Woodlawn
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 galleries.
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.
Michigan Avenue
You can find the perfect gifts to bring home 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.
Things to do
Skydeck - Willis Tower Admission
Chicago Sightseeing River and Lake Cruise
Chicago Architecture Center River Cruise aboard First Lady
Top hotels in Woodlawn
Congress Plaza Hotel
"Room floor was filthy Air conditioning didn’t work in the room. The only good thing was the pillows and the view of Grant Park."
Reviewed on 27 May 2026
Hotel Riu Plaza Chicago
"Staff was super friendly. Rooftop bar is awesome. The breakfast was fantastic. This may sound weird, but the toilet seats had abnormally large openings."
Reviewed on 27 May 2026
The Chicago Hotel Collection - Magnificent Mile
"Just parking"
Reviewed on 27 May 2026
River Hotel
"had an excellent stay.... very nice hotel for the price. Great location. Great room."
Reviewed on 27 May 2026
Hotel Felix River North/Magnificent Mile
"Staff was wonderful. Would’ve stayed an extra night if we didn’t need to go back to work."
Reviewed on 27 May 2026
Freehand Chicago
"The Hotel is in bad need of a update & remodel. Rooms are very small and dark and Dingy. carpet is very warn. We went to the room we were given an there was some kind of very loud running contently outside the window had to go to the front desk and ask for a new room. The next room was on the same ..."
Reviewed on 27 May 2026
Other neighbourhoods 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
Travellers choose Near South Side for its ample dining options. Hop aboard the metro at Cermak-McCormick Place Station or Roosevelt Station and check out top sights like Soldier Field.
South Loop
Soldier Field and Lake Michigan are a few top attractions in South Loop. Hop around the city on the metro at Roosevelt Station or Cermak-McCormick Place Station and check out the area's fascinating museums, panoramic lake views and popular shops.
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 of the city at Washington Station or Monroe Station (Blue Line).
The Loop
Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.
Near West Side
Live music, theatres 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.
