Title: Book the Best Hotels with POOL in Sleepy Hollow in 2025 | Expedia.ca [Hotels in Sleepy Hollow](https://expedia.ca/Sleepy-Hollow-Hotels.d3000435324.Travel-Guide-Hotels)[Vacation Rentals in Sleepy Hollow](https://expedia.ca/Sleepy-Hollow-Vacation-Rentals.d3000435324.Travel-Guide-VacationRentals)[Sleepy Hollow Car Rentals](https://expedia.ca/Car-Rentals-In-Sleepy-Hollow.d3000435324.Car-Rental-Guide)[Sleepy Hollow Vacation Packages](https://expedia.ca/Sleepy-Hollow.d3000435324.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Sleepy Hollow, IL ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Sleepy Hollow Hotels with a Pool Tonight [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=3000435324&startDate=2025-10-03&endDate=2025-10-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 4 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=3000435324&startDate=2025-10-04&endDate=2025-10-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=3000435324&startDate=2025-10-03&endDate=2025-10-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=3000435324&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Sleepy Hollow Hotels with a Pool ## Top Sleepy Hollow Hotel Reviews ![Eaglewood Resort and Spa](//images.trvl-media.com/lodging/1000000/900000/897200/897168/f931dcd0_y.jpg) ### Eaglewood Resort and Spa 10/10 Excellent "This was an amazing stay. " [](https://expedia.ca/Chicago-Hotels-Eaglewood-Resort-And-Spa.h897168.Hotel-Information) ![DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove](//images.trvl-media.com/lodging/1000000/10000/6600/6545/8dd24dc8_y.jpg) ### DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove 10/10 Excellent "The room was perfect: very clean and nicely appointed. The staff were friendly and helpful. Airplanes taking off from O’Hare will create some noise but it is not too bad. 9.5/10" [](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Wood-Dale-Elk-Grove.h6545.Hotel-Information) ![Wyndham Garden Schaumburg Chicago Northwest](//images.trvl-media.com/lodging/1000000/30000/22500/22451/556a232c_y.jpg) ### Wyndham Garden Schaumburg Chicago Northwest 10/10 Excellent "Lovely place to stay " [](https://expedia.ca/Chicago-Hotels-Wyndham-Garden-Schaumburg-Chicago-Northwest.h22451.Hotel-Information) ![DoubleTree by Hilton Chicago Schaumburg](//images.trvl-media.com/lodging/1000000/20000/17500/17443/e6f3488b_y.jpg) ### DoubleTree by Hilton Chicago Schaumburg 10/10 Excellent "Nice comfy clean hotel " [](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Schaumburg.h17443.Hotel-Information) ![Hyatt Place Itasca](//images.trvl-media.com/lodging/1000000/50000/42100/42029/97595919_y.jpg) ### Hyatt Place Itasca 10/10 Excellent "Everything was as expected. No surprises, which is always a great thing" [](https://expedia.ca/Chicago-Hotels-Hyatt-Place-Itasca.h42029.Hotel-Information) ![DoubleTree by Hilton Libertyville - Mundelein](//images.trvl-media.com/lodging/1000000/20000/14800/14710/w2374h2997x0y3-9205a137_y.jpg) ### DoubleTree by Hilton Libertyville - Mundelein 10/10 Excellent "Nice hotel, wonderful breakfast buffet. Can my beds, nice staff." [](https://expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Libertyville-Mundelein.h14710.Hotel-Information) ![Country Inn & Suites by Radisson, Schaumburg, IL](//images.trvl-media.com/lodging/1000000/130000/120400/120330/41e5f2c9_y.jpg) ### Country Inn & Suites by Radisson, Schaumburg, IL 10/10 Excellent "The manager was a great person to communicate with. " [](https://expedia.ca/Chicago-Hotels-Country-Inn-Suites-By-Radisson.h120330.Hotel-Information) ![The Westin Chicago Northwest](//images.trvl-media.com/lodging/1000000/10000/2400/2368/25f36887_y.jpg) ### The Westin Chicago Northwest 10/10 Excellent "Very nice and clean and best of all, the beds are super comfy to sleep" [](https://expedia.ca/Chicago-Hotels-The-Westin-Chicago-Northwest.h2368.Hotel-Information) ![Comfort Inn & Suites Arlington Heights - Buffalo Grove](//images.trvl-media.com/lodging/1000000/10000/6700/6612/ce41b189_y.jpg) ### Comfort Inn & Suites Arlington Heights - Buffalo Grove 10/10 Excellent "It was good" [](https://expedia.ca/Chicago-Hotels-Sonesta-Select-Arlington-Heights-North.h6612.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Sleepy Hollow? > [DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove](https://www.expedia.ca/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Wood-Dale-Elk-Grove.h6545.Hotel-Information): Features a snack bar/deli, an indoor pool, and free self parking. [Wyndham Garden Schaumburg Chicago Northwest](https://www.expedia.ca/Chicago-Hotels-Wyndham-Garden-Schaumburg-Chicago-Northwest.h22451.Hotel-Information): Provides an indoor pool, an outdoor pool, and 2 restaurants. [Eaglewood Resort and Spa](https://www.expedia.ca/Chicago-Hotels-Eaglewood-Resort-And-Spa.h897168.Hotel-Information): Features a snack bar/deli, an indoor pool, and complimentary wired internet access. [Courtyard by Marriott Chicago Wood Dale](https://www.expedia.ca/Chicago-Hotels-Courtyard-By-Marriott-Chicago-Wood-Dale.h3034.Hotel-Information): Hotel located near Woodfield Mall. Offers a snack bar/deli, a pool, and full. [Comfort Inn Chicago Schaumburg - O'Hare Airport](https://www.expedia.ca/Chicago-Hotels-Comfort-Inn.h6715.Hotel-Information): Provides a snack bar/deli, an indoor pool, and a 24-hour fitness center. ### What is there to see and do in Sleepy Hollow? > Make a point to visit attractions like Elgin Sports Complex and Santa's Village. During your stay, check out sights such as Randall Oaks Golf Club, Hemmens Cultural Center, and Grand Victoria Casino. ### When is the best time to book a hotel with a pool in Sleepy Hollow? > You may want to consider an accommodation that offers an outdoor pool if you're planning to visit Sleepy Hollow in the hottest months of July, August, or June when the average temperature is 70°F. 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