The Kenilworth Club Assembly Hall, designed by noted architect George W. Maher, is the historic building that has served as Kenilworth's community house since its construction in 1906. The Kenilworth Club represents an evolution of the old New England village meeting house. The building has long been regarded as a masterpiece - perhaps the masterpiece - of George W. Maher's mature prairie style. The club offers an excellent example of Maher's "motif-rhythm" theory: a diamond capping a long stem is seen throughout the building in a variety of sizes. With its long, low roof forms, simplified details in stucco and timber, distinctive art glass windows, and open interior spaces, the Hall stands as one of the very finest examples of the Prairie School of architecture that flourished in the Midwest shortly after 1900. Of all his work, this building is closest to the architecture of Frank Lloyd Wright, as one can see by comparing it to Wright's Hiram Baldwin house of 1905 at 205 Essex Road, a few blocks away. Originally the Kenilworth Avenue entrance featured a pergola with an elm tree growing through it.

The building is listed in the National Register of Historic Places and is the prominent centerpiece of Kenilworth, serving its civic and cultural community, in addition to providing a unique venue for weddings, fundraisers and corporate events.