Queen rooms start at $93Hotel Website
Not sure where to start in the Windy City? Freehand keeps a running list of shows and events happening in its immediate vicinity.
Vibe and atmosphereVisitors fill up on a hearty continental breakfast before stepping out to see what's happening in the city; meanwhile, a vintage-clad, in-the-know crowd breezes through the lobby on their way to the ever-popular roasting joint, Café Integral. Things heat up after nightfall, when the den becomes a hub for up-and-coming DJs and acoustic aficionados alike.
Overall look and feel of the roomsThe shared spaces are like elevated hostels: though they house up to eight guests (including an option for females only), they are upheld to the same standards as the private rooms, and are meticulously maintained. Individual rooms are classily kitsch, with curated decor and brushings of deep mahogany in the bathrooms.
Service styleThe staff is as friendly and down-to-earth as the property itself: front desk staffers are more than happy to customize itineraries for Chicago newcomers, or suggest locales to dig into the city's famed deep dish pizza.
Preferred room typeFor the discerning group of friends and family looking to share a space, the Penthouse is expansive and replete with multiple beds, private bathrooms, and a gaming area—for the young or the young at heart.
Unique property featuresIts name may suggest mistakes, but libations mixed up at the Broken Shaker are anything but. The bar is an after-hours hotspot with locals for its culinary-styled tipples like Bueller's Pistachio Mai Tai.
What goes on thereThe vibrant River North district of Chicago is home to the highest concentration of art galleries in the nation outside of Manhattan; here, former warehouses have found hip repurposes, and emerging boutiques are delightfully ubiquitous.
Who will love itTrendsetters and fashionable gallery girls
Where to go to feel like a localGet your visual fill at Addington and Jean Albo. Later, try the risotto—and the eponymous tipple—at Prosecco.