
Sleepy Hollow Holidays
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Your Sleepy Hollow Holiday
History, cuisine, art and more … There's so much to discover with a Sleepy Hollow holiday package. And with the ability to customise your city getaway, you know it'll be one that's hard to forget. Ready to explore your surroundings? Grand Victoria Casino, Santas Village and NOW Arena are just a few of the top-rated places to visit during a trip to Sleepy Hollow. Whoever you're heading away with and whatever your budget, your ultimate Sleepy Hollow holiday is just a few clicks away with Expedia.
Sleepy Hollow Holiday
Sleepy Hollow Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 3,300 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 27ºC |
Top Sights | Santas Village, Hemmens Cultural Centre and Main Beach |
Our pick of the best Sleepy Hollow Hotel Deals

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove
1200 N Mittel Blvd, Wood Dale, IL
Fully refundableReserve now, pay when you stay
The price is AU$164 per night from 19 Oct to 20 Oct
AU$164
19 Oct - 20 Oct
includes taxes & fees
8/10 Very Good! (1,023 reviews)
"Staff were very nice. The property was quiet. They even offer cookies !"
Reviewed on 24 Sept 2025

Courtyard by Marriott Chicago Wood Dale
900 N Wood Dale Rd, Wood Dale, IL
The price is AU$156 per night from 26 Oct to 27 Oct
AU$156
26 Oct - 27 Oct
includes taxes & fees
8.4/10 Very Good! (1,015 reviews)
"The room was clean, free parking is always a plus"
Reviewed on 25 Sept 2025

Eaglewood Resort and Spa
1401 Nordic Rd, Itasca, IL
Fully refundableReserve now, pay when you stay
The price is AU$194 per night from 5 Oct to 6 Oct
AU$194
5 Oct - 6 Oct
includes taxes & fees
8.6/10 Excellent! (1,045 reviews)
"Property was clean, quiet, and great place to stay."
Reviewed on 29 Sept 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.