This Four Seasons hotel features 435 guest rooms and 91 guest suites on the 15th through 30th floors of Water Tower Place. Expect eagle-eye views of the Mag Miles and Lake Michigan, with an interior outfitted in the opulent decor you'd expect from the Ritz-Carlton name. Standard room rates begin at $430, and clever packages abound.

In addition to a pool, spa and fitness center, you can enjoy food and drink in Greenhouse, where afternoon tea, at $25 per person, is served daily from 2:30 to 5 p.m.