Kenwood Hotels, Chicago

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
3 Dec - 4 Dec
Tomorrow
4 Dec - 5 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Filter by

Guest rating
Guest rating
Star rating

4638 Cheap Hotels in Kenwood - Specials, Reviews, & Last Minute Deals

Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
River North, 9.9 km from Kenwood
9.0 out of 10, Wonderful, (3127)
"Amazing and will be staying again!"
United States
Angie
The price is AU$175
includes taxes & fees
7 Dec - 8 Dec
Eurostars Magnificent Mile
Reception
River Hotel

River Hotel

4.0 star property
The Loop, 9.1 km from Kenwood
8.8 out of 10, Excellent, (4835)
"Front desk is amazing, rooms are clean and great location"
United States
Glen
The price is AU$163
includes taxes & fees
7 Dec - 8 Dec
River Hotel
Terrace/patio
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, (2171)
"Great stay "
United States
Melinda
The price is AU$167
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Chicago - Magnificent Mile
Property amenity
citizenM Chicago Downtown

citizenM Chicago Downtown

4.0 star property
Theatre District, 9 km from Kenwood
9.4 out of 10, Exceptional, (4114)
"Clean rooms, friendly staff, great breakfast, amazing location. "
Canada
Gokce
The price is AU$191
includes taxes & fees
24 Dec - 25 Dec
citizenM Chicago Downtown
Terrace/patio
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, (2267)
"Perfect environment and location"
China
YIWEI
The price is AU$223
includes taxes & fees
16 Dec - 17 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior
Hilton Chicago

Hilton Chicago

4.0 star property
The Loop, 7.5 km from Kenwood
8.4 out of 10, Very good, (2333)
"We had a great stay and will be back again."
United States
Amber
The price is AU$234
includes taxes & fees
20 Dec - 21 Dec
Hilton Chicago
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Streeterville, 9.6 km from Kenwood
8.6 out of 10, Excellent, (2938)
"Great location, the staff was friendly and the room was very clean. "
United States
Breanna
The price is AU$154
includes taxes & fees
7 Dec - 8 Dec
Aloft Chicago Mag Mile
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Streeterville, 10.3 km from Kenwood
9.0 out of 10, Wonderful, (3422)
"Great stay!"
United States
Rose
The price is AU$149
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites
American cuisine
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.1 km from Kenwood
9.0 out of 10, Wonderful, (1737)
"The location was great!!"
United States
Yvette
The price is AU$228
includes taxes & fees
21 Dec - 22 Dec
Crowne Plaza Chicago West Loop by IHG
Bar (on property)
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
8.4 out of 10, Very good, (4231)
"Great location. "
United States
Rodger
The price is AU$148
includes taxes & fees
22 Dec - 23 Dec
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Lobby
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4.0 star property
Theatre District, 8.5 km from Kenwood
9.2 out of 10, Wonderful, (2093)
"Lovely hotel in a great spot!"
United States
Natasha
Silversmith Hotel Chicago Downtown
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, pool loungers
Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
West Loop, 8.2 km from Kenwood
8.4 out of 10, Very good, (1003)
"Amazing staff clean and secure hotel "
United States
Aniyah
The price is AU$174
includes taxes & fees
3 Jan - 4 Jan 2026
Holiday Inn & Suites Chicago - Downtown by IHG
Exterior
FOUND Hotel Chicago River North

FOUND Hotel Chicago River North

2.0 star property
River North, 9.8 km from Kenwood
8.4 out of 10, Very good, (351)
"love this place definitely coming back !"
United States
Dayanara
The price is AU$113
includes taxes & fees
11 Dec - 12 Dec
FOUND Hotel Chicago River North
Cocktail bar
Freehand Chicago

Freehand Chicago

4.0 star property
River North, 9.6 km from Kenwood
8.0 out of 10, Very good, (2623)
"Rooms are clean, staff are nice and friendly "
United States
Karen
The price is AU$147
includes taxes & fees
2 Jan - 3 Jan 2026
Freehand Chicago
Banquet hall
Congress Plaza Hotel

Congress Plaza Hotel

3.5 star property
The Loop, 7.7 km from Kenwood
8.0 out of 10, Very good, (9698)
"Great stay comfortable bed and great location!"
United States
Kimberly Noel
The price is AU$173
includes taxes & fees
5 Dec - 6 Dec
Congress Plaza Hotel
Rooftop terrace
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, (2277)
"Clean room, friendly staff, convenient location. "
United States
Arthera
The price is AU$221
includes taxes & fees
21 Dec - 22 Dec
Hyatt Centric The Loop Chicago
Front of property
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4.0 star property
Streeterville, 9.7 km from Kenwood
9.4 out of 10, Exceptional, (2902)
"Great service, great breakfast and a nice room "
United States
DeAnna
The price is AU$205
includes taxes & fees
15 Dec - 16 Dec
Hotel Riu Plaza Chicago
Ballroom
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4.0 star property
Theatre District, 8.4 km from Kenwood
8.4 out of 10, Very good, (2123)
"Loved and enjoyed our stay"
United States
Luis
The price is AU$224
includes taxes & fees
28 Dec - 29 Dec
Palmer House a Hilton Hotel
Rooftop terrace
Best Western River North Hotel

Best Western River North Hotel

2.5 star property
River North, 9.7 km from Kenwood
7.8 out of 10, Good, (1015)
"Staff was very friendly "
United States
david
The price is AU$149
includes taxes & fees
9 Dec - 10 Dec
Best Western River North Hotel
Pool
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3.0 star property
The Loop, 7.1 km from Kenwood
8.8 out of 10, Excellent, (1744)
"Staff was courteous, room was clean, convenient location for us. Price was good as well."
United States
Jamie
The price is AU$142
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Chicago Downtown South Loop
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

Our guide on where to stay in Kenwood

Find the best Kenwood areas for the activities you enjoy most.
Downtown Chicago featuring a city

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 - River North

Magnificent Mile

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

The Loop - Downtown which includes a river or creek

The Loop

Striking architecture, urban park space and countless entertainment options all make The Loop one of the most memorable spots in the city.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

Chicago showing a city and modern architecture

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Top Kenwood Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"The staff and the location were wonderful."
Elizabeth 2-night trip
Posted 2 days ago
Congress Plaza Hotel

Frequently asked questions

What's it like in Kenwood?
Kenwood is a neighbourhood 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 neighbourhood.
How many hotels should I expect to find in Kenwood?
If you're searching for places to stay in Chicago, Expedia has something to meet your needs with 21 Kenwood hotels and other accommodation options to choose from.
If I need to cancel my hotel reservation in Kenwood, will I receive a refund?
Yes, most hotel room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within 24 hours of your booking. Plug in your dates, click on "Search", then use the filter option "fully refundable" to get the top deals on offer in Kenwood.
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 neighbourhood. 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).