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 fascinating museums.
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.
Wrigley Field
A big piece of Chicago's soul, an ancient stadium that keeps alive the quirky, edgy madness of baseball.
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
One of Chicago’s most popular attractions, especially on a hot day, with its fun fair, boats, circus and theatre.
Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
Activities
Wendella's 90-min Chicago River Architecture Tour
Chicago Crime and Mob Bus Tour
Chicago: Navy Pier Centennial Wheel Ticket
Chicago's Navy Pier Centennial Wheel Ticket
Our pick of the best Woodlawn Hotel Deals
Palmer House a Hilton Hotel
Staff was so amazing nice and helpfuk
Reviewed on 20 Dec 2025
Hilton Chicago/Magnificent Mile Suites
Clean Room
Reviewed on 18 Dec 2025
Silversmith Hotel Chicago Downtown
There was a yellow stain on the pull out bed sheets. We did not call down because my son didn’t want to sleep on it after that anyway. Will notify them when we check out. Directions for the coffee machine would be nice. It was a little foreign to us. Bed was fantastic.
Reviewed on 20 Dec 2025
Club Quarters Hotel Wacker at Michigan, Chicago
Easy check in/check out process. Staff was very friendly and helpful. Hotel is conveniently located for walking to shopping, food, and sightseeing
Reviewed on 17 Dec 2025
Hilton Chicago
So friendly and our room was spotless
Reviewed on 21 Dec 2025
Eurostars Magnificent Mile
Always a comfortable and consistent stay with little to no noise, spacious room and great staff
Reviewed on 19 Dec 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.
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.
