Kenwood Travel Guide
Chicago
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.
Things to do
Chicago CityPASS®: Experience 5 must-see attractions
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
Top hotels in Kenwood
Congress Plaza Hotel
Clean room, nice hotel, nice staff
Reviewed on 22 Mar 2026
Hotel Riu Plaza Chicago
I had a wonderful stay at this hotel. The location is excellent—perfectly situated between the Magnificent Mile and the north side of the Chicago River. It felt safe and was within easy walking distance of everything, including restaurants, shopping, and Old Navy Pier. The staff were incredibly friendly ...
Reviewed on 22 Mar 2026
Embassy Suites by Hilton Chicago Downtown River North
The staff was super helpful and friendly. The room was clean and the bed was super comfortable! Perfect place to walk to lots of things.
Reviewed on 22 Mar 2026
Hilton Chicago/Magnificent Mile Suites
Nice and clean. Close to everything! Great location.
Reviewed on 22 Mar 2026
Eurostars Magnificent Mile
Great hotel and proximity to everything in downtown. Friendly staff who greet you every time.
Reviewed on 22 Mar 2026
Aloft Chicago Mag Mile
Great hotel, friendly staff, and very modern rooms and amenities. I was really surprised how affordable it was given its location near downtown.
Reviewed on 22 Mar 2026
Other neighbourhoods around Kenwood
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.
Near West Side
Live music, theatres 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 Polk Station (Pink Line) or Racine Station to get around town.