The vintage images listed on this page are of and near the Waynesville Square from circa 1887 to the early 1950s. These views are particularly appropriate in this collection since the Old Stagecoach Stop has stood on the east side of the town square since the early 1850s. It has witnessed all of the changes in the past century and a half. The road on the south side of the square has been known as the Osage Trail, Wire Road, Commercial Street, Highway 14, Route 66, and now Historic Route 66. The building itself has not changed much since its expansion to two stories in the 1870s. The names of the OSS include the Waynesville House, Black Hotel, Tourist Inn, Tourist Hotel, and, in the 50s and early 60s, simply the "old hotel."
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Aerial of Town Square, circa 2000
Cat's Place, filling station, 1938
Commercial Street, view to east, circa 1915
Entering Waynesville, circa 1920
J. B Christeson General Merchandise, circa 1910
J. R. Burchard Hardware and Harness, circa 1912
Mrs. Nathan Wheeler's store and south side, circa 1912