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  1. Winter Park is a city in Orange County, Florida, United States. The population was 29,795 according to the 2020 census. It is part of the Orlando–Kissimmee–Sanford, Florida Metropolitan Statistical Area.

  2. Situated just north of Orlando, Winter Park is an affluent city known for upscale shopping districts, elegant restaurants, art museums, and abundant outdoor recreation opportunities in its many parks and lakes. Winter Park’s shopping districts have much to offer visitors looking for retail therapy.

  3. Mar 11, 2024 · Often overlooked by Orlando’s 70 million yearly visitors, Winter Park is well worth a break from the theme parks for a day or two of exploring its botanical gardens, dynamic culinary offerings, historic significance, and active arts scene.

    • Kelsey Glennon
  4. Things to Do in Winter Park, Florida: See Tripadvisor's 33,804 traveler reviews and photos of Winter Park tourist attractions. Find what to do today, this weekend, or in October. We have reviews of the best places to see in Winter Park.

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  5. Winter Park, a city of 25,000 just five miles north of downtown Orlando, has been a tony retreat pretty much since it was first developed in the late 1800s by wealthy northerners who wanted to take advantage of the lakeside setting.

  6. Aug 5, 2024 · Winter Park started as a resort for rich northerners fleeing cold weather in the 1800s. With its chain of six sparkling lakes, it soon became a place where wealthy folks built grand winter homes. Winter Park Sidewalk Art Festival, Winter Park, March 15-17, 2024. This large show annually earns top ranking among art festivals nationwide.

  7. Aug 17, 2023 · A cultural beacon for Greater Orlando, the picture-perfect city of Winter Park originated as a winter resort for the wealthy in the 1880s. With its canals, lakes, moss-draped live oaks, and Mediterranean Revival architecture, I will never tire of exploring Winter Park.

  1. Looking for fun things to do in Winter Park? Choose from these unforgettable experiences. Book tickets with confidence. Free cancellation available up to 24 hours before your tour.