Popular places to visit
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.
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 theatre scene.
Barack Obama Residence
You can find out about the history of Chicago with a stop at Barack Obama Residence. Stroll along the beautiful beaches in this family-friendly area or visit its top-notch restaurants.
Hyde Park Art Center
You can spend time browsing the exhibits at Hyde Park Art Center during your travels in Chicago. Experience the fascinating museums and acclaimed theatre scene in this vibrant area.
Elijah Muhammad House
Find out about the history of Chicago when you spend time at Elijah Muhammad House. Stroll along the lakeside or experience the 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.
Things to do
360 CHICAGO Observation Deck
Chicago CityPASS®: Experience 5 must-see attractions
Skydeck - Willis Tower Admission
Big Bus Chicago Hop-On Hop-Off Big Bus Tour
Chicago Explorer Pass: Save up to 50 Percent - Includes SkyDeck
Chicago: Navy Pier Centennial Wheel Ticket
Top hotels in Kenwood
Hilton Chicago/Magnificent Mile Suites
Great location. Clean room. Super cozy bed. Friendly, helpful staff! Great stay!
Reviewed on 4 Jan 2026
Hilton Chicago
Nice hotel, loved all the holiday decor in the lobby and the giant gingerbread Chicago. The historic decor around the hotel is also very interesting. The game area in the lobby was very much appreciated and was a great spot to hang out. The food and drinks at Herb and Kitchen was very overpriced ...
Reviewed on 1 Jan 2026
Palmer House a Hilton Hotel
Room was very clean and staff was great
Reviewed on 6 Jan 2026
Club Quarters Hotel Wacker at Michigan, Chicago
Everything was awsome
Reviewed on 6 Jan 2026
Embassy Suites by Hilton Chicago Downtown River North
Location
Reviewed on 6 Jan 2026
Eurostars Magnificent Mile
We got a free upgrade to deluxe room. Spacious room, nice big shower. Only dislike is there’s no shower door, it’s the open shower.
Reviewed on 5 Jan 2026
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.
