Book Hotels in Sleepy Hollow, IL

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Top Sleepy Hollow hotels

Eaglewood Resort and Spa

Eaglewood Resort and Spa

4 out of 5
1401 Nordic Rd Itasca IL
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $150 total per night from Aug 30 to Aug 31
$150 total
Aug 30 - Aug 31
Total with taxes and fees
This smoke-free resort features a golf course, a full-service spa, and 2 restaurants. Traveling on business? Take advantage of the 24-hour business center and ...
"It’s a serene environment"

Reviewed on Aug 28, 2026

Opens in a new windowEaglewood Resort and Spa
DoubleTree by Hilton Chicago - Arlington Heights

DoubleTree by Hilton Chicago - Arlington Heights

4 out of 5
75 W Algonquin Rd Arlington Heights IL
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $118 total per night from Sep 6 to Sep 7
$118 total
Sep 6 - Sep 7
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
"Very nice hotel with caring staff. The room was perfect and very quiet. The warm chocolate cookies I was given whenever I asked at the front desk were delicious!"

Reviewed on Aug 29, 2026

Opens in a new windowDoubleTree by Hilton Chicago - Arlington Heights
DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

4 out of 5
1200 N Mittel Blvd Wood Dale IL
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $127 total per night from Sep 6 to Sep 7
$127 total
Sep 6 - Sep 7
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and WiFi in public ...
"Very quite and relaxing away from the city and noise"

Reviewed on Aug 25, 2026

Opens in a new windowDoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove
Comfort Inn Chicago Schaumburg - O'Hare Airport

Comfort Inn Chicago Schaumburg - O'Hare Airport

2.5 out of 5
1300 E Higgins Rd Schaumburg IL
Fully refundable
$89 nightly
The price is $102 total per night from Sep 10 to Sep 11
$102 total
Sep 10 - Sep 11
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and airport shuttle. ...
"Facility was nice. Staff was helpful. Laundry facility could use updating. Overall nice place"

Reviewed on Aug 27, 2026

Opens in a new windowComfort Inn Chicago Schaumburg - O'Hare Airport
The Westin Chicago Northwest

The Westin Chicago Northwest

4 out of 5
400 Park Blvd Itasca IL
Fully refundableReserve now, pay when you stay
$160 nightly
The price is $177 total per night from Sep 7 to Sep 8
$177 total
Sep 7 - Sep 8
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
Opens in a new windowThe Westin Chicago Northwest
Hyatt Place Itasca

Hyatt Place Itasca

3 out of 5
1150 North Arlington Heights Road Itasca IL
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $112 total per night from Sep 11 to Sep 12
$112 total
Sep 11 - Sep 12
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
Opens in a new windowHyatt Place Itasca
Motel 6 Rolling Meadows, IL - Chicago Northwest

Motel 6 Rolling Meadows, IL - Chicago Northwest

2 out of 5
1800 Winnetka Cir Rolling Meadows IL
Fully refundableReserve now, pay when you stay
$63 nightly
The price is $72 total per night from Sep 1 to Sep 2
$72 total
Sep 1 - Sep 2
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A snack bar/deli and laundry facilities are also provided.
Opens in a new windowMotel 6 Rolling Meadows, IL - Chicago Northwest
Courtyard by Marriott Chicago Wood Dale

Courtyard by Marriott Chicago Wood Dale

3 out of 5
900 N Wood Dale Rd Wood Dale IL
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $131 total per night from Sep 6 to Sep 7
$131 total
Sep 6 - Sep 7
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and free ...
Opens in a new windowCourtyard by Marriott Chicago Wood Dale
Hyatt Regency Schaumburg Chicago

Hyatt Regency Schaumburg Chicago

4 out of 5
1800 East Golf Rd Schaumburg IL
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $155 total per night from Sep 7 to Sep 8
$155 total
Sep 7 - Sep 8
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
Opens in a new windowHyatt Regency Schaumburg Chicago
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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 are the top kid-friendly hotels in Sleepy Hollow?
Family trips are where you make the best memories, but it's no secret that traveling with children can be difficult. These kid-friendly Sleepy Hollow hotels come with perks that aim to keep visitors of all ages comfortable and happy: Your crew will enjoy staying at Charming Historic 2BR/1BA in DOWNTOWN EAST DUNDEE. Animal viewing activities and free WiFi are a few of the things that help make this place a winner. Alternatively, spend your Sleepy Hollow trip at Charming 2BR/1BA Located in the ❤️ Of Downtown East Dundee. Make the most of animal viewing activities, free WiFi and more here.
Where can I find cheap hotels in Sleepy Hollow?
At Travelocity you'll find really nice hotels in Sleepy Hollow at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Sleepy Hollow rather than in Sleepy Hollow. We may find you even better rates, too.
How do I find the best Sleepy Hollow hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Sleepy Hollow then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Sleepy Hollow?
The cheapest hotel in Sleepy Hollow is $72. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Sleepy Hollow?
There are 494 hotels in Sleepy Hollow on Travelocity.
What are the best hotels in Sleepy Hollow?
Sleepy Hollow has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Sleepy Hollow for you!
When is the best time to visit Sleepy Hollow?
If you want the joy of a fun-filled trip in peak season, visit Sleepy Hollow during May, June and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as December, January and February.
When is the cheapest time to stay in Sleepy Hollow?
Based on historic data is usually the cheapest month to visit Sleepy Hollow. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Sleepy Hollow?
There are multiple hotels in Sleepy Hollow that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Sleepy Hollow. We have plenty of kid-friendly hotels in Sleepy Hollow to choose from on Travelocity!
Why book a hotel in Sleepy Hollow through Travelocity?
Because we have the top hotels in Sleepy Hollow! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Sleepy Hollow on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Sleepy Hollow hotel reviews by fellow wanderers

DoubleTree by Hilton Libertyville - Mundelein

DoubleTree by Hilton Libertyville - Mundelein

5 out of 5
Posted less than an hour ago
Travelocity Verified Review
"Staff were so helpful and accommodating , I have a physical disability and also required early check in to prepare for a funeral and they went far above to assist with timing and were the kind Brest people ever."
A verified traveler stayed at DoubleTree by Hilton Libertyville - Mundelein
DoubleTree by Hilton Libertyville - Mundelein

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