Sleepy Hollow Travel Guide
Chicago
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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 favourite shopping spot in Chicago, you can search for that perfect souvenir. Amble around this vibrant area's lakeside or experience its fascinating museums.
Michigan Avenue
You can find the perfect gifts to bring home 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 in McCormick Place, a top convention centre in Chicago. Discover the acclaimed art galleries and notable monuments in this vibrant area.
Six Flags Great America
Enjoy the excitement at Six Flags Great America and find out why this is a popular theme park in Gurnee. Stroll along the lakeside or visit the shops in this family-friendly area.
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 entertainment choices in this vibrant area.
Top hotels in Sleepy Hollow
Reviewed on 20 Jun 2025
Reviewed on 20 Jun 2025
Reviewed on 21 Jun 2025
Reviewed on 21 Jun 2025
Reviewed on 20 Jun 2025
Reviewed on 19 Jun 2025
Other neighbourhoods around Sleepy Hollow
Near West Side
Live music, theatres 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
Soldier Field and Lake Michigan are a few top attractions in South Loop. Hop around the city on the metro at Roosevelt Station or Cermak-McCormick Place Station and check out the area's fascinating museums, panoramic lake views and popular shops.
Near South Side
Travellers choose Near South Side for its ample 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 theatres, 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
Spend some time visiting places like Milwaukee Avenue while getting to know Wicker Park, and be sure to check out the abundant dining options. You can hop aboard the metro at Damen Station or Division Station to see more of the area.
- Places of interest
- Hotels in Sleepy Hollow by Star Rating
- Hotels in top Chicago neighborhoods
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- Wrigley Field
- McCormick Place
- Millennium Park
- Soldier Field
- Grant Park
- Lake Michigan
- United Center
- Northwestern University
- Art Institute of Chicago
- Willis Tower
- Merchandise Mart
- Water Tower Place
- Cloud Gate
- Rate Field
- Chicago Museum of Science and Industry
- John Hancock Center
- Rosemont Theatre
- Northwestern Memorial Hospital