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Historic Hotels in Chicago, Illinois

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

Hotel Blake, an Ascend Hotel Collection Member

500 South Dearborn Street, Chicago - Map
 
 
"Great location & affordable price."
Wanted an affordable hotel within walking distance from Art Institute. This proved to be a great choice.
A Traveller
Write Inn Hotel - Oak Park Hotels
Rating: 2.5 Stars

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
 
 
"Historic Hotel near great spots"
Loved this hotel! Real short walk to the Museum of Contemprary Art, shopping, and Rush street .
allison from Indianapolis, IN
Residence Inn by Marriott Downtown Chicago River North - Chicago Hotels
Rating: 3.0 Stars

Residence Inn by Marriott Downtown Chicago River North

410 N Dearborn St, Chicago - Map
 
 
"Wonderful Hotel"
I will stay here again. I had a wonderful stay! Clean rooms and great friendly staff!
A Traveller
Fairmont Chicago at Millennium Park - Chicago Hotels
Rating: 4.0 Stars
C$179

Fairmont Chicago at Millennium Park

200 North Columbus Drive, Chicago - Map
 
 
We were very happy. After staying Fairmont for 3 times we were gold member for extra benefit which makes different.
A Traveller
Chicago Getaway Hostel - Chicago Hotels
Rating: 1.5 Stars

Chicago Getaway Hostel

616 West Arlington Place, Chicago - Map
 
 
"Nice hostel, nice neighborhood, pleasant staff"
1. Nice facility, clean and pleasant, comfortable beds, adequate bath/shower area. 2. Great staff! Nice to work with, helpful, and friendly. 3. A fun place, but not crazy loud.
Jim from Burlington, NC
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
 
 
"Convenient to Chicago Theater"
Nice hotel. Took train in. Stop was within two blocks and hotel is next to Chicago Theater where we went to a concert. Very nice hotel. Staff super. Only issue was got into an up and down loop on the elevator. Have to put room key in to select floor. This becomes a problem with a full elevator of people going to various floors. Otherwise great stay.
E from Chicago
Park Hyatt - Chicago - Chicago Hotels
Rating: 5.0 Stars

Park Hyatt - Chicago

800 N Michigan Ave, Chicago - Map
 
 
Great experience! Went on business and it was just the place to relax after a long day.
Mala
Hampton Inn Yorkville - Yorkville Hotels
Rating: 2.5 Stars

Hampton Inn Yorkville

310 East Countryside Parkway, Yorkville - Map
 
 
"Nice family hotel"
We chose this hotel by a friend's recommendation and were very happy with all aspects of our stay. Big, comfy room with luxury linens and bathrooms. Breakfast was as good as you can expect. Staff was nice and efficient. Check in and check out was a breeze. We had our 1-year-old traveling with us for the first time, and having a nice big room made our experience flawless.
Eva from Houston
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
 
 
"Great Hotel"
We had a great time. Staff were wonderful and helpful. Well done. Made our stay in Chicago amazing !!!
David from Alexandria, VA

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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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