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Find hotels in Sleepy Hollow, IL from $61

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Our top choices for Sleepy Hollow hotels

A modern building with a glass facade and a curved structure.
A reception area with a marble wall, multiple reception counters, and a modern design.
A well-lit grocery store with shelves stocked with snacks and beverages, a checkout counter, and a clean, tiled floor.
A woman running on a treadmill in a gym with another person in the background.

1. Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
Rosemont
United States
James
$161 nightly
$183 total
Oct 23 - Oct 24
Total with taxes and fees
Hyatt Regency O'Hare Chicago
A spacious lobby with a stone fireplace, multiple seating areas, and large windows offering views of the outdoors.
A multi-level wooden structure with a rope bridge, artificial rock formations, and a slide.
An indoor water park with a large water slide, multiple play areas, and a sky-themed ceiling.
A bar area with a long counter, multiple stools, and a hanging light fixture.

2. Great Wolf Lodge Illinois

Great Wolf Lodge Illinois
Gurnee
United States
Laura
$155 nightly
$177 total
Oct 13 - Oct 14
Total with taxes and fees
Great Wolf Lodge Illinois
A restaurant interior with a retro 1943 theme, featuring hanging pendant lights, a checkered floor, and a large illuminated 'CHICAGO' sign.
A hotel room with a TV, a wooden desk, a chair, a sofa, and a small table.
A hotel lobby with a patterned carpet, a blue sofa, a reception desk, and a sign for the restaurant.
A hotel room with a large bed, two bedside tables with lamps, a wooden headboard, and a carpeted floor.

3. Comfort Suites Chicago O'Hare Airport

Comfort Suites Chicago O'Hare Airport
Schiller Park
United States
Jessica
$84 nightly
$97 total
Nov 1 - Nov 2
Total with taxes and fees
Comfort Suites Chicago O'Hare Airport
A hotel room with a dining area, a sofa, a coffee table, and a TV.
A modern bar area with a long counter, bar stools, and a television screen.
A spacious hotel lobby with a long reception desk, seating area with sofas and armchairs, and a modern chandelier.
A modern cafe with a menu board, a fruit display, and a coffee machine.

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

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
Rosemont
United States
Jonnie
$144 nightly
$164 total
Nov 1 - Nov 2
Total with taxes and fees
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
A modern lounge area with leather sofas, a coffee table, and a patterned rug.
A modern living room with a brown leather sofa, a coffee table, and a side table with a lamp.
An outdoor patio with a wooden table and wicker chairs, surrounded by blue umbrellas, and a building with large windows in the background.
A modern living room with a sectional sofa, a fireplace, and a bar area.

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

Holiday Inn Chicago O'Hare – Rosemont by IHG
Rosemont
United States
Mavil
$141 nightly
$160 total
Nov 1 - Nov 2
Total with taxes and fees
Holiday Inn Chicago O'Hare – Rosemont by IHG
A modern bar area with a green-lit bar counter, multiple hanging lights, and a variety of seating options including tables and chairs.
A hotel lobby with a central seating area, a kitchen and bar, and multiple balconies with plants.
A swimming pool with lounge chairs and a potted plant.
A building with a sign that reads "Park Tavern."

6. Embassy Suites by Hilton Chicago O'Hare Rosemont

Embassy Suites by Hilton Chicago O'Hare Rosemont
Rosemont
United States
Federico
$147 nightly
$167 total
Nov 1 - Nov 2
Total with taxes and fees
Embassy Suites by Hilton Chicago O'Hare Rosemont
A modern outdoor seating area with wicker furniture and a hanging chair, surrounded by a building with large windows and balconies.
A Best Western PLUS hotel with a modern design, featuring a central entrance with a covered walkway, stone pillars, and potted plants.
A swimming pool with a tiled deck, lounge chairs, and a view of the outdoors.
A hotel room with two beds, a large window with sheer curtains, a wall-mounted lamp, and a painting.

7. Best Western Plus Elgin - Chicago

Best Western Plus Elgin - Chicago
West Dundee
United States
Kathryn
$87 nightly
$98 total
Oct 11 - Oct 12
Total with taxes and fees
Best Western Plus Elgin - Chicago
A modern hotel room with a large bed, a separate bathroom, a flat-screen TV, and a large mirror.
A modern spa room with a massage chair area, a wall-mounted TV, and a decorative wall piece.
A sign for 'Sybaris Pool Suites' at 600 Ogden, featuring a modern building with a brick facade and a landscaped area with shrubs.
A modern room with a round table, two black chairs, a decorative mirror, and a thermostat on the wall.

8. Sybaris Pool Suites

Sybaris Pool Suites
Downers Grove
United States
Anthony
$208 nightly
$228 total
Oct 18 - Oct 19
Total with taxes and fees
Sybaris Pool Suites
A hotel room with a sofa, armchairs, a dining table, and a view of the city at night.
A terrace with outdoor seating, a view of a control tower, and flags.
A bar area with a bar counter, multiple chairs, and a chandelier.
A restaurant with a central round table surrounded by chairs, a buffet counter with food and drinks, and a large window with a cityscape view.

9. Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport
O'Hare
United States
Richard
$204 nightly
$240 total
Oct 30 - Oct 31
Total with taxes and fees
Hilton Chicago O'Hare Airport
A modern breakfast bar with seating and a TV displaying news.
A snack and beverage section with refrigerated drinks and a variety of snacks.
A modern living room with a sofa, a dining table, and a TV.
A hotel room with a bed, a sofa, a small table, a TV, and a painting on the wall.

10. Holiday Inn Chicago Northwest-Elgin by IHG

Holiday Inn Chicago Northwest-Elgin by IHG
Elgin
United States
Rebecca
$137 nightly
$156 total
Oct 11 - Oct 12
Total with taxes and fees
Holiday Inn Chicago Northwest-Elgin by IHG
A spacious indoor atrium with multiple levels of balconies, a central open area with tables and chairs, and a modern architectural design.
A modern hotel lobby with a sectional sofa, a round coffee table, and a cityscape mural on the wall.
A hotel reception desk with a computer monitor displaying a room booking website, a vase, and a seating area with chairs and a table.
An indoor swimming pool with clear blue water, surrounded by lounge chairs and potted plants.

11. Embassy Suites by Hilton Chicago Lombard Oak Brook

Embassy Suites by Hilton Chicago Lombard Oak Brook
Lombard
United States
Melissa
$104 nightly
$116 total
Nov 1 - Nov 2
Total with taxes and fees
Embassy Suites by Hilton Chicago Lombard Oak Brook
The CL Champagne Lodge with a prominent tower and a signboard.
A hotel room with two beds, a large bathtub, a desk with a computer, and a microwave.
A modern bathroom with a large bathtub, a glass-enclosed shower, and a fireplace with two potted plants.
A reception area with a wooden counter, a computer, and framed pictures on the wall.

12. The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites
Willowbrook
United States
Aslesha
$137 nightly
$144 total
Oct 28 - Oct 29
Total with taxes and fees
The Champagne Lodge & Luxury Suites
A patio area with outdoor seating, a fire pit, and a view of a golf course.
A spacious lobby with a high ceiling, large windows, a stone wall, and a staircase.
A modern hotel with a covered entrance, a white classic car parked in front, and landscaped gardens.
A spacious lobby with a stone wall, a staircase, and a fireplace.

13. Eaglewood Resort and Spa

Eaglewood Resort and Spa
Itasca
United States
william
$163 nightly
$181 total
Oct 25 - Oct 26
Total with taxes and fees
Eaglewood Resort and Spa
A spacious dining area with multiple tables and chairs, large windows with a view of the city, and a modern ceiling design.
A hotel room with a large bed, a TV mounted on the wall, a desk with a chair, and a microwave.
A modern conference room with a marble table, patterned chairs, a flat-screen TV, and a large window with a view of trees and parked cars.
A snack and beverage kiosk with various snacks and drinks.

14. SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard
Highland Hills
United States
Diego
$97 nightly
$107 total
Oct 21 - Oct 22
Total with taxes and fees
SureStay Plus Hotel by Best Western Chicago Lombard
A hotel room with a bed, a microwave, a refrigerator, and a coffee machine.
A modern hotel corridor with wooden paneling, a staircase, and a snack bar with various packaged goods.
A large conference room with rows of chairs, a stage, and a carpeted floor.
A hotel reception desk with two computer stations, a modern wall design, and a visible window.

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

Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
Des Plaines
United States
Julia
$131 nightly
$155 total
Nov 1 - Nov 2
Total with taxes and fees
Holiday Inn Express & Suites Chicago O'Hare Airport by IHG
A long, narrow hallway with a patterned carpet, recessed lighting, and doors on one side.
A modern interior with a wall-mounted fireplace and a decorative rock installation.
Exterior
A restaurant interior with a stone accent wall, a bar area, and a seating section.

16. Loews Chicago O'Hare Hotel

Loews Chicago O'Hare Hotel
Rosemont
United States
Anaibeth
$219 nightly
$250 total
Oct 23 - Oct 24
Total with taxes and fees
Loews Chicago O'Hare Hotel
A multi-story hotel with a prominent "WESTIN" sign on the top.
A long corridor with a patterned carpet, large windows, and a bench on the left.
A terrace with round tables and chairs, a view of a lake, and a building with a white facade.
A modern hotel room with a large bed, a desk, a chair, and a TV.

17. The Westin Chicago Lombard

The Westin Chicago Lombard
Lombard
United States
Nader
$131 nightly
$145 total
Oct 18 - Oct 19
Total with taxes and fees
The Westin Chicago Lombard
A hotel corridor with a herringbone floor, white walls, and dark wood doors.
A hotel entrance with a wooden door, a staircase, and a tiled mat.
A bathroom with a white sink, gold fixtures, a mirror with a gold frame, patterned floor tiles, and a door leading to a shower area.
A hotel room with a bed, a desk, a chair, and large windows offering a city view.

18. Sinclair Suites

Sinclair Suites
West Dundee
United States
Laurie
$224 nightly
$251 total
Oct 21 - Oct 22
Total with taxes and fees
Sinclair Suites
A hotel with a modern design, featuring a prominent DoubleTree by Hilton sign, a well-lit entrance, and a parking garage in the background.
A bar area with a counter, bar stools, and shelves stocked with bottles.
A lobby with a checkered floor, green seating, a reception desk, and a sign for 'BC Suites & Towne'.
A hotel room with a bed, exercise equipment, a TV, and a desk.

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

DoubleTree by Hilton Chicago O'Hare Airport - Rosemont
Rosemont
United States
Jeffrey
$139 nightly
$157 total
Nov 1 - Nov 2
Total with taxes and fees
DoubleTree by Hilton Chicago O'Hare Airport - Rosemont
Room
An indoor swimming pool with lounge chairs and a glass ceiling.
A spacious lobby with a marble floor, modern lighting fixtures, a seating area with sofas and chairs, and a visible kitchen area in the background.
A hotel with a sign reading "Chicago Club Inn & Suites" at night.

20. Chicago Club Inn & Suites

Chicago Club Inn & Suites
Westmont
United States
Betina
$55 nightly
$62 total
Nov 8 - Nov 9
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.
A red brick building with a clock tower, a flag, and a blue handicap parking sign.
A calm lake with autumn-colored trees reflecting on the water, surrounded by houses.
A residential street lined with autumn-colored trees and houses.

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!

A peacock with a vibrant blue neck and a full display of green and blue tail feathers.
Photo by travelbug
A parrot with blue and orange feathers perched on a wooden branch.
Photo by travelbug

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.

A river with waves, a bridge, and a large building with a tower.
A park bench surrounded by autumn leaves, trees, and a body of water.
A river with a bridge, a park, and buildings along the riverbank.
A river with a bridge, a leafless tree, and buildings in the background during sunset.
A waterfall at sunset with a reflection on the water surface and a forest in the background.

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.

A large park with a lake, surrounded by residential areas and a distant city skyline.
A calm lake at sunset with vibrant orange and yellow clouds reflected on the water's surface.
A sunset over a calm lake with a silhouette of trees and a rocky outcrop in the foreground.
A snow-covered beach at night with a gazebo and trees decorated with lights.
A shopping mall with escalators, benches, and various stores including Rogers & Holland's and a popcorn shop.

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.
A bison with prominent horns and thick fur in a grassy field.

Buffalo Park Forest Preserve

8.0/10 (4 reviews)
For nature lovers, Buffalo Park Forest Preserve offers a serene escape with its lush landscapes and diverse wildlife. Located about 4 miles from Sleepy Hollow, this preserve invites visitors to explore its trails and enjoy peaceful outdoor activities. Staying nearby makes it easy to immerse yourself in this natural haven.
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A snow-covered park with a frozen lake and a bench.

Crystal Lake Park

8.2/10 (24 reviews)
A must-see for families, Crystal Lake Park offers a vibrant blend of outdoor activities and city vibes. This urban park features beautiful landscapes and recreational facilities, perfect for a day of fun. Located about 9 miles from Sleepy Hollow, it’s an easy stop for a refreshing getaway.
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Santa's Village

9.2/10 (10 reviews)
A go-to area recognized for its family-friendly fun, Santa's Village in East Dundee offers delightful entertainment for visitors of all ages. With its festive atmosphere and engaging attractions, it's an ideal spot for creating lasting memories. Located about 2 miles from Sleepy Hollow, staying nearby makes it easy to enjoy the holiday spirit year-round.
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NOW Arena

8.0/10 (302 reviews)
Often cited as a favorite for families, NOW Arena offers a lively atmosphere filled with entertainment options. Located about 5 miles from Sleepy Hollow, this venue hosts a variety of events that promise fun for all ages. Staying nearby makes it easy to enjoy a memorable outing.
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Schaumburg Convention Center

8.4/10 (743 reviews)
Highly recommended for business travelers, Schaumburg Convention Center offers a vibrant atmosphere for conferences and events. Located about 18 miles by car from Sleepy Hollow, it provides easy access to a variety of amenities, making it a practical choice for those looking to balance work and leisure during their stay.
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Villa Olivia Country Club

8.0/10 (1 review)
No trip is complete without a visit to Villa Olivia Country Club, a versatile venue perfect for business travelers seeking event space in Bartlett, Illinois. Located about 7 miles from Sleepy Hollow, it offers a unique setting for conferences and gatherings, making it an ideal choice for your stay.
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Algonquin Historic Village Hall

8.6/10 (11 reviews)
Discover the appeal of Algonquin Historic Village Hall, an essential stop for business travelers seeking a unique venue for events. Located about 6 miles by car from Sleepy Hollow, this site blends historic charm with professional amenities, making it a convenient choice for your stay.
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Three Oaks Recreation Area

7.8/10 (19 reviews)
Perfectly suited for families seeking outdoor fun, Three Oaks Recreation Area offers a vibrant urban park atmosphere with plenty of activities for all ages. Located about 8 miles from Sleepy Hollow, it's an ideal spot to enjoy nature and unwind after a day of exploration in the area.
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Top Sleepy Hollow Hotel Reviews

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

8/10 Good
"I loved it, environment was clean and felt safe."
Beatrice 2-night trip
Posted 8 hours ago
DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove
Geneva Motel Inn

Geneva Motel Inn

8/10 Good
"There is an extremely hateful, abusive/aggressive energy loaded lady that walks the halls and knocks the doors at checkout time. She will scream in your face and she will tell you that she is calling the cops on you, despite coming into your room without knocking and proceeding to leave door open while you are getting out of shower and your entire body exposed. She will not apologize and she doesn’t have any concern because her son who does reception during 2nd shift is just as belittling and condescending. He will demand your ID and card or payment and then he will throw them back at you through the small chute where things can be exchanged. This man literally flicked/flung my drivers license and my debit card back at me, past me and into the floor. Once again, never apologetic. It’s pretty evident this is a family owned and operated business and it never seizes to amaze me why people don’t go work/find jobs that they find joy in , instead of staying somewhere they are miserable and instead, projecting their unable to adapt energy and fears on everyone else. If you don’t like the public, DONT WORK IN THE PUBLIC. it’s really that simple. Plus, you guys have had the same old sour stiffened dirty random item of clothing in your back entrance area just sitting on top of all those old a/c units since my first time going there months ago! This is a clear sign of cleanliness abandonment. Which is also weird considering you are live-in hotel hosts. Absolutely greedy and lazy."
Jacqueline 1-night trip
Posted 9 hours ago
Geneva Motel Inn
Comfort Inn & Suites Arlington Heights - Schaumburg

Comfort Inn & Suites Arlington Heights - Schaumburg

8/10 Good
"Room was clean and smell good."
Jose 1-night trip
Posted 11 hours ago
Comfort Inn & Suites Arlington Heights - Schaumburg
Country Inn & Suites by Radisson, Schaumburg, IL

Country Inn & Suites by Radisson, Schaumburg, IL

10/10 Excellent
"Nice clean room. We enjoyed the drinks and snacks in the evening. Easy access as well. Nice breakfast ad well"
AnnaLee 1-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, Schaumburg, IL
Motel 6 Rolling Meadows, IL - Chicago Northwest

Motel 6 Rolling Meadows, IL - Chicago Northwest

10/10 Excellent
"I really liked the microwave and refrigerator in my room."
Faluyi 2-night trip
Posted 2 days ago
Motel 6 Rolling Meadows, IL - Chicago Northwest
DoubleTree by Hilton Chicago - Arlington Heights

DoubleTree by Hilton Chicago - Arlington Heights

8/10 Good
"Was a 200$ deposit that was not mentioned during booking"
William 4-night trip
Posted 2 days ago
DoubleTree by Hilton Chicago - Arlington Heights
Hyatt Regency Schaumburg Chicago

Hyatt Regency Schaumburg Chicago

8/10 Good
"The hotel is great. The rooms are spacious and clean. The front desk staff are friendly and managed to put both my rooms connecting which made it easier for my family of 6, only small issue is waiting for towels , each time we called for towels it took 3 different calls for someone to bring them up, Other than that everything else was fine . I would say it gives more of a business type of environment, lobby is spacious with tables and outlets to allow you to work on your laptop if need be . There’s a Starbucks in the hotel but doesn’t open all day , the location is great across Woodfield mall which is a huge mall, several restaurants , coffee shops , other clothing stores and grocery stores. It’s a great location in Schaumburg, clean suburban area."
Havina 3-night trip
Posted 3 days ago
Hyatt Regency Schaumburg Chicago

More cheap stays in Sleepy Hollow

Motel 6 Rolling Meadows, IL - Chicago Northwest

Motel 6 Rolling Meadows, IL - Chicago Northwest

1800 Winnetka Cir Rolling Meadows IL
$53 nightly
$61 total
Oct 12 - Oct 13
Total with taxes and fees
7.2/10 Good! (1,448 reviews)
Motel 6 Rolling Meadows, IL - Chicago Northwest
Red Roof Inn PLUS+ Chicago - Hoffman Estates

Red Roof Inn PLUS+ Chicago - Hoffman Estates

2500 Hassell Road Hoffman Estates IL
$58 nightly
$65 total
Nov 1 - Nov 2
Total with taxes and fees
Red Roof Inn PLUS+ Chicago - Hoffman Estates
Baymont By Wyndham Schaumburg Chicago Northwest

Baymont By Wyndham Schaumburg Chicago Northwest

1725B E Algonquin Rd Schaumburg IL
$67 nightly
$77 total
Oct 19 - Oct 20
Total with taxes and fees
Baymont By Wyndham Schaumburg Chicago Northwest
Red Lion Inn & Suites Elk Grove Village

Red Lion Inn & Suites Elk Grove Village

1925 E Higgins Rd Elk Grove Village IL
$80 nightly
$90 total
Oct 11 - Oct 12
Total with taxes and fees
Red Lion Inn & Suites Elk Grove Village
Comfort Inn Chicago Schaumburg - O'Hare Airport

Comfort Inn Chicago Schaumburg - O'Hare Airport

1300 E Higgins Rd Schaumburg IL
$85 nightly
$98 total
Oct 28 - Oct 29
Total with taxes and fees
Comfort Inn Chicago Schaumburg - O'Hare Airport
Quality Inn Schaumburg - Chicago near the Mall

Quality Inn Schaumburg - Chicago near the Mall

600 North Martingale Rd Schaumburg IL
$97 nightly
$111 total
Nov 1 - Nov 2
Total with taxes and fees
Quality Inn Schaumburg - Chicago near the Mall

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 $61 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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