Sleepy Hollow
Chicago
Visit Sleepy Hollow
Top hotels in Sleepy Hollow

Hotel Felix River North/Magnificent Mile
Clean room
Reviewed on 30 Apr 2026

River Hotel
Beautiful, clean room with an incredible downtown Chicago view. Totally worth it
Reviewed on 29 Apr 2026

Club Quarters Hotel, Central Loop, Chicago
Great check in and check out experience
Reviewed on 29 Apr 2026

Hilton Chicago/Magnificent Mile Suites
Clean
Reviewed on 30 Apr 2026

Hotel Riu Plaza Chicago
The best breakfast buffet I’ve ever had!
Reviewed on 29 Apr 2026

Hilton Chicago O'Hare Airport
After two international flights this was a welcome overnight and we loved the view of the airport and downtown from our room. The restaurant was decent for a quick bite, and when our coffee machine didn’t work, they kindly gave us a voucher to buy one at their cafe. Comfortable overall stay with ...
Reviewed on 29 Apr 2026
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 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
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.

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.

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.

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.
