Find Historic Hotels in The Loop, IL

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Pick from 51 The Loop Historic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Exterior
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
3.5 star property
9.6 out of 10, Exceptional, (1008)
"It was a cute hotel and the rooms were quite big. Three of us in the room and it never felt crowded. "
The price is AED 694
AED 802 total
includes taxes & fees
27 May - 28 May
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
Front of property
Staypineapple, An Iconic Hotel, The Loop
4.0 star property
9.2 out of 10, Wonderful, (1001)
"Super cute hotel; I appreciate the attention to detail! And the complimentary water bottle and glass of wine hit the spot after a long day of travel!"
The price is AED 499
AED 672 total
includes taxes & fees
27 May - 28 May
Staypineapple, An Iconic Hotel, The Loop
Rooftop terrace
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1000)
"We have a plenty staying at this hotel has the best locations and restaurant is so good "
The price is AED 863
AED 1,112 total
includes taxes & fees
27 May - 28 May
Virgin Hotels Chicago
Exterior
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.2 out of 10, Wonderful, (3524)
"Great hotel with a great staff, the lobby bar is relaxing and the rooftop bar is great as well."
The price is AED 724
AED 834 total
includes taxes & fees
27 May - 28 May
LondonHouse Chicago, Curio Collection by Hilton
Pool
Chicago Athletic Association, a Hyatt Hotel
4.5 star property
9.0 out of 10, Wonderful, (1000)
"Wonderful old Building full of amazing history. "
The price is AED 731
AED 949 total
includes taxes & fees
27 May - 28 May
Chicago Athletic Association, a Hyatt Hotel
Lobby
The Blackstone, Autograph Collection
4.0 star property
9.0 out of 10, Wonderful, (1000)
"I like the location, equiments, staff serve"
The price is AED 804
AED 944 total
includes taxes & fees
27 May - 28 May
The Blackstone, Autograph Collection
Exterior
theWit Chicago, a Hilton Hotel
4.5 star property
8.8 out of 10, Excellent, (1000)
"My husband and I loved this hotel!! It was within walking distance to everything we wanted to do during our stay! It was super clean, smelled great and staff were super friendly. It was an overall great stay! I think the only 2 complaints I have is that there was no iron and no dryer that we could use. We planned to go to The rooftop lounge one night and after my husband's shirt being packed up in the bag after our flight, it was wrinkled and we could hardly get the wrinkles out with the little...
The price is AED 915
AED 1,291 total
includes taxes & fees
26 May - 27 May
theWit Chicago, a Hilton Hotel
Exterior
Central Loop Hotel
4.0 star property
8.6 out of 10, Excellent, (1618)
"Easy option for visiting downtown Chicago "
The price is AED 547
AED 643 total
includes taxes & fees
27 May - 28 May
Central Loop Hotel
Exterior
Fairmont Chicago at Millennium Park
4.5 star property
8.6 out of 10, Excellent, (1488)
"Nice"
The price is AED 694
AED 889 total
includes taxes & fees
28 May - 29 May
Fairmont Chicago at Millennium Park
Front of property
Club Quarters Hotel, Central Loop, Chicago
4.0 star property
8.6 out of 10, Excellent, (3059)
"It’s so old and no air conditioning, but it’s sooo charming and historic. It served the purpose of the two nights we stayed. "
The price is AED 547
AED 643 total
includes taxes & fees
27 May - 28 May
Club Quarters Hotel, Central Loop, Chicago
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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.

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 entertainment choices and fascinating museums. You can also take time at the popular shops in this vibrant area.
How many historically relevant hotels are there in The Loop?
In The Loop, there are 409 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 Art Institute of Chicago, James M. Nederlander Theatre, and Goodman Theater. Other popular sights include Millennium Park and Willis Tower.
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.

Recent reviews of The Loop hotels
Expedia verified reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

5/5 Excellent
"location"
A verified traveler stayed at The Royal Sonesta Chicago Downtown
Posted 15 hours ago
The Royal Sonesta Chicago Downtown