Skip to main content.

Sleepy Hollow Hotels

Search for hotels in Sleepy Hollow

Save more with Secret Prices

Get instant savings with Secret Prices

  • Pay now or later on most rooms
  • Free cancellation on most rooms
  • Price Guarantee

Where to stay in Sleepy Hollow

What's Sleepy Hollow Like?

If you're looking to discover somewhere new, look no further than Sleepy Hollow. Whether you're planning to stay for a night or for the week, the area around Sleepy Hollow has accommodations to fit every need. Search for hotels in Sleepy Hollow with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Sleepy Hollow hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Sleepy Hollow hotel deals are here with our lowest price guarantee.

Where are the Best Places to Stay in Sleepy Hollow?

Below are the number of accommodations by star rating in Sleepy Hollow and the surrounding area:

  • • 4 5-star accommodations from SGD 133 per night
  • • 53 4-star accommodations from SGD 111 per night
  • • 189 3-star accommodations from SGD 82 per night
  • • 43 2-star accommodations from SGD 58 per night

How to Get to Sleepy Hollow

Flights to Sleepy Hollow

  • • Chicago, IL (DPA-Dupage), 13.4 mi (21.6 km) from central Sleepy Hollow
  • • Chicago, IL (PWK-Chicago Executive), 20.5 mi (33 km) from central Sleepy Hollow
  • • Chicago, IL (ORD-O'Hare Intl.), 21.9 mi (35.2 km) from central Sleepy Hollow

Things to See and Do in Sleepy Hollow

Things to See near Sleepy Hollow:

  • • Sears Center (4.8 mi/7.7 km from the city center)
  • • Algonquin Historic Village Hall (4.7 mi/7.6 km from the city center)
  • • Elgin Sports Complex (5.4 mi/8.7 km from the city center)
  • • Three Oaks Recreation Area (8.6 mi/13.8 km from the city center)

Things to Do near Sleepy Hollow:

  • • Santa's Village (2.1 mi/3.3 km from the city center)
  • • Grand Victoria Casino (4.7 mi/7.6 km from the city center)
  • • Arboretum of South Barrington (6 mi/9.7 km from the city center)
  • • Villa Olivia Country Club (7.2 mi/11.6 km from the city center)
  • • Hemmens Cultural Center (4.1 mi/6.6 km from the city center)

When Is the Best Time to Visit Sleepy Hollow?

  • • Hottest months: July, June, August, September (average 83°F)
  • • Coldest months: January, February, December, March (average 19°F)
  • • Rainiest months: August, July, May, and June (average 3.93 inches of rainfall)