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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
 
 
"Weekend away. Staff is always friendly and helpful"
This is becoming a regular winter break tradition. The price is right, the place is great and the food at the Meli is fabulouts
Gene from Wood Dale, IL
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
 
 
"Great location, steps to Michigan Avenue."
The staff is spot on, and friendly. Hotel is super clean.
A Traveller
Fairmont Chicago at Millennium Park - Chicago Hotels
Rating: 4.0 Stars
C$202

Fairmont Chicago at Millennium Park

200 North Columbus Drive, Chicago - Map
 
 
"Great downtown location"
Everything was excellent -- hotel, room, service, staff.
A Traveller
Chicago Getaway Hostel - Chicago Hotels
Rating: 1.5 Stars

Chicago Getaway Hostel

616 West Arlington Place, Chicago - Map
 
 
"Chicago Vacation"
First hostel for me. And will not be the last. Lover the friendly atmosphere. And free breakfast was great
A Traveller
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
 
 
"Great hotel - convenient location."
Hotel staff was very welcoming and helpful. Convenient location to train but also for walking to some great things to do!
A Traveller
Park Hyatt - Chicago - Chicago Hotels
Rating: 5.0 Stars

Park Hyatt - Chicago

800 N Michigan Ave, Chicago - Map
 
 
"Perfectly situated hotel in the heart of Chicago"
I checked-in early because I had a meeting in the loop. When I returned from my meeting, I took a dip in the pool and sat in the jacuzzi and steam room. Then went to the restaurant bar for a few drinks and a cheese plate. Overall the staff was excellent, and the stay ended up being a relaxing getaway (even though it was for work).
A Traveller
Hampton Inn Yorkville - Yorkville Hotels
Rating: 2.5 Stars

Hampton Inn Yorkville

310 East Countryside Parkway, Yorkville - Map
 
 
Nice and clean! Comfortable beds and pleasant staff! Breakfast was that much better with the sweetness of Elayne!
A Traveller
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
 
 
"Quality hotel - Excellent location"
Specifically chose Hampton Inn because of previous experiences in other cities. Only there for one night, but found room clean and in good working order and had no complaints. Would definitely stay there again.
William from Chicago, IL
The Peninsula Chicago - Chicago Hotels
Rating: 5.0 Stars
C$518

The Peninsula Chicago

108 East Superior Street, Chicago - Map
 
 
This is a first class hotel!! The accomodations and service are second to none. My wife took advantage of their incredible Spa while I enjoyed a delicious breakfast that was delivered to my room right on time. Thanks for a great weekend!!
Roger from Nashville

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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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