Winter Park is a city with a rich culture and history all its own – its Southern vibe and quaint small-town feel that has drawn presidents (Chester D. Arthur, Franklin D. Roosevelt, Barack Obama) and celebs (Dean Martin, Frank Sinatra, Hugh Hefner) alike to take in its charm.

These photos, from the State Archives of Florida, depict Winter Park through the years, starting in the 1880s and reaching into the next century.

Photos by State Archives of Florida http://www.floridamemory.com/photographiccollection/

Close-up view of the new Langford Hotel in Winter Park, Florida Credit: State Archives of Florida
The Langford Hotel, 1950s Credit: State Archives of Florida
Grounds and buildings of Rollins College, 1880s Credit: State Archives of Florida
View of stores on Park Avenue, 1888 Credit: State Archives of Florida
Storefront along Park Avenue, 1967 Credit: State Archives of Florida
Swimming pool at the Langford Hotel, 1950s Credit: State Archives of Florida
Knowles Hall at Rollins College, 1880s Credit: State Archives of Florida
Interior of the Carnegie Library at Rollins College, 1920s Credit: State Archives of Florida
Park Avenue storefronts, 1973 Credit: State Archives of Florida
View down a street, 1925 Credit: State Archives of Florida
Inside the Winter Park Mall, 1972 Credit: State Archives of Florida
Shoppers on sidewalk of Park Avenue, 1972 Credit: State Archives of Florida
Seminole Hotel, 1896 Credit: State Archives of Florida
East Park Avenue, 19th century Credit: State Archives of Florida
Sinkholes, 1981 Credit: State Archives of Florida
Knowles Chapel on the campus of Rollins College, 1948 Credit: State Archives of Florida
Sidewalk arts festival, 1964 Credit: State Archives of Florida
Winter Park Company office building, 1880s Credit: State Archives of Florida
View down New England Avenue, 1880s Credit: State Archives of Florida
Looking across Lake Virginia at Rollins College, 1926 Credit: State Archives of Florida
Home of Mr. and Mrs. R. B. Barbour, 1930s Credit: State Archives of Florida
Young mens conservatory at Rollins College, 1880s Credit: State Archives of Florida
Judge Welbourne home, 1886 Credit: State Archives of Florida
Post office and bank, 1930s Credit: State Archives of Florida
Protor Shops on Park Avenue, 1973 Credit: State Archives of Florida
Public library, 1907 Credit: State Archives of Florida
View of the Clover Leaf Cottage Rollins College, 1906 Credit: State Archives of Florida
Congretational Church of Winter Park, 1880s Credit: State Archives of Florida
View of Knowles Chapel Rollins College, 1920s Credit: State Archives of Florida
Aerial view of Rollins College, 1975 Credit: State Archives of Florida
Winter Park ferneries, 1920s Credit: State Archives of Florida