Woodlawn
Chicago
Popular places to visit
Jackson Park
Jackson Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's lakeside or experience its acclaimed art galleries.
Wrigley Field
Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.
Naval Base Great Lakes
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
Michigan Avenue
You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
McCormick Place
Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.
Navy Pier
A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.
Things to do
Skydeck - Willis Tower Admission
Wendella's 90-min Chicago River Architecture Tour
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
Top hotels in Woodlawn
Congress Plaza Hotel
"Great location and clean"
Reviewed on 29 May, 2026
Hotel Riu Plaza Chicago
"Nice place"
Reviewed on 29 May, 2026
The Chicago Hotel Collection - Magnificent Mile
"The hotel was amazing looked exactly like the photos. The staff was awesome 10/10 I would for sure stay here again!"
Reviewed on 29 May, 2026
Hotel Felix River North/Magnificent Mile
Fairmont Chicago at Millennium Park
"We really enjoyed our stay at this beautiful hotel! The hotel was extremely clean and the rooms were large and well designed. The amenities were top notch. The front desk staff were extremely knowledgeable and helpful. You can walk to any of the top attractions from this hotel and we put on 9 miles ..."
Reviewed on 29 May, 2026
Freehand Chicago
"Not very clean at all. Comforters were stain even the ones we asked for after seeing the ones in the bed were stained. The curtains were stain, old and wore out with holes. Not convenient at all even for parking."
Reviewed on 29 May, 2026
Other neighbourhoods around Woodlawn
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.
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.
Woodlawn
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