This boutique property in Milwaukee was built in 1907 and is one of the city’s most popular hotels. Featuring 100 loft-like guest rooms with vaulted ceilings and an urban decor, families will find options with two queen beds, sitting areas and free Wi-Fi. Pets are welcome at the hotel and receive doggie treats, food and water dishes, and an in-room dining menu. Lunch and dinner are available daily at Smyth restaurant, which also serves brunch on Sundays. (It is closed for dinner on Sunday nights.) Breakfast is provided in The Library every day.