Find Historic Hotels in Chicago, IL

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Pick from 333 Chicago Historic Hotels and compare 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, (1511)
"Spacious room"
The price is AED 476
AED 651 total
includes taxes & fees
22 Dec - 23 Dec
Palmer House a Hilton Hotel
Congress Plaza Hotel
Exterior detail
Congress Plaza Hotel
3.5 star property
7.8 out of 10, Good, (8135)
"I thought the staff was really helpful. I wasn’t a fan of the parking situation but the garage next door was nice to deal with. They just kept calling with stipulations like you can’t come and go with the car easily and because of concerts we wouldn’t have access at times, that kind of thing. It was convenient for transportation, walking, food and other conveniences which was nice. The room was really nice but the air conditioning/heat kept getting stuck on high blast and was too warm for our...
The price is AED 315
AED 378 total
includes taxes & fees
24 Nov - 25 Nov
Congress Plaza Hotel
Millennium Knickerbocker Chicago
Property entrance
Millennium Knickerbocker Chicago
4.0 star property
8.2 out of 10, Very Good, (1781)
"Great location and staff was friendly the whole trip. "
The price is AED 364
AED 522 total
includes taxes & fees
24 Nov - 25 Nov
Millennium Knickerbocker Chicago
Hilton Chicago
Pool
Hilton Chicago
4.0 star property
8.4 out of 10, Very Good, (1463)
"The room was excellent but the hotel did not have a room available for me by 4pm, even when check in is at 3pm. Housekeeping was excellent. "
The price is AED 438
AED 622 total
includes taxes & fees
22 Dec - 23 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, (1001)
"amazing rooms very eclectic a little small but you don’t need much much of a room. The bathrooms were fabulous. Class appointment and decoration"
The price is AED 528
AED 730 total
includes taxes & fees
24 Nov - 25 Nov
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, (3388)
"Na"
The price is AED 344
AED 414 total
includes taxes & fees
24 Nov - 25 Nov
The Whitehall Hotel, BW Premier Collection
Central Loop Hotel
Exterior
Central Loop Hotel
4.0 star property
8.6 out of 10, Excellent, (1687)
"Location and staff were very good "
The price is AED 353
AED 424 total
includes taxes & fees
22 Dec - 23 Dec
Central Loop Hotel
Warwick Allerton - Chicago
Exterior
Warwick Allerton - Chicago
4.0 star property
8.0 out of 10, Very Good, (2809)
"Room was sufficient for a over night stay"
The price is AED 256
AED 392 total
includes taxes & fees
9 Dec - 10 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, (1002)
"I loved the theming"
The price is AED 544
AED 746 total
includes taxes & fees
8 Dec - 9 Dec
Staypineapple, An Iconic Hotel, The Loop
The Drake
Restaurant
The Drake
4.0 star property
8.6 out of 10, Excellent, (1016)
"we were excited about the landmark status and proximity to the lake."
The price is AED 547
AED 642 total
includes taxes & fees
24 Nov - 25 Nov
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 acclaimed theater 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, 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 Hilton Chicago.
How many historically relevant hotels are there in Chicago?
In Chicago, there are 4875 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 Wrigley Field.
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.