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Featured Chicago Historic Hotels

See all 1,166 Properties in Chicago
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

17 E Monroe St, Chicago
  • Free Cancellation
4.0 out of 5.0
 
 
4.2 out of 5 (10,755 reviews)
Weekend in ChicagoMuch to our surprise, the hotel worker's union in Chicago was on strike...so every time we went in and out, we passed the striker's line...which was uncomfortable. This led to few staff at check-in, and even fewer at the lounge Friday evening. We were glad to have checked in at 9:30 pm as we saw ...
Sep 17, 2018

$165 per night for 2 guests

Palmer House a Hilton Hotel$165
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue, Chicago
  • Free Cancellation
  • Reserve now, pay when you stay
3.0 out of 5.0
 
 
3.6 out of 5 (3,040 reviews)
Intrusive and erratic housekeepingAt about 9 on the first morning, we heard tapping at the door. It was housekeeping wanting to know whether we wanted the room cleaning that day. Between 4 and 5, we returned and found that the beds had been made and the bathroom cleaned, but the bathmat and face flannels had been removed and not ...
Sep 16, 2018

$119 per night for 2 guests

Congress Plaza Hotel$119
Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago

163 East Walton Place, Chicago
  • Free Cancellation
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4.0 out of 5.0
 
 
4.3 out of 5 (5,907 reviews)
nice hotel great location. Near to Magnificent MilGreat base for exploring Downtown Chicago. Hotel nice, staff helpful
Aug 29, 2018

$144 per night for 2 guests

Millennium Knickerbocker Chicago$144
Hilton Chicago- Michigan Ave Cultural Mile

Hilton Chicago- Michigan Ave Cultural Mile

720 S Michigan Ave, Chicago
  • Free Cancellation
4.0 out of 5.0
 
 
4.2 out of 5 (4,992 reviews)
Convenient location. Beautiful lobby/reception area. Rooms need an upgrade
Sep 13, 2018
Chicago Athletic Association

Chicago Athletic Association

12 South Michigan Avenue, Chicago
  • Free Cancellation
  • Reserve now, pay when you stay
4.5 out of 5.0
 
 
4.6 out of 5 (1,277 reviews)
Bridget at front desk, extremely helpful, Cindy’s rooftop staff also very helpful for next day reservations, this is a landmark hotel in Chicago. Wonderful location on Michigan Avenue.
Sep 15, 2018

$229 per night for 2 guests

Chicago Athletic Association$229
The Whitehall Hotel

The Whitehall Hotel

105 E Delaware Pl, Chicago
  • Free Cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 
4.1 out of 5 (7,940 reviews)
Great location. Very clean. Very pleasant staff. Very quiet.
Sep 12, 2018

$161 per night for 2 guests

The Whitehall Hotel$161
Central Loop Hotel

Central Loop Hotel

111 West Adams Street, Chicago
  • Free Cancellation
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4.0 out of 5.0
 
 
4.2 out of 5 (4,222 reviews)
Nice hotel close to Willis Tower and Art InstituteFantastic location. Very easy to get to from O'Hare on the Blue line El train. Staff very friendly. Bed very comfortable. Room was quiet despite downtown location. Very close to Willis Tower, Art Institute, Millennium Park etc. Overall an excellent experience!
Sep 15, 2018

$148 per night for 2 guests

Central Loop Hotel$148
Warwick Allerton - Chicago

Warwick Allerton - Chicago

701 North Michigan Avenue, Chicago
  • Free Cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 
4.1 out of 5 (9,240 reviews)
I had not stayed here before and I was pleasantly surprised by the very nice staff and hotel overall.
Sep 18, 2018

$134 per night for 2 guests

Warwick Allerton - Chicago$134
Staypineapple at The Alise Chicago

Staypineapple at The Alise Chicago

1 W Washington St, Chicago
  • Free Cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 
4.6 out of 5 (1,562 reviews)
The location of this property is unbeatable! The staff, atmosphere, and cleanliness of the hotel continued to exceed our expectations throughout our entire stay. We will definitely be back during our next vacation to Chicago!
Sep 17, 2018

$125 per night for 2 guests

Staypineapple at The Alise Chicago$125
The Drake, a Hilton Hotel

The Drake, a Hilton Hotel

140 E Walton Place, Chicago
  • Free Cancellation
4.0 out of 5.0
 
 
4.3 out of 5 (2,119 reviews)
Great location to all the shops and Lake Michigan When we booked into the hotel the receptionist was very informative and helpful along with ( Mary the concierge she was great nothing was to much trouble) Our room was a nice size and bed comfortable, but from our first night stay on was the Chicago Hotel Strike by their Workers.
Sep 13, 2018

$166 per night for 2 guests

The Drake, a Hilton Hotel$166
Write Inn Hotel

Write Inn Hotel

211 N Oak Park Ave, Oak Park
  • Free Cancellation
  • Reserve now, pay when you stay
2.5 out of 5.0
 
 
3.7 out of 5 (933 reviews)
The rooms were very clean and the Restaurant is excellent.
Sep 17, 2018

$129 per night for 2 guests

Write Inn Hotel$129
InterContinental Chicago Magnificent Mile

InterContinental Chicago Magnificent Mile

505 N Michigan Ave, Chicago
  • Free Cancellation
4.5 out of 5.0
 
 
4.2 out of 5 (2,183 reviews)
Loved this hotel. Great location, one of the most beautiful hotel pools I've ever seen. Friendly and helpful staff. Only drawbacks were the loud air conditioner and the lack of fridge space. The fridge is so full of items for sale, there's no place for personal items. Overall, a great choice on the ...
Sep 2, 2018
Hotel Blake, an Ascend Hotel Collection Member

Hotel Blake, an Ascend Hotel Collection Member

500 South Dearborn Street, Chicago
  • Free Cancellation
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3.5 out of 5.0
 
 
4.4 out of 5 (2,016 reviews)
Great hotel on an excellent location. Comfy rooms.
Sep 18, 2018
Carleton of Oak Park

Carleton of Oak Park

1110 Pleasant St, Oak Park
  • Free Cancellation
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3.0 out of 5.0
 
 
4.2 out of 5 (1,275 reviews)
Nice hotel in Oak ParkDecided to stay outside of Chicago since hotels in the city were quite expensive. Chose this hotel in Oak Park & found a gem! Very convenient taking the green line into Chicago & great eateries in the neighborhood. Would stay here again.
Sep 14, 2018

$134 per night for 2 guests

Carleton of Oak Park$134
The Homestead Evanston

The Homestead Evanston

1625 Hinman Ave, Evanston
  • Free Cancellation
  • Reserve now, pay when you stay
3.0 out of 5.0
 
 
4.1 out of 5 (832 reviews)
Quiet neighbourhood good train links to the cityWe enjoyed a 2 blocks walk from the Homestead to Lake Michigan, where there was a park with runners. We are at Farmhouse, recommended by Reception team. We had a full sightseeing day in Chicago and came back to our friendly hotel. Each morning we enjoyed a continental breakfast.
Sep 16, 2018

$119 per night for 2 guests

The Homestead Evanston$119
Hampton Inn Chicago Downtown/N Loop/Michigan Ave

Hampton Inn Chicago Downtown/N Loop/Michigan Ave

68 E. Wacker Place, Chicago
  • Free Cancellation
3.0 out of 5.0
 
 
4.5 out of 5 (770 reviews)
Perfect proximity to the Riverwalk, Miracle Mile and Millennium Station - all within walking distance. Hotel has a great desk staff (Shauna!!!!) and the breakfast buffet is pretty decent.
Sep 7, 2018
Chicago Getaway Hostel

Chicago Getaway Hostel

616 W Arlington Pl, Chicago
  • Free Cancellation
  • Reserve now, pay when you stay
1.5 out of 5.0
 
 
4.1 out of 5 (1,435 reviews)
Great hotel,was a really fun place!Really really clean had great facilities such as the showers and washing machines.The hotel staff were super friendly and suggested many things to do.Overall really impressed!Would definitely come back.
Aug 8, 2018

$53 per night for 2 guests

Chicago Getaway Hostel$53
Hotel Lincoln

Hotel Lincoln

1816 N Clark Street, Chicago
  • Free Cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 
4.3 out of 5 (2,052 reviews)
Loved our rooms. Staff so friendly and helpful. Beautiful rooftop bar and restaurant. Had a great time. Very attentive to any needs or concerns.
Sep 9, 2018

$209 per night for 2 guests

Hotel Lincoln$209
Virgin Hotels Chicago

Virgin Hotels Chicago

203 N Wabash Ave, Chicago
  • Free Cancellation
  • Reserve now, pay when you stay
4.5 out of 5.0
 
 
4.8 out of 5 (1,856 reviews)
Wonderful hotelGreat hotel for a quick stay in Chicago. Amazing location, nice rooms and very friendly staff. I wish they would add a few kid friendly meals to their room service and have some more tv channels or have kid shows on demand. Other than that, the hotel was just perfect for my son & I. My son left very ...
Sep 19, 2018

$248 per night for 2 guests

Virgin Hotels Chicago$248
Ambassador Chicago

Ambassador Chicago

1301 N State Pkwy, Chicago
  • Free Cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 
4.2 out of 5 (1,730 reviews)
Loved sitting in the library with family and sharing an evening cocktail.
Sep 17, 2018

$179 per night for 2 guests

Ambassador Chicago$179
Map

Recently booked Historic Hotels in Chicago

La Quinta Inn Chicago O'Hare Airport
2.5 out of 5.0
Last booking: 3 hours ago
DoubleTree by Hilton Chicago - Alsip
3.5 out of 5.0
Last booking: 3 hours ago
The Robey
3.5 out of 5.0
Last booking: 3 hours ago
The Westin Lombard Yorktown Center
4.5 out of 5.0
Last booking: 3 hours ago
Best Western Grant Park Hotel
2.5 out of 5.0
Last booking: 3 hours ago
Holiday Inn Chicago North-Evanston
3.0 out of 5.0
Last booking: 3 hours ago
Comfort Suites Michigan Avenue Loop
3.0 out of 5.0
Last booking: 3 hours ago
Fairfield Inn & Suites by Marriott Lombard
2.5 out of 5.0
Last booking: 3 hours ago
Congress Plaza Hotel
3.0 out of 5.0
Last booking: 3 hours ago

Your Guide to Historic Hotels in Chicago

When you go on a Chicago trip out of town, it's easy to choose a modern hotel, or a chain you are familiar with. You may be used to your hotel having all the familiar amenities. But sometimes opting to stay in a more unique location can enrich your getaway. A stay in a Chicago historic hotel allows you to still have a well-appointed room and one with lots of personality. Additionally, it allows you to immerse yourself in Chicago's past.

If These Walls Could Talk

When you pass through the lobby of your Chicago hotel, you'll be whisked to a previous era. With their Victorian-style and addresses in the exciting parts of Chicago, you'll love how these historic hotels stand apart from their modern counterparts. While these lodgings are historic, they have most of the up-to-date conveniences that help you take it easy on your getaway. You will find rooms furnished with a comfortable bed, and just about anything else you may want for a wonderful visit.

After you've explored the hotel's grounds, you can check out the prominent landmarks and museums to appreciate more of the area's culture. If you love history, then you have come to the right place. Chicago has 42 historical buildings and sites in the area. After visiting places like Oscar Stanton De Priest House, Arthur H. Compton House, and John J. Glessner House you'll be able to write your own guide on Chicago. If you have time, then squeeze in a visit to Frank R. Lillie House. Searching for more things to do in Chicago? You can read what fellow guests found worth visiting in our review section. You'll find 66136 tips in our comment section on more sights to see, great places to grab a bite, and what they loved most during their getaway.

Your Chicago Hotel Is Ready for You

If you are looking to get the most out of your Chicago visit, staying in one of these vintage hotels will elevate your experience in this historically-rich city. Having 1166 of these one-of-a-kind lodgings to select from. Rates on these Chicago historic hotels range from $53 to $248. You're sure to discover one that you'll love. However, like the past eras you're exploring, these deals won't last forever. Book soon to get a place in one of these landmark properties.