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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 Hotel"
I would stay here again without question. My only criticism is the bath towels were undersized. Otherwise I would've given it a perfect score. The restaurant Melissa next door was great, too. Wonderful breakfasts.
A Traveller
Millennium Knickerbocker - Chicago Hotels
Rating: 4.0 Stars

Millennium Knickerbocker

163 East Walton Place, Chicago - Map
"Great location. "
In Chicago just for one night. Room was perfect for that. Maybe a little small for an extended stay.
Traveller from US
Chicago Getaway Hostel - Chicago Hotels
Rating: 1.5 Stars

Chicago Getaway Hostel

616 W Arlington Pl, Chicago - Map
"Worth every penny! Extremely pleased with stay"
This is a wonderful place to stay when in the city. I had a public room with about seven or eight other people, so I was cautious at first. After seeing how clean, modern, and safe the whole hostel was, I was happy with my choice to stay here. There are tons of great bars, eating places, and transportation options for that area. The neighborhood is very residential and quiet, yet close to exciting parts of Chicago. throughout the day there were groups of people playing card games in the common area and guests being social in all parts of the hostel. Again, I highly recommend here. The only reason I didn't give it a 5/5 is because the breakfast could be a little better, then again you can bring your own food and they have some great grab and go items, microwaves, and other things to help this problem. Also, you get one pillow and a blanket, so if you like a little more linen when you sleep (like I do) be sure to bring your own if you can pack a little more.
Traveller from Dallas, TX
PUBLIC Chicago - Chicago Hotels
Rating: 4.0 Stars

PUBLIC Chicago

1301 N State Pkwy, Chicago - Map
"Great location, very friendly staff! Room too hot."
I liked this hotel a lot! The front desk gave us a free room upgrade for having to wait after check-in time for the rooms to be finished. Very friendly and helpful. Room was very nice. Old building with new furniture. My only complaints are that the carpet in the hotel room was a bit damp in places. I heard that there had been a wedding party the night before in the hotel and that the guests basically trashed the place. (lol) So I did not complain at all. It wasn't that big of a deal, to be honest. Also, the temperature of the room was a bit uncomfortable. It was too hot for our liking, even after we turned the air to 68. It just never seemed to get any cooler. We just cracked one of the 4 windows in the room (the only window that opened), and we were fine!
Traveller from US
Write Inn Hotel - Oak Park Hotels
Rating: 2.5 Stars

Write Inn Hotel

211 N Oak Park Ave, Oak Park - Map
"Not bad, not amazing"
Hotel is in a nice area, walking distance to trains. Hotel itself is clean and comfortable but very dated, not bad at all but perhaps a little underwhelming. Would recommend if you're expecting anything too fancy :)
Traveller from New Zealand
Central Loop Hotel - Chicago Hotels
Rating: 4.0 Stars

Central Loop Hotel

111 West Adams Street, Chicago - Map
"Great location, close to tourist attractions"
Basic but clean hotel. Very quiet, bed is comfortable. Floor boards creak, reminds me of school dormitory. Hotel provides plastic bottles for free, cold, purified water. Very thoughtful, thank you. Location is great! Close to many tourist attractions, L train and bus lines. We took the blue line from O'Hare to the hotel, straight shot super easy. Ample restaurant choices nearby. Also Enterprise car rental within 5 minutes walk from hotel - convenient.
Traveller from san francisco, CA
Wrigley Hostel - Chicago Hotels
Rating: 1.5 Stars

Wrigley Hostel

3514 N. Sheffield, Chicago - Map
Experienced a zoo at nearby Wrigley field since i was there for 1st two playoff games. A very friendly atmoshere.
Traveller from Canada
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
No hair dryer or microwave. Charged for internet access. Who does that any more? All else was great
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 location hotel"
This hotel is very centrally located, close to Millenium Park. Concierge staff were helpful. It was disappointing that there was not free internet for hotel guests. Also it was a busy weekend in the city, and the hotel restaurant had to stop serving food for a while to keep up with current guest requests so we ended up across the street at Filini's which ended up being a fabulous restaurant.
Traveller from Boston, MA
The Peninsula Chicago - Chicago Hotels
Rating: 5.0 Stars

The Peninsula Chicago

108 East Superior Street, Chicago - Map
Beautiful, comfortable rooms with wonderful amenities.
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 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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    From 29,939 Reviews