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. Or you may download it here.

This tour focuses on the central business district and includes the following locations:

  • 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 Stops Include:

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

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.

Palm Cemetery

Palm Cemetery


United Arts of Central Florida  |  Florida Arts and Culture : Division of Cultural Affairs City of Winter Park, FloridaCultural Affairs