Kenwood
Chicago
Visit Kenwood
Stay near popular Kenwood attractions
Things to do
Skydeck Chicago at Willis Tower
CA $60
per adult
84% of travellers recommend
Chicago By Night River and Lake Cruise
CA $71
per adult
92% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
CA $57
per adult
94% of travellers recommend
Chicago Crime and Mob Bus Tour
CA $69
per adult
90% of travellers recommend
Chicago's Navy Pier Centennial Wheel Ticket
CA $34
per adult
100% of travellers recommend
Kenwood Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
The price is CA $166 per night from Nov 22 to Nov 23
CA $166
CA $197 total
Nov 22 - Nov 23
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
The price is CA $165 per night from Dec 1 to Dec 2
CA $165
CA $197 total
Dec 1 - Dec 2
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
River Hotel
75 East Wacker Drive Chicago IL
The price is CA $141 per night from Dec 15 to Dec 16
CA $141
CA $168 total
Dec 15 - Dec 16
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (5,617 reviews)
"Amazing spot right in the middle of the action, shopping to the north and attractions to the south. The river right beside the hotel and the lake a short walk away. My room was a little tight but I am not in Chicago to be in my room. Would stay here again in a heartbeat."
Reviewed on Nov 14, 2026
The Wade
644 N Lake Shore Dr Chicago IL
The price is CA $170 per night from Nov 22 to Nov 23
CA $170
CA $202 total
Nov 22 - Nov 23
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
The price is CA $149 per night from Nov 23 to Nov 24
CA $149
CA $177 total
Nov 23 - Nov 24
includes taxes & fees
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
8/10 Very good! (2,618 reviews)
"Heat didn’t work all night and my kids couldn’t sleep all night. No one showed up to fix the issue even after complaining to the front desk."
Reviewed on Nov 14, 2026
Hilton Chicago
720 S Michigan Ave Chicago IL
The price is CA $193 per night from Nov 22 to Nov 23
CA $193
CA $271 total
Nov 22 - Nov 23
includes taxes & fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
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
Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Michigan Avenue are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.
Photo by © City of Chicago
Open Photo by © City of Chicago
Magnificent Mile
Michigan Avenue and Chicago Water Tower are just a few worthwhile attractions to visit in Magnificent Mile. Travelers also love the fascinating museums, panoramic lake views, and popular shops.
The Loop
Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops, and acclaimed art galleries.
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.
Lincoln Park
Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.
