Woodlawn Travel Guide
Tourist Guide
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
A big piece of Chicago's soul, an ancient stadium that keeps alive the quirky, edgy madness of baseball.
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.
Navy Pier
One of Chicago’s most popular attractions, especially on a hot day, with its fun fair, boats, circus and theatre.
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.
Millennium Park
See mind-bending sculptures, a musically-inspired lawn and giant water fountains that double-up as video screens.
Activities
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Ticket
Chicago Architecture Center River Cruise aboard First Lady
Wendella's 90-min Chicago River Architecture Tour
Chicago Crime and Mob Bus Tour
Our pick of the best Woodlawn Hotel Deals
Embassy Suites by Hilton Chicago Downtown River North
It was fine
Reviewed on 5 Nov 2025
Congress Plaza Hotel
Yes
Reviewed on 3 Nov 2025
Hilton Chicago/Magnificent Mile Suites
Great staff at the front desk!
Reviewed on 2 Nov 2025
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Easy to get around. Lively area and no need for a car to get around.
Reviewed on 1 Nov 2025
citizenM Chicago Downtown
Receptionist made the stay 100x better
Reviewed on 4 Nov 2025
Freehand Chicago
Staff interactions were excellent in every aspect.
Reviewed on 2 Nov 2025
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.
Little Village
Be sure to check out the bars and art galleries while you're strolling through Little Village, and hop on the metro at California Station (Pink Line) to see more of the surrounding area.
