Search Historic Hotels in Chicago

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Tonight
May 14 - May 15
Tomorrow
May 15 - May 16
This weekend
May 17 - May 19
Next weekend
May 24 - May 26

Top Chicago Historic Hotels

Breakfast, lunch, dinner served; Regional cuisine
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
3.5 star property
9.6 out of 10, Exceptional, (1004)
"The staff was amazing. So friendly and helpful "
The price is ₹14,839
per night
28 May - 29 May
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
Interior detail
Staypineapple, An Iconic Hotel, The Loop
4.0 star property
9.2 out of 10, Wonderful, (1001)
"Great hotel in a great location! Very friendly, clean, fun, with a fun restaurant in the hotel."
The price is ₹11,107
per night
27 May - 28 May
Staypineapple, An Iconic Hotel, The Loop
2 restaurants, breakfast, lunch, dinner served; American cuisine
Chicago Athletic Association, a Hyatt Hotel
4.5 star property
9.0 out of 10, Wonderful, (1000)
"Such a nostalgic hotel with amazing service. Had a great time!"
The price is ₹17,708
per night
27 May - 28 May
Chicago Athletic Association, a Hyatt Hotel
Exterior
InterContinental Chicago Magnificent Mile, an IHG Hotel
4.5 star property
8.8 out of 10, Excellent, (1583)
"Good for a family trip in Chicago"
The price is ₹16,204
per night
27 May - 28 May
InterContinental Chicago Magnificent Mile, an IHG Hotel
Exterior detail
Carleton of Oak Park
3.0 star property
8.8 out of 10, Excellent, (1001)
"Excellent stay."
The price is ₹13,218
per night
14 Jun - 15 Jun
Carleton of Oak Park
Exterior
Central Loop Hotel
4.0 star property
8.6 out of 10, Excellent, (1619)
"I’ve stayed at this hotel on multiple occasions. It is my first choice for lodging when I make my trips to the area. The location is ideal with plenty of food and entertainment options within walking distance and it’s a 5-10 minute walk to the Railroad Station. I’ll certainly look to get a room at this location when I return over the holiday season. "
The price is ₹11,982
per night
27 May - 28 May
Central Loop Hotel
Lobby
Graduate Evanston
4.0 star property
8.6 out of 10, Excellent, (1000)
"Location to campus is key. And the front porch is a lovely place to sit and people watch"
The price is ₹11,312
per night
27 May - 28 May
Graduate Evanston
Exterior
Hilton Chicago
4.0 star property
8.4 out of 10, Very good, (1019)
"It's a large hotel with history. Room is fair at this price. "
The price is ₹13,625
per night
28 May - 29 May
Hilton Chicago
Front of property – evening/night
The Drake
4.0 star property
8.4 out of 10, Very good, (1000)
"Great location. Beautiful facility. "
The price is ₹13,157
per night
28 May - 29 May
The Drake
Meeting facility
Palmer House a Hilton Hotel
4.0 star property
8.0 out of 10, Very good, (1207)
"Love the Palmer House. Especially drinks in their beautiful lobby. Favorite place to stay in Chicago."
The price is ₹15,898
per night
26 May - 27 May
Palmer House a Hilton Hotel
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Frequently asked questions

What can a history buff expect from a stay in Chicago?
Some time exploring the monuments in Chicago will be a draw for the history buff or anyone who wants to learn about the local history. And while you’re here, you can check out the fascinating museums and acclaimed art scene. You can also take time at the major shopping area in this vibrant area.
What's the best accommodation in Chicago to absorb the local history?
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. A couple of other options close to historic sites include Palmer House a Hilton Hotel and Hilton Chicago.
How many historically relevant hotels will I find in Chicago?
In Chicago, there are 4953 hotels bookable on Expedia, including 4 historic hotels or hotels close to historic sites.
What are the most important historical sites and other places in Chicago?
Chicago is notable for its monuments and landmarks like Rookery, Chicago Cultural Center and Chicago Board of Trade Building. Known for its theatres and museums, cultural venues include Art Institute of Chicago, CIBC Theatre and Symphony Center. Other popular sights include Grant Park and Navy Pier.
What is a historic hotel like in Chicago?
A historic hotel gives guests the opportunity to stay in a place that’s been recognised with a national historic designation. Historic hotels throughout the world can take the form of castles, stately homes, palaces or even pubs, lodges, old police stations or skyscrapers — any building that’s been identified as being of special interest. These types of hotels in Chicago typically retain original characteristics such as period features or traditional architecture in guestrooms or communal spaces.
What is the difference between a historic hotel and a heritage hotel?
The two are similar. “Historic hotel” is more commonly used in the U.S., whereas “heritage hotel” is common in Asia and Europe. Historic hotels tend to focus on the architecture and building. A heritage hotel draws meaning mainly from the place’s cultural value and how it influenced the community.
Do historic hotels in Chicago have modern facilities?
Yes, every effort is made to preserve the historic aspects and traditions, but interiors include modern conveniences and safety features. Visitors can expect the amenities you’d find in a hotel such as Smart TVs, WiFi and updated bathroom facilities. When you book a historic hotel in Chicago, it doesn’t mean you’re choosing a place that’s rundown or uncomfortable for guests.

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