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 fascinating museums.
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.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
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.
Michigan Avenue
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
Things to do
Skydeck - Willis Tower Admission
Wendella's Lake and River Architecture Tour
Wendella's 90-min Chicago River Architecture Tour
Chicago: Navy Pier Centennial Wheel Ticket
Woodlawn Hotel Deals
Congress Plaza Hotel
The room shown in the picture is not the one they put me on
Reviewed on Apr 21, 2026
River Hotel
The River hotel is located near the river! Wonderful location for shops and restaurants! Walking distance from Michigan ave and the parks ! I’ve stayed here 5 times in the last 3 years I always enjoy my stays
Reviewed on Apr 22, 2026
Hotel Felix River North/Magnificent Mile
The hotel was in great location downtown. The rooms and bedding was also clean and nice. We had to request a room change because the toilet and sink were not working correctly. In the new room, the bathroom sink continued to not drain. It was definitely annoying and disgusting. I probably won’t be ...
Reviewed on Apr 22, 2026
Club Quarters Hotel, Central Loop, Chicago
This is a great option for business travel. The rooms are small and basic, and lack some amenities that are standard in other hotels (like a mini-fridge, though you can request one). The hotel overall is dated, though well-maintained. But everything is clean, the bed is super comfortable and there ...
Reviewed on Apr 22, 2026
Hilton Chicago/Magnificent Mile Suites
Bathroom could more updated
Reviewed on Apr 22, 2026
Hotel Riu Plaza Chicago
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
Travelers choose Near South Side for its abundant dining options. Hop aboard the metro at Cermak-McCormick Place Station or Roosevelt Station and check out top sights like Soldier Field.
South Loop
Known for its fascinating museums, panoramic lake views, and popular shops, there's plenty to explore in South Loop. Top attractions like Soldier Field and Lake Michigan are major draws. Catch the metro at Roosevelt Station or Cermak-McCormick Place Station to see more of the city.
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 the city at Washington Station or Monroe Station (Blue Line).
The Loop
Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.
Near West Side
Live music, theaters, 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.
