Laclede County preserves the history of several Route 66-era sites, including the Gasconade River Bridge, a mixed-truss bridge built about 1924 near Hazelgreen when the road was State Highway 14 and used until 2014; Harris Café in Conway, built in 1931 by the Harris family, famous for its little round pies, moved to the new four-lane in the 1950s, and closed in 1965; Caffeyville, an early roadside service complex built by Floyd Caffey in the 1920s between Lebanon and Phillipsburg when Route 66 appeared and later removed for construction of the four-lane highway in the mid-1950s; Vesta Court, opened in 1937 east of Lebanon and offering a café, service station, and frame cabins; 4 Acre Court, opened in 1939 about 4 miles east of Lebanon as a classic stone-cottage court; Shorty Jones Shell Station, an early service station with rental cabins just east of Lebanon that was demolished for the new four-lane highway; Twin Oaks Camp, built by the McMenus family in the 1920s west of Phillipsburg, with land across the highway later donated for a rest area that became a popular park-like gathering place for travelers and locals; Underpass Café & Station, a café built by Carter and Lawson in 1950 near Phillipsburg and named for the railroad crossing just to the east on Route 66; and The Harbor, built about 1939 eleven miles east of Lebanon.
