Sleepy Hollow, IL
Chicago
Visit Sleepy Hollow
Sleepy Hollow Hotel Deals
Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast
"Booked this hotel, thought it was going to be nice based on the photos. Was disappointed to say the least. Upon arrival, the front desk charged an additional $143 to check in. They did not offer a receipt for that charge. We get our room key and send us up to our room and there’s only 1 bed. Go back ..."
Reviewed on Jul 29, 2026
Hyatt Regency O'Hare Chicago
Omni Chicago Hotel
The Allegro Royal Sonesta Hotel Chicago Loop
"Great hotel in a nice area. The room was clean and the staff were very friendly and helpful."
Reviewed on Jul 29, 2026
The Chicago Hotel Collection - Magnificent Mile
"My daughter and her friends stayed here for her birthday and they loved it. Location is amazing, rooms were beautiful and roomy. The bathroom was spacious, they staff was super helpful and friendly. Would definitely return."
Reviewed on Jul 29, 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.
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.
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.
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.
Theatre District
While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line).
