Sleepy Hollow
Chicago
Visit Sleepy Hollow
Top hotels in Sleepy Hollow
Congress Plaza Hotel
"The gentleman that checked me in was not friendly. Barely spoke to me at all. Did not really give me any info on where things were located or how to get to my room. Thankfully a kind staff member realized I was walking in circles and helped me out. I get to my room and the tv does not work unless ..."
Reviewed on 15 Jun 2026
The Chicago Hotel Collection - Magnificent Mile
"Clean room staff nice"
Reviewed on 15 Jun 2026
Hyatt Regency O'Hare Chicago
"Aside from the liberal marketing and CNN programming everywhere, it was a nice experience."
Reviewed on 15 Jun 2026
The Chicago Hotel Collection Ambassador Gold Coast
"It was so relaxing. Older room but has been upgraded and was clean. Restaurant had great food."
Reviewed on 15 Jun 2026
Hilton Chicago/Magnificent Mile Suites
"I absolutely love that they have an indoor pool. I was there every morning. Working out and swimming as best I could, the kids in the pool were pretty well behaved. Which always helps! Thank you parents! The rooms were spacious but the beds were a little soft, which is why I had to get up and move ..."
Reviewed on 15 Jun 2026
Hilton Chicago O'Hare Airport
"Walk to terminal gates from hotel!"
Reviewed on 15 Jun 2026
Where to stay in Sleepy Hollow
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 Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.
