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Winter Park (Florida) Travel Guide — Things to Do, Food & Hotels

city in Orange County, Florida, United States

About Winter Park (Florida)

Founded as a resort community by northern business magnates in the late 19th and early 20th centuries, fueled by the South Florida Railroad connecting Orlando with northern Florida and beyond. Today Winter Park is home to about 30,000 inhabitants and a popular tourist destination with many festivals. The city is also home to the private liberal arts college,Rollins College. Its main street, called Park Avenue, is in the middle of town. It includes civic buildings, retail, art galleries, a private liberal arts college (Rollins College), museums, a park, a train station, a golf course country club, a historic cemetery, and a beach and boat launch. Park Ave is prosperous and is the focal point for Winter Park's upscale, "gentrified" downtown, the culmination of which is in Rollins College at

Top Attractions in Winter Park (Florida)

Explore the best things to see and do in Winter Park (Florida):

  • Aloma Bowling Center
  • Annie Russell Theatre
  • Casa Feliz Historic Home Museum
  • Charles Hosmer Morse Museum of American Art
  • Knowles Memorial Chapel
  • Mead Botanical Garden
  • Rollins Museum of Art
  • The Albin Polasek Museum & Sculpture Gardens

Where to Eat in Winter Park (Florida)

Must-try local food and restaurants:

  • 🍴Boca
  • 🍴Bosphorous
  • 🍴Chez Vincent
  • 🍴Orchid Thai
  • 🍴Pannullo's Italian
  • 🍴Power House Cafe

Where to Stay in Winter Park (Florida)

  • 🏨Hilton Garden Inn Winter Park
  • 🏨Park Plaza Hotel
  • 🏨The Alfond Inn at Rollins College

Winter Park (Florida) Travel Guide Sections

Our comprehensive guide covers 10 sections including:

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