
Sleepy Hollow Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Sleepy Hollow Vacation
Entertainment, history, art and more … There's so much to experience with a Sleepy Hollow vacation package. And with the ability to customize your city getaway, it's guaranteed to be one you won't forget. Make your trip to Sleepy Hollow even more fun by going sightseeing. Grand Victoria Casino, Santas Village and NOW Arena are among the top attractions worth exploring. Whatever your travel plans or budget, organizing your ultimate tailored Sleepy Hollow vacation is simple with Expedia.
Sleepy Hollow Hotel Deals

Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts
22 West Algonquin Road Arlington Heights IL
Fully refundableReserve now, pay when you stay
The price is CA $80 per night from May 23 to May 24
CA $80
CA $90 total
May 23 - May 24
includes taxes & fees
5.4/10 (1,003 reviews)
Good location,
Reviewed on May 9, 2026

Eaglewood Resort and Spa
1401 Nordic Rd Itasca IL
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from May 17 to May 18
CA $141
CA $186 total
May 17 - May 18
includes taxes & fees
8.8/10 Excellent! (1,072 reviews)
Beautiful property! I enjoyed the peaceful setting. Close to everything. Staff at the hotel was excellent all around!
Reviewed on May 11, 2026

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 CA $150 per night from May 24 to May 25
CA $150
CA $166 total
May 24 - May 25
includes taxes & fees
8/10 Very Good! (1,023 reviews)
Breakfast staff and front counter staffs were very kind.
Reviewed on May 10, 2026
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.







