Find Historic Hotels in Downtown Chicago, IL from CA $158

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Top Downtown Chicago Historic Hotels

The Peninsula Chicago
Front of property - evening/night
The Peninsula Chicago
5.0 star property
9.8 out of 10, Exceptional, (1004)
"Best staff , incredible experience!"
The price is CA $780
CA $915 total
includes taxes & fees
Sep 22 - Sep 23
The Peninsula Chicago
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
Breakfast, lunch, dinner served; Regional cuisine
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
4.0 star property
9.6 out of 10, Exceptional, (1008)
"It was a very nice stay. My only complaint is the shower, very little control over the temperature resulted in freezing or scalding. Also, not great pressure"
The price is CA $259
CA $304 total
includes taxes & fees
Oct 3 - Oct 4
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
Staypineapple, An Iconic Hotel, The Loop
Interior detail
Staypineapple, An Iconic Hotel, The Loop
4.0 star property
9.2 out of 10, Wonderful, (1002)
"We loved everything! Especially the robes, blankets, towels, mugs and pineapple stuffs! But one problem was the pressure of the shower. It was very low. Hard to shower. "
The price is CA $267
CA $346 total
includes taxes & fees
Sep 22 - Sep 23
Staypineapple, An Iconic Hotel, The Loop
Virgin Hotels Chicago
Rooftop terrace
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1156)
"This was a beautiful hotel to stay at. The rooms were clean and big, the bed was very comfy. I would definitely recommend this hotel because the location is very convenient. "
The price is CA $270
CA $357 total
includes taxes & fees
Sep 22 - Sep 23
Virgin Hotels Chicago
Chicago Athletic Association, a Hyatt Hotel
Exterior
Chicago Athletic Association, a Hyatt Hotel
4.5 star property
9.0 out of 10, Wonderful, (1001)
"It was good."
The price is CA $288
CA $378 total
includes taxes & fees
Sep 30 - Oct 1
Chicago Athletic Association, a Hyatt Hotel
InterContinental Chicago Magnificent Mile, an IHG Hotel
Exterior
InterContinental Chicago Magnificent Mile, an IHG Hotel
4.5 star property
9.0 out of 10, Wonderful, (1765)
"Lovely hotel in a perfect location. "
The price is CA $304
CA $400 total
includes taxes & fees
Oct 3 - Oct 4
InterContinental Chicago Magnificent Mile, an IHG Hotel
Ohio House Motel
Reception
Ohio House Motel
2.5 star property
9.0 out of 10, Wonderful, (1001)
"Very low water pressure and the sheets had pilling which was uncomfortable. Nice convenient location, but so many sirens and loud people walking right next to the window. Staff was very nice and helpful."
The price is CA $171
CA $200 total
includes taxes & fees
Sep 30 - Oct 1
Ohio House Motel
The Blackstone, Autograph Collection
Exterior
The Blackstone, Autograph Collection
4.0 star property
9.0 out of 10, Wonderful, (1000)
"Location was amazing. We had the Lollapalooza festival while there and it was noisy but we where out all of the time so did not affected us."
The price is CA $405
CA $476 total
includes taxes & fees
Sep 29 - Sep 30
The Blackstone, Autograph Collection
Ambassador Chicago, part of JdV by Hyatt
Terrace/patio
Ambassador Chicago, part of JdV by Hyatt
4.0 star property
8.8 out of 10, Excellent, (1004)
"Cool boutique style hotel. Great location. "
The price is CA $229
CA $296 total
includes taxes & fees
Sep 22 - Sep 23
Ambassador Chicago, part of JdV by Hyatt
theWit Chicago, a Hilton Hotel
Breakfast, lunch, dinner served; American cuisine
theWit Chicago, a Hilton Hotel
4.5 star property
8.8 out of 10, Excellent, (1002)
"As I indicated above it was good "
The price is CA $356
CA $458 total
includes taxes & fees
Sep 29 - Sep 30
theWit Chicago, a Hilton Hotel
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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 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 fascinating museums and scenic riverfront. You can also discover the acclaimed theater scene 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. Merchandise Mart is a short 15-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 1338 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 Art Institute of Chicago, Goodman Theater, and James M. Nederlander Theatre. Other popular sights include Michigan Avenue and Navy Pier.
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.