The Society operates the Historical Center, in the 1913 Second Ward Savings Bank building, as well as several historical sites, including Trimborn Farm, Jeremiah Curtin House, Lowell Damon House, and Kilbourntown House. Trimborn farm lets visitors take a giant step back into pioneer times. They can delve into Victorian-era industry, reminisce about 19th-century farm life, and witness Wisconsin culture come to life as embodied by the immigrant entrepreneur Werner Trimborn, his family, and his employees. With help from a stone mason, Irish immigrant David Curtin built the first-of-its-kind stone Jeremiah Curtin House in the Old Town of Greenfield in 1846. Started in 1844 by Oliver Damon and completed in 1847 by his son Lowell, the Lowell Damon House is Wauwatosa's oldest residence and stands as a classic example of a colonial home. Built in 1844 by Benjamin Church, Kilbourntown House was originally located in the area of Milwaukee known as Kilbourntown. This building was moved to Estabrook Park in 1938 and serves as a fine example of Greek Revival architecture.
The society offers research library access, lectures, and occasional recreational and educational events; the Center offers exhibits and tours; the Farm offers tours and occasional recreational and educational events (including living history events); the Jeremiah Curtin House offers tours; the Lowell Damon House offers tours; Kilbourntown House offers tours.