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 fascinating museums.
Hyde Park Art Center
You can spend time browsing the exhibits at Hyde Park Art Center during your travels in Chicago. Experience the acclaimed theatre scene and fascinating museums 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 lakeside in this family-friendly area or visit its top-notch restaurants.
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.
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.
Things to do

Wendella's 90-min Chicago River Architecture Tour

City Cruises Chicago: Lake Michigan Premier Dinner Cruise

Chicago: Navy Pier Centennial Wheel Ticket

Chicago Crime and Mob Bus Tour

Chicago's Navy Pier Centennial Wheel Ticket
Top hotels in Kenwood

Hilton Chicago/Magnificent Mile Suites
Clean room, few dust spots, warm and cozy stay
Reviewed on 20 Dec, 2025

Palmer House a Hilton Hotel
Decent room and the staff at the front desk and restaurant were friendly and helpful. The front desk area is cramped and confusing (i.e.) once you get your key card from check-in, it is so tight in that area that that it’s unclear how you get out of the area without pushing past the people in line ...
Reviewed on 22 Dec, 2025

Silversmith Hotel Chicago Downtown
The staff were wonderful! The only thing I missed in the room was a desk.
Reviewed on 23 Dec, 2025

Club Quarters Hotel Wacker at Michigan, Chicago
good
Reviewed on 21 Dec, 2025

Hilton Chicago
Great stay, lovely hotel. Great staff all around, Hannah upgraded our room to a 2 bathroom 2 bed with no charge after seeing we had a 4 party guest reservation. Definitely will be staying here again
Reviewed on 20 Dec, 2025

Eurostars Magnificent Mile
Loved the location and staff.
Reviewed on 21 Dec, 2025
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.


