Luxury Hotels & Resorts in Sleepy Hollow from AU$120

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Our top choices for Sleepy Hollow luxury hotels

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove
4.0 star property
Wood Dale
8.0 out of 10, Very good, (1009)
"Nest room Good staff Free parking Good value for money "
United States
Shakeel
The price is AU$150
includes taxes & fees
24 Dec - 25 Dec
DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

The Westin Chicago Northwest

The Westin Chicago Northwest
4.0 star property
Itasca
8.8 out of 10, Excellent, (1004)
"Fresh food, friendly staff"
United States
Maria
The price is AU$167
includes taxes & fees
1 Jan - 2 Jan 2026
The Westin Chicago Northwest

Chez Hotel Arlington Heights

Chez Hotel Arlington Heights
4.0 star property
Arlington Heights
9.0 out of 10, Wonderful, (529)
"Staff was very courteous and very clean!"
United States
Eric
The price is AU$199
includes taxes & fees
18 Dec - 19 Dec
Chez Hotel Arlington Heights

Eaglewood Resort and Spa

Eaglewood Resort and Spa
4.0 star property
Itasca
8.8 out of 10, Excellent, (1018)
"Clean hotel, very friendly staff "
United States
Sherelle
The price is AU$217
includes taxes & fees
24 Dec - 25 Dec
Eaglewood Resort and Spa

Hyatt Regency Schaumburg Chicago

Hyatt Regency Schaumburg Chicago
4.0 star property
Schaumburg
8.6 out of 10, Excellent, (1277)
"Great place to stay"
United States
Elizabeth
The price is AU$217
includes taxes & fees
23 Dec - 24 Dec
Hyatt Regency Schaumburg Chicago

Renaissance Schaumburg Convention Center Hotel

Renaissance Schaumburg Convention Center Hotel
4.0 star property
Schaumburg
9.0 out of 10, Wonderful, (1000)
"Room was very clean, pool was nice. It's a very nice hotel! The only negative that we experienced is that the parking lot is far from check in/front desk and there was no valet."
United States
Brandon
The price is AU$312
includes taxes & fees
1 Jan - 2 Jan 2026
Renaissance Schaumburg Convention Center Hotel

Comfort Suites Lombard - Addison

Comfort Suites Lombard - Addison
4.0 star property
Lombard
7.8 out of 10, Good, (1001)
"Would stay again. "
United States
jemise
The price is AU$138
includes taxes & fees
6 Jan - 7 Jan 2026
Comfort Suites Lombard - Addison

DoubleTree by Hilton Chicago - Arlington Heights

DoubleTree by Hilton Chicago - Arlington Heights
4.0 star property
Arlington Heights
8.0 out of 10, Very good, (1006)
"Beautiful hotel!"
United States
Christy
The price is AU$148
includes taxes & fees
22 Dec - 23 Dec
DoubleTree by Hilton Chicago - Arlington Heights

DoubleTree by Hilton Libertyville - Mundelein

DoubleTree by Hilton Libertyville - Mundelein
4.0 star property
Mundelein
8.6 out of 10, Excellent, (1000)
"Excellent staff, clean hotel. "
United States
Derrill
The price is AU$163
includes taxes & fees
28 Dec - 29 Dec
DoubleTree by Hilton Libertyville - Mundelein

DoubleTree by Hilton Chicago Schaumburg

DoubleTree by Hilton Chicago Schaumburg
4.0 star property
Schaumburg
7.2 out of 10, Good, (1000)
"Clean rooms, helpful staff & good breakfast"
United States
Andrew
The price is AU$183
includes taxes & fees
11 Jan - 12 Jan 2026
DoubleTree by Hilton Chicago Schaumburg
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.

Find out more about Sleepy Hollow

Sleepy Hollowand its attractions for luxury travelers

Sleepy Hollow, Illinois, offers a serene escape for luxury travellers seeking a blend of nature and sophistication. Start your day with a round of golf at the prestigious Village Links of Glen Ellyn, where manicured greens and stunning views create a perfect setting for both seasoned players and novices alike. For those interested in local history, a visit to the historic Kline Creek Farm provides an immersive experience into the region's 19th-century rural life, complete with charming farm animals and seasonal activities. Nature enthusiasts can explore the scenic trails of the nearby Poplar Creek Forest Preserve, where the tranquil landscapes are perfect for leisurely walks or bike rides, allowing for a refreshing connection with nature. After a day of exploration, unwind at the luxurious hotels situated along the Fox River, such as the elegant Hotel Baker in nearby St. Charles, known for its opulent decor and exceptional dining options, ensuring an indulgent stay. The combination of attentive service and refined amenities in this area will leave families feeling pampered and well taken care of, making Sleepy Hollow an excellent choice for those who appreciate quality and comfort.

Top Sleepy Hollow Hotel Reviews

Frequently asked questions

Are you looking for a luxury hotel for your stay in Sleepy Hollow?
Use Expedia to help you arrange a flight to Chicago, IL (DPA-Dupage) airport or Chicago, IL (PWK-Chicago Executive) airport, and then choose from a variety of places to stay that will deliver the luxury you want. Amenities are important when you plan a holiday, so we make it easy to find what you'd like to make your stay relaxing and comfortable. If you want an upscale hotel that has a spa, an indoor pool or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Sleepy Hollow has to offer.
When can I expect good weather in Sleepy Hollow?
Planning for the weather is an important factor for making your trip to Sleepy Hollow a success, especially when you're splurging. The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Sleepy Hollow are January, November, February and October, with each month seeing an average of 17 cm of snowfall.
What's there to see and do in Sleepy Hollow?
Take in the sights and attractions that Sleepy Hollow offers with a visit to Santa's Village, Randall Oaks Golf Club and Hemmens Cultural Center. If you have a little extra time during your trip, you might want to check out Grand Victoria Casino and Algonquin Historic Village Hall.

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