In a central location, filled with stylish, boutique properties with ever competitive amenities, the Tremont is quite staid and could use some fresh paint—but check out those rates! The European-style hotel is actually managed by Starwood, but because it’s considered an “unbranded” property, you’ll have to look pretty hard to see any sign of that. Here, what you see is what you get: a nice, clean room and straightforward, friendly service, gimmick free. Rooms vary in shape and size and some do veer on the small side. If you’re staying longer, consider booking one of the Tremont “residences,” which are larger and more apartment-like. The onsite restaurant is Ditka’s, a steakhouse co-owned by former Bears coach Mike Ditka, which serves American fare with a side of sports memorabilia.