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Find Historic Hotels in Chicago

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Top Chicago Historic Hotels

Staypineapple, An Iconic Hotel, The Loop
4 out of 5
1 W Washington St, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is $98 per night
4.6/5Exceptional! (1,019 reviews)

"Very clean and the staff got us anything we needed. Definitely recommend and will definitely return."…"

Reviewed on Jul 16, 2020

Staypineapple, An Iconic Hotel, The Loop
Chicago Athletic Association
4.5 out of 5
12 South Michigan Avenue, Chicago, IL
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4.5/5Wonderful! (995 reviews)

"Great location, building and extremely polite staff"…"

Reviewed on Mar 13, 2020

Chicago Athletic Association
Hotel Blake, an Ascend Hotel Collection Member
3.5 out of 5
500 South Dearborn Street, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is $129 per night
4.5/5Wonderful! (999 reviews)

"Very nice hotel!!!! And showtime made our stay!!! Will definitely stay there again!"…"

Reviewed on Feb 18, 2020

Hotel Blake, an Ascend Hotel Collection Member
Hotel Lincoln
4 out of 5
1816 N Clark Street, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is $110 per night
4.4/5Excellent! (1,125 reviews)

"Great location, terrific staff and the restaurants make it easy not to have to leave the area for meals."…"

Reviewed on Aug 10, 2020

Hotel Lincoln
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
3 out of 5
68 E. Wacker Place, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is $101 per night
4.3/5Excellent! (968 reviews)

"Excellent customer service very clean quiet beautiful view"…"

Reviewed on Aug 11, 2020

Hampton Inn Chicago Downtown/N Loop/Michigan Ave
InterContinental Chicago Magnificent Mile
4.5 out of 5
505 N Michigan Ave, Chicago, IL
Free Cancellation
The price is $183 per night
4.3/5Excellent! (1,188 reviews)

"Overall experience was great. Will stay again. Thanks"…"

Reviewed on May 12, 2020

InterContinental Chicago Magnificent Mile
Central Loop Hotel
4 out of 5
111 West Adams Street, Chicago, IL
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4.2/5Excellent! (2,195 reviews)

"Overall our stay at the hotel was nice. The only complaint we have is the mattress was absolutely terrible. It was very very hard which made it difficult to sleep."…"

Reviewed on Mar 21, 2020

Central Loop Hotel
Carleton of Oak Park
3 out of 5
1110 Pleasant St, Oak Park, IL
Free CancellationReserve now, pay when you stay
The price is $139 per night
4.2/5Excellent! (988 reviews)

"The check in process was fast! Rooms are nice with old charm character! Friendly staff!"…"

Reviewed on Aug 9, 2020

Carleton of Oak Park
The Drake, a Hilton Hotel
4 out of 5
140 E Walton Place, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is $135 per night
4.2/5Excellent! (1,003 reviews)

"Everything was perfect for my granddaughter and I. We were happy with the view of Lake Michigan and our room was very clean"…"

Reviewed on Jul 13, 2020

The Drake, a Hilton Hotel
Hilton Chicago
4 out of 5
720 S Michigan Ave, Chicago, IL
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4.2/5Very Good! (2,051 reviews)

"We will be back! I booked the trip for my sons 15th birthday. When we got there we got a room upgrade. Everyone was so nice and helpful. Our second day everything closed because of coronavirus, the consierge was so helpful giving us ideas on other things to do! My only negative would be I wish the ..."…"

Reviewed on Mar 17, 2020

Hilton Chicago
The Homestead Evanston
3 out of 5
1625 Hinman Ave, Evanston, IL
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4.1/5Very Good! (1,000 reviews)
A great trip and location

"Our location was perfect for Chicago. We looked at a couple rooms downtown and then we decided to look here in Evanston. It was a great idea. Easy and close to our friends . Plus there was room to breathe and walk in peace! There were coffee shops and stores in walking distance for that afternoon ..."…"

Reviewed on Dec 26, 2019

The Homestead Evanston
The Whitehall Hotel
4 out of 5
105 E Delaware Pl, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is $85 per night
4.1/5Very Good! (3,380 reviews)

"The location was perfect ."…"

Reviewed on Jul 28, 2020

The Whitehall Hotel
Palmer House a Hilton Hotel
4 out of 5
17 E Monroe St, Chicago, IL
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4.1/5Very Good! (4,221 reviews)

"The problem was the location. On the Saturday, almost everything was closed, and I could not eat where I wanted to eat, either outside the hotel or in the hotel."…"

Reviewed on Aug 1, 2020

Palmer House a Hilton Hotel
Millennium Knickerbocker Chicago
4 out of 5
163 East Walton Place, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is $87 per night
4.1/5Very Good! (1,806 reviews)

"This is an historic hotel in a great location and even though I stayed during the Covid-19 pandemic the staff was excellent and easy parking across street with in and out privileges helped make stay marvelous!!! I would stay there again for sure!!!"…"

Reviewed on Aug 8, 2020

Millennium Knickerbocker Chicago
Warwick Allerton - Chicago
4 out of 5
701 North Michigan Avenue, Chicago, IL
The price is $110 per night
4/5Very Good! (3,020 reviews)
Great hotel

"Really enjoyed our stay at Warwick Allerton. The rooms were a decent size and exceptionally clean and comfortable. The location of this hotel is outstanding and I would definitely choose to stay here again when I next come to Chicago"…"

Reviewed on Mar 21, 2020

Warwick Allerton - Chicago
Chicago Getaway Hostel
2 out of 5
616 W Arlington Pl, Chicago, IL
The price is $429 per night
3.8/5Good! (998 reviews)

"Check in at any time. Clean and well furnished place with friendly staff. Breakfast was a bit lacking but I can't really complain because the stay was so good for the price."…"

Reviewed on Jul 30, 2020

Chicago Getaway Hostel
Write Inn Hotel
2.5 out of 5
211 N Oak Park Ave, Oak Park, IL
The price is $121 per night
3.7/5Good! (1,000 reviews)

"My stay was quiet. The room was clean. The bed was not comfortable and the blanket was so thin I had to put my coat on top of it to keep warm"…"

Reviewed on Mar 1, 2020

Write Inn Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Free CancellationReserve now, pay when you stay
The price is $99 per night
3.7/5Good! (5,801 reviews)

"Historic hotel, fantastic staff. In need of an update, but staff makes up for that."…"

Reviewed on Aug 10, 2020

Congress Plaza Hotel
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Your Guide to Historic Hotels in Chicago

When you go on a Chicago trip out of town, it's easy to choose a modern hotel, or a chain you are familiar with. You may be used to your hotel having all the familiar amenities. But sometimes opting to stay in a more unique location can enrich your getaway. A stay in a Chicago historic hotel allows you to still have a well-appointed room and one with lots of personality. Additionally, it allows you to immerse yourself in Chicago's past.

If These Walls Could Talk

When you pass through the lobby of your Chicago hotel, you'll be whisked to a previous era. With their Victorian-style and addresses in the exciting parts of Chicago, you'll love how these historic hotels stand apart from their modern counterparts. While these lodgings are historic, they have most of the up-to-date conveniences that help you take it easy on your getaway. You will find rooms furnished with a comfortable bed, and just about anything else you may want for a wonderful visit.

After you've explored the hotel's grounds, you can check out the prominent landmarks and museums to appreciate more of the area's culture. If you love history, then you have come to the right place. Chicago has 42 historical buildings and sites in the area. After visiting places like Oscar Stanton De Priest House, Arthur H. Compton House, and John J. Glessner House you'll be able to write your own guide on Chicago. If you have time, then squeeze in a visit to Frank R. Lillie House. Searching for more things to do in Chicago? You can read what fellow guests found worth visiting in our review section. You'll find 33757 tips in our comment section on more sights to see, great places to grab a bite, and what they loved most during their getaway.

Your Chicago Hotel Is Ready for You

If you are looking to get the most out of your Chicago visit, staying in one of these vintage hotels will elevate your experience in this historically-rich city. Having 1941 of these one-of-a-kind lodgings to select from. Rates on these Chicago historic hotels range from $85 to $429. You're sure to discover one that you'll love. However, like the past eras you're exploring, these deals won't last forever. Book soon to get a place in one of these landmark properties.

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 fascinating museums and acclaimed art scene. 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, Congress Plaza Hotel is a top 3.5-star hotel for history buffs booking on Expedia, and it features 2 restaurants and free WiFi. Buckingham Fountain is a short walk away. A couple of other options near historic sites include Palmer House a Hilton Hotel and Millennium Knickerbocker Chicago.
How many historically relevant hotels are there in Chicago?
In Chicago, there are 1948 hotel accommodations bookable on Expedia, including 281 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 Naval Base Great Lakes, Civic Opera House, and Buckingham Fountain. Known for its theaters and museums, cultural venues include Art Institute of Chicago, Chicago Theatre, and House of Blues Chicago. Other popular sights include Millennium Park 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 — as long as it’s of special interest. 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.

Travelers Loved These Historic Hotels

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