2 Best Hotels in Bucktown, Chicago

Far from just a generic amenity, the fitness facilities are the raison d’être at this independently owned Bucktown property; after all, it got its start as a tennis club that’s hosted the likes of Billie Jean King and Venus Williams (who kindly pitched in and designed a lounge when the club was overhauled and the hotel added in 2017). The multistory facilities and class offerings are impressive---think sunrise rooftop yoga and spinning, a heavy bag boxing gym, two sleek pools, and a virtual driving range, to name but a few. And the coolest feature is that they’re all open to hotel guests—with the $45 resort fee, that is. (Spa treatments and personal training sessions not included.) Throw impressive skyline views and slick mid-century guest rooms into the mix, and you’ve got a seriously unique spot to rest your head.

The friendly proprietors (and longtime Bucktown denizens) launched this guesthouse, at the end of a residential street, in 2021 after lovingly restoring its three guest rooms with a mix of crisp modern style and cozy touches like butter-soft linens and Aesop bath products. Cool graphic posters from the annual Bucktown Arts Fest (which the owners help run) add local color to the hallways. There’s a small shared kitchenette, but if you prefer to let someone else do the cooking, the property’s ground-floor tavern serves a smash burger that’s wildly popular with the neighbors.