If you are coming from out-of-town, the tournament organizers recommend the following, which are all an easy drive from the McKinley Tennis Courts:
The Pfister: sophisticated, classic, a piece of Milwaukee history.
Iron Horse Hotel: great food, nice accommodations, and close to the Harley Museum.
La Marenda: fantastic outdoor patio, food served tapas-style
Harbor House: maybe Milwaukee’s best seafood, walking distance from the courts.