Popular places to visit
Obama's House
Find out about the history of Chicago when you spend time at Obama's House. Amble around this vibrant area's lakeside or experience its fascinating museums.
4944 S Woodlawn Ave
Find out about the history of Chicago when you spend time 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 studying the exhibits at Hyde Park Art Center in Chicago. Experience the acclaimed theater scene 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 with a stop at 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 with a stop at Kam Isaiah Israel Congregation. Stroll along the lakeside or experience the acclaimed theater scene in this vibrant area.
Things to do
Wendella's 90-min Chicago River Architecture Tour
Chicago By Night River & Lake Cruise
Chicago: Navy Pier Centennial Wheel Ticket
Chicago: Architecture Boat Tour with Drinks
Top hotels in Kenwood
Congress Plaza Hotel
Reviewed on Sep 28, 2025
Freehand Chicago
Reviewed on Sep 28, 2025
Embassy Suites by Hilton Chicago Downtown River North
Reviewed on Sep 28, 2025
Hilton Chicago/Magnificent Mile Suites
Reviewed on Sep 24, 2025
citizenM Chicago Downtown
Reviewed on Sep 28, 2025
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Reviewed on Sep 27, 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
Travelers choose Near South Side for its abundant dining options. Hop aboard the metro at Cermak-McCormick Place Station or Roosevelt Station and check out top sights like Soldier Field.
South Loop
Known for its fascinating museums, panoramic lake views, and popular shops, there's plenty to explore in South Loop. Top attractions like Soldier Field and Lake Michigan are major draws. Catch the metro at Roosevelt Station or Cermak-McCormick Place Station to see more of the city.
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 the city at Washington Station or Monroe Station (Blue Line).
Near West Side
Live music, theaters, and shopping highlight some notable features of Near West Side. Make a stop by United Center or Credit Union 1 Arena while you're visiting, and jump aboard the metro at Racine Station or Polk Station (Pink Line) to get around town.
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.
