Woodlawn Travel Guide
Tourist Guide
Visit Woodlawn
Our pick of the best Woodlawn Hotel Deals
Congress Plaza Hotel
"Terrible experience. This hotel needs a complete renovation. Peeling paint, wallpaper, old stained carpet, ceiling tiles falling, musty smells and to top it zero hot water. When reported the front desk said let it run for 15 minutes- that did nothing but waste water. Do not recommend staying ..."
Reviewed on 24 June 2026
Hilton Chicago/Magnificent Mile Suites
"Good location, bar and brunch were great. View from the pool and fitness centers was u real. Room was clean but sink faucet was loose and leaking and the bathroom door locks didn’t work well or would stick. Other than that it was nice."
Reviewed on 24 June 2026
The Chicago Hotel Collection - Magnificent Mile
"The hotel and the room were lovely and comfortable. The staff was friendly and seemed helpful, but they were ineffective and overcharged me. I was charged for several nights of valet parking that I had cancelled. I have been trying every avenue (email, phone, text) to try to get the charges reimbursed ..."
Reviewed on 24 June 2026
Hyatt Regency O'Hare Chicago
"The housekeeper was very nice and helpful. So cleanliness was awesome! As for the desk staff or any other staff outside of that, they were not helpful and were very rude. I was asking about getting a parking pass and they treated me like I was an inconvenience for them because they had to do some ..."
Reviewed on 24 June 2026
The Chicago Hotel Collection Ambassador Gold Coast
"The Ambassador Gold Coast was our first hotel stay as we embarked on an AmTrak Rail Pass trek across the country and back, and they set the bar very high! The staff was very helpful, the room was large with a big window, very clean, great bed, and nice bathroom. The buffet breakfast (included) was ..."
Reviewed on 24 June 2026
River Hotel
"Wonderful location right in the heart of everything! We enjoyed our weekend and hope to visit again soon."
Reviewed on 24 June 2026
Our guide on 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.
