Lake Geneva, Wisconsin
Driving time from Chicago: 1.5 Hours
This resort city makes Lake Geneva an idyllic weekend getaway close to Chicago. The area is known as the “Newport of the Midwest” because of its lakefront mansions.
In fact, you can catch a glimpse of these impressive homes by strolling along the Geneva Lakeshore Path. It’s a rustic 25-mile walkway encircling the lake, winding right through the backyards of the magnificent estates.
Surprisingly, you won’t see any “No Trespassing” signs to scare you away, either. Just be aware that the path isn’t built for rollerblades or bikes since you’ll have to maneuver steps and other minor obstacles.
After your stroll, a lakefront cruise is another delightful way to enjoy this city. Visitors have given Lake Geneva Cruise Line fantastic reviews for being informative while also entertaining.
Various daily sails are available, of which the most unique is the mail delivery cruise. This area, not far from Chicago, is one of the only remaining places in the US where mail still gets delivered by boat.
About 75 lakefront homes get their US mail service this way, and passengers can go along for the ride!
