Walking Tour

Walking Tour of Historic Sites

This self-guided walking tour is an introduction to our beautiful community and the historic buildings of Winter Park. There are twenty stops on the main tour. For the more intrepid walker there are four additional sites on the north end of Park Avenue.

The first stop is the Winter Park Historical Museum located in the Winter Park Farmers Market building at 200 W. New England Avenue where you can pick up your free walking tour brochure.


Visitors to Winter Park may also want to tour the Mediterranean revival style campus of Rollins College, Hannibal Square (the city’s historically African-American neighborhood) and the nearby residential neighborhoods that feature a variety of vintage architectural styles.

Historic Sites

Central Business District
Central Park
Winter Park Railway Station
Ergood’s Store
Parkwood Building
The Lincoln Apartments
Knowles Cottage
Osceola Lodge
First Methodist Church
All Saints Episcopal Church
Original Winter Park Library
The Woman’s Club of Winter Park
The Colony Theater
Park Plaza Hotel
Union State Bank
Henkel Building
202 Park Avenue South
The Pioneer Building
146-150 Park Avenue, South
Earl Building and Morse Block

Additional Sites

Casa Feliz Historic Home Museum
Palm Cemetery
The University Club of Winter Park
Winter Park Golf Course and Country Club

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Free Admission
200 W. New England Ave.
Winter Park, FL 32789
Contact: 407-647-2330
Tuesday–Friday: 10am-4pm
Saturday: 9am–2pm
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