Longman & Eagle
Chicago, Illinois
"Eat, Sleep, Whiskey" — a noble motto, and one shared by the kitchen staff at Longman & Eagle. This six-room boutique hotel features rooms of different shapes and sizes, sporting art from emerging artists, a glass shower, and an integrated desk system. The largest one even boasts a king size bed, artwork from Stephen Eichhorn, and a vintage Sony cassette player with accompanying mixtapes. Of course, to complete your journey, you'll also need food and booze, which you'll find on-site — and with 38 whiskeys available for just $3 a shot, you might be here a while.
