Sleepy Hollow, IL
Chicago
Visit Sleepy Hollow
Sleepy Hollow Hotel Deals

Congress Plaza Hotel
"Have to pay for parking plus the ac barely works"
Reviewed on 2026/6/17

The Chicago Hotel Collection - Magnificent Mile
"Beautiful room, clean, nice staff"
Reviewed on 2026/6/18

Hyatt Regency O'Hare Chicago
"Hotel main trash service pickup was directly below my room window and was extremely loud when unloading and loading rolloff dumpsters at 4am. No way to sleep through the noise. Shuttle service was very good to and from the airport. Toilet clogged after one use with no plunger available. Remodeling ..."
Reviewed on 2026/6/17

The Chicago Hotel Collection Ambassador Gold Coast
"Lovely stay, no issues. Tile paint peeling off in the bathroom but otherwise it was fine."
Reviewed on 2026/6/17

Hilton Chicago/Magnificent Mile Suites
"My room was very clean. Staff was helpful and attentive."
Reviewed on 2026/6/17

Hilton Chicago O'Hare Airport
"So convenient to the airport — an easy walk to terminal 2 and short train ride to the other terminals. No stress before an early morning flight. Great gym and pretty good casual restaurant. Clean and comfortable rooms."
Reviewed on 2026/6/16
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.




















