Lake Geneva, Wisconsin
This town has many highlights including the bar Fat Cats and historic Baker House. Take a boat tour and hike the 23-mile lakeshore path. Across town is the Abbey Resort, and nearby Williams Bay has the Green Grocer to get a bite to eat.
Put-in-Bay, Ohio
Situated on South Bass Island in famous Lake Erie, this is the Midwest’s premier party place. Along with restaurants and clubs, this spot boasts the longest swim-up bar in the world. See Perry’s Victory and International Peace Memorial and the South Bass Island State Park too.