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Find hotels in Sleepy Hollow, IL from $65

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Our top choices for Sleepy Hollow hotels

1. Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
4.0 star property
Rosemont
9.0 out of 10, Wonderful, (3,320 reviews)
"Nice room in the preferred area."
United States
David
1 day ago
$135 nightly
The price is $154
Nov 22 - Nov 23
Total with taxes and fees
Hyatt Regency O'Hare Chicago

2. Great Wolf Lodge Illinois

Great Wolf Lodge Illinois
3.0 star property
Gurnee
8.4 out of 10, Very good, (1,000 reviews)
"I love that this is definitely a family Hotel."
United States
Julie Alexandra
24 days ago
$155 nightly
The price is $177
Nov 15 - Nov 16
Total with taxes and fees
Great Wolf Lodge Illinois

3. Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport
3.0 star property
Schiller Park
7.8 out of 10, Good, (3,264 reviews)
"I liked to be close to the stores and some restaurants."
United States
Adriana G
3 days ago
$87 nightly
The price is $100
Nov 22 - Nov 23
Total with taxes and fees
Comfort Suites Chicago O'Hare Airport

4. Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
3.5 star property
Rosemont
8.6 out of 10, Excellent, (2,906 reviews)
"Staff was very friendly. Nice clean love they have a full body mirror."
United States
Deborah
1 day ago
$110 nightly
The price is $125
Nov 23 - Nov 24
Total with taxes and fees
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

5. Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (3,230 reviews)
"Comfortable smelled good. Room was clean."
United States
Xavier
4 days ago
$124 nightly
The price is $141
Dec 13 - Dec 14
Total with taxes and fees
Holiday Inn Chicago O'Hare – Rosemont by IHG

6. Embassy Suites by Hilton Chicago O'Hare Rosemont

Embassy Suites by Hilton Chicago O'Hare Rosemont
4.0 star property
Rosemont
9.0 out of 10, Wonderful, (1,994 reviews)
"Custom omelet station made our whole morning. Parking was convenient."
United States
Jessica
2 days ago
$127 nightly
The price is $144
Nov 25 - Nov 26
Total with taxes and fees
Embassy Suites by Hilton Chicago O'Hare Rosemont

7. Best Western Plus Elgin - Chicago

Best Western Plus Elgin - Chicago
3.0 star property
West Dundee
8.6 out of 10, Excellent, (1,092 reviews)
"The parking was easily accessible to the entrances to the hotel."
United States
Christine
2 days ago
$93 nightly
The price is $104
Nov 16 - Nov 17
Total with taxes and fees
Best Western Plus Elgin - Chicago

8. Sybaris Pool Suites

Sybaris Pool Suites
2.5 star property
Downers Grove
8.6 out of 10, Excellent, (142 reviews)
"We got the room with the whirlpool I enjoy that the most."
United States
Tyreonia
14 days ago
$203 nightly
The price is $221
Nov 23 - Nov 24
Total with taxes and fees
Sybaris Pool Suites

9. Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
4.0 star property
O'Hare
8.6 out of 10, Excellent, (2,612 reviews)
"It was great that It was connected to the airport."
United States
Laura
3 days ago
$183 nightly
The price is $215
Dec 12 - Dec 13
Total with taxes and fees
Hilton Chicago O'Hare Airport

10. Holiday Inn Chicago Northwest-Elgin by IHG

Holiday Inn Chicago Northwest-Elgin by IHG
3.0 star property
Elgin
9.0 out of 10, Wonderful, (1,002 reviews)
"Very clean and spacious room. Love how the hotel offers dove products."
United States
Marilynn
10 days ago
$132 nightly
The price is $150
Dec 6 - Dec 7
Total with taxes and fees
Holiday Inn Chicago Northwest-Elgin by IHG

11. Embassy Suites by Hilton Chicago Lombard Oak Brook

Embassy Suites by Hilton Chicago Lombard Oak Brook
3.5 star property
Lombard
8.2 out of 10, Very good, (1,891 reviews)
"The location was amazing. Any type place you might want to visit."
United States
Ines Young
3 days ago
$108 nightly
The price is $120
Dec 6 - Dec 7
Total with taxes and fees
Embassy Suites by Hilton Chicago Lombard Oak Brook

12. The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites
3.5 star property
Willowbrook
8.6 out of 10, Excellent, (1,667 reviews)
"Had a great time with my wife she loved."
United States
Demetrius
20 hours ago
$142 nightly
The price is $149
Dec 13 - Dec 14
Total with taxes and fees
The Champagne Lodge & Luxury Suites

13. Eaglewood Resort and Spa

Eaglewood Resort and Spa
4.0 star property
Itasca
8.8 out of 10, Excellent, (1,421 reviews)
"It's an older hotel with so much charm. We loved our stay."
United States
Jeff
23 hours ago
$149 nightly
The price is $165
Dec 8 - Dec 9
Total with taxes and fees
Eaglewood Resort and Spa

14. SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard
2.5 star property
Highland Hills
9.0 out of 10, Wonderful, (3,141 reviews)
"Breakfast area are well lit. Public areas are clean. Staff was helpful."
United States
Jonathan
3 days ago
$97 nightly
The price is $107
Nov 19 - Nov 20
Total with taxes and fees
SureStay Plus Hotel by Best Western Chicago Lombard

15. Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
3.0 star property
Des Plaines
8.8 out of 10, Excellent, (2,087 reviews)
"I really enjoyed my stay. The room was clean. I had a great experience."
United States
Daniela
7 days ago
$111 nightly
The price is $131
Dec 13 - Dec 14
Total with taxes and fees
Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

16. Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel
4.5 star property
Rosemont
9.4 out of 10, Exceptional, (2,291 reviews)
"With thoughtful design touches that make the space feel fresh."
United States
Phil
3 days ago
$149 nightly
The price is $170
Nov 23 - Nov 24
Total with taxes and fees
Loews Chicago O'Hare Hotel

17. The Westin Chicago Lombard

The Westin Chicago Lombard
4.0 star property
Lombard
9.0 out of 10, Wonderful, (1,472 reviews)
"Had room service and it was lovely."
United States
Kasey
8 days ago
$140 nightly
The price is $155
Nov 22 - Nov 23
Total with taxes and fees
The Westin Chicago Lombard

18. Sinclair Suites

Sinclair Suites
2.0 star property
West Dundee
10.0 out of 10, Exceptional, (28 reviews)
"Live music Saturday night. Great Food with reasonable pricing. Slight mixup Expedia with check."
United States
Laurie
August 24th, 2026
$248 nightly
The price is $278
Nov 29 - Nov 30
Total with taxes and fees
Sinclair Suites

19. DoubleTree by Hilton Chicago O'Hare Airport - Rosemont

DoubleTree by Hilton Chicago O'Hare Airport - Rosemont
4.0 star property
Rosemont
9.0 out of 10, Wonderful, (1,001 reviews)
"Quiet hotel close to the airport."
United States
Jane
3 days ago
$127 nightly
The price is $144
Nov 24 - Nov 25
Total with taxes and fees
DoubleTree by Hilton Chicago O'Hare Airport - Rosemont

20. Chicago Club Inn & Suites

Chicago Club Inn & Suites
3.0 star property
Westmont
7.2 out of 10, Good, (1,911 reviews)
"The room was ok. The hot tub worked well it was a relaxing night."
United States
Tommy
5 days ago
$64 nightly
The price is $71
Dec 13 - Dec 14
Total with taxes and fees
Chicago Club Inn & Suites
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Where to stay near Sleepy Hollow

Discover the charm of Sleepy Hollow, a family-friendly destination perfect for outdoor adventures and city exploration. Enjoy scenic parks and nearby attractions reminiscent of Sleepy Hollow, NY, while experiencing the warm atmosphere of Illinois' major cities. Ideal for families and romantic getaways, Sleepy Hollow offers delightful scenery and sunny weather.

West Dundee

For travelers seeking a memorable trip, West Dundee offers a delightful blend of entertainment and outdoor experiences just about 1 mile by car from Sleepy Hollow. Families will enjoy the thrills of Santa's Village, while sports enthusiasts can catch events at NOW Arena. With a nearby shopping mall center and the Schaumburg Convention Center for business needs, West Dundee is a smart choice for those wanting both leisure and convenience. Experience the charm of this vibrant city on your next getaway!

East Dundee

Experience the charm of East Dundee, an excellent hub for family travelers and weekend getaways who want a mix of entertainment and outdoor activities. This vibrant city offers easy access to attractions like Santa's Village, NOW Arena, and the Schaumburg Convention Center, perfect for creating lasting memories. Located about 1 mile by car from Sleepy Hollow, East Dundee provides a smart choice for your stay, combining delightful experiences with convenient access to local landmarks.

Carpentersville

Make the most of your visit by staying in Carpentersville, a haven for family and budget travelers thanks to its array of outdoor activities and entertainment options. Visitors can enjoy the thrills of Santa's Village, catch events at the NOW Arena, or explore the nearby national state park. Located about 3 miles from Sleepy Hollow, Carpentersville is a smart choice for convenient access to local attractions, ensuring a delightful vacation experience.

Elgin

Elgin stands out as a prime spot for travelers interested in a blend of city and outdoor experiences. With attractions like Santa's Village, NOW Arena, and Villa Olivia Country Club, visitors can enjoy fun-filled days and vibrant nightlife. Located about 5 miles by car from Sleepy Hollow, Elgin offers easy access to entertainment and leisure activities year-round. Choosing Elgin for your stay ensures a diverse experience, making it a smart choice for your vacation.

Schaumburg

Travelers visiting the area often choose Schaumburg, especially families and couples seeking close proximity to vibrant attractions. This city offers a delightful mix of activities, from shopping at its expansive malls to enjoying events at the Schaumburg Convention Center and NOW Arena. With a variety of dining options and cultural experiences, Schaumburg serves as an ideal base for your vacation. Located about 12 miles from Sleepy Hollow, it presents a smart choice for your hotel stay, ensuring you’re never far from the excitement.

Stay near popular attractions around Sleepy Hollow

Discover the charm of Sleepy Hollow, Illinois, where family-friendly outdoor adventures and cultural experiences await. Explore scenic parks, visit the Illinois Railway Museum, and enjoy nearby Crystal Lake. With a blend of relaxation and excitement, your stay will be filled with unforgettable memories.

Top Sleepy Hollow Hotel Reviews

More cheap stays in Sleepy Hollow

Hotels in Sleepy Hollow with star-rating

Find out more about Sleepy Hollow

Top reasons to visit Sleepy Hollow

  • Family-Friendly Activities: Sleepy Hollow offers a variety of attractions perfect for families, ensuring fun for all ages.
  • Outdoor Adventures: Enjoy urban parks, nature preserves, and scenic spots like Spring Valley for picnics and relaxation.
  • Seasonal Events: Experience thrilling Halloween festivities that add a unique charm to your visit.
  • Charming Downtown: Explore local shops and cafes in the picturesque downtown area.
  • Diverse Accommodations: Find lodging options for every budget, from motels to welcoming hotels.

Find great hotels near Sleepy Hollow

Discover a range of lodging options in Sleepy Hollow, Illinois, that cater to every traveler's needs. Whether you're seeking a budget-friendly motel or a welcoming hotel that embraces business travelers and the LGBTQIA community, you'll find the perfect place to unwind. Enjoy a comfortable stay that suits your lifestyle while exploring the charm of this picturesque area.

  • WoodSpring Suites Carol Stream - Chicago: WoodSpring Suites Carol Stream - Chicago is a budget-friendly lodging option located 15 miles from Sleepy Hollow, making it an ideal choice for travelers seeking a comfortable and economical stay. This hotel is particularly well-suited for pet owners, as it allows pets onsite, ensuring that your furry friends can join you on your travels. With essential amenities such as a fully equipped kitchen in each room, guests can enjoy the convenience of preparing their own meals, while the welcoming atmosphere makes it a home away from home.
  • MainStay Suites Chicago Schaumburg: Situated 13 miles from Sleepy Hollow, MainStay Suites Chicago Schaumburg is a budget-friendly hotel perfect for those who enjoy shopping and travel with pets. Located in a vibrant shopping district, this property allows pets onsite with a variable fee policy, making it easy for pet owners to bring their companions along. Guests can unwind in spacious suites that feature kitchen facilities, and enjoy easy access to nearby retail destinations, enhancing both convenience and leisure during your stay.
  • Motel 6 Rolling Meadows, IL - Chicago Northwest: Located 14 miles from Sleepy Hollow, Motel 6 Rolling Meadows, IL - Chicago Northwest offers a budget-friendly motel experience for travelers. Known for its pet-friendly policy, this property permits pets at no additional charge, making it a great choice for those traveling with animals. The simple yet comfortable accommodations ensure a restful stay, and the motel's convenient location allows easy access to the surrounding attractions, making it a practical option for your vacation.

Where to stay near Sleepy Hollow

Sleepy Hollow, Illinois, offers a delightful blend of family-friendly adventures and serene outdoor experiences. Explore the charming downtown area, unwind in restful havens, or enjoy a picnic in picturesque Spring Valley. With its inviting atmosphere and sunny weather, this city is perfect for creating lasting memories with loved ones while discovering the beauty of nearby neighborhoods.

  • West Dundee: Located a mere 0.8 miles from Sleepy Hollow, West Dundee is a vibrant city that offers a delightful mix of family-friendly attractions and outdoor experiences. Visitors flock here year-round, with peak travel during the summer months and early fall. The city boasts an arena entertainment facility, golf courses, and a bustling shopping center, making it an ideal spot for leisure and recreation. Notable local landmarks include a popular theme park and a large stadium, perfect for event-goers and thrill-seekers alike. Whether you're looking to enjoy a day of shopping or catch a game, West Dundee has something for everyone.
  • East Dundee: Just 1 mile from Sleepy Hollow, East Dundee is a charming city known for its family-oriented and entertaining atmosphere. Travel peaks in the spring and summer, attracting visitors who appreciate its recreational areas and educational opportunities. The city features a variety of shopping options and is close to a picturesque lake, making it a favorite for outdoor enthusiasts. Highlights include a vibrant theme park and a sports facility stadium, perfect for those seeking adventure or a leisurely day out. East Dundee’s welcoming community and fun attractions make it a must-visit on your trip.
  • Carpentersville: Situated 3 miles from Sleepy Hollow, Carpentersville is a lively city that delivers a balanced blend of outdoor activities and entertainment. While travel is fairly consistent throughout the year, peak times are noted in spring and summer. Visitors can enjoy the local cinema, various golf courses, and a tourist precinct that showcases the area's charm. Nearby attractions include a national state park and a scenic esplanade, providing ample opportunities for exploration and relaxation. Carpentersville is perfect for families looking to create unforgettable memories while enjoying the great outdoors.

Things to do near Sleepy Hollow

Sleepy Hollow, Illinois, offers a perfect blend of family-friendly activities and outdoor adventures. Visitors can explore local shopping centers and engage in educational opportunities. Don't miss out on seasonal events, especially thrilling Halloween adventures that add a unique charm to the area. Whether you're looking to shop or enjoy community festivities, Sleepy Hollow provides a delightful experience for all ages.

Shopping

In Sleepy Hollow, enjoy local shops and boutiques for unique gifts and souvenirs. If you're up for a drive, visit the Woodfield Mall, about 12 miles away, featuring over 300 stores, dining options, and entertainment for a full shopping experience.

Recreation

At Chevy Chase Country Club, indulge in premium spa services amidst elegant surroundings, while Bridges of Poplar Creek Country Club offers rejuvenating wellness programs just minutes away. Experience the serene atmosphere at Ravinia Green Country Club, where luxury meets relaxation for a perfect retreat.

Adventure

Explore the scenic trails of the nearby riverfront for hiking and biking, offering beautiful views of nature. For a unique experience, try kayaking on the Fox River, where you can paddle through serene waters and enjoy the tranquility of the outdoors.

Nightlife

Sleepy Hollow offers a charming nightlife with options like the cozy Sleepy Hollow Tavern, perfect for a laid-back evening, and the lively 3 Dots and a Dash for craft cocktails. Enjoy a relaxed atmosphere while mingling with locals and savoring delightful drinks.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Sleepy Hollow

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Sleepy Hollow are December to February, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Sleepy Hollow is Monday. The most expensive day to stay in Sleepy Hollow is Saturday.
  • Find cheap hotels on Expedia: Expedia’s search tool enables you to specify your budget, desired location, and additional preferences. You can arrange your search results to display prices from the lowest to the highest, making it easy to find the most affordable hotel options first. Additionally, you can refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and eco-friendly hotels that you can book.
  • Consider bundling your trip: You can save money by combining your hotel stay in Sleepy Hollow with your flights and activities through an Expedia package deal.

Find the best attractions near Sleepy Hollow

Sleepy Hollow, Illinois, is perfect for family-friendly vacations with a mix of outdoor and urban experiences. Visitors can explore popular attractions such as urban parks, nature preserves, and fairgrounds. Whether you're seeking cultural activities or outdoor adventures, Sleepy Hollow offers a variety of points of interest that cater to all types of travelers looking to enjoy the area's charm and beauty.

  • Santa's Village: Experience the magic of the holiday season year-round at this enchanting theme park. Located 2 miles from Sleepy Hollow, Santa's Village offers delightful rides, entertaining shows, and a festive atmosphere perfect for families looking to create lasting memories.
  • Crystal Lake Park: Just 9 miles away, this urban park is an oasis for outdoor enthusiasts. With its sprawling green spaces, walking trails, and family-friendly amenities, enjoy a day of picnicking, hiking, or simply soaking in the natural beauty of the city.
  • Buffalo Park Forest Preserve: Situated 4 miles from Sleepy Hollow, this serene reserve is ideal for nature lovers. Explore its picturesque trails, observe local wildlife, and immerse yourself in the tranquility of the forest, making it a perfect escape from urban life.

Best time to go to Sleepy Hollow

The best time to visit Sleepy Hollow is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January22.3°F (-5.4°C)Light RainMostly CloudySlightly LowSlightly Low
February24.6°F (-4.1°C)Light RainMostly CloudySlightly LowSlightly Low
March37.4°F (3.0°C)Light RainMostly CloudyAverageAverage
April47.3°F (8.5°C)Light RainMostly CloudySlightly LowAverage
May59.4°F (15.2°C)Light RainMostly SunnyAverageAverage
June68.9°F (20.5°C)Light RainMostly SunnySlightly HighSlightly High
July72.9°F (22.7°C)Light RainMostly SunnySlightly HighSlightly High
August71.4°F (21.9°C)Light RainMostly SunnySlightly HighSlightly High
September64.9°F (18.3°C)Light RainMostly SunnyAverageAverage
October52.5°F (11.4°C)Light RainMostly SunnyAverageAverage
November39.4°F (4.1°C)Light RainMostly SunnyAverageAverage
December29.5°F (-1.4°C)Light RainMostly CloudyAverageSlightly Low

The nearest major airports for your trip to Sleepy Hollow

If you're planning to visit Sleepy Hollow, Illinois, the nearest major airport is Chicago O'Hare International Airport (ORD), located 22 miles away. Excellent hotel options nearby include the 4.5-star Loews Chicago O'Hare Hotel and the 4-star Hyatt Regency O'Hare Chicago, both just 2 miles from the airport. Another option is Le Méridien Chicago - Oakbrook Center, which is 9 miles from ORD. For those considering Milwaukee General Mitchell International Airport (MKE), it's 62 miles away, with nearby hotels like The Pfister Hotel and Potawatomi Hotel & Casino, each 6 miles from MKE. Additionally, Chicago Midway International Airport (MDW) is 36 miles from Sleepy Hollow, featuring luxury hotels such as The Langham, Chicago and Nobu Hotel Chicago, both 8-9 miles from MDW.

Frequently asked questions

What is the best area to stay in Sleepy Hollow?
The best area to stay in Sleepy Hollow is generally within the neighboring communities of West Dundee and Carpentersville, as Sleepy Hollow itself is a quiet residential village without hotels.

West Dundee's downtown area, particularly along Main Street, offers convenient access to local dining and shopping. It's a pleasant area with a small-town feel, featuring businesses housed in historic buildings and easy access to the Fox River. Couples looking for a relaxed getaway will appreciate the local eateries and the scenic riverwalk.

For travelers who value convenience and a broader range of amenities, the commercial areas of Carpentersville, especially near Randall Road, provide several hotel options. This area offers easy access to major roads, a variety of restaurants, and shopping centers.
When is the best time to go to Sleepy Hollow?
The best time to go to Sleepy Hollow, Illinois, is during the autumn months, particularly October, to fully embrace the spirit of the village's namesake.

October offers pleasant weather with cooler temperatures and colorful foliage, creating a picturesque backdrop for exploring the area. This time of year aligns perfectly with local harvest festivals and seasonal events, ideal for visitors.

For families, visiting in October is ideal as many local farms and community centers host fall-themed activities like pumpkin patches, corn mazes, and hayrides. These events provide entertainment for children and a relaxed day out for adults.

Couples will appreciate the romantic atmosphere created by the autumn scenery and the opportunity to enjoy cozy evenings.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Sleepy Hollow.
How much is the nightly rate at a Sleepy Hollow hotel?
Prices for hotels in Sleepy Hollow often vary, but you can find a great deal from $65 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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