Woodlawn Travel Guide
Chicago
Visit Woodlawn
Stay near popular Woodlawn attractions
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's 90-min Chicago River Architecture Tour
Top hotels in Woodlawn
Congress Plaza Hotel
"No hot water, literally came out a dribble and never hot. Virtually no control"
Reviewed on 3 Jul 2026
Omni Chicago Hotel
"Exceptional hotel with even better service and accommodations! The location can’t be beat. We had a really great experience with Keith at the front desk. He went above and beyond to make sure we were comfortable and taken care of. We went with our two children and found it to be a more upscale hotel ..."
Reviewed on 3 Jul 2026
Hyatt Regency O'Hare Chicago
"Beautiful and well kept hotel! Very nice!"
Reviewed on 3 Jul 2026
Hilton Chicago/Magnificent Mile Suites
"My boyfriend & I had a great stay here and I’d love to come back. The King Suite was super nice & clean with a good view, and the staff were helpful, friendly, & attentive. I also liked how we were walking distance from the pier, shopping, & nice restaurants. I was only slightly disappointed to find ..."
Reviewed on 3 Jul 2026
Hotel Riu Plaza Chicago
"Wonderful"
Reviewed on 3 Jul 2026
River Hotel
"The hotel is conveniently located near the red line and within walking distance of a lot of attractions. The staff was helpful - they offered to move us to a room on a lower floor due to the room temperature (it was over 90 degrees when we stayed there) and also lended us a phone charger. The hotel ..."
Reviewed on 3 Jul 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
Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.
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.
