"Virgin Hotels' Chicago outpost is all about contrasts: It's buzzy in public and serene in private, and cheeky accents and a cherry-red color scheme contrast with the stately old bank building it calls home. At once clubby and retreat-like, there are loads of dining and drinking options: the ground-level Italian scratch kitchen Miss Ricky's, the rooftop bar and lounge, Cerise, which has great views of the city from its seasonal patio, the coffee shop, Two Zero Three, perfect for grabbing a flaky pastry or caffeinated beverage, and Upstairs, the hotel’s swanky speakeasy which is open on select nights for curated events and entertainment. Their rooms, affectionately referred to as chambers, included so many small and charming surprises: a wool-upholstered wall with pockets for things like the TV remote, the cherry-red Smeg fridge, yoga mat, and minibar selections that, thankfully, don't come with exorbitant price tags. Pet-friendly rooms, meanwhile, come with a porcelain dog stationed in the hallway at the front door." - Elaine Glusac, Nicole Schnitzler