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Top 10 Things to Do in Winter Park, FL

Winter Park, Florida is a charming city located just a few miles north of Orlando. Known for its beautiful parks, historic architecture, and vibrant arts scene, Winter Park offers a wide range of activities for visitors to enjoy.

Whether you’re a nature lover, history buff, or art enthusiast, there’s something for everyone in this picturesque city.

Here are the top 10 things to do in Winter Park, FL:

1. Explore the Charles Hosmer Morse Museum of American Art

Start your visit to Winter Park by immersing yourself in the world of art at the Charles Hosmer Morse Museum of American Art. This museum houses the largest collection of works by Louis Comfort Tiffany, including his famous stained glass windows and lamps. Take a leisurely stroll through the museum and admire the intricate craftsmanship of these beautiful pieces.

2. Take a Boat Tour on the Winter Park Chain of Lakes

Experience the natural beauty of Winter Park by taking a boat tour on the Winter Park Chain of Lakes. These interconnected lakes offer stunning views and are home to a variety of wildlife. Sit back, relax, and enjoy the peacefulness of the water as you glide through the canals and learn about the history of the area from your knowledgeable guide.

3. Visit the Albin Polasek Museum and Sculpture Gardens

Art lovers shouldn’t miss a visit to the Albin Polasek Museum and Sculpture Gardens. This museum showcases the works of Czech-American sculptor Albin Polasek, as well as rotating exhibits by other artists.

Take a stroll through the beautiful gardens and admire the sculptures nestled among the lush greenery.

4. Shop and Dine on Park Avenue

Park Avenue is the heart of Winter Park and is lined with charming boutiques, art galleries, and restaurants. Spend an afternoon exploring the shops and finding unique treasures to take home.

When you’re ready for a bite to eat, there are plenty of options to choose from, ranging from casual cafes to upscale dining establishments.

5. Relax at Kraft Azalea Garden

Escape the hustle and bustle of the city and find tranquility at Kraft Azalea Garden. This 5.22-acre park is known for its beautiful azaleas, towering cypress trees, and stunning views of Lake Maitland.

Pack a picnic and spend a leisurely afternoon enjoying the peaceful surroundings.

6. Take a Scenic Boat Ride on the Winter Park Scenic Boat Tour

For a unique perspective of Winter Park, hop on board the Winter Park Scenic Boat Tour. This hour-long guided tour takes you through the canals of Winter Park, showcasing the city’s beautiful homes, lush landscapes, and abundant wildlife. It’s a great way to learn about the history of the area while enjoying the natural beauty.

7. Explore the Cornell Fine Arts Museum

Art enthusiasts will appreciate a visit to the Cornell Fine Arts Museum, located on the campus of Rollins College. This museum houses a diverse collection of art, including works from the Renaissance to contemporary pieces. Take your time to admire the artwork and learn about the different artistic movements represented.

8. Attend a Performance at the Winter Park Playhouse

If you’re a fan of musical theater, don’t miss the opportunity to catch a show at the Winter Park Playhouse. This intimate theater specializes in producing professional musical theater performances. Sit back, relax, and enjoy an evening of entertainment in a cozy setting.

9. Visit the Winter Park Farmer’s Market

On Saturday mornings, head to the Winter Park Farmer’s Market to experience the local flavors and vibrant atmosphere. Browse through the stalls filled with fresh produce, baked goods, and artisanal products. It’s a great place to pick up some souvenirs or enjoy a delicious breakfast.

10. Take a Walk around Rollins College

End your visit to Winter Park with a leisurely stroll around the beautiful campus of Rollins College. This private liberal arts college is known for its picturesque setting and Mediterranean-style architecture. Enjoy the peaceful atmosphere as you explore the campus and take in the stunning views of Lake Virginia.

Best Places to Eat in Winter Park, FL

Briarpatch is a charming cafe on Park Avenue with views of Central Park. Known for delicious pancakes, prosecco white peach bellinis, creamy cheese grits, and house-made layer cakes. No reservations, breakfast and lunch only, but worth the wait.

Prato is a favorite for locals and visitors. Enjoy Italian dishes made with fresh, seasonal ingredients. Homemade pasta, wood-fired pizzas, and a rustic vibe make it perfect for any occasion. Don’t miss the Meatballs, Escarole Caesar Salad, and Diavolo Pizza. Pasta dishes available in half portions.

Bosphorous Turkish Cuisine is a local favorite, known for their famous Lavas hollow bread. The flavorful dishes are often made with items shipped from Turkey.

Luma on Park is a top date-night spot. It offers a great bar, fantastic service, and an extensive wine list. Outdoor tables are perfect for people-watching. For a special evening, book the chef’s table. Recently awarded the AAA Four Diamond Restaurant Award.

Sushi Pop is a contemporary seafood and sushi restaurant on Park Avenue. The menu features fresh flavors and the cocktails are well-crafted. Try the Low Rider and the Royal Treatment.

The Ravenous Pig, near The Alfond Inn, is worth a quick Uber trip. Recognized by the New York Times and a James Beard nominee, it serves southern-style dishes with local ingredients. The in-house brewery offers craft beers. Don’t miss the Ravenous Pub Burger and Pig Tails dessert.

Packing it up:

Winter Park, FL offers a wealth of activities for visitors to enjoy. From exploring museums and gardens to taking scenic boat tours and enjoying the local arts scene, there’s something for everyone in this charming city. Plan your visit to Winter Park and create lasting memories in this vibrant Florida destination.

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