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Featured Chicago Historic Hotels

See all 1,283 Properties in Chicago
Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4.0 out of 5.0 17 E Monroe St, Chicago
Free Cancellation
4.2/5 (11,045 reviews)
$118/ nightfor 2 guests

Traditional downtown hotel. Very nice, but very large and busy.

Reviewed on Nov 19, 2018
Congress Plaza Hotel
Congress Plaza Hotel
3.0 out of 5.0 520 South Michigan Avenue, Chicago
Free Cancellation
3.6/5 (3,504 reviews)
$78/ nightfor 2 guests

Beautiful lobby, nicely kept rooms, courteous staff

Reviewed on Nov 18, 2018
Millennium Knickerbocker Chicago
Millennium Knickerbocker Chicago
4.0 out of 5.0 163 East Walton Place, Chicago
Free Cancellation
4.3/5 (5,997 reviews)
$84/ nightfor 2 guests

I loved the charming and Art Deco look and feel of being in a hotel from the 1920’s. It was classy, equipped with a Christmas tree the minute you walked in, complementary chocolate milk, hot apple cider and cookies while the pianist played beautiful music. The room was small and dated, which is understandable ...

Reviewed on Nov 19, 2018
Hilton Chicago- Michigan Ave Cultural Mile
Hilton Chicago- Michigan Ave Cultural Mile
4.0 out of 5.0 720 S Michigan Ave, Chicago
Free Cancellation
4.2/5 (5,095 reviews)
$114/ nightfor 2 guests

The staff is wonderful, truly engaged and willing to make your stay as comfortable as possible.

Reviewed on Nov 17, 2018
Chicago Athletic Association
Chicago Athletic Association
4.5 out of 5.0 12 South Michigan Avenue, Chicago
Free Cancellation
4.6/5 (1,328 reviews)
$132/ nightfor 2 guests

Great property and location. Right across from Millennium Park. Staff friendly and helpful. Definitely recommend. Two suggested areas of improvement: 1) elevator maintenance as one was always down and waited 15 minutes to get to room. 2) no coffee maker in room. Provided upon request but maid service ...

Reviewed on Nov 18, 2018
The Whitehall Hotel
The Whitehall Hotel
4.0 out of 5.0 105 E Delaware Pl, Chicago
Free Cancellation
4.1/5 (8,076 reviews)
$80/ nightfor 2 guests

Staff was great, rooms were clean and the most comfy hotel bed I’ve ever slept in.

Reviewed on Nov 19, 2018
Central Loop Hotel
Central Loop Hotel
4.0 out of 5.0 111 West Adams Street, Chicago
4.2/5 (4,360 reviews)
$74/ nightfor 2 guests

The location to activities downtown was great. We were able to walk to theaters, shopping and parks.

Reviewed on Nov 16, 2018
Warwick Allerton - Chicago
Warwick Allerton - Chicago
4.0 out of 5.0 701 North Michigan Avenue, Chicago
Free Cancellation
4.1/5 (9,460 reviews)
$76/ nightfor 2 guests

The hotel staff was very nice. Very close to all of the shopping and great restaurants.

Reviewed on Nov 19, 2018
Staypineapple at The Alise Chicago
Staypineapple at The Alise Chicago
4.0 out of 5.0 1 W Washington St, Chicago
Free Cancellation
4.6/5 (1,650 reviews)
$96/ nightfor 2 guests

This historic hotel is beautiful with all of it's marble floors and iron staircase. The staff was very friendly and helpful. The location was fantastic for our needs. We were disappointed with the size of the room. The hotel listed 335 sqft but it was much smaller. I suspect the room sizes vary and ...

Reviewed on Nov 19, 2018
The Drake, a Hilton Hotel
The Drake, a Hilton Hotel
4.0 out of 5.0 140 E Walton Place, Chicago
Free Cancellation
4.3/5 (2,166 reviews)
$128/ nightfor 2 guests

We always enjoy the Drake. The location, history and the atmosphere, as well as the staff make it worth coming back.

Reviewed on Nov 12, 2018
Write Inn Hotel
Write Inn Hotel
2.5 out of 5.0 211 N Oak Park Ave, Oak Park
Free Cancellation
3.7/5 (968 reviews)
$129/ nightfor 2 guests

It was a beautiful hotel with great character and charm! The beds were so comfortable. Parking was free but kind far. The restaurant for dinner was fancy and pricey. It wasn’t worth the money... I went the next morning to the same restaurant in the hotel to grab a cup of coffee to go, I had a football ...

Reviewed on Oct 22, 2018
InterContinental Chicago Magnificent Mile
InterContinental Chicago Magnificent Mile
4.5 out of 5.0 505 N Michigan Ave, Chicago
Free Cancellation
4.2/5 (2,267 reviews)
$145/ nightfor 2 guests

It's right on Michigan Avenue, easy access to everything we wanted to do.

Reviewed on Nov 18, 2018
Hotel Blake, an Ascend Hotel Collection Member
Hotel Blake, an Ascend Hotel Collection Member
3.5 out of 5.0 500 South Dearborn Street, Chicago
Free Cancellation
4.4/5 (2,064 reviews)
$99/ nightfor 2 guests

Pleasant experience. About a $5 uber drive to downtown. Restaurant connected next door was delicious and had Gluten Free options which is rare in hotels. They have high ratings. I would definitely here again. One thing, put your do not disturb on door so maintenance doesnt knock on your door every ...

Reviewed on Nov 3, 2018
Carleton of Oak Park
Carleton of Oak Park
3.0 out of 5.0 1110 Pleasant St, Oak Park
Free Cancellation
4.2/5 (1,312 reviews)
$134/ nightfor 2 guests

Have stayed at this hotel several times over the last 15 years. Excellent staff and very clean. The most import attribute is the location at Oak Park. Great restaurants nearby, public transportation and an overall nice neighborohood away from downtown Chicago.

Reviewed on Nov 8, 2018
The Homestead Evanston
The Homestead Evanston
3.0 out of 5.0 1625 Hinman Ave, Evanston
Free Cancellation
4.1/5 (874 reviews)
$127/ nightfor 2 guests

Perfect location, close to Northwestern's campus, the lakefront park, and downtown Evanston. The hotel rooms are quaint, with old-style furniture and desk along with modern conveniences like an alarm clock with cell phone charger cords built-in. Finally, the Euro-style breakfast was great, complete ...

Reviewed on Nov 18, 2018
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
3.0 out of 5.0 68 E. Wacker Place, Chicago
4.5/5 (797 reviews)
$98/ nightfor 2 guests

Very nice and quiet hotel. Easy and quick check-in. Normally stay at the Palmer House but tried Hampton instead this time. It is a quieter hotel with quick elevators (something the Palmer House does NOT have). Definitely will stay there again

Reviewed on Nov 4, 2018
Chicago Getaway Hostel
Chicago Getaway Hostel
1.5 out of 5.0 616 W Arlington Pl, Chicago
Free Cancellation
4.1/5 (1,506 reviews)
$28/ nightfor 2 guests

Super clean, very modern beautiful hostel, I was very impressed. Only thing that could make it better is to have a bar!

Reviewed on Nov 16, 2018
Hotel Lincoln
Hotel Lincoln
4.0 out of 5.0 1816 N Clark Street, Chicago
Free Cancellation
4.3/5 (2,132 reviews)
$87/ nightfor 2 guests

nice frequent check in by hotel staff to see how our stay was going.

Reviewed on Nov 12, 2018
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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 64601 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 1283 of these one-of-a-kind lodgings to select from. Rates on these Chicago historic hotels range from $28 to $145. 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.