Chicago Hotels in Landmark Buildings

Start Here to gain access to the best hotels that Chicago, IL has to offer. Here are a few of our picks for Hotels that are located in Landmark Buildings. Chicago is all about architecture so forget the chain hotels, try something different and experience the true Chicago.

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Ambassador East Hotel

Neighborhood: Gold Coast
Rates: from $108
Bottom Line: The Ambassador East is a great value pick. The rooms could use a bit of an update but for the price it is hard to beat this Gold Coast Gem.

The Drake Hotel

Neighborhood: Gold Coast
Rates: from $169
Bottom Line: The Drake is a Chicago Landmark from the 1920’s that is a Gold Coast Gem.

Hotel Burnham

Neighborhood: Loop
Rates: from $175
Bottom Line: Chicago is all about architecture, and the Luxury Hotel Burnham located in the historic Reliance building is the perfect Loop hotel to get the full experience. No pool or large fitness center here, but a great hotel in the heart of the Theater District. One of the best Chicago boutique hotels.

Hotel Monaco Chicago

Neighborhood: Loop
Rates: from $179
Bottom Line: The Luxury Monaco is a nice choice for the Loop, walk to Michigan Avenue and the Theater District. Boutique Style Hotel. Guests are encouraged to take a goldfish from the lobby to their room for the duration of the visit.

Hard Rock Hotel Chicago

Neighborhood: Loop
Rates: from $158
Bottom Line: Good Loop location, rooms are clean, but may be somewhat dark for some. The Art Deco Carbide Building is very nice! No pool so may not be the best choice for families with younger children. Hotel may be perfect for younger couples, or singles who want to stay in a hotel with that hip vibe.

Conrad Chicago

Neighborhood: Magnificent Mile
Rates: from $213
Bottom Line: The Conrad is a Chicago luxury hotel is residentially inspired with a touch of contemporary sophistication. The Miracle Mile location is wonderful. We think it’s a Good Value in the Luxury class of Chicago Hotels. Access to Northbridge is great during those cold Chicago winters!

Hotel Sax Chicago

Neighborhood: River North
Rates: from $146
Bottom Line: Close to Restaurants, Entertainment and Michigan Avenue and steps away from the house of Blues the Sax is a good choice for that night out at the House of Blues.

Hilton Chicago Michigan Ave Cultural Mile

Neighborhood: South Loop
Rates: from $107
Bottom Line: Moderately priced older hotels, but with clean and comfortable rooms across from Grant Park. Lots of amenities as you would expect from a Hilton.

Congress Plaza Hotel

Neighborhood: South Loop
Rates: from $80
Bottom Line: Tired older hotel with a lot of history in a great location, in need of a serious update. If you just need a place to crash, this might be for you. On the upside, this one is the cheapest hotel in the downtown loop.

The Blackstone A Renaissance Hotel

Neighborhood: South Loop
Rates: from $237
Bottom Line: With a long history of Presidents staying at the Luxury Blackstone, this Chicago landmark is back and better than ever. Recently refurbished this South Loop hotel is a good alternative to some of the more dated budget hotels in the area.

Chicago Hotels