Downtown Chicago Historic Hotel

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Top Downtown Chicago Historic Hotel

Breakfast, lunch and dinner served
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
3.5 star property
9.6 out of 10, Exceptional, (1006)
"The location was really close to the places I wanted to see while I was in town. The staff was really accommodating and helpful. The restaurant connected to hote was really good and convenient before we had to drive back to airport. Even though i didn’t want to pay for $60 valet, it was really easy when I needed the car to take a drive. I also didn’t like the rooms windows, seems they are single pane and you get a lot of outdoor noise at night. "
The price is HK$1,307
HK$1,534 total
includes taxes & fees
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, (1007)
"It's luxurious"
The price is HK$1,151
HK$1,535 total
includes taxes & fees
10 May - 11 May
Staypineapple, An Iconic Hotel, The Loop
Rooftop terrace
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1008)
"Nice property,excellent location"
The price is HK$1,836
HK$2,385 total
includes taxes & fees
27 May - 28 May
Virgin Hotels Chicago
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 beautiful place with so much history. "
The price is HK$1,783
HK$2,328 total
includes taxes & fees
27 May - 28 May
Chicago Athletic Association, a Hyatt Hotel
Terrace/patio
Ambassador Chicago, part of JdV by Hyatt
4.0 star property
8.8 out of 10, Excellent, (1006)
"As a women traveling for work I felt safe and it was clean and in a fun beautiful part of town close to the beach area."
The price is HK$1,301
HK$1,683 total
includes taxes & fees
27 May - 28 May
Ambassador Chicago, part of JdV by Hyatt
Exterior
Central Loop Hotel
4.0 star property
8.6 out of 10, Excellent, (1625)
"This hotel is in the perfect area, plenty of great food places surrounding an easy to access nice landmarks so a perfect place for someone coming from out of town to enjoy the city. The staff is friendly an accommodating. It would be nice if the rooms had a fridge to keep food in so that may the only negative. Other than that would definitely stay again."
The price is HK$1,106
HK$1,299 total
includes taxes & fees
12 May - 13 May
Central Loop Hotel
Exterior
InterContinental Chicago Magnificent Mile, an IHG Hotel
4.5 star property
8.6 out of 10, Excellent, (1564)
"Great Experience "
The price is HK$1,789
HK$2,351 total
includes taxes & fees
12 May - 13 May
InterContinental Chicago Magnificent Mile, an IHG Hotel
Exterior
Hilton Chicago
4.0 star property
8.4 out of 10, Very good, (1013)
"Beautiful hotel, stall was lovey and helpful anytime of the day. "
The price is HK$1,276
HK$1,694 total
includes taxes & fees
28 May - 29 May
Hilton Chicago
Front of property – evening/night
The Drake
4.0 star property
8.4 out of 10, Very good, (1002)
"Very friendly and helpful from the moment you step on the property. Parking was expensive, to spend $75 a day is ridiculous. I would not mind a one time fee."
The price is HK$1,255
HK$1,474 total
includes taxes & fees
27 May - 28 May
The Drake
Reception
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
3.0 star property
8.4 out of 10, Very good, (1076)
"Enjoyed the hotel and staff. Walkable and safe area. Did not like the fitness center needs an upgrade."
The price is HK$1,189
HK$1,395 total
includes taxes & fees
12 May - 13 May
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
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Downtown Chicago Historic Hotel information

 

Historic Hotel in Downtown Chicago

129

Highest price
HK$1,783
Cheapest price
HK$1,016
Number of guest reviews
21,148
Total number of hotels in Downtown Chicago
1,628

 

Frequently asked questions

What should I expect on my historical trip to Downtown Chicago?
A trip to the 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 entertainment choices and scenic riverfront. You can also discover the fascinating museums in this vibrant area.
What's the best hotel 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 near historic sites include Palmer House a Hilton Hotel and Hilton Chicago.
How many historical hotels are there in Downtown Chicago?
Downtown Chicago has 1399 hotels 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 theatres, cultural venues include Art Institute of Chicago, Goodman Theater and James M. Nederlander Theatre. Other popular sights include Grant Park and Navy Pier.
What is a historic hotel like in Downtown Chicago?
When you book a historic hotel, you’ll stay someplace that has an officially recognised historic designation. A castle, a palace or even a pub or an old police station can be identified as a historic hotel provided that it has special significance. Traditional architecture and period features are typically found in the communal spaces and guestrooms of these historic hotels in Downtown Chicago, giving a real sense of character.
What is the difference between a historic hotel and a heritage hotel?
“Heritage hotel” is a term often used in Asia and Europe, while “historic hotel” is a term often used in the U.S. though overall the terms are quite similar. The architecture and building of a historic hotel is generally what’s most significant. For a heritage hotel, often it’s the cultural value as well as how it shaped the community.
Do historic hotels in Downtown Chicago have modern facilities?
Hotels have the safety features and modern conveniences you’ve come to expect, but every effort is made to preserve treasured traditions and historic facades. Private rooms with updated bathroom facilities, free WiFi and the amenities found in a hotel will be available in a historic hotel. When you book a historic hotel in Downtown Chicago, don’t worry that you’ll find a place that’s uncomfortable or rundown.

Recent Hotel Reviews in Downtown Chicago
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