Sleepy Hollow
Popular places to visit
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.
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.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Millennium Park
A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.
United Center
Catch an event at United Center during your trip to Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.
Things to do
Architecture River Tour from Navy Pier
Chicago by Night: 90 Minute River and Lakefront Cruise
Chicago River Cocktail Cruise
Chicago: Willis Tower Skydeck and The Ledge Ticket
Chicago River Architecture Tour with Small Boat Upgrade Option
Sleepy Hollow Hotel Deals
Reviewed on Sep. 25, 2024
Reviewed on Sep. 25, 2024
Reviewed on Sep. 25, 2024
Reviewed on Sep. 25, 2024
Reviewed on Sep. 23, 2024
Reviewed on Sep. 24, 2024
Other neighbourhoods 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 Racine Station or Polk Station (Pink Line) to get around town.
West Loop
Consider a visit to Union Park 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 Grant Park and Soldier Field 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 The 606 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, The 606 is a top attraction. Hop on the metro at Damen Station or Division Station to see more of the area.
- McCormick Place
- Navy Pier
- Wrigley Field
- Millennium Park
- Soldier Field
- United Center
- Grant Park
- Chicago Riverwalk
- Art Institute of Chicago
- Lake Michigan
- Northwestern University
- Willis Tower
- Chicago Theatre
- Donald E. Stephens Convention Center
- Field Museum of Natural History
- Chicago Museum of Science and Industry
- John Hancock Center
- Lincoln Park Zoo
- Water Tower Place