Sleepy Hollow
Chicago
Visit Sleepy Hollow
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's 90-min Chicago River Architecture Tour
Chicago Crime and Mob Bus Tour
City Cruises Chicago: Lake Michigan Premier Dinner Cruise
Top hotels in Sleepy Hollow
The Chicago Hotel Collection Ambassador Gold Coast
"Great time"
Reviewed on Jul 9, 2026
Omni Chicago Hotel
"The room was amazing! It was spacious and clean. The staff were helpful and very considerate. The hotel is located in an ideal location, right off of Michigan Avenue, in the heart of downtown. Shopping and restaurants are within short walking distances."
Reviewed on Jul 8, 2026
Congress Plaza Hotel
"I was freezing and they were super gracious and got me TWO blankets."
Reviewed on Jul 9, 2026
Hyatt Regency O'Hare Chicago
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Reviewed on Jul 9, 2026
Hilton Chicago O'Hare Airport
"Very convenient."
Reviewed on Jul 9, 2026
Hilton Chicago/Magnificent Mile Suites
"The suites are spacious and accommodated me, my husband, and mother in the same hotel room. She slept on the sofa bed and us in the bedroom with the door closed. We all had privacy. The hotel staff ate super friiendly and helpful. It is also close to Michigan Ave but is a walk to the river."
Reviewed on Jul 9, 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.
