Find a Hotel in Sleepy Hollow
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Top hotels in Sleepy Hollow

Hotel Riu Plaza Chicago
Great location. Comfy bed. Rooftop bar really nice! Friendly service.
Reviewed on May 15, 2026

River Hotel
Hotel is a beautiful, smaller boutique property.
Reviewed on May 14, 2026

Club Quarters Hotel, Central Loop, Chicago
The hotel and room was pretty standard for a hotel in downtown Chicago. There was water stations on every floor to fill water bottles, the staff was very friendly, and there was self-service check-in & check-out. Only negative was the doors to the rooms were very loud, louder than other hotels I’ve ...
Reviewed on May 14, 2026

Holiday Inn Chicago Dwtn - The Mart by IHG
Everything was amazing
Reviewed on May 12, 2026

Hilton Chicago
Great staff and location.
Reviewed on May 14, 2026

Hotel Felix River North/Magnificent Mile
All was good
Reviewed on May 12, 2026

Congress Plaza Hotel
Only thing bad about this is they don’t have parking and parking was $65
Reviewed on May 15, 2026

Freehand Chicago
pretty good
Reviewed on May 14, 2026

Fairmont Chicago at Millennium Park
Sleepy Hollow Hotel Guide
Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.
Nowhere else can you find better deals on Sleepy Hollow area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Sleepy Hollow to find the perfect one to will fit your budget.
Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Sleepy Hollow are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.
Recent Sleepy Hollow hotel reviews by fellow wanderers

Hotel Riu Plaza Chicago
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