Best Resorts in Sleepy Hollow

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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 1 Resorts in Sleepy Hollow with updated reviews, rates, and availability.

Eaglewood Resort and Spa
Front of property - evening/night

Eaglewood Resort and Spa

4.0 star property
8.6 out of 10, Excellent, (1003)
"Cozy place to stay."
The price is $139
includes taxes & fees
$125 per night
May 8 - May 9
Eaglewood Resort and Spa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Sleepy Hollow

"Cozy Rooms with WiFi, Fitness Room & On-Site Restaurant/Bar in Schaumburg "
Bar (on property)

"Cozy Rooms with WiFi, Fitness Room & On-Site Restaurant/Bar in Schaumburg "

8.0 out of 10, Very Good, (2)
"Room clean, fitness room awful!! Have to request house keeping but they do not change sheets. Bar and restaurant bare minimum. They have a nice bar next to hotel(Not the-one located in the hotel) Would not stay again!"
The price is $110
includes taxes & fees
$109 per night
May 2 - May 3
"Cozy Rooms with WiFi, Fitness Room & On-Site Restaurant/Bar in Schaumburg "
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
A heated pool

HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

9.4 out of 10, Exceptional, (33)
"The house was very clean and spacious. A lot of activities to do "
The price is $1,409
includes taxes & fees
$1,339 per night
May 8 - May 9
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
✽ Charming Cottage ✽ close to College/Town/Station
Outdoor dining

✽ Charming Cottage ✽ close to College/Town/Station

10.0 out of 10, Exceptional, (42)
"House is super clean, pictures are accurate. Would stay again! "
The price is $291
includes taxes & fees
$291 per night
May 5 - May 6
✽ Charming Cottage ✽ close to College/Town/Station
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

What can I expect from a resort vacation in Sleepy Hollow?
Longing for a relaxing getaway? You deserve the comforts and luxuries of a resort, where you can find everything you want for your stay from tasty dining options to activities and shopping. Browse the resort options in the area and discover the right one for you, whether you picture yourself sitting down to fine dining or heading to the spa for a deep-tissue massage.
What's the best resort for my stay in Sleepy Hollow?
Our top-rated resort near Sleepy Hollow: Eaglewood Resort and Spa - Spa resort. 16.5 mi (26.5 km) from Sleepy Hollow. Features 2 restaurants, 2 bars, and a golf course.
What can I do in Sleepy Hollow?
If you’re interested in local sights, Santa’s Village, Hemmens Cultural Center, and Grand Victoria Casino are some places to visit nearby. In the area, other attractions include Algonquin Historic Village Hall and NOW Arena.
What's the seasonal weather like in Sleepy Hollow?
The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Sleepy Hollow are January, November, February, and October, with each month seeing an average of 7 inches of snowfall.
What's the best way to get to and around Sleepy Hollow?
Fly into Chicago, IL (DPA-Dupage), which is located 13.4 mi (21.6 km) from the city center. Otherwise, you can search for flights to Chicago, IL (PWK-Chicago Executive), which is 20.5 mi (33 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.