Sleepy Hollow Hotels

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Explore Sleepy Hollow

Sleepy Hollow overview

If you're looking for a new favorite getaway, look no further than Sleepy Hollow. Though Sleepy Hollow might not have many well-known attractions, you don't need to venture far to visit Raging Buffalo Snowboard Ski Park and Hemmens Cultural Center. In the surrounding area, you won't want to miss out on seeing Grand Victoria Casino and Algonquin Historic Village Hall.

Where to stay in Sleepy Hollow

A welcoming city for everyone, Sleepy Hollow offers a variety of hotels and other lodging choices. You can shop as many as 2189 deals for Sleepy Hollow accommodations on, some with discounts of up to 40%. We have room prices as low as 40 USD per night and here's a breakdown of hotels by star rating in Sleepy Hollow as well as in the surrounding area:
  • • 4 5-star hotels from 129 USD per night
  • • 52 4-star hotels from 93 USD per night
  • • 191 3-star hotels from 65 USD per night
  • • 43 2-star hotels from 45 USD per night

How to get to Sleepy Hollow

Fly into Chicago, IL (ORD-O'Hare Intl.), 21.9 mi (35.2 km) from the heart of Sleepy Hollow.

What to see around Sleepy Hollow

Here are some recommended places to see in the surrounding area:
  • • Raging Buffalo Snowboard Ski Park (3.3 mi/5.3 km from the city center)
  • • Hemmens Cultural Center (4.1 mi/6.6 km from the city center)
  • • Grand Victoria Casino (4.7 mi/7.6 km from the city center)
  • • Algonquin Historic Village Hall (4.7 mi/7.6 km from the city center)
  • • Sears Center (4.8 mi/7.7 km from the city center)

When to visit Sleepy Hollow

Wondering what time of year to travel or what clothes to pack? Here are some average seasonal norms to help you plan your vacation:

Seasonal temperature averages
  • • January-March: 53°F day, 16°F night
  • • April-June: 84°F day, 34°F night
  • • July-September: 85°F day, 48°F night
  • • October-December: 68°F day, 17°F night
Seasonal rainfall averages
  • • January-March: 6.10 inches
  • • April-June: 10.51 inches
  • • July-September: 11.81 inches
  • • October-December: 8.54 inches