North of Orlando, Winter Park is at turns hipster yet classic, historical yet progressive, and cultural yet alternative. Although it has a reputation for being prestigious, you can also have a great time in this European-styled city on a budget.
There are plenty of activities in Winter Park for all kinds of wallets, from Velcro to Versace. This includes several cultural institutes including the Morse Museum of American Art, which holds the world's largest collection of Tiffany Glass. Or try the Enzian Theater which provides a refreshingly alternative cinematic viewpoint – everything from independent fare to $5.00 cult classics.
Winter Park is best known for its sense of community and heritage, brick-lined streets, fine shopping, and lovely chain of lakes. The scenic boat tour at the end of Morse Avenue is one of the best ways to experience Winter Park's natural beauty.
The city's top visitor destination is shopping and dining around the upscale yet accessible Park Avenue. At the southern end of this district lies Florida's oldest college Rollins, which is well known for its 1920s Spanish-Mediterranean architecture. Winter Park is a high-quality visiting area that truly feels like a New England village in the center of Florida.
Wine Room on Park Avenue
Orlando Repertory Theatre
Dr. Phillips Performing Arts Center
JB's Sports Restaurant
Knight Out Pub
Orlando Science Center
Harry P. Leu Gardens
Tijuana Flats Burrito Company
Del Frisco's Steak House
Ragazzi's Pizza & Restaurant
La Quinta Inn Winter Park