Woodlawn, IL
Chicago
Visit Woodlawn
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.
Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
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
Wendella's 90-min Chicago River Architecture Tour
Chicago Crime and Mob Bus Tour
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
Chicago Architectural River Cruise
Woodlawn Hotel Deals
Congress Plaza Hotel
"It was VERY LOUD. The outside noise was unbearable the first night. Soundproof windows or sound machines are needed."
Reviewed on Jun 22, 2026
Hilton Chicago/Magnificent Mile Suites
"Staff was fantastic, everything you could want to see was within walking distance"
Reviewed on Jun 22, 2026
The Chicago Hotel Collection - Magnificent Mile
"Great location and clean/comfy"
Reviewed on Jun 22, 2026
Hyatt Regency O'Hare Chicago
"Breakfast was great!"
Reviewed on Jun 22, 2026
The Chicago Hotel Collection Ambassador Gold Coast
"Nice receptionist . Did not expect the narrow hallway to the room but other then that I loved the architecture of the building and neighborhood it was in ."
Reviewed on Jun 22, 2026
Freehand Chicago
"Nice place in a central location"
Reviewed on Jun 22, 2026
Where to stay in Woodlawn
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.
Magnificent Mile
Michigan Avenue and Chicago Water Tower are just a few worthwhile attractions to visit in Magnificent Mile. Travelers also love the fascinating museums, panoramic lake views, and popular shops.
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.
River North
Known for its fantastic nightlife, stunning river views, and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.
Lincoln Park
Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Oz Park, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.
