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.
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.
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.
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 toilet was running and I had to adjust the flapper. The hotel was great, otherwise. What could be improved is a complimentary breakfast, although I know it will increase the price on your stay.
Reviewed on 2026/3/30
Hilton Chicago/Magnificent Mile Suites
Great location and great service
Reviewed on 2026/3/30
Embassy Suites by Hilton Chicago Downtown River North
Great location, friendly staff, complimentary full breakfast, evening drinks and snacks. A great place to stay with a family!
Reviewed on 2026/3/30
Hotel Riu Plaza Chicago
Great breakfast for the price. A true gem for downtown Chicago. The only bad thing I experienced was the gentleman standing outside side the front doors smoking pot every night. He was a person staying at the RIU. I was there to see a Dr at Northwestern for my rare heart and lung condition and that ...
Reviewed on 2026/3/30
The Wade
great highly recommend
Reviewed on 2026/3/30
Aloft Chicago Mag Mile
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Reviewed on 2026/3/30
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 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.
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.
