Hotels Near
Kenwood

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Check Last Minute Kenwood Hotel Deals

Tonight May 23 - May 24This weekend May 23 - May 25

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Featured Kenwood Hotels

Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (8,890 reviews)
"Awesome!"

Reviewed on May 20, 2025

Congress Plaza Hotel
Warwick Allerton - Chicago
Warwick Allerton - Chicago
4 out of 5
701 North Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this 4-star family-friendly hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests praise ...
8/10 Very Good! (2,853 reviews)
"Stay was nice"

Reviewed on May 20, 2025

Warwick Allerton - Chicago
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold Coast
4 out of 5
1301 N State Pkwy, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
8.4/10 Very Good! (1,005 reviews)
"We reserved a double room for one night to go to a concert at Soldier Field. We booked a month out but most options (aside from this) were taken. Room was very clean, comfortable and quiet. The view from our windows were also nice, but private. Only caveat to staying here is the required resort fee ..."

Reviewed on May 21, 2025

The Chicago Hotel Collection Ambassador Gold Coast
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (4,170 reviews)
Elevator an issue
"Hotel was great but our room was behind the elevator so we heard it go up and down all night. They should have let us know and the hotel should discount this room."

Reviewed on May 22, 2025

River Hotel
citizenM Chicago Downtown
citizenM Chicago Downtown
4 out of 5
80 East Wacker Place, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...
9.2/10 Wonderful! (3,078 reviews)
"Nice spot for a solo traveler, in walking distance of Millennium park and other downtown attractions"

Reviewed on May 20, 2025

citizenM Chicago Downtown
Fairmont Chicago at Millennium Park
Fairmont Chicago at Millennium Park
4.5 out of 5
200 North Columbus Drive, Chicago, IL
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,751 reviews)
"I loved the location of the property to park."

Reviewed on May 21, 2025

Fairmont Chicago at Millennium Park
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful ...
8.8/10 Excellent! (2,255 reviews)
"Hilton is the way to go. My wife loves shopping and all the best shops are just right around the corner. Workers here are very nice and polite."

Reviewed on May 22, 2025

Hilton Chicago/Magnificent Mile Suites
The Westin Michigan Avenue Chicago
The Westin Michigan Avenue Chicago
4.5 out of 5
909 North Michigan Ave, Chicago, IL
Stay at this 4.5-star luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,015 reviews)
"Beautiful hotel! Great area, great staff! Having a Starbucks in the hotel is extremely convenient. Parking was easy and the garage is close. I enjoyed my stay."

Reviewed on May 13, 2025

The Westin Michigan Avenue Chicago
Holiday Inn Chicago Dwtn - The Mart by IHG
Holiday Inn Chicago Dwtn - The Mart by IHG
3 out of 5
350 West Wolf Point Plaza, Building 2, Chicago, IL
Fully refundable
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,600 reviews)
"Beautiful water view, friendly staffs , bit hard to find by driving, and parking"

Reviewed on May 20, 2025

Holiday Inn Chicago Dwtn - The Mart by IHG
Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North
4 out of 5
600 N State St, Chicago, IL
Stay at this 4-star hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. ...
8.2/10 Very Good! (4,087 reviews)
"Hotel was very convenient to the Red Line subway, which made getting around easy."

Reviewed on May 20, 2025

Embassy Suites by Hilton Chicago Downtown River North
Freehand Chicago
Freehand Chicago
4 out of 5
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this 4-star hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. ...
7.8/10 Good! (1,831 reviews)
"It was great"

Reviewed on May 20, 2025

Freehand Chicago
Hotel Felix River North/Magnificent Mile
Hotel Felix River North/Magnificent Mile
4 out of 5
111 W Huron St, Chicago, IL
Fully refundableReserve now, pay when you stay
Stay at this 4-star boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful ...
8/10 Very Good! (1,691 reviews)
"All great"

Reviewed on May 21, 2025

Hotel Felix River North/Magnificent Mile
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.

Hotels in Kenwood

Chicago is a city that has a lot going on, but you have your sights set on Kenwood. This part of town is perfect for what you want to be doing, and that is everything that is not on everyone’s radar. For all that Kenwood has going on, you’ll still need a place to crash, eventually. But you don’t want any old shack, you need something that fits the trip. We have a slew of Kenwood hotels that will do the trick.

A beautiful day in the neighborhood

As much as you like getting out there, it’s also good to know a part of Chicago so well you’ll be telling the tourists where to go. Make friends with the concierge or be bold and chat up a local. It’s your trip, so choose your own adventure. And when you get in at night, you’ll have a comfy room and plenty of amenities to help you settle in. Call a friend and spin tales from the Kenwood underground. What’s a journey without a good story to go with it?

Beyond the block

We’re not talking about the Kenwood city block. We’re talking about looking beyond that block of hotels you always focus on. We give you tons of ways to sort our stash of Kenwood cheap hotels. And if you feel like living a little, but not killing your vacation vibes, choose the Hotwire Hot Rate deal. Filter by:

  • Hotwire Hot Rate: Snag some of the best hotels in Kenwood at an almost too good to be true rate. After you book, we’ll reveal the name of the hotel. You can get a luxury hotel at a budget price.
  • Price: You have a price in mind, and we have solutions. Hotels start as low as
  • Amenities: Rooftop lounge, designer furniture, 24-7 room service, and everything else you look for to live it up large.

Find the Kenwood hotel you want, book it, and never look back. Because your great escape is ahead of you.