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
My friend was given a very small room and never got room service. Also, we want adjoining rooms, which they could not give us but put us on the same floor as far apart as was possible. I had requested the adjoining rooms with Expedia long before we arrived. Obviously, you have no clout with them. ...
Reviewed on Apr 14, 2026
Hilton Chicago/Magnificent Mile Suites
Hotel was close to the Mile and attractions. Facilities in good condition, somewhat aged, Do no expect an impressive an inviting Lobby and Lounge. Side Bar was expensive for what it offered. Space was clean and staff attentive. Suite was of OK dimensions. Room TV's were old but functional. Shower ...
Reviewed on Apr 14, 2026
Embassy Suites by Hilton Chicago Downtown River North
Clean, friendly staffs, good service. Love happy hours with drinks and appetizers, breakfast service is awesome.
Reviewed on Apr 13, 2026
Hotel Riu Plaza Chicago
Room was clean and well appointed. Breakfast buffet was amazing if a little chaotic because the hotel is large and serves many people who won’t miss breakfast bc it is really quite good for a hotel buffet breakfast. But the Wi-Fi was unsecure on my laptop and TV is either basic channels or connect ...
Reviewed on Apr 14, 2026
The Wade
Iron board was broken. Iron wasn’t working. Called 3 times to get attention of customer service. I paired $900 for this customer service overall wasn’t good experience,
Reviewed on Apr 13, 2026
Aloft Chicago Mag Mile
Hot water in my room did not work. Spoke with the fr front
Reviewed on Apr 14, 2026
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.
