Sleepy Hollow Hotels

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Our top choices for Sleepy Hollow hotels

Elgin Inn

Elgin Inn
2.5 star property
Elgin
8.0 out of 10, Very Good, (731 reviews)
"Over all it good place to stay"
United States
Pitsana Pete
The price is P4,869
P5,549 total
includes taxes & fees
Feb 26 - Feb 27
Elgin Inn

Hampton Inn by Hilton Huntley Chicago

Hampton Inn by Hilton Huntley Chicago
2.5 star property
Huntley
9.4 out of 10, Exceptional, (328 reviews)
"Our room was very clean and the service was great!! I would highly recommend this hotel!!"
United States
Joanne
The price is P6,134
P7,104 total
includes taxes & fees
Feb 26 - Feb 27
Hampton Inn by Hilton Huntley Chicago

Holiday Inn Chicago Nw Crystal Lk Conv Ctr by IHG

Holiday Inn Chicago Nw Crystal Lk Conv Ctr by IHG
3.0 star property
Crystal Lake
8.2 out of 10, Very Good, (1,000 reviews)
"Excellent stay"
United States
Elena
The price is P5,796
P6,548 total
includes taxes & fees
Feb 22 - Feb 23
Holiday Inn Chicago Nw Crystal Lk Conv Ctr by IHG

Hampton Inn McHenry

Hampton Inn McHenry
2.5 star property
McHenry
9.0 out of 10, Wonderful, (907 reviews)
"Was a nice stay "
United States
Cassady
The price is P6,535
P7,253 total
includes taxes & fees
Feb 22 - Feb 23
Hampton Inn McHenry

Eaglewood Resort and Spa

Eaglewood Resort and Spa
4.0 star property
Itasca
8.8 out of 10, Excellent, (1,006 reviews)
"Great service and friendly staff "
United States
Richard
The price is P5,845
P7,762 total
includes taxes & fees
Mar 8 - Mar 9
Eaglewood Resort and Spa

AmericInn by Wyndham Woodstock IL

AmericInn by Wyndham Woodstock IL
2.5 star property
Woodstock
8.0 out of 10, Very Good, (1,001 reviews)
"Great"
United States
Jackie
The price is P4,694
P5,210 total
includes taxes & fees
Feb 24 - Feb 25
AmericInn by Wyndham Woodstock IL

Country Inn & Suites by Radisson, Crystal Lake, IL

Country Inn & Suites by Radisson, Crystal Lake, IL
2.5 star property
Crystal Lake
8.8 out of 10, Excellent, (1,002 reviews)
"Friendly staff, clean facility, great breakfast area "
United States
Lennel
The price is P5,597
P6,323 total
includes taxes & fees
Mar 16 - Mar 17
Country Inn & Suites by Radisson, Crystal Lake, IL

Motel 6 Elk Grove Village, IL

Motel 6 Elk Grove Village, IL
2.0 star property
Elk Grove Village
8.2 out of 10, Very Good, (1,150 reviews)
"Always clean and friendly, parking is easy."
United States
Steve
The price is P2,709
P3,061 total
includes taxes & fees
Feb 24 - Feb 25
Motel 6 Elk Grove Village, IL

Sinclair Suites

Sinclair Suites
2.0 star property
West Dundee
10.0 out of 10, Exceptional, (18 reviews)
"Cute place with very easy to connect with owners, right by great shops and restaurants and along the river. "
United States
Alison
The price is P8,118
P12,987 total
includes taxes & fees
Feb 19 - Feb 20
Sinclair Suites

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

Holiday Inn Express Hotel & Suites, a Lake Zurich-Barrington by IHG
2.5 star property
Lake Zurich
8.8 out of 10, Excellent, (893 reviews)
"It was a great lodging, the room was clean and the staff was very friendly "
United States
Fatima
The price is P4,359
P4,837 total
includes taxes & fees
Feb 20 - Feb 21
Holiday Inn Express Hotel & Suites, a Lake Zurich-Barrington by IHG

Red Lion Inn & Suites Elk Grove Village

Red Lion Inn & Suites Elk Grove Village
2.0 star property
Elk Grove Village
7.0 out of 10, Good, (1,005 reviews)
"Beautiful clean quiet stay "
United States
Yvette
The price is P3,599
P4,066 total
includes taxes & fees
Feb 19 - Feb 20
Red Lion Inn & Suites Elk Grove Village

Quality Inn and Suites St Charles - West Chicago

Quality Inn and Suites St Charles - West Chicago
2.5 star property
St. Charles
8.2 out of 10, Very Good, (1,000 reviews)
"Convenient, cozy hotel with great staff in a great location. "
United States
Bobby
The price is P3,854
P4,316 total
includes taxes & fees
Mar 17 - Mar 18
Quality Inn and Suites St Charles - West Chicago

Comfort Inn Crystal Lake - Algonquin

Comfort Inn Crystal Lake - Algonquin
2.5 star property
Crystal Lake
8.0 out of 10, Very Good, (1,002 reviews)
"Room was very clean and looked new, we were very pleased. The price was great, and the breakfast was pretty decent."
United States
Charles
The price is P5,056
P5,713 total
includes taxes & fees
Mar 15 - Mar 16
Comfort Inn Crystal Lake - Algonquin

Hampton Inn & Suites Chicago Deer Park

Hampton Inn & Suites Chicago Deer Park
2.5 star property
Barrington
8.8 out of 10, Excellent, (699 reviews)
"Clean room. "
United States
TULIN
The price is P6,657
P7,388 total
includes taxes & fees
Mar 13 - Mar 14
Hampton Inn & Suites Chicago Deer Park

Hyatt Place Itasca

Hyatt Place Itasca
3.0 star property
Itasca
8.8 out of 10, Excellent, (1,007 reviews)
"Great stay"
United States
Justine
The price is P5,390
P5,982 total
includes taxes & fees
Feb 28 - Mar 1
Hyatt Place Itasca

Extended Stay America Select Suites Chicago Hanover Park

Extended Stay America Select Suites Chicago Hanover Park
2.5 star property
Hanover Park
7.4 out of 10, Good, (726 reviews)
"Clean and quiet environment "
United States
Mercedes
The price is P4,538
P4,945 total
includes taxes & fees
Feb 20 - Feb 21
Extended Stay America Select Suites Chicago Hanover Park

Red Roof Inn PLUS+ Chicago - Hoffman Estates

Red Roof Inn PLUS+ Chicago - Hoffman Estates
2.5 star property
Hoffman Estates
7.0 out of 10, Good, (1,001 reviews)
"The staff was courteous and attentive. The room was very clean. The sheets, bed and pillow were extremely comfortable! Overall, this was a great stay. "
United States
Michelle
The price is P3,077
P3,477 total
includes taxes & fees
Mar 3 - Mar 4
Red Roof Inn PLUS+ Chicago - Hoffman Estates

Courtyard by Marriott Chicago Bloomingdale

Courtyard by Marriott Chicago Bloomingdale
3.0 star property
Bloomingdale
8.6 out of 10, Excellent, (742 reviews)
"Clean room, friendly and personable staff as well as hot showers everyday. Everything I was looking for in my stay. "
United States
Brandon
The price is P4,811
P5,387 total
includes taxes & fees
Feb 28 - Mar 1
Courtyard by Marriott Chicago Bloomingdale

Comfort Suites Elgin Northwest

Comfort Suites Elgin Northwest
2.5 star property
Elgin
8.0 out of 10, Very Good, (1,000 reviews)
"the cleanliness and staff great."
United States
gerald
The price is P5,911
P6,737 total
includes taxes & fees
Mar 12 - Mar 13
Comfort Suites Elgin Northwest

Holiday Inn Express Hotel & Suites Chicago-Algonquin by IHG

Holiday Inn Express Hotel & Suites Chicago-Algonquin by IHG
2.5 star property
Algonquin
8.2 out of 10, Very Good, (1,006 reviews)
"Clean and courteous staff. Great location!"
United States
Kimberly
The price is P5,054
P5,609 total
includes taxes & fees
Mar 2 - Mar 3
Holiday Inn Express Hotel & Suites Chicago-Algonquin by IHG
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.
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Top Sleepy Hollow Hotel Reviews

More cheap stays in Sleepy Hollow

Find out more about Sleepy Hollow

Top reasons to visit Sleepy Hollow

  • Family-Friendly Outdoor Activities: Sleepy Hollow offers a range of outdoor adventures perfect for families, including urban parks and nature reserves.
  • Charming Atmosphere: The town's quaint environment creates an ideal backdrop for creating lasting memories with loved ones.
  • Halloween Festivities: Enjoy unique celebrations during the Halloween season, adding a special touch to your visit.
  • Convenient Location: Easily explore neighbouring cities and picturesque surroundings, enhancing your getaway experience.
  • Diverse Accommodation Options: Choose from a variety of hotels and motels catering to different traveller needs, ensuring a comfortable stay.

Find great hotels near Sleepy Hollow

Discover a charming selection of hotels and motels in Sleepy Hollow, Illinois, designed to accommodate every traveller's needs. Whether you're seeking a business-friendly environment, a pet-friendly stay, or a welcoming atmosphere for LGBTQIA visitors, you’ll find a variety of options here. Enjoy comfortable lodgings at competitive room rates, including cosy motels that provide a warm retreat after a day of exploring this picturesque area.

  • MainStay Suites Chicago Schaumburg: This inviting hotel is a fantastic choice for pet lovers and avid shoppers alike, located 20.9km from Sleepy Hollow. MainStay Suites offers a unique blend of comfort and convenience, allowing pets onsite with specific policies for your furry friends. Guests appreciate the spacious accommodations ideal for longer stays, complete with kitchen facilities for a home-away-from-home experience. Situated in the bustling shopping district, it provides easy access to numerous retail options, making it perfect for those looking to indulge in a shopping spree while enjoying the company of their pets.
  • Wyndham Garden Schaumburg Chicago Northwest: A well-rated 3-star hotel, Wyndham Garden is located 22.5km from Sleepy Hollow and caters to business travellers and shoppers. The hotel embodies a modern and professional atmosphere, featuring comfortable rooms with essential amenities for both relaxation and productivity. Guests can enjoy its prime location in the vibrant shopping district, ensuring an array of dining and retail experiences are at their fingertips. With a focus on convenience and comfort, this hotel is ideal for those mixing business with leisure.
  • Hyatt Regency Schaumburg Chicago: This elegant 4-star hotel, situated 22.5km from Sleepy Hollow, is perfect for families as well as business travellers. Known for its sophisticated style and ample amenities, Hyatt Regency offers free cribs for families travelling with young children, ensuring a comfortable stay for all. The hotel is conveniently located in the shopping district, providing guests with easy access to a variety of shops and restaurants. With a commitment to exceptional service and a welcoming atmosphere, it stands out as a premier accommodation choice for a memorable vacation experience.

Where to stay near Sleepy Hollow

Sleepy Hollow, Illinois, offers a charming family-friendly atmosphere perfect for outdoor adventures and entertainment-themed vacations. Nearby cities boast beautiful scenery and intimate settings, making it an ideal getaway for couples and families alike. With its convenient location, you can easily explore the picturesque surroundings and enjoy sunny weather. Experience the warmth of this moderately low-key destination, where memorable moments await at every turn.

  • Schaumburg: Located a mere 19.3km from Sleepy Hollow, Schaumburg is a vibrant city renowned for its bustling shopping scene, featuring the famous Woodfield Mall, one of the largest shopping centres in the United States. Visitors flock here year-round for family-friendly attractions and a variety of business-themed events. The city offers a rich experience with its theatres, convention centre, and sports facilities, making it a great destination for both leisure and corporate travellers. The peak visitor months are March to April and July, ensuring a lively atmosphere.
  • Elgin: Just 6.4km from Sleepy Hollow, Elgin is a charming city that presents an engaging blend of city life and entertainment. Known for its vibrant arts scene, Elgin hosts numerous music concerts and theatrical performances at its arena entertainment facility. Families will appreciate the local parks and stadiums, which provide ample recreational activities. Peak visitor months occur in April, July, and September, drawing those seeking a delightful urban experience and cultural events alike.
  • West Dundee: A short distance of 1.3km from Sleepy Hollow, West Dundee offers a quaint yet lively atmosphere perfect for family outings and entertainment. The city is home to excellent golf courses and arena entertainment facilities, ensuring there’s something for everyone. Visitors can also enjoy the local theme park and sports facilities, making it an ideal spot for both relaxation and adventure. June to July and September are peak months for visitors, providing a bustling community vibe.

Things to do near Sleepy Hollow

Sleepy Hollow offers a delightful blend of family-friendly outdoor activities and entertainment options, making it an ideal holiday destination. Visitors can enjoy a round of golf at the local courses and explore recreational areas. The town also boasts fun Halloween festivities, providing a unique experience for those looking to celebrate the season. With its charming atmosphere, Sleepy Hollow is perfect for creating lasting memories with loved ones.

Shopping

In Sleepy Hollow, you can visit Cabela's, a fantastic store just 8.0km away, or the Arboretum of South Barrington, a vibrant shopping mall located 9.7km from town. If you're up for a drive, Crystal Court Shopping Center is 14.5km away, offering a delightful shopping experience.

Recreation

Experience the vibrant atmosphere at Topgolf, where you can enjoy golfing with friends amidst lively outdoor vibes. For a more tranquil setting, the Elgin Sports Complex offers wellness and relaxation activities, while the Bridges of Poplar Creek Country Club indulges you in luxury with its exquisite facilities.

Adventure

Explore the Algonquin Lakes Trailhead, a delightful adventure spot 6.4km from Sleepy Hollow, perfect for outdoor enthusiasts. The Spring Lake Valley Forest Preserve Trailhead, located 8.0km away, offers stunning scenery for hiking. For thrill-seekers, North Wall Rock Climbing, 12.9km distant, provides an exhilarating climbing experience.

Nightlife

An evening in Sleepy Hollow offers a delightful blend of activities. Enjoy a show at the Hemmens Cultural Center, or catch a film at Cinemark West Dundee for a family-friendly vibe. For a lively atmosphere, head over to Brunswick Zone XL for arcade fun and adventure.

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

Booking tips and Expedia advantages for Sleepy Hollow

To save money on your trip to Sleepy Hollow, plan your visit between December and February when accommodation prices are lower, avoiding the pricier summer months. Book your stay on a Monday for the best rates and consider using Expedia’s search tool to find tailored options within your budget. You can also save by combining hotel reservations with flights and activities for package discounts. Additionally, compare prices and look for special offers like summer deals and travel rewards to maximise your savings.

  • 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: Utilise Expedia's search tool to tailor your options according to your budget, desired location, and preferred type of accommodation. To uncover the most affordable prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Sleepy Hollow hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Sleepy Hollow

Sleepy Hollow offers a delightful blend of family-friendly and outdoor activities, making it an ideal vacation spot. Visitors can explore urban parks, event venues, and nature reserves that cater to cultural and recreational experiences. For those seeking adventure, the local attractions provide ample opportunities for outdoor enjoyment and family bonding, ensuring a memorable stay in this charming area.

  • Elgin Fire Barn Number 5 Museum: Immerse yourself in the rich history of firefighting at this unique museum, showcasing vintage fire apparatus and memorabilia. The cultural vibes here offer an intriguing insight into the evolution of fire safety in the community, located merely 8.0km from Sleepy Hollow.
  • George Van De Voorde Fire Fighter Memorial Park: This family-friendly urban park, also 8.0km away, is perfect for outdoor activities. Enjoy its beautiful landscapes and well-maintained facilities while paying tribute to the brave firefighters who served the city.
  • Goebbert's Farm: A delightful destination 12.9km from Sleepy Hollow, Goebbert's Farm invites you to experience farm life. Engage in seasonal activities, pick fresh produce, and enjoy the idyllic country atmosphere.

Best time to go to Sleepy Hollow

The best time to visit Sleepy Hollow can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Sleepy Hollow falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Sleepy Hollow falls in January, 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 CloudyAverageAverage
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 CloudySlightly LowSlightly Low

The nearest major airports for your trip to Sleepy Hollow

Travelling to Sleepy Hollow, Illinois, is convenient with three major airports nearby. Chicago O'Hare International Airport (ORD) is located 35.4km away and offers excellent hotel options such as the 4.5-star Loews Chicago O'Hare Hotel and the Hyatt Regency O'Hare Chicago, both just 3.2km from the airport. Chicago Midway International Airport (MDW) is 57.9km away, with luxury hotels like The Langham, Chicago and Nobu Hotel Chicago located within 9 and 12.9km, respectively. Lastly, Chicago Dupage Airport (DPA) is 20.9km from Sleepy Hollow, with quality stays like Hotel Arista, 11.3km away. Each airport provides accessible transportation services to these hotels.

Frequently asked questions

What's the best place for a stay in Sleepy Hollow?
Comfort Inn & Suites Arlington Heights - Schaumburg, located 16.6 mi (26.6 km) from the heart of Sleepy Hollow, is a top choice for your stay based on our traveler data. Other good options for your visit to the area are Eaglewood Resort and Spa and Country Inn & Suites by Radisson, Schaumburg, IL. See all available top hotels, or vacation rentals in Sleepy Hollow.
If I need to cancel my hotel reservation in Sleepy Hollow, will I receive a refund?
Yes, you'll find most hotel bookings are fully refundable if cancelled before the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a non-refundable reservation, it might still be possible to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Sleepy Hollow.
How is it staying in Sleepy Hollow?
Visitors can enjoy all that Sleepy Hollow has to offer including its bars. There are 521 hotels and other accommodations in the surrounding area. Find out more about Sleepy Hollow.
What should I do while I'm visiting Sleepy Hollow?
Places to visit in the wider area include Santa's Village, Hemmens Cultural Center, and Grand Victoria Casino. You'll also find Algonquin Historic Village Hall and NOW Arena in the area. Check out what more to see and do in Expedia's Sleepy Hollow guide.
What's the weather like in Sleepy Hollow?
The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Sleepy Hollow are January, November, February, and October, with each month seeing an average of 7 inches of snowfall.