Woodlawn Travel Guide
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
Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the acclaimed theatre scene in this vibrant 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
During your trip, find out what's happening in McCormick Place, a top convention centre in Chicago. Discover the acclaimed art galleries and notable monuments in this vibrant area.
Navy Pier
With a visit to Navy Pier, a favourite shopping spot in Chicago, you can search for that perfect souvenir. Amble around this vibrant area's lakeside or experience its fascinating museums.
Millennium Park
After visiting Millennium Park, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the fascinating museums in this vibrant area.
Top hotels in Woodlawn
Embassy Suites by Hilton Chicago Downtown River North
Very nice hotel
Reviewed on 29 Nov 2025
Hilton Chicago/Magnificent Mile Suites
Superb service at the hotel staff
Reviewed on 1 Dec 2025
Palmer House a Hilton Hotel
This place was amazing! Staff were very helpful and friendly! Easy check in and check out. Room was clean as well! Will definitely be back!
Reviewed on 4 Dec 2025
Congress Plaza Hotel
The staff and the location were wonderful.
Reviewed on 1 Dec 2025
Club Quarters Hotel Wacker at Michigan, Chicago
Very kind staff, small but clean and comfortable room with a beautiful view! Great location, quiet. Checked all the boxes for my overnight trip!!
Reviewed on 2 Dec 2025
citizenM Chicago Downtown
Everything was Amazing
Reviewed on 28 Nov 2025
Other neighbourhoods around Woodlawn
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.
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 Travel Guide
- Jackson Park
- Lorado Taft's Midway Studios
- Bob-O-Link Meadow
- Wrigley Field
- McCormick Place
- Millennium Park
- Soldier Field
- United Center
- Lake Michigan
- Grant Park
- Northwestern University
- Indiana Dunes National Park
- Willis Tower
- Art Institute of Chicago
- Griffin Museum of Science and Industry
- Hard Rock Casino Northern Indiana
- Water Tower Place
- Rosemont Theatre
