A few ads and other info from the State Fair program from the 1888 State Fair.
Hotel English–before it consumed the entire northwest quadrant of the circle.

General Fair information:

EXPO-18-1888

10 cents round trip on a street car? If only those were still around…

EXPO-19-1888

George Merritt & Company, Woolen manufacturers; Grand Hotel; and McGilliard & Dark Insurance company were all based in Indianapolis.

EXPO-20-1888

Lilly & Stalnaker, purveyors of hardware–successors to Willis C. Vajen and Vajen-New Company had a shop at 64 East Washington Street. Looks like they were in the same block as The Model Clothing Company.

EXPO-26-1888