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 acclaimed art galleries.
Wrigley Field
A big piece of Chicago's soul, an ancient stadium that keeps alive the quirky, edgy madness of baseball.
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
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.
Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
Activities
Skydeck - Willis Tower Admission
Chicago Sightseeing River and Lake Cruise
Chicago Crime and Mob Bus Tour
Our pick of the best Woodlawn Hotel Deals
Congress Plaza Hotel
Old and historic property. With that being said, not all of the property is renewed but the rooms are kept clean :) service is good and is close to a lot of things in downtown chicago
Reviewed on 10 May 2026
Hotel Riu Plaza Chicago
Excellent hotel! Breakfast buffet had a nice selection of items and the rooftop bar was amazing. Great location too!
Reviewed on 10 May 2026
Hilton Chicago/Magnificent Mile Suites
This room was a bargain for location. Overall the room was nice we were celebrating our honeymoon. Staff was excellent very nice and helpful. Parking was convenient we parked in the ramp across the street it was $62 per day in and out. The room itself overall could have been better. We booked a suite ...
Reviewed on 10 May 2026
River Hotel
Bar soap was not very effective. Shower curtain leaked water through whole bathroom.
Reviewed on 10 May 2026
Hotel Felix River North/Magnificent Mile
great location
Reviewed on 9 May 2026
Club Quarters Hotel, Central Loop, Chicago
Main room and bathroom clean. The staff was really friendly and check goes on quickly and we didn’t have to wait on elevator which was nice. We do wish we have a little refrigerator in the room.
Reviewed on 10 May 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.
