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.

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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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

Country Inn & Suites by Radisson, Schaumburg, IL
Country Inn & Suites by Radisson, Schaumburg, IL
3 out of 5
1401 North Roselle Road, Schaumburg, IL
Fully refundable
The price is AU$162 per night from 22 Dec to 23 Dec
AU$162
includes taxes & fees
22 Dec - 23 Dec
8.6/10 Excellent! (1,001 reviews)
Great breakfast
"Nice stay clean with good staff great breakfast"

Reviewed on 19 Nov. 2024

Country Inn & Suites by Radisson, Schaumburg, IL
Hyatt Regency Schaumburg Chicago
Hyatt Regency Schaumburg Chicago
4 out of 5
1800 East Golf Rd, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is AU$189 per night from 22 Dec to 23 Dec
AU$189
includes taxes & fees
22 Dec - 23 Dec
8/10 Very Good! (1,008 reviews)
"Great hotel, nice location."

Reviewed on 18 Nov. 2024

Hyatt Regency Schaumburg Chicago
Motel 6 Rolling Meadows, IL - Chicago Northwest
Motel 6 Rolling Meadows, IL - Chicago Northwest
2 out of 5
1800 Winnetka Cir, Rolling Meadows, IL
Fully refundableReserve now, pay when you stay
The price is AU$90 per night from 16 Dec to 17 Dec
AU$90
includes taxes & fees
16 Dec - 17 Dec
6.6/10 (1,009 reviews)
"Loved the area, quiet and nice, not far from shopping centers which is pretty neat."

Reviewed on 19 Nov. 2024

Motel 6 Rolling Meadows, IL - Chicago Northwest
See all 500 properties in Sleepy Hollow
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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Sleepy Hollow holiday package cost?
From as low as . Yes, you read that correctly. Our Sleepy Hollow packages are an easy way to stretch your budget further. Combine your preferred hotels, flights and rental car and get out and see this exciting destination.
How do I get a cheap travel package to Sleepy Hollow?
Bundle your hotels and flights with Expedia to save big bucks on your next big adventure. With more than 550 partner airlines and 1 000 000 hotels around the globe, your Sleepy Hollow holiday package can be tailored exactly to suit your travel style. With all that extra money, why not throw in one or two fun experiences and tours? It’s an easy way to unlock even more discounts. That dream holiday to Sleepy Hollow is closer than you thought!
Where should I stay in Sleepy Hollow?
A trip to Sleepy Hollow isn’t complete without stopping by Santas Village, Advocate Sherman Hospital and Randall Oaks Golf Club. Spend your nights close to these attractions and make sightseeing a breeze.
How far in advance should I book my Sleepy Hollow holiday?
Your best bet is to book early. Air carriers typically release flight tickets up to 12 months in advance, and this is your chance to score some of the lowest prices. Just been told you should take all your holiday days in a few weeks? That’s alright! Expedia are never short on fantastic deals to send you off on the getaway of your dreams, at an affordable price.
What does an Expedia Sleepy Hollow travel package include?
Hotels, flights and a shiny set of wheels for all your road trip adventures. Simply pick and choose your preferred bundle and get access to incredible deals. Once you’ve made your booking, add on a couple of activities and tours and watch your savings pile up. When it comes to creating your Sleepy Hollow break, you’re in control!
What should I know before booking a Sleepy Hollow travel package?
So many places to explore, so many things to experience. With a travel package, you can check more of them off your list. Combine your hotels, rental cars and flights and land big savings.
Can I choose my airline with a Sleepy Hollow Expedia holiday package?
Yes, and with over 550 airlines to pick from worldwide, you’re spoiled for choice. Look through the available options and see which airline suits your budget and needs.
If I'm not able to travel, can I cancel my Sleepy Hollow holiday package?
If your holiday plans in Sleepy Hollow have been upended, it’s good to know that it’s possible to cancel or amend your booking. If you made your booking in the last 24 hours, you may be able to receive a refund. If your booking is older than that, your airline, hotel or car rental company may charge fees. To learn more, check our Customer Service Portal.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.