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
Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.
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 waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.
Millennium Park
One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.
Top hotels in Woodlawn
Congress Plaza Hotel
We had a lovely stay. The lake view was beautiful and the location was excellent. Staff were friendly and Chris, the bartender, was an amazing historic resource. Thanks for the stay everyone! Ya’ll made our first time in Chicago comforting.
Reviewed on 15 Mar 2026
Hotel Riu Plaza Chicago
The room was so clean, the staff were very kind and polite, helpful and made the hotel very welcoming!! The area was also safe and had lots of shopping areas and restaurants! 10/10 would recommend for everyone! Made my friend’s birthday wonderful! Thank you RIU!
Reviewed on 15 Mar 2026
Embassy Suites by Hilton Chicago Downtown River North
Just a little loud.
Reviewed on 15 Mar 2026
Hilton Chicago/Magnificent Mile Suites
We stayed at Hilton because of the amazing reviews, however we did not experience the magic, we stayed one night and had intentions of staying for the weekend, however it was cut short, walls were very thin, we could hear toilets flushing, doors closing from our neighbors. We were right next to young ...
Reviewed on 14 Mar 2026
Hilton Chicago
The location was great we walked to the Shedd aquarium in no time. The hotel was nice, we found it really irritating that we were constantly asked to join Hilton rewards by the staff standing at the elevators. Also you can not control the room temperature it was so hot and their solution was to open ...
Reviewed on 13 Mar 2026
Eurostars Magnificent Mile
Friendly staff
Reviewed on 12 Mar 2026
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.
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.
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.
