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Historic Hotels in Chicago, Illinois

Chicago Hotels

Top Trending Historical Hotels in Chicago

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
"Hotel Blake is a wonderful Hotel"
I really liked the location of the hotel. I was visiting Chicago for Thanksgiving and to my surprise the area wasn't extremely busy. I got a sassy haircut at a salon right across the street from the hotel without having to wait.
Traveller from Georgia
Millennium Knickerbocker - Chicago Hotels
Rating: 4.0 Stars

Millennium Knickerbocker

163 East Walton Place, Chicago - Map
"A splendid gem"
Easy walk to Michigan Ave sights and sounds, textures and delights.
Traveller from Syracuse, NY
Chicago Getaway Hostel - Chicago Hotels
Rating: 1.5 Stars

Chicago Getaway Hostel

616 W Arlington Pl, Chicago - Map
I was one of the few people over thirty staying there, but the staff and the young tourists were friendly.
Traveller from Ann Arbor
PUBLIC Chicago - Chicago Hotels
Rating: 4.0 Stars

PUBLIC Chicago

1301 N State Pkwy, Chicago - Map
very comfortable!!! I would recommend it to my friends!!!!
A Traveller
Write Inn Hotel - Oak Park Hotels
Rating: 2.5 Stars

Write Inn Hotel

211 N Oak Park Ave, Oak Park - Map
"The Write Inn"
Great staff. Beautiful old hotel near Frank Lloyd Wright studio and Hemingway's birth place. Safe neighborhood with a lot of great places to eat. I live the manual hand crank elevator. The restaurant is very good and the front desk is super polite and helpful. I have stayed here many times and recommend it to anyone that wants to stay in a quiet area with great walking ability.
Traveller from Chicago, Oak Park
Central Loop Hotel - Chicago Hotels
Rating: 4.0 Stars

Central Loop Hotel

111 West Adams Street, Chicago - Map
"Nice Hotel w/ a Good Location"
This was my first time in Chicago so I wasn't sure where to stay. I wanted something close to the main sites that I was interested in seeing but also didn't want to break the bank. I booked the small room and was still satisfied with it. I'm the type that doesn't need a lot of space so if you're like me this is a good, cheaper option. Instead of paying for a cab or booking a shuttle I hopped on the train for $3 which was awesome. The location is good and the staff was really good. I'd stay again if I ever find my way back in Chicago.
Traveller from Austin, TX
Wrigley Hostel - Chicago Hotels
Rating: 1.5 Stars

Wrigley Hostel

3514 N. Sheffield, Chicago - Map
"Location, Location, Location!"
The staff were extremely friendly, and the location couldn't be beat. Your literally steps away from bars, the baseball stadium, and the red line.
Traveller from Kansas City
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
"Nice Hotel, close to the stores and restaurants."
Staff was very friendly and helpful. Rooms were very clean and the location was ideal.
Traveller from Chicago
Fairmont Chicago at Millennium Park - Chicago Hotels
Rating: 4.5 Stars

Fairmont Chicago at Millennium Park

200 North Columbus Drive, Chicago - Map
Great experience! Staff is friendly and helpful and the location is great!
A Traveller
The Peninsula Chicago - Chicago Hotels
Rating: 5.0 Stars

The Peninsula Chicago

108 East Superior Street, Chicago - Map
"Truly a luxury hotel in Chicago"
The Peninsula continues to be my favorite hotel in Chicago - conveniently located very close to Michigan Avenue, very attentive staff, great rooms with nice bathrooms, good selection of restaurants. The Shanghai terrace is a special restaurant in the hotel and offers a different atmosphere. I also like the Lobby restaurant with its spacious setting and great view, if you manage to get a table close to the windows.
Traveller from Irvine, CA

Search from 33 Chicago Hotels


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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 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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