Find Historic Hotels in Chicago, IL

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Check availability on Chicago Historic Hotels

Top Chicago Historic Hotels

Palmer House a Hilton Hotel
Experience the grandeur of our elegantly decorated lobby, featuring a stunning chandelier, comfortable seating areas, and intricate designs.

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1787)
"Love this hotel"
The price is NT$5,290
NT$6,940 total
includes taxes & fees
Aug 6 - Aug 7
Palmer House a Hilton Hotel
Congress Plaza Hotel
Experience grandeur in this beautifully designed ballroom with high ceilings, arched windows, and elegant table settings.

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very Good, (8965)
"Great location, beautiful hotel "
The price is NT$5,183
NT$6,084 total
includes taxes & fees
Aug 4 - Aug 5
Congress Plaza Hotel
Millennium Knickerbocker Chicago
Experience the grandeur of our lobby, featuring a stunning chandelier, comfortable seating, and a beautiful staircase.

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1884)
"Great location near bars and restaurants "
The price is NT$3,710
NT$5,042 total
includes taxes & fees
Aug 13 - Aug 14
Millennium Knickerbocker Chicago
Hilton Chicago
Classic hotel with a symmetrical facade and central entrance.

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (1992)
"Great stay! "
The price is NT$5,373
NT$7,165 total
includes taxes & fees
Aug 4 - Aug 5
Hilton Chicago
Chicago Athletic Association, a Hyatt Hotel
Chicago Athletic Association building features a classic, symmetrical facade with a central entrance and large windows.

Chicago Athletic Association, a Hyatt Hotel

4.5 star property
9.0 out of 10, Wonderful, (1004)
"Great place"
The price is NT$6,428
NT$8,568 total
includes taxes & fees
Aug 11 - Aug 12
Chicago Athletic Association, a Hyatt Hotel
The Whitehall Hotel, BW Premier Collection
Relax in a spacious room with a large bed, a smaller bed, and a comfortable seating area.

The Whitehall Hotel, BW Premier Collection

3.5 star property
8.2 out of 10, Very Good, (3491)
"We had a great stay! "
The price is NT$3,869
NT$4,542 total
includes taxes & fees
Aug 13 - Aug 14
The Whitehall Hotel, BW Premier Collection
Central Loop Hotel
Enjoy casual dining in a rustic setting with exposed brick walls and wooden furniture.

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1809)
"Amazing welcome from staff and very convenient restaurant in the lobby area. "
The price is NT$3,723
NT$4,371 total
includes taxes & fees
Jul 27 - Jul 28
Central Loop Hotel
Warwick Allerton - Chicago
Formal dining area with a large chandelier, gold chairs, and a stone floor.

Warwick Allerton - Chicago

4.0 star property
8.2 out of 10, Very Good, (2870)
"Just a great place to stay"
The price is NT$3,601
NT$5,032 total
includes taxes & fees
Aug 13 - Aug 14
Warwick Allerton - Chicago
Staypineapple, An Iconic Hotel, The Loop
Stunning interior space with ornate iron gates, marble panels, and a patterned rug.

Staypineapple, An Iconic Hotel, The Loop

4.0 star property
9.4 out of 10, Exceptional, (1005)
"Beautiful hotel in a great location."
The price is NT$6,581
NT$8,581 total
includes taxes & fees
Aug 7 - Aug 8
Staypineapple, An Iconic Hotel, The Loop
The Drake
Relax in style amidst a grand fountain and elegant seating areas.

The Drake

4.0 star property
8.8 out of 10, Excellent, (1235)
"Been ton the Drake numerous time and have never been disappointed. Our last stay was fantastic and the serving of the staff was phenomenal. We loved our stay with my wife and two small children. "
The price is NT$5,811
NT$6,822 total
includes taxes & fees
Aug 12 - Aug 13
The Drake
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

What can a history enthusiast expect from a trip to Chicago?
A trip to the notable monuments in Chicago will be a draw for the historian and history buff. And while you're here, you can check out the acclaimed art scene and fascinating museums. You can also take time at the popular shops in this vibrant area.
What's the best place to stay in Chicago that's close to historical sites?
Based on our travel expertise, InterContinental Chicago Magnificent Mile by IHG is a top historic hotel bookable on our site and it features free WiFi. Merchandise Mart is a short 15-minute walk away. A couple of other options near historic sites include Hilton Chicago and Palmer House a Hilton Hotel.
How many historically relevant hotels are there in Chicago?
In Chicago, there are 5314 hotel accommodations bookable on Expedia, including 5 historic hotels or hotels close to historic sites.
What are the most important historical places and other sights in Chicago?
Chicago is notable for its monuments and landmarks like Rookery, Chicago Cultural Center, and Chicago Board of Trade Building. Known for its theaters and museums, cultural venues include CIBC Theatre, Symphony Center, and Chicago Symphony Orchestra. Other popular sights include Michigan Avenue and Navy Pier.
What is a historic hotel like in Chicago?
Guests who choose historic hotels have the opportunity to stay in a place recognized with a national historic designation. Historic hotels throughout the world can take the form of stately homes, palaces or even lodges, old police stations or skyscrapers. These types of hotels in Chicago often retain authentic characteristics like traditional architecture and period features in guestrooms or communal spaces.
What is the difference between a historic hotel and a heritage hotel?
They are quite similar. "Historic hotel" is a term often used in the U.S., while you'll often hear "heritage hotel" in Asia and Europe. Historic hotels tend to focus on the architecture and building. Heritage hotels draw their meaning mainly from the cultural value and how it influenced the community.
Do historic hotels in Chicago have modern facilities?
Yes, efforts are made to preserve historic facades and treasured traditions, while interiors have safety features and modern conveniences. Tourists who book a stay can expect the usual amenities from a contemporary hotel such as Smart TVs, WiFi, and updated bathroom facilities. Booking a historic hotel in Chicago doesn't mean you're picking a place that's uncomfortable for guests or simply rundown.