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  1. By Ana Connery. 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.

  2. Feb 18, 2024 · Things to do in Winter Park to experience its special charm. By: Bonnie Gross. Last updated: February 18, 2024. For 140 years visitors have come to explore the many charms of Winter Park, a tree-filled small city now engulfed by metropolitan Orlando. Originally, they came by train.

  3. Park Avenue and the surrounding Winter Park community offer residents and visitors a variety of activities. From enjoying one of our local parks and exploring a museum, to dining al fresco and attempting to paddle board, the Park Avenue area is rich in exceptional experiences. 1. Park Avenue Shopping District

  4. Take advantage of our free planning tools to discover more ways to save money in the Theme Park Capital of the World. Just northeast of Orlando is the vibrant city of Winter Park. See our guide to things to do, dining, arts and culture, shopping and more that make it a must-see.

  5. Winter Park is home to world-class museums, upscale boutiques and shopping, fine-dining restaurants, sidewalk cafes, and luxury accommodations, all with the feel of a European village, not the crush of a theme park. Plan Your Trip. Indulge. Historic Park Avenue lures you in while richly treating your senses. The aromas of dishes from around the ...

  6. THE 15 BEST Things to Do in Winter Park. Things to Do in Winter Park. Explore popular experiences. See what other travellers like to do, based on ratings and number of bookings. See All. Water Tours (4) Fun & Games (3) Art Museums (3) Kayaking Tours (4) Self-guided Tours (3) Parks (16) Private and Luxury (3) Walking Tours (4) Antique Stores (5)

  7. Just 30 minutes north of Orlando, a visit to Winter Park is the perfect addition to a central Florida vacation. This small city is home to world-class museums, upscale boutiques and shopping, fine-dining restaurants, sidewalk cafes, and luxury accommodations, all with the feel of a European village - it’s a world away from the crowded theme parks.

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