Find hotels in Sleepy Hollow, IL from $59

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Sleepy Hollow hotels

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
3.5 star property
Rosemont
8.8 out of 10, Excellent, (2,787 reviews)
"Room was perfectly clean. Staff was very friendly. One of the better breakfast buffets."
United States
William
5 days ago
$118 nightly
The price is $135
Apr 7 - Apr 8
Total with taxes and fees
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
4.0 star property
Rosemont
8.8 out of 10, Excellent, (2,451 reviews)
"Love the bed and the room."
United States
Melvin
4 days ago
$135 nightly
The price is $154
Apr 4 - Apr 5
Total with taxes and fees
Hyatt Regency O'Hare Chicago

Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport
3.0 star property
Schiller Park
8.0 out of 10, Very Good, (2,926 reviews)
"Heat worked fine. Hotel needs some significant upgrading."
United States
Dylan
16 days ago
$70 nightly
The price is $80
Apr 12 - Apr 13
Total with taxes and fees
Comfort Suites Chicago O'Hare Airport

The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites
3.5 star property
Willowbrook
8.6 out of 10, Excellent, (1,449 reviews)
"Fancy I was very satisfied with my stay. Such an amazing place."
United States
Angel
5 days ago
$118 nightly
The price is $124
Apr 6 - Apr 7
Total with taxes and fees
The Champagne Lodge & Luxury Suites

Great Wolf Lodge Illinois

Great Wolf Lodge Illinois
3.0 star property
Gurnee
8.6 out of 10, Excellent, (1,007 reviews)
"Very clean, great helpful staff, fun time!!"
United States
Steven
2 days ago
$149 nightly
The price is $170
Apr 12 - Apr 13
Total with taxes and fees
Great Wolf Lodge Illinois

Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel
4.5 star property
Rosemont
9.4 out of 10, Exceptional, (2,000 reviews)
"The hotel is very nice."
United States
Gloria
17 days ago
$139 nightly
The price is $158
Apr 4 - Apr 5
Total with taxes and fees
Loews Chicago O'Hare Hotel

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, (2,893 reviews)
"Clean rooms hallways comfortable beds nice employees with manners."
United States
JaPaul
7 days ago
$113 nightly
The price is $128
Apr 12 - Apr 13
Total with taxes and fees
Holiday Inn Chicago O'Hare – Rosemont by IHG

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, (1,001 reviews)
"Great bar area. Lots of places to lounge."
United States
Lorena
6 days ago
$116 nightly
The price is $132
May 3 - May 4
Total with taxes and fees
Holiday Inn Chicago Northwest-Elgin by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG
3.0 star property
Rosemont
9.2 out of 10, Wonderful, (1,152 reviews)
"Very friendly staff and the room was clean."
United States
Elizabeth
24 days ago
$155 nightly
The price is $176
Apr 12 - Apr 13
Total with taxes and fees
Staybridge Suites Chicago O'Hare - Rosemont by IHG

Best Western Plus Elgin - Chicago

Best Western Plus Elgin - Chicago
3.0 star property
West Dundee
8.4 out of 10, Very Good, (1,001 reviews)
"Staff waa friendly enough and the property was clean. Convenient location as well."
United States
Michael
December 29th, 2025
$89 nightly
The price is $100
Apr 7 - Apr 8
Total with taxes and fees
Best Western Plus Elgin - Chicago

Sonesta Simply Suites Chicago O'Hare Airport

Sonesta Simply Suites Chicago O'Hare Airport
2.0 star property
Schiller Park
8.2 out of 10, Very Good, (2,466 reviews)
"The shuttle was WONDERFUL. The kitchen was great!"
United States
Chloe
2 days ago
$101 nightly
The price is $116
Apr 19 - Apr 20
Total with taxes and fees
Sonesta Simply Suites Chicago O'Hare Airport

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Country Inn & Suites by Radisson, Chicago O'Hare South, IL
3.0 star property
Bensenville
7.4 out of 10, Good, (1,331 reviews)
"Wonderful staff, breakfast was decent, coffee was awesome. Overall a wonderful experience."
United States
Hector
December 7th, 2025
$95 nightly
The price is $106
Apr 26 - Apr 27
Total with taxes and fees
Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Hyatt Regency Deerfield

Hyatt Regency Deerfield
4.0 star property
Deerfield
8.8 out of 10, Excellent, (1,002 reviews)
"Big room, clean, friendly staff. Would stay here again!"
United States
Julia
November 29th, 2025
$125 nightly
The price is $141
Apr 4 - Apr 5
Total with taxes and fees
Hyatt Regency Deerfield

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
4.0 star property
O'Hare
8.4 out of 10, Very Good, (2,240 reviews)
"Everything was clean and the staff was very friendly and helpful!"
United States
GLORIA
8 days ago
$222 nightly
The price is $261
Apr 26 - Apr 27
Total with taxes and fees
Hilton Chicago O'Hare Airport

Hyatt Place Chicago/O'Hare Airport

Hyatt Place Chicago/O'Hare Airport
3.0 star property
Rosemont
8.4 out of 10, Very Good, (3,332 reviews)
"Room are spacious and clean with lots of amenities."
United States
Patrick
4 days ago
$112 nightly
The price is $128
Apr 27 - Apr 28
Total with taxes and fees
Hyatt Place Chicago/O'Hare Airport

Sinclair Suites

Sinclair Suites
2.0 star property
West Dundee
10.0 out of 10, Exceptional, (19 reviews)
"Beautiful and comfortable space to stay!"
United States
Karissa
October 26th, 2025
$253 nightly
The price is $283
Apr 7 - Apr 8
Total with taxes and fees
Sinclair Suites

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, (2,664 reviews)
"Facility is clean. Great place to spend the night."
United States
Mithlesh Kumar
5 days ago
$81 nightly
The price is $90
Apr 5 - Apr 6
Total with taxes and fees
SureStay Plus Hotel by Best Western Chicago Lombard

Comfort Suites Elgin Northwest

Comfort Suites Elgin Northwest
2.5 star property
Elgin
8.0 out of 10, Very Good, (1,002 reviews)
"Nice property, great location, friendly staff. Clean, quiet, safe. Will stay here again."
United States
Bruce
October 12th, 2025
$102 nightly
The price is $116
Apr 19 - Apr 20
Total with taxes and fees
Comfort Suites Elgin Northwest

Super 8 by Wyndham Elgin

Super 8 by Wyndham Elgin
2.0 star property
Elgin
6.8 out of 10, (411 reviews)
"The hotel offers free breakfast. It's a good budget friendly option with good service."
United States
Kym Sharmaine Grace
4 days ago
$75 nightly
The price is $85
Apr 7 - Apr 8
Total with taxes and fees
Super 8 by Wyndham Elgin

Hampton Inn & Suites Chicago/Hoffman Estates

Hampton Inn & Suites Chicago/Hoffman Estates
2.5 star property
Hoffman Estates
8.2 out of 10, Very Good, (1,000 reviews)
"Enjoyed all of the amenities. I had a peaceful."
United States
Diana
February 13th, 2026
$81 nightly
The price is $92
May 3 - May 4
Total with taxes and fees
Hampton Inn & Suites Chicago/Hoffman Estates
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

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 can I save on a Sleepy Hollow hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Sleepy Hollow hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
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 $59 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.

Explore a world of travel with Expedia