Find Historic Hotels in Chicago, IL

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Check availability on Chicago Historic Hotels

Tonight
Apr 24 - Apr 25
Tomorrow
Apr 25 - Apr 26
This weekend
Apr 25 - Apr 27
Next weekend
May 2 - May 4

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

Palmer House a Hilton Hotel
Indoor pool

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very Good, (1708)
"Socializing with a glass of wine in the bar areas was a high priced luxury! Pool was wonderful, room was comfortable and staff were outstanding. "
The price is NT$4,811
NT$6,461 total
includes taxes & fees
May 26 - May 27
Palmer House a Hilton Hotel
Congress Plaza Hotel
Lobby

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very Good, (8721)
"Awesome "
The price is NT$4,661
NT$5,471 total
includes taxes & fees
May 1 - May 2
Congress Plaza Hotel
Millennium Knickerbocker Chicago
View from property

Millennium Knickerbocker Chicago

4.0 star property
8.4 out of 10, Very Good, (1776)
"The only thing I would have appreciated in my room that they didn’t provide was a list of area restaurants, otherwise everything was exceptional."
The price is NT$2,928
NT$4,200 total
includes taxes & fees
May 26 - May 27
Millennium Knickerbocker Chicago
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (1803)
"Right in the heart of Downtown, bus within one block, train walkable. A pet peeve but no complimentary coffee, but good coffee in the walk up stand. very comfy room"
The price is NT$5,694
NT$7,639 total
includes taxes & fees
May 10 - May 11
Hilton Chicago
Chicago Athletic Association, a Hyatt Hotel
Exterior

Chicago Athletic Association, a Hyatt Hotel

4.5 star property
9.0 out of 10, Wonderful, (1000)
"Overall the property had what my family and I were looking for - location. The hotel has an old charm to it and it was always busy and full of guests and non guests. We stayed in a corner room so we could get as much light we could and also have cloud gate view. The shower was great and bed was comfy. Overall 5 stars but if we didn’t have the natural lighting or a good view it could easily go down to 2 stars because the room can get warm quick so it’s best to crack open a window. I believe other...
The price is NT$6,411
NT$8,502 total
includes taxes & fees
Apr 27 - Apr 28
Chicago Athletic Association, a Hyatt Hotel
The Whitehall Hotel, BW Premier Collection
Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe

The Whitehall Hotel, BW Premier Collection

3.5 star property
8.2 out of 10, Very Good, (3425)
"Ñ"
The price is NT$3,553
NT$4,171 total
includes taxes & fees
Apr 30 - May 1
The Whitehall Hotel, BW Premier Collection
Central Loop Hotel
Standard Room, 2 Twin Beds | Premium bedding, in-room safe, desk, laptop workspace

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1740)
"Easy to get to. Good location for visiting sites."
The price is NT$3,972
NT$4,662 total
includes taxes & fees
May 26 - May 27
Central Loop Hotel
Warwick Allerton - Chicago
Executive lounge

Warwick Allerton - Chicago

4.0 star property
8.2 out of 10, Very Good, (2842)
"Room was clean. Staff was friendly. Clean property, expensive but accessible parking attached to the hotel, lots of places to eat/drink/shop all within 5min walking distance. Would recommend 10/10."
The price is NT$2,959
NT$4,287 total
includes taxes & fees
May 13 - May 14
Warwick Allerton - Chicago
Staypineapple, An Iconic Hotel, The Loop
Exterior detail

Staypineapple, An Iconic Hotel, The Loop

4.0 star property
9.4 out of 10, Exceptional, (1007)
"Cute vintage hotel love the pineapple theme! Staff was amazing went above and beyond all of them. Definitely will be going back "
The price is NT$4,653
NT$6,415 total
includes taxes & fees
May 11 - May 12
Staypineapple, An Iconic Hotel, The Loop
The Drake
Exterior

The Drake

4.0 star property
8.8 out of 10, Excellent, (1195)
"Spent Easter weekend there....fantastic service and courteous, efficient staff. The finest hotel in downtown Chicago."
The price is NT$5,238
NT$6,149 total
includes taxes & fees
May 11 - May 12
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, Palmer House a Hilton Hotel is a top historic hotel bookable on Expedia and it features a full-service spa. Cloud Gate is a short walk away. A couple of other options near historic sites include InterContinental Chicago Magnificent Mile by IHG and Hilton Chicago.
How many historically relevant hotels are there in Chicago?
In Chicago, there are 4950 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 Art Institute of Chicago, CIBC Theatre, and Symphony Center. Other popular sights include Michigan Avenue and Soldier 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.