Find Hotels with a Pool in Sleepy Hollow, IL from CA $111

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Check availability on Sleepy Hollow Hotels with a Pool

Our top choices for Sleepy Hollow hotels with a pool

Eaglewood Resort and Spa

Eaglewood Resort and Spa
4.0 star property
Itasca
8.8 out of 10, Excellent, (1,066 reviews)
  • cleanliness
    Aquatic elegance meets relaxation at this resort's indoor pool sanctuary, featuring plush sun loungers and protective umbrellas.
The price is CA $141
CA $186 total
includes taxes & fees
May 17 - May 18
Eaglewood Resort and Spa

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, (1,002 reviews)
  • cleanliness
    Dive into aquatic bliss at this modern hotel, where the indoor pool offers year-round relaxation amid plush sun loungers.
The price is CA $137
CA $155 total
includes taxes & fees
May 17 - May 18
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, (940 reviews)
  • cleanliness
    Dive into an indoor pool sanctuary with sun loungers after exploring Moraine Hills State Park.
The price is CA $181
CA $201 total
includes taxes & fees
May 14 - May 15
Hampton Inn McHenry

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)
  • cleanliness
    Dive into crystal clear relaxation at this hotel's indoor oasis with loungers and hot tub.
The price is CA $144
CA $162 total
includes taxes & fees
May 17 - May 18
Country Inn & Suites by Radisson, Crystal Lake, 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, (1,006 reviews)
  • cleanliness
    Unwind poolside at this modern hotel with a seasonal outdoor pool and lush green surroundings, perfect for summertime splashing.
The price is CA $99
CA $111 total
includes taxes & fees
May 24 - May 25
Quality Inn and Suites St Charles - West Chicago

Best Western Plus Elgin - Chicago

Best Western Plus Elgin - Chicago
3.0 star property
West Dundee
8.4 out of 10, Very good, (1,007 reviews)
  • cleanliness
    Dive into serenity at this hotel's indoor oasis, complete with loungers for poolside relaxation.
The price is CA $117
CA $131 total
includes taxes & fees
May 17 - May 18
Best Western Plus Elgin - Chicago

Hampton Inn by Hilton Huntley Chicago

Hampton Inn by Hilton Huntley Chicago
2.5 star property
Huntley
9.4 out of 10, Exceptional, (355 reviews)
  • cleanliness
    Splash into relaxation at this art deco hotel with indoor pool and 24-hour fitness centre.
The price is CA $162
CA $187 total
includes taxes & fees
Jun 7 - Jun 8
Hampton Inn by Hilton Huntley Chicago

AmericInn by Wyndham Woodstock IL

AmericInn by Wyndham Woodstock IL
3.0 star property
Woodstock
8.0 out of 10, Very good, (1,003 reviews)
  • cleanliness
    Float in indoor comfort at this serene hotel pool, where sun loungers invite poolside relaxation after exploring Woodstock.
The price is CA $123
CA $137 total
includes taxes & fees
May 18 - May 19
AmericInn by Wyndham Woodstock IL

Holiday Inn Express & Suites Chicago West - St Charles by IHG

Holiday Inn Express & Suites Chicago West - St Charles by IHG
2.5 star property
St. Charles
8.6 out of 10, Excellent, (644 reviews)
  • cleanliness
    Swim all seasons long in this indoor pool oasis with 14-hour access daily and comfy poolside spaces.
The price is CA $176
CA $198 total
includes taxes & fees
May 24 - May 25
Holiday Inn Express & Suites Chicago West - St Charles by IHG

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)
  • cleanliness
    Dive into aquatic bliss at this indoor pool haven, where comfort meets refreshing relaxation.
The price is CA $132
CA $150 total
includes taxes & fees
Jun 9 - Jun 10
Comfort Inn Crystal Lake - Algonquin
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.

Choose what matters most at hotels with a pool in Sleepy Hollow

Top Sleepy Hollow Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Sleepy Hollow?
Eaglewood Resort and Spa: Features an indoor pool, an outdoor pool, and 2 restaurants. Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts: Hotel, 13-minute walk from Woodfield Mall. Provides buffet, an indoor pool, and free self parking. Quality Inn Schaumburg - Chicago near the Mall: Offers a snack bar/deli, an indoor pool, and buffet. Comfort Inn & Suites Arlington Heights - Schaumburg: Offers a snack bar/deli, an indoor pool, and daily. Hyatt Place Itasca: Provides a snack bar/deli, an indoor pool, and free self parking.
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 Hemmens Cultural Center, Grand Victoria Casino, and Algonquin Historic Village Hall.
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. Lodging with an indoor pool may be what you want if you visit during the coldest months of January, February, or December when the average temperature is 28°F.

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