Originally from Chicago, Charles and Connie Bailey moved their family to Milwaukee in 2015 when they bought the Cream City brick building on Kinnickinnic Avenue in Bay View. After a year-and-a-half of restoring the building, the couple opened Kinn Guesthouse in March of 2017. The name Kinn comes from Charles’ father and grandfather who ran the Drake hotels in Chicago and passed the trade down to him. The eight-room guesthouse has a chic modern feel with large windows in every room, making the rooms seem twice their actual size. All but one of the rooms and the spacious common area are on the second floor of the building, above the restaurant, Kindred.
Before you get to your room, you will be stopped by the stunning kitchen and living room space that is free for all the guests to use. Along with the deep-cushioned couch, gallery wall and fully outfitted kitchen, the Baileys have a Nespresso machine, bottle of wine and popcorn waiting for their guests. “People care to live in a different way,” says Charles. “They want something that’s more cozy and comfortable and feels more like home than the big hotels.” If you stay at Kinn, you will most likely meet the charming couple and be treated to the Honey Pie pastries that they offer every weekend.
