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Historic Hotels in Chicago

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

500 South Dearborn Street, Chicago 60605 - 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
This landmark hotel is located in the Printers Row district of downtown Chicago. The Chicago Board of Trade, Willis Tower …More
Write Inn Hotel - Oak Park Hotels
Rating: 2.5 Stars
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Write Inn Hotel

211 N Oak Park Ave, Oak Park 60302 - 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
Situated in the city center, this hotel is close to Ernest Hemingway Museum and House, Unity Temple, and Frank Lloyd Wright …More
Millennium Knickerbocker - Chicago Hotels
Rating: 4.0 Stars
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Millennium Knickerbocker

163 East Walton Place, Chicago 60611 - Map
 
 
"Great location"
Very efficient, friendly service. Noise in ventilator was fixed within 10 minutes of my call to front desk.
Bud
This 1927 landmark Chicago hotel is a half block from Michigan Avenue/Magnificent Mile shopping, two blocks from Oak Street …More
Fairmont Chicago at Millennium Park - Chicago Hotels
Rating: 4.0 Stars
$159
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Fairmont Chicago at Millennium Park

200 North Columbus Drive, Chicago 60601 - Map
 
 
"Great downtown location"
Everything was excellent -- hotel, room, service, staff.
A Traveller
The 45-story Fairmont Chicago hotel is adjacent to Millennium Park, a half-block from Michigan Avenue, and 3 blocks from Lake …More
Chicago Getaway Hostel - Chicago Hotels
Rating: 1.5 Stars
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Chicago Getaway Hostel

616 West Arlington Place, Chicago 60614 - Map
 
 
"Chicago Vacation"
First hostel for me. And will not be the last. Lover the friendly atmosphere. And free breakfast was great
A Traveller
This hostel is located in Chicago (Lincoln Park), close to the beach, Children's Memorial Hospital, Lincoln Park, and Wrigley …More
theWit Chicago - a DoubleTree by Hilton Hotel - Chicago Hotels
Rating: 4.0 Stars
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theWit Chicago - a DoubleTree by Hilton Hotel

201 N State Street, Chicago 60601 - 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
This spa hotel is located in the heart of Chicago, walking distance from Chicago Theater, Millennium Park, and Ford Center …More
Park Hyatt - Chicago - Chicago Hotels
Rating: 5.0 Stars
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Park Hyatt - Chicago

800 N Michigan Ave, Chicago 60611 - 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
This luxury hotel is located in the heart of Chicago, walking distance from Chicago Water Tower and Hancock Tower. Also …More
Hampton Inn Yorkville - Yorkville Hotels
Rating: 2.5 Stars
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Hampton Inn Yorkville

310 East Countryside Parkway, Yorkville 60560 - Map
 
 
Nice and clean! Comfortable beds and pleasant staff! Breakfast was that much better with the sweetness of Elayne!
A Traveller
This hotel is located in Yorkville (Aurora - Western Suburbs), close to Raging Waves Waterpark. Regional attractions also …More
Hampton Inn & Suites Chicago Downtown - Chicago Hotels
Rating: 3.0 Stars
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Hampton Inn & Suites Chicago Downtown

33 West Illinois Street, Chicago 60654 - 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 Hampton Inn & Suites Chicago Downtown is a 12 story upscale hotel surrounded by soaring skyscrapers, historic …More
The Peninsula Chicago - Chicago Hotels
Rating: 5.0 Stars
$445
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The Peninsula Chicago

108 East Superior Street, Chicago 60611 - 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
Along Chicago's fabled Magnificent Mile, The Peninsula is 1 block from the Chicago Water Tower and 2 blocks from Water Tower …More

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    Chicago Historic Hotel Guide

    Travel back in time and reserve a room at a historic Chicago hotel.
    • Choose from our vast selection of historic hotels
    • Stay in a classic hotel with an intriguing history
    • Don’t waste time searching for lower prices elsewhere

    Book today and experience the charm and allure of a hotel with a story and a past. Look past the sparkly, modern high-rise hotels and go the rustic route instead.

    Read More

    Because when you choose a historic Chicago hotel with a story to tell, you’ll have your own tales to share when you go back home. We doubt those brand new high-rises have that kind of charisma! Older accommodations have a colorful past, and many are located at the site of a significant event. These fascinating relics offer a glimpse into a different era and way of life. During your stay at a historical hotel in Chicago, marvel at the on-site antiques and explore the nearby landmarks. You’ll feel as though you traveled through time as you take a tour of the area and other historical attractions during your vacation.

    While we can’t offer you the same hotel rates of yesteryear, we can present you with the lowest prices on the market today. Thanks to our cheap deals, you can confidentially book classic hotels in Chicago knowing you won’t find a better discount elsewhere. Whether you’re a history buff wanting to brush up on your facts or a jetsetter looking for a unique place to rest, browse our selection of historic Chicago hotels. Make your reservations today and put the cash you saved toward stocking up on antique souvenirs, artifacts, and artwork.

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    91% recommended
    4.5
    From 29,939 Reviews