10 Best Things to Do in Winter Park, Florida

Winter Park is a charming city in Orange County, Florida, that offers a variety of attractions and activities for visitors of all ages and interests. Whether you’re looking for culture, nature, history, or entertainment, Winter Park has something for you. Here are 10 of the best things to do in Winter Park, Florida.

Visit the Charles Hosmer Morse Museum of American Art

The Charles Hosmer Morse Museum of American Art is a must-see for art lovers. It houses the world’s most comprehensive collection of works by Louis Comfort Tiffany, the renowned American artist and designer. You can admire his stunning stained glass windows, lamps, jewelry, pottery, paintings, and more. The museum also features other American art from the late 19th and early 20th centuries, such as paintings by John Singer Sargent, Mary Cassatt, and Thomas Eakins. The museum is open from Tuesday to Sunday, with free admission on Fridays from 4 p.m. to 8 p.m.

Stroll along Park Avenue

Park Avenue is the heart of Winter Park, where you can find a variety of shops, restaurants, cafes, and galleries. You can browse for books, antiques, clothing, jewelry, and more. You can also enjoy a delicious meal or a cup of coffee at one of the many eateries along the avenue. Park Avenue is also home to some of Winter Park’s historic landmarks, such as the Winter Park Historical Museum and the Casa Feliz Historic Home Museum. Park Avenue is a great place to experience the charm and culture of Winter Park.

Explore the Harry P. Leu Gardens

The Harry P. Leu Gardens are a botanical paradise in Orlando, just a short drive from Winter Park. The gardens span 50 acres and feature more than 40 different plant collections, such as roses, camellias, orchids, palms, cycads, and more. You can also visit the historic Leu House Museum, which dates back to the 19th century and showcases the lives of four families who lived there. The gardens are open every day from 9 a.m. to 5 p.m., with free admission on the first Monday of every month.

Ride the Winter Park Scenic Boat Tour

The Winter Park Scenic Boat Tour is a fun and relaxing way to see the beauty of Winter Park from the water. The tour takes you on a one-hour cruise through three of the seven lakes that make up the Winter Park Chain of Lakes. You can enjoy the views of lush landscapes, elegant homes, and wildlife along the way. You can also learn about the history and ecology of Winter Park from your knowledgeable guide. The tour operates every day from 10 a.m. to 4 p.m., with departures every hour on the hour.

Catch a show at the Winter Park Playhouse

The Winter Park Playhouse is a professional musical theater that offers high-quality entertainment for all ages. The playhouse features a variety of shows throughout the year, ranging from classic musicals to contemporary comedies. You can also enjoy cabaret performances and special events at the playhouse. The playhouse is located in a cozy and intimate venue that seats up to 123 people. You can also enjoy a drink or a snack at the lobby bar before or after the show.

Visit the Rollins Museum of Art

The Rollins Museum of Art is located on the campus of Rollins College, one of the oldest and most prestigious colleges in Florida. The museum boasts an impressive collection of more than 5,000 works of art from various periods and cultures, such as ancient Greek and Roman art, European Old Masters, American art, contemporary art, and more. The museum also hosts temporary exhibitions and educational programs throughout the year. The museum is open from Tuesday to Sunday, with free admission for everyone.

Enjoy a picnic at Central Park

Central Park is a lovely green space in the center of Winter Park that offers a tranquil escape from the hustle and bustle of the city. The park covers more than 11 acres and features shady trees, grassy lawns, fountains, benches, and sculptures. You can enjoy a picnic at one of the tables or on a blanket on the ground. You can also watch live performances at the park’s amphitheater or visit the Winter Park Farmers’ Market nearby on Saturdays from 7 a.m. to 1 p.m.

Taste some wine at the Wine Room

The Wine Room is a wine lover’s dream come true. It’s a wine bar and shop that offers more than 150 wines by the glass and more than 2,500 wines by the bottle. You can use a smart card to sample different wines from the self-serve dispensers, or you can order a glass or a bottle from the menu. You can also pair your wine with some cheese, charcuterie, or other snacks from the kitchen. The Wine Room is open every day from noon to midnight.

Play some golf at the Winter Park Golf Course

The Winter Park Golf Course is a historic and scenic golf course that dates back to 1914. It’s a nine-hole, par-35 course that offers a challenging and enjoyable game for golfers of all skill levels. The course is nestled among the lakes and canals of Winter Park, offering beautiful views and wildlife sightings. The course is open every day from sunrise to sunset, with reasonable rates and rentals available.

Watch a movie at the Enzian Theater

The Enzian Theater is a unique and independent cinema that showcases the best of alternative, foreign, and classic films. The theater has a single screen and a cozy atmosphere, with tables and chairs instead of rows of seats. You can order food and drinks from the theater’s restaurant and bar, and enjoy them while watching the movie. The theater also hosts festivals, special events, and live music throughout the year.

Winter Park, Florida, is a wonderful destination for anyone who loves art, nature, history, or entertainment. There are so many things to do in Winter Park that you’ll never get bored. Whether you’re visiting for a day or a week, you’ll find something to suit your taste and budget in Winter Park.