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
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.
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 ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
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.
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's 90-min Chicago River Architecture Tour
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
Top hotels in Woodlawn
Congress Plaza Hotel
The toilet was running and I had to adjust the flapper. The hotel was great, otherwise. What could be improved is a complimentary breakfast, although I know it will increase the price on your stay.
Reviewed on 30 Mar 2026
Hilton Chicago/Magnificent Mile Suites
The room was pretty clean. Thermostat appeared not to be working because the temperature of the room did not change in 3 days we were there despite trying to cool it down. Continuous fan would blow but no ac. This wasn't a problem really in march, but in the summer I imagine it would be. Our room ...
Reviewed on 30 Mar 2026
Embassy Suites by Hilton Chicago Downtown River North
Great location, friendly staff, complimentary full breakfast, evening drinks and snacks. A great place to stay with a family!
Reviewed on 30 Mar 2026
Hotel Riu Plaza Chicago
Love this hotel when I'm in downtown CHI. It's always awesome in all areas and the breakfast is a winner! So many stores and shops nearby in walking distance. I highly recommend!
Reviewed on 30 Mar 2026
The Wade
great highly recommend
Reviewed on 30 Mar 2026
Aloft Chicago Mag Mile
.
Reviewed on 30 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.
