Find Historic Hotels in Chicago, IL

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Check availability on Chicago Historic Hotels

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, (1598)
"Great hotel looked amazing. Well cared for great staff."
The price is SAR 522
SAR 706 total
includes taxes & fees
24 Jan - 25 Jan
Palmer House a Hilton Hotel
Congress Plaza Hotel
Exterior detail

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8428)
"My room didn’t have a remote and they never brought it. The bathroom could have been remodeled or something, the tub was old but other than that pretty decent"
The price is SAR 402
SAR 472 total
includes taxes & fees
24 Jan - 25 Jan
Congress Plaza Hotel
Millennium Knickerbocker Chicago
Property entrance

Millennium Knickerbocker Chicago

4.0 star property
8.4 out of 10, Very Good, (1776)
"Clean, good location. Could use a glow up, kinda rundown."
The price is SAR 289
SAR 427 total
includes taxes & fees
23 Jan - 24 Jan
Millennium Knickerbocker Chicago
Hilton Chicago
Pool

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (1625)
"Got charged a late fee when I didn’t check out late. "
The price is SAR 522
SAR 722 total
includes taxes & fees
24 Jan - 25 Jan
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)
"We love staying at this hotel! There is always so much to do there and perfect during the winter months with the cozy fireplaces, game room and out door fire pits on Cindy’s roof top."
The price is SAR 477
SAR 673 total
includes taxes & fees
2 Feb - 3 Feb
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, (3436)
"When I arrived I got checked in with no issues I had a one bedroom king no issues there only thing I didn’t like was I needed to leave by 4am got told they don’t open valet till 5am so I made a exception to stay but only for me to be told in about 10 min called twice more just for them to say by this time it’s 530am it’s been ready it’s across the street I was never told that I had to come over and pick it I dropped it off in from of the hotel"
The price is SAR 287
SAR 337 total
includes taxes & fees
3 Feb - 4 Feb
The Whitehall Hotel, BW Premier Collection
Central Loop Hotel
Exterior

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1717)
"Once again, I am staying at the central Loop hotel and everything is wonderful. The room is clean, the staff was very friendly, And the rate for my stay was very reasonable."
The price is SAR 360
SAR 423 total
includes taxes & fees
27 Jan - 28 Jan
Central Loop Hotel
Warwick Allerton - Chicago
Exterior

Warwick Allerton - Chicago

4.0 star property
8.0 out of 10, Very Good, (2822)
"Staff very friendly and accommodating. Great location in the middle of Magic Mile, easy walking to many attractions. Great deal for the money."
The price is SAR 281
SAR 424 total
includes taxes & fees
2 Feb - 3 Feb
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, (1005)
"easy and nice valet and very unique style of the hotel"
The price is SAR 446
SAR 634 total
includes taxes & fees
26 Jan - 27 Jan
Staypineapple, An Iconic Hotel, The Loop
The Drake
Restaurant

The Drake

4.0 star property
8.8 out of 10, Excellent, (1079)
"Beautiful property with historic elegance. Highly recommend."
The price is SAR 486
SAR 571 total
includes taxes & fees
2 Feb - 3 Feb
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 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, 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 4978 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 Millennium Park.
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.