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Our top choices for Kenwood hotels

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 9.6 km from Kenwood
8.0 out of 10, Very Good, (2669)
"It's an excellent place."
United States
Jose
The price is ¥7,573
¥11,637 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Freehand Chicago

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 7.7 km from Kenwood
8.0 out of 10, Very Good, (9720)
"Wonderful stay!"
United States
Zach
The price is ¥33,678
¥39,535 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Congress Plaza Hotel

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 9.6 km from Kenwood
8.6 out of 10, Excellent, (2999)
"Great place to stay"
United States
Elisha
The price is ¥13,465
¥15,808 total
includes taxes & fees
Jan 22 - Jan 23, 2026
Aloft Chicago Mag Mile

River Hotel

River Hotel
4.0 star property
The Loop, 9.1 km from Kenwood
8.8 out of 10, Excellent, (4875)
"Clean friendly hotel "
United States
maria
The price is ¥12,727
¥14,940 total
includes taxes & fees
Jan 12 - Jan 13, 2026
River Hotel

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 9.2 km from Kenwood
9.4 out of 10, Exceptional, (2292)
"Great stay!"
United States
Angela
The price is ¥13,466
¥21,118 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 9.4 km from Kenwood
8.2 out of 10, Very Good, (2775)
"Excellent place to stay "
United States
Teniesha
The price is ¥12,902
¥19,723 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Streeterville, 9.7 km from Kenwood
9.0 out of 10, Wonderful, (1063)
"Clean room, clean hotel, wonderful restaurant/bar. AMAZING location! "
United States
Rebecca
The price is ¥15,285
¥22,522 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Hyatt Centric Chicago Magnificent Mile

The Wade

The Wade
4.5 star property
Streeterville, 9.6 km from Kenwood
8.4 out of 10, Very Good, (1551)
"All was great room view and staff "
United States
STANLEY
The price is ¥14,505
¥17,027 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Wade

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Streeterville, 9.5 km from Kenwood
8.8 out of 10, Excellent, (2212)
"It was a beautiful stay "
United States
Donald
The price is ¥13,301
¥15,612 total
includes taxes & fees
Jan 7 - Jan 8, 2026
DoubleTree by Hilton Chicago - Magnificent Mile

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 8.8 km from Kenwood
9.2 out of 10, Wonderful, (1916)
"Great hotel"
United States
Chris
The price is ¥13,314
¥20,286 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Arlo Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Magnificent Mile, 9.8 km from Kenwood
8.4 out of 10, Very Good, (3018)
"Every thing is perfect, the location, safe for solo travel. "
United States
Ken
The price is ¥10,396
¥16,799 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Warwick Allerton - Chicago

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Streeterville, 10.3 km from Kenwood
8.2 out of 10, Very Good, (3829)
" Breakfast is good, location is excellent, service staff is courteous."
United States
Luis
The price is ¥11,939
¥14,015 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Whitehall Hotel, BW Premier Collection

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
River North, 9.6 km from Kenwood
8.6 out of 10, Excellent, (4293)
"Amazing staff and perfect location "
United States
Brandi
The price is ¥11,812
¥13,868 total
includes taxes & fees
Jan 26 - Jan 27, 2026
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
The Loop, 9.1 km from Kenwood
8.8 out of 10, Excellent, (2022)
"Great stay"
United States
Kramer
The price is ¥12,727
¥14,940 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Club Quarters Hotel Wacker at Michigan, Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 7.5 km from Kenwood
8.4 out of 10, Very Good, (2447)
"What a great stay!!"
United States
Alejandra
The price is ¥19,130
¥27,052 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hilton Chicago

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Theatre District, 8.4 km from Kenwood
8.8 out of 10, Excellent, (3337)
"Great hotel "
United States
Anthony
The price is ¥12,040
¥14,135 total
includes taxes & fees
Jan 29 - Jan 30, 2026
Club Quarters Hotel, Central Loop, Chicago

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 9 km from Kenwood
9.4 out of 10, Exceptional, (4129)
"Great hotel"
United States
Richard
The price is ¥15,285
¥17,943 total
includes taxes & fees
Jan 3 - Jan 4, 2026
citizenM Chicago Downtown

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Theatre District, 8.5 km from Kenwood
9.0 out of 10, Wonderful, (2329)
"Very nice clean hotel! "
United States
Jodee
The price is ¥15,405
¥21,985 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Hyatt Centric The Loop Chicago

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Gold Coast, 11.1 km from Kenwood
9.0 out of 10, Wonderful, (1496)
"Nice stay"
United States
Michelle
The price is ¥9,688
¥15,952 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Claridge House Chicago, Tapestry Collection by Hilton

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 9 km from Kenwood
9.4 out of 10, Exceptional, (3408)
"The Hotel was amazing great location "
United States
Donnisha
The price is ¥22,546
¥31,062 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Hyatt Regency Chicago
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.

Where to stay in Kenwood

Find the best Kenwood areas and neighborhoods for the activities you enjoy most.

Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line).

Top Kenwood Hotel Reviews

Frequently asked questions

What's it like in Kenwood?
Kenwood is a neighborhood that people enjoy for its beautiful lakeside setting. Looking for sights you might find in a travel guide about Kenwood? Consider a visit to Lake Michigan while you're in the neighborhood.
How many hotels will I be able to find in Kenwood?
If you're searching for places to stay in Chicago, Expedia has something to meet your needs with 22 Kenwood hotels and other accommodations to choose from.
If I need to cancel my hotel reservation in Kenwood, will I receive a refund?
Yes, most hotel bookings are refundable if you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a non-refundable reservation, you might be able to cancel it and receive a refund within 24 hours of booking. Plug in your dates, click on "Search", then use the filter option "fully refundable" to review the best deals in Kenwood.
Where can I learn more about changing or cancelling my trip to Kenwood?
To access more information about picking new dates or cancelling your trip to Kenwood, head over to our customer service page.
What are the top things to see and do in Kenwood?
Some landmarks in Kenwood that you won't want to miss include Obama's House, Barack Obama Residence, and Elijah Muhammad House. Lake Michigan and 4944 S Woodlawn Ave are also a couple of places to visit in the neighborhood. Kam Isaiah Israel Congregation, Rainbow-PUSH Headquarters, and Muddy Waters' House are just a few of the places to visit in and around Kenwood. Hyde Park Art Center and 49th Street Beach are also worth a visit when you're out sightseeing in Chicago.
How can I get around Kenwood and the greater Chicago area?
If you want to head out of town, you can hop aboard a train at Chicago 47th Street Station (Kenwood).

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