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Our top choices for Sleepy Hollow hotels

Hampton Inn McHenry

Hampton Inn McHenry
2.5 star property
McHenry
9.0 out of 10, Wonderful, (913 reviews)
"Was a nice stay "
United States
Cassady
$110 nightly
The price is $123
Mar 12 - Mar 13
Total with taxes and fees
Hampton Inn McHenry

Hampton Inn by Hilton Huntley Chicago

Hampton Inn by Hilton Huntley Chicago
2.5 star property
Huntley
9.4 out of 10, Exceptional, (331 reviews)
"Our room was very clean and the service was great!! I would highly recommend this hotel!!"
United States
Joanne
$106 nightly
The price is $123
Mar 15 - Mar 16
Total with taxes and fees
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, (1,003 reviews)
"Excellent stay"
United States
Elena
$100 nightly
The price is $113
Mar 12 - Mar 13
Total with taxes and fees
Holiday Inn Chicago Nw Crystal Lk Conv Ctr by IHG

Eaglewood Resort and Spa

Eaglewood Resort and Spa
4.0 star property
Itasca
8.8 out of 10, Excellent, (1,007 reviews)
"Great service and friendly staff "
United States
Richard
$125 nightly
The price is $139
Mar 8 - Mar 9
Total with taxes and fees
Eaglewood Resort and Spa

HARMONY INN

HARMONY INN
2.0 star property
Huntley
9.4 out of 10, Exceptional, (47 reviews)
"Beautiful property with comfortable beds. Loved the various geese, ducks and chickens. Great experience!"
United States
Sandra
$118 nightly
The price is $126
Mar 8 - Mar 9
Total with taxes and fees
HARMONY INN

Elgin Inn

Elgin Inn
2.5 star property
Elgin
8.0 out of 10, Very Good, (732 reviews)
"Over all it good place to stay"
United States
Pitsana Pete
$88 nightly
The price is $100
Mar 11 - Mar 12
Total with taxes and fees
Elgin Inn

AmericInn by Wyndham Woodstock IL

AmericInn by Wyndham Woodstock IL
2.5 star property
Woodstock
8.0 out of 10, Very Good, (1,004 reviews)
"Great"
United States
Jackie
$81 nightly
The price is $90
Mar 15 - Mar 16
Total with taxes and fees
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, (1,004 reviews)
"Friendly staff, clean facility, great breakfast area "
United States
Lennel
$96 nightly
The price is $108
Mar 30 - Mar 31
Total with taxes and fees
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, (1,165 reviews)
"Always clean and friendly, parking is easy."
United States
Steve
$40 nightly
The price is $45
Mar 24 - Mar 25
Total with taxes and fees
Motel 6 Elk Grove Village, IL

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, (1,004 reviews)
"Convenient, cozy hotel with great staff in a great location. "
United States
Bobby
$70 nightly
The price is $78
Mar 16 - Mar 17
Total with taxes and fees
Quality Inn and Suites St Charles - West Chicago

Hampton Inn & Suites Chicago Deer Park

Hampton Inn & Suites Chicago Deer Park
2.5 star property
Barrington
8.8 out of 10, Excellent, (702 reviews)
"Clean room. "
United States
TULIN
$122 nightly
The price is $136
Mar 13 - Mar 14
Total with taxes and fees
Hampton Inn & Suites Chicago Deer Park

Sinclair Suites

Sinclair Suites
2.0 star property
West Dundee
10.0 out of 10, Exceptional, (19 reviews)
"Cute place with very easy to connect with owners, right by great shops and restaurants and along the river. "
United States
Alison
$208 nightly
The price is $233
Mar 12 - Mar 13
Total with taxes and fees
Sinclair Suites

Red Roof Inn PLUS+ Chicago - Hoffman Estates

Red Roof Inn PLUS+ Chicago - Hoffman Estates
2.5 star property
Hoffman Estates
8.0 out of 10, Very Good, (108 reviews)
"Mona at the checkin desk was so friendly and efficient."
United States
Sharon
$58 nightly
The price is $65
Mar 9 - Mar 10
Total with taxes and fees
Red Roof Inn PLUS+ Chicago - Hoffman Estates

Fairfield Inn and Suites By Marriott St Charles

Fairfield Inn and Suites By Marriott St Charles
3.0 star property
St. Charles
8.0 out of 10, Very Good, (576 reviews)
"Excellent breakfast, very friendly staff."
United States
Richie
$84 nightly
The price is $94
Mar 22 - Mar 23
Total with taxes and fees
Fairfield Inn and Suites By Marriott St Charles

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, (727 reviews)
"Clean and quiet environment "
United States
Mercedes
$85 nightly
The price is $93
Apr 3 - Apr 4
Total with taxes and fees
Extended Stay America Select Suites Chicago Hanover Park

Hyatt Place Itasca

Hyatt Place Itasca
3.0 star property
Itasca
8.8 out of 10, Excellent, (1,012 reviews)
"Great stay"
United States
Justine
$97 nightly
The price is $107
Mar 28 - Mar 29
Total with taxes and fees
Hyatt Place Itasca

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, (1,006 reviews)
"Beautiful clean quiet stay "
United States
Yvette
$65 nightly
The price is $74
Mar 7 - Mar 8
Total with taxes and fees
Red Lion Inn & Suites Elk Grove Village

Comfort Inn Crystal Lake - Algonquin

Comfort Inn Crystal Lake - Algonquin
2.5 star property
Crystal Lake
8.0 out of 10, Very Good, (1,003 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
$87 nightly
The price is $99
Mar 22 - Mar 23
Total with taxes and fees
Comfort Inn Crystal Lake - Algonquin

Hilton Garden Inn St. Charles

Hilton Garden Inn St. Charles
3.0 star property
St. Charles
8.6 out of 10, Excellent, (787 reviews)
"Great value! "
United States
Joel
$93 nightly
The price is $105
Mar 13 - Mar 14
Total with taxes and fees
Hilton Garden Inn St. Charles

Courtyard by Marriott Chicago Bloomingdale

Courtyard by Marriott Chicago Bloomingdale
3.0 star property
Bloomingdale
8.6 out of 10, Excellent, (747 reviews)
"Clean room, friendly and personable staff as well as hot showers everyday. Everything I was looking for in my stay. "
United States
Brandon
$87 nightly
The price is $97
Mar 27 - Mar 28
Total with taxes and fees
Courtyard by Marriott Chicago Bloomingdale
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

Hotels in Sleepy Hollow with star-rating

Find out more about Sleepy Hollow

Top reasons to visit Sleepy Hollow

  • Outdoor Activities: Enjoy family-friendly outdoor adventures in local parks and nature reserves, perfect for relaxation and recreation.
  • Scenic Beauty: Experience the charming, picturesque setting that makes Sleepy Hollow an inviting destination for nature lovers.
  • Halloween Celebrations: Don't miss the fun and festive Halloween events that add a unique twist to your visit.
  • Diverse Accommodations: Choose from a variety of charming hotels and motels, many of which are pet-friendly and inclusive.
  • Cultural Experiences: Explore vibrant neighborhoods and local events that enhance your cultural experience during your stay.

Find great hotels near Sleepy Hollow

Sleepy Hollow, Illinois, offers a variety of lodging options, including charming hotels and motels perfect for every traveler. Whether you're seeking a cozy motel for a relaxing getaway or a business-oriented hotel with modern amenities, you'll find plenty of choices. Many accommodations are pet-friendly and welcoming to the LGBTQIA community, ensuring a comfortable stay for all visitors. Explore the diverse options and find the perfect place to unwind during your vacation in Sleepy Hollow.

  • WoodSpring Suites Carol Stream - Chicago: Nestled 15 miles from Sleepy Hollow, WoodSpring Suites Carol Stream - Chicago offers a welcoming and inclusive atmosphere for all travelers, particularly those seeking an LGBTQIA-friendly environment. This hotel features essential amenities that ensure a comfortable stay, including extended-stay options and pet-friendly policies, allowing dogs on site with certain restrictions. Guests appreciate the hotel's commitment to comfort and community, making it a great choice for those who value both quality and a sense of belonging during their travels.
  • Motel 6 Rolling Meadows, IL - Chicago Northwest: Located 14 miles away from Sleepy Hollow, Motel 6 Rolling Meadows is a budget-friendly option perfect for travelers with pets. This motel emphasizes convenience and affordability without compromising on comfort. With a pet-friendly policy that allows pets for free, it’s an ideal place for those traveling with furry companions. Guests often praise the clean, straightforward rooms and the welcoming atmosphere, making it a solid choice for families or solo adventurers looking for a no-fuss stay.
  • MainStay Suites Chicago Schaumburg: Situated 13 miles from Sleepy Hollow in the vibrant shopping district, MainStay Suites Chicago Schaumburg is perfect for travelers who love to shop and enjoy a pet-friendly environment. This hotel offers spacious suites equipped with kitchen facilities, making it suitable for longer stays. With its pet policies accommodating dogs, this hotel ensures a worry-free experience for pet owners. Guests appreciate the proximity to local shops and dining options, making this an excellent choice for both relaxation and exploration.

Where to stay near Sleepy Hollow

Sleepy Hollow, Illinois, offers a charming getaway perfect for family vacations and outdoor adventures. Nestled in a scenic setting, it's ideally located near beautiful parks and vibrant neighborhoods. Explore the intimate ambiance of nearby towns, where sunny weather and a family-friendly atmosphere invite you to relax and enjoy. With a focus on convenience and moderately low prices, your trip will be both enjoyable and memorable.

  • Schaumburg: Located 12 miles from Sleepy Hollow, Schaumburg is a vibrant city that offers a diverse array of experiences for visitors. Known for its bustling shopping scene, you'll find the Woodfield Mall, one of the largest shopping centers in the U.S., alongside a variety of restaurants and entertainment venues. The city caters to family outings, business travelers, and urban explorers alike. Don’t miss the local attractions, including the convention center and stadium, which host numerous events throughout the year, making it a lively hub for visitors.
  • Elgin: Just 4 miles from Sleepy Hollow, Elgin boasts a rich cultural scene and plenty of outdoor activities. This city is perfect for families and those looking for a mix of urban excitement and natural beauty. Visitors can enjoy music concerts and a variety of arena entertainment, as well as educational venues. The nearby national state park offers a fantastic opportunity for outdoor recreation. With its charming downtown area and local parks, Elgin is an inviting destination for a relaxed day trip.
  • Hoffman Estates: Situated 9 miles away from Sleepy Hollow, Hoffman Estates is a dynamic city known for its family-friendly atmosphere and entertainment options. Explore the local shopping centers and malls, which cater to all your retail needs. The city features an array of entertainment facilities, including an arena that hosts concerts and sporting events. With landmarks like the event conference venue and sports facility stadium, Hoffman Estates is a perfect spot for those seeking both leisure and excitement during their trip.

Things to do near Sleepy Hollow

Sleepy Hollow, Illinois, offers a delightful family-friendly vacation with plenty of outdoor activities and scenic views. Visitors can enjoy the local recreation park, catch a show at the theater, and explore various recreational areas. Don't miss the fun Halloween celebrations and diverse entertainment options that make this charming village a unique destination for tourists looking for an enjoyable getaway.

Shopping

For a delightful shopping experience in Sleepy Hollow, visit Cabela's, located 5 miles away, for outdoor gear. The Arboretum of South Barrington, 6 miles away, offers a mix of shops and entertainment. If you're up for a drive, explore Crystal Court Shopping Center, 9 miles away, for more family-friendly options.

Recreation

Experience a round of golf at Randall Oaks Golf Club, where lush greens and outdoor vibes create the perfect setting for relaxation. For wellness and recreation, visit Elgin Sports Complex, offering various activities to unwind. Enjoy luxury amenities at Bridges of Poplar Creek Country Club, perfect for a lavish retreat.

Adventure

Experience the thrill at North Wall Rock Climbing, located 8 miles from Sleepy Hollow, where you can challenge yourself on various climbing routes. For a scenic outdoor adventure, hike the Algonquin Lakes Trailhead, 4 miles away, and enjoy the beauty of nature along the trails.

Nightlife

Experience vibrant nightlife in Sleepy Hollow by visiting the Hemmens Cultural Center for captivating performances, then head to the Epic Air Trampoline Park for thrilling adventures. Don’t miss a romantic film at The Catlow Theater, where entertainment and cozy vibes await.

*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 during your visit to Sleepy Hollow, consider traveling between December and February when hotel prices are lower. Mondays tend to be the cheapest days to stay, while Saturdays are the most expensive. Use Expedia to find deals by sorting prices from low to high and consider booking a package deal to combine flights and hotel reservations for additional savings. Joining Expedia's One Key membership can unlock exclusive discounts and rewards. Lastly, take advantage of free activities in the area and utilize public transport for affordable travel options.

  • 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: Utilize Expedia’s search tool to customize your travel preferences, such as your budget, desired location, and preferred hotel style. For instance, selecting the Eco-certified option will showcase sustainable and environmentally friendly hotels currently available. To find the best prices and deals, simply sort 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 deal.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Sleepy Hollow

Sleepy Hollow, Illinois, is an ideal destination for outdoor enthusiasts and families seeking scenic beauty and cultural experiences. Visitors can explore various attractions, including urban parks, nature reserves, and event venues that cater to a diverse range of interests. Whether you're looking for a fun family outing or a peaceful nature walk, Sleepy Hollow offers a delightful blend of activities that will make your vacation memorable.

  • Santa's Village: Experience the magic of the holidays year-round at this charming theme park located 2 miles from Sleepy Hollow. Featuring festive rides, live entertainment, and enchanting attractions, Santa's Village offers a delightful atmosphere perfect for families.
  • NOW Arena: Just 5 miles away, NOW Arena is a premier venue for concerts and sporting events. With a lively ambiance and seating for thousands, it's an ideal spot for family entertainment and thrilling performances.
  • Schaumburg Convention Center: Located 13 miles from Sleepy Hollow, this convention center hosts a variety of business events and conferences. Its modern facilities and professional atmosphere make it a hub for networking and innovation.

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

Traveling to Sleepy Hollow, Illinois, is convenient with several major airports nearby. Chicago O'Hare International Airport (ORD) is located 22 miles away and offers a variety of nearby hotels, including the 4.5-star Loews Chicago O'Hare Hotel and the Hyatt Regency O'Hare Chicago, both just 2 miles from the airport. For those considering Midway International Airport (MDW), located 36 miles away, the Trump International Hotel & Tower and Nobu Hotel Chicago are excellent 5-star options. Lastly, Dupage Airport (DPA) is situated 13 miles from Sleepy Hollow, with Hotel Arista, a 4.5-star hotel, just 7 miles from the airport.

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 $45 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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