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 acclaimed art scene.
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
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.
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 ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
Chicago Crime and Mob Bus Tour
Chicago Blackhawks Ice Hockey Game at United Center
Chicago Museum of Contemporary Art: General Admission Ticket
Skydeck - Willis Tower Admission
Woodlawn Hotel Deals
Congress Plaza Hotel
Great a+++
Reviewed on Feb 1, 2026
Embassy Suites by Hilton Chicago Downtown River North
Clean room, good customer service, my kids really enjoyed it
Reviewed on Feb 2, 2026
DoubleTree by Hilton Chicago - Magnificent Mile
Close to everything!! The staff were super friendly. I would book again when in Chicago.
Reviewed on Feb 2, 2026
Hilton Chicago
Some of the nicest people you'll ever meet! Excellent location for a Bears game stay, walking distance to Soldier Field.
Reviewed on Feb 1, 2026
Hotel Riu Plaza Chicago
The staff were very nice and accommodating especially Nick at the front desk! Room and bathroom are so spacious, modern and clean.
Reviewed on Feb 1, 2026
The Royal Sonesta Chicago Downtown
Great experience!
Reviewed on Feb 1, 2026
Other neighborhoods around Woodlawn
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 Credit Union 1 Arena or United Center while you're visiting, and jump aboard the metro at Polk Station (Pink Line) or Racine Station to get around town.
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.
