Best Hotels in Chicago
This Chicago Loop landmark brings the past firmly into the present.
Dating back to the late 1800s, the renovated Chicago Athletic Association welcomes guests with an impressive Gothic façade. Inside, this is a property that simply breathes history and heritage. If these private mens’ club walls could talk, they’d tell tales of the city’s most elite members playing pool and poker with cocktails in hand, Windy City blues legends jamming in the intimate lounge, or Olympian Johnny Weissmuller doing a few laps in the pool. Thanks to recent efforts that have transformed this storied site into a boutique hotel, guests can now experience the club for themselves in a whole new way. The 241 rooms and suites celebrate their lineage with a blend of old and new décor (along with traditional Chicago Athletic Association robes hanging in the Carrera marble bathrooms), yet also offer modern amenities like complimentary Wi-Fi and oversize flat-screen televisions. The old boys’ club vibe lives on (in a good way) in the handsomely renovated White City ballroom, the Cherry Circle Room and the 1950s-era Game Room, while additions like a Shake Shack outpost and Cindy’s, an airy rooftop terrace restaurant, broaden the hotel’s appeal for a wider audience.