Distance from Milwaukee: 55 miles, 50-minute drive
Why it made our list: The Kohler Company built a model town back in 1900 when that was a new and nifty thing to do. The surrounding village liked it so much that they renamed themselves Kohler soon after, and since then, the maker of luxury plumbing (that’s apparently a thing) has built a mini empire of high-end resorts, golf courses, and restaurants. There are many events that draw people from Milwaukee including a spring Festival of Beer to the annual Food & Wine Experience in the fall. Plus The American Club, the main resort, is great for anniversary getaways.
Pro tip: Whistling Straits, a golf course designed by Pete Dye, is hosting the PGA Championship this August, and has hosted it twice before. Children, active military, and veterans all receive free admission, plus tickets are relatively cheap, so there’s no reason not to hang with/heckle Tiger Woods.