to visit and things to do. We can help you decide where to stay in Winter Park, and make it a breeze to explore Winter Park and the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in Winter Park to make sure that you enjoy your holiday to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind.

If you’re planning a visit to Winter Park, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights in Winter Park.

Winter Park attractions

Winter Park has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions in Winter Park to keep you entertained. Expedia makes it easy to book your flight, hotel and rental car in advance, making for hassle-free travel and freeing you up to explore the sights of Winter Park.

Looking for things to do in Winter Park can be time-consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine of Winter Park or catch up with the vibrant local culture, our guides to Winter Park attractions ensure that you’ll have a successful trip, whatever the season. Happy trails!

Things to do


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Top places to visit

1. Casa Feliz Historic Home Museum

In a love story involving a Central Florida community, an admired structure was saved from the wrecking ball and subsequently became Casa Feliz Historic Home Museum. The building had to be moved from its original location to one nearby in Winter Park to make way for development and has since become a focal point for cultural events. Stop at this spacious yet intimate structure that has been dubbed Winter Park’s Community Parlor.
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A traditional brick house with a tiled roof, surrounded by well-maintained hedges and tropical plants.

2. Kraft Azalea Gardens

Couples getting married, those thinking about marriage and others already wed flock to Kraft Azalea Garden in the Central Florida city of Winter Park. Visit this relaxing area with a loved one or by yourself for a peaceful interlude during a busy day. The classic white columns of the garden’s arcade provide an idyllic setting next to the lake for professional and amateur photographers to capture special moments.
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A historic building with large columns and moss-covered trees.

3. Morse Museum of American Art

In homes and museums you may have seen reproductions of items designed by Louis Comfort Tiffany; at the Morse Museum of American Art in Central Florida’s Winter Park you can see the real thing. View works created by the American artist and designer whose mission throughout his life, which spanned the 19th and 20th centuries, was “the pursuit of beauty.”
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A stained glass window with a mermaid design.

4. Winter Park History Museum

Winter Park Historical Museum chronicles the development of the city since its beginning in 1881. According to local history, Loring Chase from the cold and windy city of Chicago was advised to be in a warmer climate to improve his health. When the businessman arrived in this Florida area he found not much more than a few weathered houses and rail tracks, but he saw potential. Discover how the city of Winter Park evolved, earning a reputation of being an art and literary center. The area’s early history has strongly influenced its presence today.
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A sign for the Winter Park Historical Museum at 200 West New England Avenue.

5. Albin Polasek Museum and Sculpture Gardens

Admire the work of Czech-born American sculptor Albin Polasek at the Albin Polasek Museum and Sculpture Garden. The cultural attraction is housed inside the artist's former retirement home and contains more than 200 pieces of his work.
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A statue of a man in a garden, a yellow building, and a well-maintained lawn.

What to do in Winter Park


Stay near popular Winter Park attractions

Where to stay in Winter Park

Find the best Winter Park areas for the activities you enjoy most. Learn more about Winter Park
Learn more about Winter Park

Hannibal Square

While visiting Hannibal Square, you might make a stop by sights like Winter Park History Museum and Winter Park Community Center.

Park Avenue District

If you're spending some time in Park Avenue District, Morse Museum of American Art and Central Park are top sights worth seeing.

Baldwin Park

If you're looking for some top things to see and do in Baldwin Park and surrounding area, you can visit East Orlando Shopping Center and Lake Virginia.

Goldenrod

The live music and art galleries are a few reasons travellers visit Goldenrod. Want to see more of the surrounding area? Red Bug Lake Park and Winter Park Village are a few top sights nearby.

College Quarter

Though College Quarter may not have many top sights, you can venture to the surrounding area to see attractions like Casa Feliz Historic Home Museum and Winter Park History Museum.


 

Looking for fun things to do nearby? Check things to do near me to find and book the best things to do, fun activities, and top attractions wherever you happen to be.

 


 

Day trip destinations from Winter Park

Frequently asked questions

Is Winter Park worth visiting?
Providing a blend of markets and golfing, there are many things to do in Winter Park. When you're here, head to Orlando Science Centre, a key attraction in the area.
How do I spend a day in Winter Park?
After you've visited top attractions like Orlando Science Centre and Church Street Station, spend some time discovering Winter Park's shopping and food scene.
What is the top tourist attraction in Winter Park?
You can't leave without exploring Orlando Science Centre, rated the top tourist attraction in Winter Park.
Is three days enough to stay in Winter Park?
Three days will be plenty of time to tick off popular city highlights, including Orlando Science Centre, Orlando Museum of Art and Church Street Station. The average stay in Winter Park is two days. If you feel the urge to extend your trip, Orlando isn't far away.
Is Winter Park a walkable city?
Some top attractions in Winter Park, including Orlando Science Centre and Orlando Museum of Art, are within walking distance. You can also visit several of the city's neighbourhoods on foot. Just 5 kms (3 miles) from the city centre of Winter Park is North Orange and Baldwin Park is 3 kms (2 miles) away.
What are some activities to do in Winter Park with kids?
What to do in Winter Park for adults?
Orange Avenue and Addition Financial Arena are just two of the things to do in Winter Park. With loads of activities available, there's something here for everyone to experience.
Are there free things to do in Winter Park?
From relaxing in parks to wandering around exciting neighbourhoods, it's a breeze to discover free things to do in Winter Park. If you're stuck for ideas, ask for recommendations from a local tour guide. Church Street Station is a top spot for anyone looking to save on their sightseeing adventures.