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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
29 Jul - 30 Jul
Tomorrow
30 Jul - 31 Jul
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Filter by

Guest rating
Guest rating
Property class

Top 10 trending Sleepy Hollow hotels

AmericInn by Wyndham Woodstock IL
Jetted bathtub

AmericInn by Wyndham Woodstock IL

2.5 star property
8.0 out of 10, Very good, (910)
"Great option for our short stay in Woodstock."
The price is €86
includes taxes & fees
6 Aug - 7 Aug
AmericInn by Wyndham Woodstock IL
Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG
Exterior

Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG

2.5 star property
9.2 out of 10, Wonderful, (577)
"Nice clean hotel"
The price is €99
includes taxes & fees
22 Aug - 23 Aug
Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG
Best Western Plus Elgin - Chicago
Fireplace

Best Western Plus Elgin - Chicago

3.0 star property
8.4 out of 10, Very good, (1018)
"Simple check in/out nice rooms"
The price is €84
includes taxes & fees
5 Aug - 6 Aug
Best Western Plus Elgin - Chicago
Comfort Inn & Suites Arlington Heights - Buffalo Grove
Standard Room, 1 King Bed, Non Smoking

Comfort Inn & Suites Arlington Heights - Buffalo Grove

2.5 star property
8.8 out of 10, Excellent, (302)
"It's was a wonderful stay "
The price is €94
includes taxes & fees
4 Aug - 5 Aug
Comfort Inn & Suites Arlington Heights - Buffalo Grove
Hampton Inn & Suites Addison
Exterior

Hampton Inn & Suites Addison

2.5 star property
9.0 out of 10, Wonderful, (1015)
"Awesome staff and very nice clean rooms! "
The price is €89
includes taxes & fees
17 Aug - 18 Aug
Hampton Inn & Suites Addison
Hampton Inn by Hilton Huntley Chicago
Free daily buffet breakfast

Hampton Inn by Hilton Huntley Chicago

2.5 star property
9.4 out of 10, Exceptional, (255)
"Very nice hotel. Had a variety of restaurants near by. Was close to where we were going. "
The price is €118
includes taxes & fees
3 Aug - 4 Aug
Hampton Inn by Hilton Huntley Chicago
Holiday Inn Express Hotel & Suites, a Lake Zurich-Barrington by IHG
Exterior

Holiday Inn Express Hotel & Suites, a Lake Zurich-Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (824)
"Very friendly, family run hotel."
The price is €107
includes taxes & fees
8 Aug - 9 Aug
Holiday Inn Express Hotel & Suites, a Lake Zurich-Barrington by IHG
Aloft Chicago Schaumburg
Lobby

Aloft Chicago Schaumburg

3.0 star property
9.2 out of 10, Wonderful, (336)
"Nice area. Lots of restaurants and shopping near by"
The price is €117
includes taxes & fees
9 Aug - 10 Aug
Aloft Chicago Schaumburg
Quality Inn Schaumburg - Chicago near the Mall
Indoor pool, pool loungers

Quality Inn Schaumburg - Chicago near the Mall

2.5 star property
8.6 out of 10, Excellent, (1022)
"It was convenient to area amenities, reasonably priced and had a good breakfast."
The price is €88
includes taxes & fees
10 Aug - 11 Aug
Quality Inn Schaumburg - Chicago near the Mall
Chez Hotel Arlington Heights
Lobby

Chez Hotel Arlington Heights

4.0 star property
9.0 out of 10, Wonderful, (393)
"Beautiful hotel! "
The price is €129
includes taxes & fees
4 Aug - 5 Aug
Chez Hotel Arlington Heights
Country Inn & Suites by Radisson, Crystal Lake, IL
Free daily on-the-go breakfast

Country Inn & Suites by Radisson, Crystal Lake, IL

2.5 star property
8.6 out of 10, Excellent, (1011)
"Clean and friendly staff."
The price is €111
includes taxes & fees
17 Aug - 18 Aug
Country Inn & Suites by Radisson, Crystal Lake, IL
Holiday Inn Chicago Nw Crystal Lk Conv Ctr by IHG
Japanese garden

Holiday Inn Chicago Nw Crystal Lk Conv Ctr by IHG

3.0 star property
8.0 out of 10, Very good, (1000)
"A great stay! "
The price is €104
includes taxes & fees
10 Aug - 11 Aug
Holiday Inn Chicago Nw Crystal Lk Conv Ctr by IHG
Days Inn & Suites by Wyndham Arlington Heights
Premium bedding, desk, iron/ironing board, free cots/infant beds

Days Inn & Suites by Wyndham Arlington Heights

2.5 star property
8.6 out of 10, Excellent, (1010)
"One night stay was good"
The price is €92
includes taxes & fees
24 Aug - 25 Aug
Days Inn & Suites by Wyndham Arlington Heights
Holiday Inn Chicago Northwest-Elgin by IHG
Standard Room

Holiday Inn Chicago Northwest-Elgin by IHG

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Safe and nice stay "
The price is €103
includes taxes & fees
3 Aug - 4 Aug
Holiday Inn Chicago Northwest-Elgin by IHG
Comfort Inn Crystal Lake - Algonquin
Free daily buffet breakfast

Comfort Inn Crystal Lake - Algonquin

2.5 star property
8.0 out of 10, Very good, (936)
"Nothing special about it at all. Clean for the most part."
The price is €106
includes taxes & fees
3 Aug - 4 Aug
Comfort Inn Crystal Lake - Algonquin
Quality Inn and Suites St Charles - West Chicago
Lobby

Quality Inn and Suites St Charles - West Chicago

2.5 star property
8.2 out of 10, Very good, (1000)
"Great place"
The price is €80
includes taxes & fees
28 Aug - 29 Aug
Quality Inn and Suites St Charles - West Chicago
HARMONY INN
Business Room, 1 King Bed, Patio, Courtyard View | Terrace/patio

HARMONY INN

2.0 star property
9.4 out of 10, Exceptional, (41)
"Amazing property. Would absolutely recommend staying here if you love a camp feel with plenty of open space grass and animals !! "
The price is €114
includes taxes & fees
4 Aug - 5 Aug
HARMONY INN
Eaglewood Resort and Spa
Front of property – evening/night

Eaglewood Resort and Spa

4.0 star property
8.6 out of 10, Excellent, (1021)
"It was really nice could use more food options and a dj on Saturday nights "
The price is €152
includes taxes & fees
3 Aug - 4 Aug
Eaglewood Resort and Spa
Hyatt Place Chicago/Hoffman Estates
Restaurant

Hyatt Place Chicago/Hoffman Estates

3.0 star property
8.4 out of 10, Very good, (1029)
"Top notch staff, spacious rooms, and great breakfast."
The price is €108
includes taxes & fees
11 Aug - 12 Aug
Hyatt Place Chicago/Hoffman Estates
DoubleTree by Hilton Libertyville - Mundelein
Exterior

DoubleTree by Hilton Libertyville - Mundelein

4.0 star property
8.6 out of 10, Excellent, (1000)
"Had a wonderful stay"
The price is €109
includes taxes & fees
10 Aug - 11 Aug
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
Sign in
Sign up, it's free

Learn more about Sleepy Hollow

Explore Sleepy Hollow: its bars and more!

See all hotels in Sleepy Hollow

Top Sleepy Hollow Hotel Reviews

Chez Hotel Arlington Heights

Chez Hotel Arlington Heights

10/10 Excellent
"This hotel is the best we've stayed at in years. It is very clean. It is beautiful. The room we had was beautiful. It came with a 48 inch television as well. The bathroom was particularly impressive. There was a nightlight so one could find the bathroom at night. Also a coffee station, fridge, safe, dining area. Valet service for those who want it. This is an upscale hotel at an economical price."
Anonymous traveller 1-night trip
Posted 2 days ago
Chez Hotel Arlington Heights

Frequently asked questions

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

Grand Royal Hotel O'Hare - Chicago, located 18.4 mi (29.6 km) from the heart of Sleepy Hollow, is a top choice for your stay, based on our traveller data. Other good choices for your trip 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.

What are some of the best holiday rentals that Sleepy Hollow has to offer?

HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub: This holiday home rental outside of Sleepy Hollow offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. See all 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 in most cases is within 24 or 48 hours of check in. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Sleepy Hollow.

What are some accommodation options with pools in Sleepy Hollow?

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

How is it to stay in Sleepy Hollow?

Visitors can enjoy all that Sleepy Hollow has to offer, including its bars. There are 486 hotels and other accommodation options 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, Hemmens Cultural Center and Grand Victoria Casino. You'll also find Algonquin Historic Village Hall and NOW Arena in the area. Take a look at what more there is to see and do in Expedia's Sleepy Hollow guide.

What's the seasonal weather like in Sleepy Hollow?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Sleepy Hollow are January, November, February and October, with each month seeing an average of 17 cm of snowfall.