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.
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.
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
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
Wendella's 90-min Chicago River Architecture Tour
Chicago: Navy Pier Centennial Wheel Ticket
Chicago Blackhawks Ice Hockey Game at United Center
Chicago's Navy Pier Centennial Wheel Ticket
Woodlawn Hotel Deals
Embassy Suites by Hilton Chicago Downtown River North
Everything was prefect. My only gripe was the heat was not heating as it should on 80 degrees. It was 20 degrees outside everyday. Other than that i will definitely return for another stay.. staff and Valetn were very professional and accommodating...10 star stay...
Reviewed on Dec 10, 2025
Hilton Chicago/Magnificent Mile Suites
Clean room and friendly staff. We would definitely visit again.
Reviewed on Dec 10, 2025
Silversmith Hotel Chicago Downtown
Awesome stay in an amazing room - lobby and bar/restaurant area were excellent as well. Location was perfect for our show at the CIBC Theatre nearby.
Reviewed on Dec 10, 2025
Palmer House a Hilton Hotel
Beautiful hotel with excellent service
Reviewed on Dec 11, 2025
Eurostars Magnificent Mile
The room was clean, had the best massage at the spa, and enjoyed the brunch at the restaurant downstairs. It was a great stay. I’ll likely be back!
Reviewed on Dec 8, 2025
Club Quarters Hotel Wacker at Michigan, Chicago
We loved the hotel, parking was a bit of a ways off.
Reviewed on Dec 10, 2025
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.
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.
West Loop
Consider a visit to Milwaukee Avenue and take some time to enjoy the abundant dining options during your time in West Loop. If you want to see more of the city, jump on the metro at Racine Station or Ogilvie Transportation Center.
Woodlawn, IL
- Michigan Avenue
- Wrigley Field
- Navy Pier
- Soldier Field
- Millennium Park
- United Center
- Chicago Riverwalk
- Lake Michigan
- Grant Park
- University of Chicago
- Northwestern University
- Indiana Dunes National Park
- Willis Tower
- Donald E. Stephens Convention Center
- State Street
- Chicago Theatre
- Loyola University Chicago
- Griffin Museum of Science and Industry
- Water Tower Place
- University of Illinois Chicago
- 875 North Michigan Avenue
