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Historic Hotels in Chicago, Illinois

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Top Trending Historical Hotels in Chicago

Hotel Blake, an Ascend Hotel Collection Member - Chicago Hotels
Rating: 3.5 Stars
C$145

Hotel Blake, an Ascend Hotel Collection Member

500 South Dearborn Street, Chicago - Map
 
 
Went to hockey game and a nite out for local pizza.
A Traveller
Write Inn Hotel - Oak Park Hotels
Rating: 2.5 Stars
C$151

Write Inn Hotel

211 N Oak Park Ave, Oak Park - Map
 
 
"Historic hotel full of charm!"
I half expected to see Papa Hemmingway coming up the stairs at the Write Inn. The whole hotel is a gem right out of the early 20th century. I loved the way the windows opened into the night air. We didn't eat in the restauraut, but it looked very interesting. We walked to a couple of equally wonderful breakfast places nearby. If you like fast elevators, huge rooms and a free breakfast served on syrofoam, don't stay here. But if you want charm with an historic twist, I recommend this lovely little hotel.
Marty from Grand Rapids, Michigan
Millennium Knickerbocker - Chicago Hotels
Rating: 4.0 Stars

Millennium Knickerbocker

163 East Walton Place, Chicago - Map
 
 
"excellent location, great price"
Great hotel - great location, clean, well run.....only complaint is cost of parking car - however, so goes the big city....
mark from boston, MA
Fairmont Chicago at Millennium Park - Chicago Hotels
Rating: 4.0 Stars

Fairmont Chicago at Millennium Park

200 North Columbus Drive, Chicago - Map
 
 
"Awesome stay"
Short stay, nice hotel, great location. City center
nina from Miami
Chicago Getaway Hostel - Chicago Hotels
Rating: 1.5 Stars
C$82

Chicago Getaway Hostel

616 West Arlington Place, Chicago - Map
 
 
"Amazing experience!"
We felt very welcome by the staff and the hospitality was just amazing! We will definitely be staying here every time we visit Chicago! The vibe throughout the entire place is awesome!
Desirae from Saint Paul, Minnesota
theWit Chicago - a DoubleTree by Hilton Hotel - Chicago Hotels
Rating: 4.0 Stars

theWit Chicago - a DoubleTree by Hilton Hotel

201 N State Street, Chicago - Map
 
 
We had a great time. Comfortable room. Great location
Twanna from Minnesota
Park Hyatt - Chicago - Chicago Hotels
Rating: 5.0 Stars

Park Hyatt - Chicago

800 N Michigan Ave, Chicago - Map
 
 
"Great hotel"
Even the valet personnel were very nice. Especially Salvador. Had a wonderful stay :)
Molar from wisconsin
Hampton Inn Yorkville - Yorkville Hotels
Rating: 2.5 Stars

Hampton Inn Yorkville

310 East Countryside Parkway, Yorkville - Map
 
 
"Very clean hotel. Highly recommend."
Very clean facility. Staff was very friendly and the room was very clean. Very close to food and shopping.
mac from m
Come and experience small town charm near big city amenities at the Hampton Inn Yorkville. Yorkville is located on the Fox …More
Hampton Inn & Suites Chicago Downtown - Chicago Hotels
Rating: 3.0 Stars

Hampton Inn & Suites Chicago Downtown

33 West Illinois Street, Chicago - Map
 
 
"First trip to Chicago"
Great location to CTA, very helpful staff for directions and suggested sights. Super breakfast.
Jim from Buffalo, NY
The Peninsula Chicago - Chicago Hotels
Rating: 5.0 Stars
C$475

The Peninsula Chicago

108 East Superior Street, Chicago - Map
 
 
The best hotel in Chicago! Great location to shops, restaurants and museums. Very safe and friendly. The hotel's staff are the best in Chicago and the rooms are perfect.
A Traveller

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    Historic Hotel Guide in Chicago

    It goes without saying that Chicago is a historic city. Come see the legendary sights for yourself during your next trip to Chi-Town.

    • Find the best deals on historical hotels in Chicago
    • Enjoy a wide range of modern amenities
    • Stay close to the major attractions like the Rookery and Chicago History Museum
    Read More

    When you’re ready to begin your tour of the historic city, start at the Chicago Water Tower. This castle structure is unlike anything else in town, and for good reason. The tower was one of the few landmarks that survived the infamous Great Chicago Fire of 1871, which burned down half of the city. As you’re walking around the now-metropolis, look upward. Many of the skyscrapers were built during the Roaring ’20s, and the art deco style is still visible today. If you’re looking to go inside any of the buildings, choose the Rookery. The two-story sunlit entrance was designed by Frank Lloyd Wright in 1905 and is still an impressive sight to behold. Of course, if you want the full scoop on Chi-Town legacy, head to the Chicago History Museum, which includes photos, diaries, letters, clothing, and more local lore.

    Once you’re ready to turn in for the night, head back to your choice of historical Chicago hotels. Choose a building that holds a special place in the city’s history, or select a spot that’s simply close to the top landmarks in town. Not to worry about paying skyscraper-high prices on your new or old Chicago hotel; book right here on Expedia.ca to find the top discounts on hotels in Chicago.

    Chicago has been on the world’s stage for centuries. Nothing has ever slowed it down—not fire, nor snow, nor sleet. Come see what the fuss is about during your historical tour of this grand city of Illinois.

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