Sleepy Hollow Vacation Packages

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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.

Top Sleepy Hollow Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago - Schaumburg by IHG
La Banque Hotel
Level Chicago Fulton Market
Park Hyatt Chicago
4BR Corporate Suite Central and Modern

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

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Sleepy Hollow Hotel Deals

Comfort Inn & Suites Arlington Heights - Schaumburg

Comfort Inn & Suites Arlington Heights - Schaumburg

3 out of 5
2112 S Arlington Heights Rd Arlington Heights IL
The price is CA $104 per night from Mar 3 to Mar 4
CA $104
CA $116 total
Mar 3 - Mar 4
includes taxes & fees
8.2/10 Very Good! (1,036 reviews)
Do not stay there! Rooms are neglected. Bedding had 4 blood stains... I was moved to another room. In the new room the bathroom was in poor shape, wallpaper coming off, hair dryer never worked, tub faucet dripping water and making noises all night, toilet loose and about to fall off! Carpet dirty! ...

Reviewed on Feb 26, 2026

Comfort Inn & Suites Arlington Heights - Schaumburg
Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts

Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts

2 out of 5
22 West Algonquin Road Arlington Heights IL
Fully refundableReserve now, pay when you stay
The price is CA $72 per night from Mar 6 to Mar 7
CA $72
CA $81 total
Mar 6 - Mar 7
includes taxes & fees
5.6/10 (1,002 reviews)
Room was very small. TV was going bad with dark screen hard to see. King-size bed was comfortable. Room was clean. Staff was fine. No coffee maker. No iron or ironing board.

Reviewed on Feb 25, 2026

Red Roof Inn Chicago-O'Hare Airport/ Arlington Hts
Country Inn & Suites by Radisson, Elk Grove Village/Itasca

Country Inn & Suites by Radisson, Elk Grove Village/Itasca

3 out of 5
1160 W Devon Avenue Elk Grove Village IL
Fully refundable
The price is CA $132 per night from Mar 22 to Mar 23
CA $132
CA $149 total
Mar 22 - Mar 23
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
Perfect place to stay Good breakfast options Clean rooms

Reviewed on Feb 26, 2026

Country Inn & Suites by Radisson, Elk Grove Village/Itasca
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.