Kenwood Travel Guide
Tourist Guide
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 theatre scene.
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.
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
Enjoy an outing to Hyde Park Art Center during your stay in Chicago. Stroll along the lakeside or experience the acclaimed theatre scene in this vibrant area.
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.
Jessie 'Ma' Houston Park
You can take time to visit Jessie 'Ma' Houston Park during your travels to Chicago. Wander through the lakeside and beautiful beaches in this family-friendly area.
Activities
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's 90-min Chicago River Architecture Tour
Chicago Crime and Mob Bus Tour
Our pick of the best Kenwood Hotel Deals
Congress Plaza Hotel
We were so thankful for the bellman on duty Saturday morning who was very helpful in explaining get a bus card and what bus lines to look for. Our first night we had dinner in Raphael’s and the French Onion soup was delicious. The room was really hot when we arrived and we had to open the windows ...
Reviewed on 2 Apr 2026
Hilton Chicago/Magnificent Mile Suites
The hotel was fine as it is, the restaurant in the lobby w welcome addition at a good price point for families
Reviewed on 2 Apr 2026
Embassy Suites by Hilton Chicago Downtown River North
Overall nice hotel great service
Reviewed on 2 Apr 2026
Hotel Riu Plaza Chicago
Hotel is in a good central location near many of the main attractions. Room was spacious and clean. Nice bar downstairs, there is also a rooftop bar, but that is only open in after Easter in summer. Buffet breakfast is included and that makes it very good value. Hotel also has a gym/ Not too many ...
Reviewed on 2 Apr 2026
The Wade
We had a nice view of Lake Michigan and Navy Pier. However, our check in was at 4 PM and we did not get into our room until 6 PM. We arrived shortly before 5 PM to check in. We waited in line for 20 minutes just to check in. When we finally got to the desk, we were informed that our room was not ...
Reviewed on 2 Apr 2026
Aloft Chicago Mag Mile
We pre-purchased the breakfast, but the options that they had were limited and overpriced. Everything was premade and frozen.. If we knew beforehand what was offered, we wouldn’t have purchased that.
Reviewed on 2 Apr 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.
