Woodlawn, IL
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 fascinating museums.
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
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.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
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.
Michigan Avenue
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
Woodlawn Hotel Deals
Congress Plaza Hotel
The closest parking was $62 for 24hrs and the bed was extremely firm making the sleep terrible but other than that, the stay was great
Reviewed on 2026/4/12
Hilton Chicago/Magnificent Mile Suites
All treated us so well. Especially appreciated valet’s assistance in getting us to self-park
Reviewed on 2026/4/12
Embassy Suites by Hilton Chicago Downtown River North
Ok
Reviewed on 2026/4/12
Hotel Riu Plaza Chicago
The hotel has the best location, the staff is very friendly, and it is very clean and quiet
Reviewed on 2026/4/12
The Wade
It felt that after the acquisition, this property has really fell off the wagon. The staff was nonexistent, when I was trying to check out there was nobody at the front desk. Upon checking in experience was also disorganized. One night I tried to call room service, then tried to call the front desk, ...
Reviewed on 2026/4/12
Aloft Chicago Mag Mile
Didn’t eat breakfast
Reviewed on 2026/4/12
Other neighborhoods 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
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).
The Loop
Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.
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 Polk Station (Pink Line) or Racine Station to get around town.
