Sleepy Hollow, IL
Chicago
Visit Sleepy Hollow
Popular places to visit
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Michigan Avenue
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
McCormick Place
Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Millennium Park
A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.
Soldier Field
Events center, NFL stadium and historic landmark all in one, this waterfront field is one of Chicago’s most popular destinations.
Sleepy Hollow Hotel Deals
Embassy Suites by Hilton Chicago Downtown River North
It was great
Reviewed on 2025/12/1
Hilton Chicago/Magnificent Mile Suites
Superb service at the hotel staff
Reviewed on 2025/12/1
Palmer House a Hilton Hotel
Great
Reviewed on 2025/12/1
Congress Plaza Hotel
Rooms were clean and housekeeping was accomodating. Front desk was average. Lobby furniture could use some cleaning and/or changing. I wouldn't say updating because the aesthetic is fitting. The mildew and mold from what appeared to be the 4th floor was pungent and seemed to play a role in the elevator ...
Reviewed on 2025/11/29
Club Quarters Hotel Wacker at Michigan, Chicago
Staff were extremely nice. The room was nice.
Reviewed on 2025/12/1
citizenM Chicago Downtown
I enjoyed my stay with this hotel and would stay here again
Reviewed on 2025/11/30
Other neighborhoods around Sleepy Hollow
Near West Side
Live music, theaters, and shopping highlight some notable features of Near West Side. Make a stop by United Center or Credit Union 1 Arena while you're visiting, and jump aboard the metro at Polk Station (Pink Line) or Racine Station to get around town.
West Loop
Consider a visit to Milwaukee Avenue and take some time to enjoy the abundant dining options during your time in West Loop. If you want to see more of the city, jump on the metro at Racine Station or Ogilvie Transportation Center.
South Loop
Known for its fascinating museums, panoramic lake views, and popular shops, there's plenty to explore in South Loop. Top attractions like Soldier Field and Lake Michigan are major draws. Catch the metro at Roosevelt Station or Cermak-McCormick Place Station to see more of the city.
Near South Side
Travelers choose Near South Side for its abundant dining options. Hop aboard the metro at Cermak-McCormick Place Station or Roosevelt Station and check out top sights like Soldier Field.
West Town
Noted for its live music and theaters, there's plenty to explore in West Town. Top attractions like The Salt Shed and Milwaukee Avenue are major draws, and you can hop on the metro at Division Station or Damen Station to see more of the city.
Wicker Park
Consider exploring the abundant dining options in Wicker Park. If sightseeing is on the list, Milwaukee Avenue is a top attraction. Hop on the metro at Damen Station or Division Station to see more of the area.
Sleepy Hollow, IL
- Wrigley Field
- Michigan Avenue
- Navy Pier
- Millennium Park
- Lake Michigan
- Chicago Riverwalk
- Grant Park
- University of Chicago
- Northwestern University
- Willis Tower
- Art Institute of Chicago
- Donald E. Stephens Convention Center
- State Street
- Chicago Theatre
- Loyola University Chicago
- Allstate Arena
- Griffin Museum of Science and Industry
- Water Tower Place
- University of Illinois Chicago
- Rosemont Theatre
- 875 North Michigan Avenue
- Cloud Gate
- Lincoln Park Zoo
- Northwestern Memorial Hospital
- Merchandise Mart
- House of Blues Chicago
