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 fascinating museums.
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.
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 waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.
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
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
Hotel Felix River North/Magnificent Mile
Rooms were infrequently cleaned and we had to request soap and new towels (no we didn’t have our (no housekeeping) sign up). Other than that it was a nice stay.
Reviewed on 1 May 2026
River Hotel
Beautiful, clean room with an incredible downtown Chicago view. Totally worth it
Reviewed on 29 Apr 2026
Club Quarters Hotel, Central Loop, Chicago
Great check in and check out experience
Reviewed on 29 Apr 2026
Hotel Riu Plaza Chicago
Excellent stay, loved the lobby, rooftop bar, breakfast and our room!
Reviewed on 1 May 2026
Hilton Chicago/Magnificent Mile Suites
I had a great experience the hotel exceeded my expectations. The area was in walking distance to main attractions and magnificent mile. Hotel staff was very friendly and very accommodating. I will recommend this hotel. Linda
Reviewed on 1 May 2026
Holiday Inn Chicago Dwtn - The Mart by IHG
clean room, wonderful pool, breakfast was very good, everything felt effortless.
Reviewed on 30 Apr 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.
