Find Historic Hotels in The Loop, IL

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

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

Palmer House a Hilton Hotel

4.0 star property
8.2 out of 10, Very Good, (1534)
"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

3.5 star property
7.8 out of 10, Good, (8288)
"Great hotel "
The price is AED 383
AED 450 total
includes taxes & fees
23 Dec - 24 Dec
Congress Plaza Hotel

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
28 Dec - 29 Dec
Hilton Chicago

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

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

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

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

4.0 star property
9.6 out of 10, Exceptional, (1004)
"Clean rooms and premises and excellent staff. A very enjoyable stay."
The price is AED 437
AED 513 total
includes taxes & fees
23 Dec - 24 Dec
Bluegreen Vacations Hotel Blake, Ascend Resort Collection

Hampton Inn Chicago Downtown/N Loop/Michigan Ave

3.0 star property
8.4 out of 10, Very Good, (1002)
"This place is close to everything. Breakfast was included, which is hard to come by nowadays especially in Chicago. Price was good. Front desk people were very nice. I would stay here again. "
The price is AED 281
AED 330 total
includes taxes & fees
8 Jan - 9 January 2025
Hampton Inn Chicago Downtown/N Loop/Michigan Ave

Virgin Hotels Chicago

4.5 star property
9.2 out of 10, Wonderful, (1247)
"Upgraded to a suite upon checkin! Incredible room!!"
The price is AED 510
AED 706 total
includes taxes & fees
24 Dec - 25 Dec
Virgin Hotels Chicago

theWit Chicago, a Hilton Hotel

4.5 star property
8.8 out of 10, Excellent, (1005)
"The view "
The price is AED 549
AED 752 total
includes taxes & fees
25 Dec - 26 Dec
theWit Chicago, a Hilton Hotel
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.
Don't see what you're looking for?
See all available properties in The Loop

Frequently asked questions

What should a history enthusiast expect from a trip to The Loop?
During a vacation in The Loop, historians and history enthusiasts alike may want to plan a visit to the monuments. 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 hotel in The Loop to learn about local history?
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. Merchandise Mart is a short 18-minute walk away. If you’re interested in local history, another choice for your trip is Hilton Chicago.
How many historically relevant hotels are there in The Loop?
In The Loop, there are 431 hotel accommodations bookable on Expedia, including 2 hotels designated as historic or close to historic sites.
What are the top historical sites and other places to visit in The Loop?
The Loop is notable for its monuments and landmarks like Chicago Cultural Center, Rookery, and Chicago Board of Trade Building. Known for its museums and art, cultural venues include James M. Nederlander Theatre, Goodman Theater, and Chicago Theatre. Other popular sights include Michigan Avenue and Millennium Park.
What is a historic hotel like in The Loop?
A historic hotel gives guests the chance to stay in a place that’s been recognized with an official historic designation. Historic hotels throughout the world can be palaces, castles, stately homes or even lodges, pubs, or skyscrapers. These types of hotels in The Loop often retain original elements like traditional architecture and period features in their public spaces or guestrooms.
What is the difference between a historic hotel and a heritage hotel?
These are quite similar. “Historic hotel” is a term often used in the U.S., while “heritage hotel” is often used in Asia and Europe. Historic hotels tend to place more significance on the architecture and building. Mainly heritage hotels draw meaning from the cultural value and how it influenced the community.
Do historic hotels in The Loop have modern facilities?
Yes. Every effort is made to preserve the historic aspects and traditions, but interiors include modern conveniences and safety features. Guests can expect the amenities you’d find in a hotel such as WiFi, heating and air conditioning, and updated bathroom facilities. In The Loop, booking a historic hotel doesn’t mean you’re choosing a place that’s uncomfortable for guests or rundown.