Find Historic Hotels in Kenwood, IL

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Check availability on Kenwood Historic Hotels

Tonight
Dec 29 - Dec 30
Tomorrow
Dec 30 - Dec 31
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Kenwood historic hotels

Exterior
Hilton Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2442)
"What a great stay!!"
United States
Alejandra
The price is NT$3,841
NT$5,431 total
includes taxes & fees
Jan 5 - 2026/1/6
Hilton Chicago
Exterior
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2666)
"Great stay"
United States
Rawleigh
The price is NT$4,652
NT$6,467 total
includes taxes & fees
Jan 4 - 2026/1/5
InterContinental Chicago Magnificent Mile by IHG
City view from property
Hotel Lincoln

Hotel Lincoln

Hotel Lincoln
4.0 star property
Lincoln Park
7.8 out of 10, Good, (1066)
"Front desk and valet were excellent. Quick check in. "
United States
Sean
The price is NT$2,923
NT$3,985 total
includes taxes & fees
Jan 12 - 2026/1/13
Hotel Lincoln
Signature Suite, 1 Bedroom | Premium bedding, pillowtop beds, individually decorated
The Wheeler Mansion

The Wheeler Mansion

The Wheeler Mansion
4.0 star property
Near South Side
9.0 out of 10, Wonderful, (4)
"A unique place to stay near the convention centre. "
United States
Leonardo
The Wheeler Mansion
Exterior detail
Carleton of Oak Park

Carleton of Oak Park

Carleton of Oak Park
3.0 star property
Oak Park
9.2 out of 10, Wonderful, (1003)
"Beautiful historical hotel!"
United States
Cheryl
Carleton of Oak Park
Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2194)
"Excellent stay, we loved it "
United States
Melani
The price is NT$4,124
NT$5,627 total
includes taxes & fees
Jan 5 - 2026/1/6
Palmer House a Hilton Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Kenwood Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Easy check in and check out, staff were very friendly, room was great, bed was very comfortable. The hotel was also very clean. We loved the location. It was so close to Michigan Avenue, but it was quiet. "
Cindy 1-night trip
Posted 21 hours ago
Hilton Chicago/Magnificent Mile Suites

Frequently asked questions

What can I expect on my historical trip to Kenwood?
The historical sites in Kenwood are likely a big part of your travel plans. While you're in town, you can check out the popular beaches and top-notch restaurants. You can also discover the museums during your vacation in this family-friendly area.
How many historically relevant hotels are there in Kenwood?
Kenwood is home to 22 hotels and other accommodations bookable on Expedia though not many historic hotels to choose from.
What are the most important historical sites and other places to visit in Kenwood?
Kenwood is notable for landmarks like Obama's House, Barack Obama Residence, and Elijah Muhammad House. The natural setting is picturesque, namely the panoramic lake views, and these places to see: Lake Michigan, Burnham Park, and 49th Street Beach. In the area, you'll also find Michigan Avenue and Wrigley Field.
What is a historic hotel like in Kenwood?
Guests who choose historic hotels have the chance to stay in a place that's been recognized with a national historic designation. Historic hotels throughout the world can be palaces, castles, stately homes or even lodges, pubs, or skyscrapers. These types of hotels in Kenwood often preserve original elements such as period features or traditional architecture in their communal spaces or guestrooms.
What is the difference between a historic hotel and a heritage hotel?
These are quite similar. "Historic hotel" is more commonly used in the U.S., whereas "heritage hotel" is common in Asia and Europe. Historic hotels tend to put more importance on the building and architecture itself. Mainly heritage hotels draw meaning from the place's cultural value and how it shaped the community.
Do historic hotels in Kenwood have modern facilities?
Yes, every effort is made to preserve treasured traditions and historic facades, while interiors have safety features and modern conveniences. Visitors should expect the popular amenities from a contemporary hotel such as Smart TVs, WiFi, and updated bathroom facilities. When you book a historic hotel in Kenwood, it doesn't mean you will stay in a place that's rundown or uncomfortable for guests.

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