Popular places to visit
Obama's House
Find out about the history of Chicago with a stop at Obama's House. Amble around this vibrant area's lakeside or experience its acclaimed art galleries.
4944 S Woodlawn Ave
Find out about the history of Chicago with a stop at 4944 S Woodlawn Ave. Stroll along the lakeside or visit the notable monuments in this vibrant area.
Hyde Park Art Center
You can spend time browsing the exhibits at Hyde Park Art Center during your travels in Chicago. Experience the acclaimed art galleries and fascinating museums in this vibrant area.
49th Street Beach
Why not spend a lazy afternoon at 49th Street Beach during your trip to Chicago? Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.
Rainbow-PUSH Headquarters
Learn about the local history of Chicago when you take a trip to Rainbow-PUSH Headquarters. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.
Kam Isaiah Israel Congregation
You can find out about the history of Chicago when you stop by Kam Isaiah Israel Congregation. Stroll along the lakeside or experience the acclaimed theatre scene in this vibrant area.
Activities

Skydeck - Willis Tower Admission

Chicago: Navy Pier Centennial Wheel Ticket

Chicago Architecture Center River Cruise aboard First Lady

Wendella's 90-min Chicago River Architecture Tour

Chicago Crime and Mob Bus Tour
Our pick of the best Kenwood Hotel Deals

Embassy Suites by Hilton Chicago Downtown River North
It was fine
Reviewed on 5 Nov 2025

Hilton Chicago/Magnificent Mile Suites
Large, clean spacious rooms. Convenient to shopping and restaurants. A very good bargain for the price.
Reviewed on 8 Nov 2025

Congress Plaza Hotel
a
Reviewed on 8 Nov 2025

citizenM Chicago Downtown
Great breakfast
Reviewed on 10 Nov 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
Very convenient location. Room was clean. Decent restaurant on site, Weber Grill. I loved the location. Right next to Nordstrom and Michigan Ave. with lots of shopping options.
Reviewed on 7 Nov 2025

Freehand Chicago
Really small room but good for solo travelers, the workers were so nice and helpful. The vibes were amazing and there is also a photo both!
Reviewed on 8 Nov 2025
Other neighbourhoods around Kenwood

Hyde Park
Hyde Park is noteworthy for its museums, and you can make a stop at top attractions like Lake Michigan and Robie House.

Near South Side
Travellers choose Near South Side for its ample dining options. Hop aboard the metro at Cermak-McCormick Place Station or Roosevelt Station and check out top sights like Soldier Field.

South Loop
Soldier Field and Lake Michigan are a few top attractions in South Loop. Hop around the city on the metro at Roosevelt Station or Cermak-McCormick Place Station and check out the area's fascinating museums, panoramic lake views and popular shops.

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 of the city at Washington Station or Monroe Station (Blue Line).

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.

Downtown Chicago
Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.


