Popular places to visit
Jackson Park
Explore the great outdoors at Jackson Park, a lovely green space in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art scene.
63rd Street Beach
Why not spend a lazy afternoon at 63rd Street Beach during your trip to Chicago? Wander the beaches and gardens while you're in the area.
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.
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Woodlawn Hotel Deals
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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.
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 Grant Park are major draws. Catch the metro at Roosevelt Station or Cermak-McCormick Place Station to see more of the city.
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 Racine Station or Polk Station (Pink Line) to get around town.
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.
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.
- Places of interest
- Woodlawn Hotels by Star Rating
- Hotels in top Chicago neighborhoods
- Woodlawn Hotels by Brand
- Jackson Park
- Bob-O-Link Meadow
- Michigan Avenue
- McCormick Place
- Wrigley Field
- Navy Pier
- United Center
- Millennium Park
- Soldier Field
- Grant Park
- Chicago Riverwalk
- Lake Michigan
- Northwestern University
- Art Institute of Chicago
- University of Chicago
- Chicago Theatre
- Willis Tower
- Donald E. Stephens Convention Center
- Field Museum of Natural History
- State Street
- Chicago Museum of Science and Industry
- Rosemont Theatre
- John Hancock Center
- University of Illinois Chicago