Find Historic Hotels in Chicago, IL

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Compare Chicago Historic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Palmer House a Hilton Hotel
Exterior

Palmer House a Hilton Hotel

4.0 star property
8.2 out of 10, Very Good, (1534)
"This was a perfect location to see the Christmas sites and to visit the stores on State Street."
The price is AED 512
AED 693 total
includes taxes & fees
9 Jan - 10 January 2025
Palmer House a Hilton Hotel
Congress Plaza Hotel
Exterior detail

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8288)
"Great hotel "
The price is AED 383
AED 450 total
includes taxes & fees
23 Dec - 24 Dec
Congress Plaza Hotel
Millennium Knickerbocker Chicago
Property entrance

Millennium Knickerbocker Chicago

4.0 star property
8.4 out of 10, Very Good, (1771)
"I loved this hotel so much !! The people súper nice! Amazing staff! Súper near of michigan ave and of everything!!! The room super spacious!! And clean"
The price is AED 323
AED 466 total
includes taxes & fees
2 Jan - 3 January 2025
Millennium Knickerbocker Chicago
Hilton Chicago
Pool

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (1507)
"The room was comfortable and I enjoyed seeing the hotel beautifully decorated for Christmas. All staff members were polite and very helpful. Thank you for the experience."
The price is AED 438
AED 622 total
includes taxes & fees
28 Dec - 29 Dec
Hilton Chicago
Chicago Athletic Association, a Hyatt Hotel
Room

Chicago Athletic Association, a Hyatt Hotel

4.5 star property
9.0 out of 10, Wonderful, (1002)
"Probably the best hotel stay ever. Stayed in the Founders Suite with the fireplace- the room was stunning with amazing views. The staff was incredible and the vibe of the hotel is amazing. "
The price is AED 496
AED 693 total
includes taxes & fees
5 Jan - 6 January 2025
Chicago Athletic Association, a Hyatt Hotel
The Whitehall Hotel, BW Premier Collection
Exterior

The Whitehall Hotel, BW Premier Collection

3.5 star property
8.2 out of 10, Very Good, (3428)
"Very pleased with staff friendless and great suggestions of places in area."
The price is AED 313
AED 367 total
includes taxes & fees
23 Dec - 24 Dec
The Whitehall Hotel, BW Premier Collection
Central Loop Hotel
Exterior

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1704)
"Great location "
The price is AED 340
AED 399 total
includes taxes & fees
20 Jan - 21 January 2025
Central Loop Hotel
Warwick Allerton - Chicago
Exterior

Warwick Allerton - Chicago

4.0 star property
8.0 out of 10, Very Good, (2808)
"Great location on Michigan Ave. Nice walk to area attractions, shopping and restaurants. Could use a little updating. Bed was not the best."
The price is AED 331
AED 480 total
includes taxes & fees
24 Dec - 25 Dec
Warwick Allerton - Chicago
Staypineapple, An Iconic Hotel, The Loop
Front of property

Staypineapple, An Iconic Hotel, The Loop

4.0 star property
9.2 out of 10, Wonderful, (1010)
"Nice place to stay"
The price is AED 437
AED 621 total
includes taxes & fees
3 Jan - 4 January 2025
Staypineapple, An Iconic Hotel, The Loop
The Drake
Restaurant

The Drake

4.0 star property
8.8 out of 10, Excellent, (1052)
"Great stay "
The price is AED 482
AED 565 total
includes taxes & fees
3 Jan - 4 January 2025
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.
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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 entertainment choices 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, an IHG Hotel is a top historic hotel bookable on our site and it features free WiFi. Chicago Water Tower is a short 9-minute walk away. A couple of other options near historic sites include Palmer House a Hilton Hotel and Chicago Guest House Wrigleyville.
How many historically relevant hotels are there in Chicago?
In Chicago, there are 4905 hotel accommodations bookable on Expedia, including 4 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 Naval Base Great Lakes.
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.