10 properties in Sleepy Hollow

Hotels in Sleepy Hollow

Search Sleepy Hollow Hotels

Get Secret Prices on selected hotels

These prices aren’t available to everyone.

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

Best Sleepy Hollow Hotels

Sleepy Hollow overview

Sleepy Hollow is a budget-friendly place unique for its art. You'll enjoy the abundant beer and bar choices. Spend a relaxing day at Buffalo Park Forest Preserve and Three Oaks Recreation Area when the weather is nice. Make sure that you stop by Raging Buffalo Snowboard Ski Park and Hemmens Cultural Center while you're here. Sleepy Hollow is an inviting destination that has something for everyone.

Where to stay in 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 maps. These display the areas and neighbourhoods 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.

How to get to Sleepy Hollow

Fly in to Chicago, IL (ORD-O'Hare Intl.), 21.9 mi (35.2 km) from central Sleepy Hollow. Chicago, IL (MDW-Midway Intl.) is the next closest major airport, 35.8 mi (57.6 km) away.

What to see around Sleepy Hollow

It's recognised for its sunsets. Top places for nature lovers include:
  • • Buffalo Park Forest Preserve
  • • Three Oaks Recreation Area
  • • Crystal Lake Park
  • • Baker's Lake Nature Preserve
  • • Veterans Acres Park
Here are some local highlights:
  • • Raging Buffalo Snowboard Ski Park
  • • Hemmens Cultural Center
  • • Brunswick Zone XL
  • • Grand Victoria Casino
  • • Algonquin Historic Village Hall

When to visit Sleepy Hollow

Wondering when the best time to visit is? Here are seasonal trends to help you plan your trip:

Seasonal temperatures
  • January-March: 12°C day, -9°C night
  • April-June: 29°C day, 1°C night
  • July-September: 29°C day, 9°C night
  • October-December: 20°C day, -8°C night
Seasonal average rainfall
  • January-March: 155 cm
  • April-June: 267 cm
  • July-September: 300 cm
  • October-December: 217 cm
  • Bar
  • Shopping
  • Dining