Sleepy Hollow Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Sleepy Hollow hotels

Comfort Inn & Suites Geneva - West Chicago

2.5 star property
8.8 out of 10, Excellent, (636)
"Great place to stay "
The price is P7,183
P7,971 total
includes taxes & fees
Aug 24 - Aug 25
Comfort Inn & Suites Geneva - West Chicago

Best Western Plus Elgin - Chicago

3.0 star property
8.4 out of 10, Very Good, (1012)
"Extremely comfortable beds and super clean!! "
The price is P5,015
P5,616 total
includes taxes & fees
Aug 12 - Aug 13
Best Western Plus Elgin - Chicago

Geneva Motel Inn

2.0 star property
7.2 out of 10, Good, (902)
"Quite and friendly staff."
Geneva Motel Inn

Grand Royal Hotel O'Hare - Chicago

3.5 star property
5.8 out of 10, (149)
"Great hotel"
The price is P5,624
P6,354 total
includes taxes & fees
Aug 17 - Aug 18
Grand Royal Hotel O'Hare - Chicago

Quality Inn and Suites St Charles - West Chicago

2.5 star property
8.2 out of 10, Very Good, (1010)
"This hotel was a great for our weekend getaway. We loved everything about it from the pool, ease of getting around and the breakfast. We will be staying here again!"
The price is P4,389
P4,914 total
includes taxes & fees
Sep 3 - Sep 4
Quality Inn and Suites St Charles - West Chicago

Motel 6 Elk Grove Village, IL

2.0 star property
8.0 out of 10, Very Good, (1019)
"Hotel was quiet and clean "
The price is P2,997
P3,385 total
includes taxes & fees
Aug 19 - Aug 20
Motel 6 Elk Grove Village, IL

Eaglewood Resort and Spa

4.0 star property
8.6 out of 10, Excellent, (1009)
"Nice rooms golf course view"
The price is P8,089
P10,124 total
includes taxes & fees
Aug 17 - Aug 18
Eaglewood Resort and Spa

Hampton Inn & Suites Addison

2.5 star property
9.0 out of 10, Wonderful, (1005)
"Would definitely stay again."
The price is P5,315
P5,899 total
includes taxes & fees
Aug 17 - Aug 18
Hampton Inn & Suites Addison

Super 8 by Wyndham St. Charles

2.0 star property
6.0 out of 10, (838)
"Would stay again recommend to people. "
The price is P3,901
P4,368 total
includes taxes & fees
Aug 10 - Aug 11
Super 8 by Wyndham St. Charles

Country Inn & Suites by Radisson, Elk Grove Village/Itasca

3.0 star property
8.6 out of 10, Excellent, (1010)
"Wonderful place to stay!"
The price is P6,036
P6,936 total
includes taxes & fees
Aug 20 - Aug 21
Country Inn & Suites by Radisson, Elk Grove Village/Itasca

Courtyard Chicago St. Charles

3.0 star property
8.6 out of 10, Excellent, (467)
"We stay here often when we come to shop and enjoy the area. "
The price is P7,218
P8,083 total
includes taxes & fees
Sep 1 - Sep 2
Courtyard Chicago St. Charles

Fairfield Inn and Suites By Marriott St Charles

2.5 star property
8.2 out of 10, Very Good, (513)
"Staff was very polite, friendly and helpful."
The price is P5,409
P6,057 total
includes taxes & fees
Sep 1 - Sep 2
Fairfield Inn and Suites By Marriott St Charles

Hyatt Place Itasca

3.0 star property
8.8 out of 10, Excellent, (1010)
"Great place to stay "
The price is P5,450
P6,048 total
includes taxes & fees
Aug 17 - Aug 18
Hyatt Place Itasca

The Westin Chicago Northwest

4.0 star property
8.6 out of 10, Excellent, (1009)
"Great hotel with great pool. "
The price is P6,778
P7,579 total
includes taxes & fees
Aug 17 - Aug 18
The Westin Chicago Northwest

Holiday Inn Express Chicago NW - Arlington Heights by IHG

2.5 star property
8.8 out of 10, Excellent, (989)
"Great property location and excellent staff who are in to meet/exceed customer expectations! "
The price is P5,875
P6,578 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn Express Chicago NW - Arlington Heights by IHG

DoubleTree by Hilton Chicago - Arlington Heights

4.0 star property
8.0 out of 10, Very Good, (1005)
"Clean, comfortable bed, staff was very nice and friendly. "
The price is P5,315
P5,952 total
includes taxes & fees
Aug 17 - Aug 18
DoubleTree by Hilton Chicago - Arlington Heights

Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts

2.0 star property
5.8 out of 10, (1015)
"nice place to stay"
The price is P3,355
P3,757 total
includes taxes & fees
Sep 1 - Sep 2
Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts

WoodSpring Suites Chicago Addison

2.5 star property
6.4 out of 10, (323)
"I really enjoyed my stay and look forward to staying again."
The price is P4,704
P5,221 total
includes taxes & fees
Aug 6 - Aug 7
WoodSpring Suites Chicago Addison

Red Lion Inn & Suites Elk Grove Village

2.0 star property
6.8 out of 10, (1004)
"I enjoyed my stay "
The price is P7,457
P8,425 total
includes taxes & fees
Aug 17 - Aug 18
Red Lion Inn & Suites Elk Grove Village

DoubleTree by Hilton Libertyville - Mundelein

4.0 star property
8.6 out of 10, Excellent, (1009)
"Had a wonderful stay"
The price is P6,290
P6,981 total
includes taxes & fees
Sep 1 - Sep 2
DoubleTree by Hilton Libertyville - Mundelein
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.
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Sleepy Hollow

Explore Sleepy Hollow: its bars and more!

Top Sleepy Hollow Hotel Reviews

Frequently asked questions

What's the best place for a stay in Sleepy Hollow?

Hyatt Regency Schaumburg Chicago, located 14 mi (22.5 km) from the heart of Sleepy Hollow, is a top choice for your stay based on our traveler data. Other good options for your visit to the area are DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove and DoubleTree by Hilton Chicago - Arlington Heights. See all available top hotels, or vacation rentals in Sleepy Hollow.

If I need to cancel my hotel reservation in Sleepy Hollow, will I receive a refund?

Yes, you'll find most hotel bookings are fully refundable if cancelled before the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a non-refundable reservation, it might still be possible to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Sleepy Hollow.

Where can I learn more about changing or cancelling my trip to Sleepy Hollow?

For more details about picking new dates or cancelling your trip to Sleepy Hollow, head over to our customer service page.

What are some accommodations with pools in Sleepy Hollow?

The Westin Chicago Northwest: Features 2 restaurants, an indoor pool, and free parking. Country Inn & Suites by Radisson, Schaumburg, IL and Courtyard by Marriott Chicago Wood Dale are a couple of other choices that feature an onsite pool. View all hotels with pools in Sleepy Hollow.

What's the best hotel for staying near O'Hare International Airport (ORD)?

Hilton Chicago O'Hare Airport is a popular 4-star hotel featuring 2 restaurants and 2 bars. It's located a short 0.1 mi (0.1 km) from O'Hare Intl. Airport. Other good options close to the airport are Edward Hotel Chicago and Best Western At O'Hare.

How is it staying in Sleepy Hollow?

Visitors can enjoy all that Sleepy Hollow has to offer including its bars. There are 494 hotels and other accommodations in the surrounding area. Find out more about Sleepy Hollow.

What should I do while I'm visiting Sleepy Hollow?

Places to visit in the wider area include Santa's Village, Randall Oaks Golf Club, and Hemmens Cultural Center. You'll also find Grand Victoria Casino and Algonquin Historic Village Hall in the area. Check out what more to see and do in Expedia's Sleepy Hollow guide.

What's the 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.