Sleepy Hollow, IL
Chicago
Visit Sleepy Hollow
Popular places to visit
Wrigley Field
Wrigley Field is one of the more well-known attractions to visit during your trip to Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.
Navy Pier
With a visit to Navy Pier, a favorite shopping spot in Chicago, you can enjoy some retail therapy. Amble around this vibrant area's lakeside or experience its fascinating museums.
Six Flags Great America
Enjoy the excitement at Six Flags Great America and see why people love this theme park in Gurnee. Stroll along the lakeside or visit the shops in this family-friendly area.
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
During your trip, find out what's happening at McCormick Place, a top convention center in Chicago. Discover the acclaimed art scene and notable monuments in this vibrant area.
Soldier Field
Soldier Field is one of the more well-known attractions to visit during your trip to Chicago. Amble around this vibrant area's lakeside or experience its fascinating museums.
Sleepy Hollow Hotel Deals
Reviewed on 14 June 2025
Reviewed on 16 June 2025
Reviewed on 15 June 2025
Reviewed on 15 June 2025
Reviewed on 15 June 2025
Reviewed on 15 June 2025
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 Racine Station or Polk Station (Pink Line) 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.
- Places of interest
- Sleepy Hollow Hotels by Star Rating
- Hotels in top Chicago neighborhoods
- Sleepy Hollow Hotels by Brand
- Wrigley Field
- Navy Pier
- Michigan Avenue
- McCormick Place
- Soldier Field
- Millennium Park
- Grant Park
- Lake Michigan
- Chicago Riverwalk
- United Center
- University of Chicago
- Northwestern University
- Art Institute of Chicago
- Willis Tower
- Chicago Theatre
- Loyola University Chicago
- Donald E. Stephens Convention Center
- Merchandise Mart
- Allstate Arena
- Field Museum of Natural History
- University of Illinois Chicago
- Water Tower Place
- Cloud Gate
- State Street
- Rate Field
- Wintrust Arena
- Chicago Museum of Science and Industry
- SeatGeek Stadium
- John Hancock Center
- Lincoln Park Zoo
- Rosemont Theatre
- Fashion Outlets of Chicago