Find Historic Hotels in Downtown Chicago, IL

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Compare Downtown 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, (1535)
"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, (8290)
"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
30 Dec - 31 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, (3429)
"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 should a history enthusiast expect from a trip to Downtown Chicago?
An afternoon exploring the notable monuments in Downtown Chicago is a draw to those who want to learn about local history. And while you’re here, you can check out the acclaimed art scene and scenic riverfront. You can also discover the fascinating museums in this vibrant area.
What's the best accommodation in Downtown 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. Other choices to soak up the local history include Palmer House a Hilton Hotel and Hilton Chicago.
How many historical hotels will I find in Downtown Chicago?
Downtown Chicago has 1419 hotels and other accommodations bookable on Expedia, including 3 hotels designated as historic or close to historic sites.
What are the must-see historical sites and other places in Downtown Chicago?
Downtown Chicago is notable for its monuments and landmarks like Chicago Cultural Center, Michigan Avenue Bridge, and Merchandise Mart. Known for its museums and theaters, cultural venues include Goodman Theater, James M. Nederlander Theatre, and Chicago Theatre. Other popular sights include Michigan Avenue and Millennium Park.
What is a historic hotel like in Downtown Chicago?
By booking a historic hotel, guests can stay someplace that has an officially recognized historic designation. A palace, castle, grand home or even an old police station, pub, lodge, or skyscraper can be identified as a historic hotel provided that it’s a place of special interest. Traditional architecture and period features can be admired within the guestrooms or public spaces of such hotels in Downtown Chicago, bringing the history to life.
What is the difference between a historic hotel and a heritage hotel?
You’ll often hear the term “heritage hotel” in Asia and Europe, wheareas the term “historic hotel” is more commonly used in the U.S. overall though the terms are similar. The physical building and architecture of historic hotels are generally the most significant aspect. For a heritage hotel, mainly, it’s cultural value along with how it influenced the community.
Do historic hotels in Downtown Chicago have modern facilities?
Hotel interiors feature the modern conveniences and safety features you might expect, but every effort is made to preserve the historic aspects and traditions. Private rooms with updated bathroom facilities, free WiFi, and the amenities found in a hotel will also be available in a historic hotel. When you book a historic hotel in Downtown Chicago, don’t worry that you’ll be staying at a place that’s uncomfortable or rundown.