Sleepy Hollow, IL
Chicago
Visit Sleepy Hollow
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
Sleepy Hollow Hotel Deals
Hyatt Regency O'Hare Chicago
"Beautiful hotel, staff is very friendly and helpful. No trouble checking in or out. Overall a relaxing, hassle-free experience!"
Reviewed on Jul 15, 2026
The Chicago Hotel Collection Ambassador Gold Coast
"Na"
Reviewed on Jul 15, 2026
Omni Chicago Hotel
"Despite pre checking in room was not ready at 4:00pm. One quilt for 4 people. Two towels for 4 people. Room decoration was stained and dirty. Thank God we were not spending our days in that room. Worst Omni I have ever stayed in."
Reviewed on Jul 15, 2026
Hilton Chicago O'Hare Airport
"Mediocre room, less mediocre food."
Reviewed on Jul 15, 2026
Congress Plaza Hotel
"The room was absolutely disgusting, stains on the carpet and walls, hair in the shower and sink. Smelled of marijuana in the entire buckingham wing. I messaged the property to try and get a different room with no response. Absolutely the most disgusting room I have ever stayed in. The lobby is nice ..."
Reviewed on Jul 15, 2026
Hotel Riu Plaza Chicago
"Perfect stay, we’ll be back."
Reviewed on Jul 15, 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
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 Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.
