Winter Park

The next time you’re near Orlando, don’t hesitate to visit Winter Park. Originally a resort for business magnates, don’t let its now-sleepy facade fool you. Winter Park is one of the best small towns in Florida.

Winter Park
Life Style

The main drag, Park Avenue is lined with civic buildings, retail, art galleries, and a private liberal arts college, Rollins College. There’s also museums, a park, a train station, a golf course country club, a historic cemetery, and a beach and boat launch!

Peacocks often roam around in neighborhoods, especially throughout the community of Windsong. You can find them in the beautiful, lush parks. Former President Chester A. Arthur even called Winter Park “the prettiest place in Florida [he had] seen.”
Plan your visit and you can be in Winter Park for their annual Sidewalk Art Festival! Thousands of people travel from all over the world to apply to compete, and only 225 are selected per year. With that many applicants, you know you’re going to see some amazing chalk art!