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Things To Do

Park Avenue Shopping District

111 W New England Ave, Winter Park, FL 32789

Bordered by a beautiful parks, Park Ave. has boutiques and well-known shops, sidewalk cafes, and fine dining restaurants and bars. If you’re looking to shop and bop, stroll the park, go somewhere for a cute brunch or happy hour, this is your spot. Additionally, it has world-renowned art collections in the area’s museums.

Scenic Boat Tour

312 East Morse Boulevard, Winter Park, FL 32789

1-hr, 18-person guided cruise through 3 of the 7 pristine lakes in Winter Park and 2 man-made canals. Enjoy swaying palms, towering cypress trees, lush ferns, and a variety of flourishing subtropical flowers. You’ll also experience breathtaking views of exquisite private homes and estates sprawling along the shores.

Winter Park Golf Course

761 Old England Avenue, Winter Park, FL 32789

Highly rated public 9 hole gem in the heart of Winter Park. The course, a 2480 yard par 35, is surrounded by city streets and neighborhood homes. The course is best experienced by walking, although limited carts are available to rent. Tee times for the public can be made up to 3 days in advance.

Winter Park Farmers' Market

150 North New York Avenue, Winter Park, FL 32789

Held every Saturday AM at the West Meadow at the corner of New York and Morse Avenues. The market takes place every Saturday AM from 7 a.m. - 1 p.m. Popular for fine produce, plants, baked goods, and so much more.

Rollins Museum of Art

1000 Holt Avenue, Winter Park, FL 32789

Walk the picturesque, 80-acre lakeside campus of Florida's oldest college, Rollins College, and explore rotating exhibitions at the Rollins Museum of Art.

Kraft Azalea Garden

1365 Alabama Drive, Winter Park, FL 32789

11-acre park that offers peaceful waterfront views, perfect for those looking for a tranquil retreat. The garden features benches for reading, picnicking, and beautiful walking trails. It's especially lovely from January through March when the azaleas bloom. Don’t forget to take a relaxing walk along the shores of Lake Maitland and enjoy nature’s beauty.

Hannibal Square

642 West New England Avenue, Winter Park, FL 32789

The historic Hannibal Square neighborhood, located just blocks from Park Avenue, offers unique boutiques, al fresco dining, Shady Park, and a variety of local businesses.