Sleepy Hollow, IL
Chicago
Visit Sleepy Hollow
Popular places to visit
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.
Wrigley Field
Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the acclaimed theater scene in this vibrant area.
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.
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.
Millennium Park
After visiting Millennium Park, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the fascinating museums in this vibrant area.
Soldier Field
Catch an event at Soldier Field during your trip to Chicago. Stroll along the lakeside or visit the notable monuments in this vibrant area.
Things to do
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's 90-min Chicago River Architecture Tour
Chicago: Field Museum of Natural History Ticket or VIP Tour
Chicago's Original Gangster Tour by Bus
Sleepy Hollow Hotel Deals
Palmer House a Hilton Hotel
Embassy Suites by Hilton Chicago Downtown River North
Hilton Chicago/Magnificent Mile Suites
Congress Plaza Hotel
citizenM Chicago Downtown
The Royal Sonesta Chicago Downtown
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
- Places of interest
- Sleepy Hollow Hotels by Star Rating
- Hotels in top Chicago neighborhoods
- Sleepy Hollow Hotels by Brand
- Wrigley Field
- Michigan Avenue
- McCormick Place
- Navy Pier
- Millennium Park
- Soldier Field
- United Center
- Lake Michigan
- Chicago Riverwalk
- Grant Park
- University of Chicago
- Northwestern University
- Willis Tower
- Donald E. Stephens Convention Center
- Art Institute of Chicago
- State Street
- Chicago Theatre
- Loyola University Chicago
- Griffin Museum of Science and Industry
- Field Museum of Natural History
- Allstate Arena
- Water Tower Place
- Wintrust Arena
- Northwestern Memorial Hospital
- 875 North Michigan Avenue
- Rosemont Theatre
- University of Illinois Chicago
- Lincoln Park Zoo
- Cloud Gate
- Merchandise Mart
- House of Blues Chicago
- Fashion Outlets of Chicago