Sleepy Hollow Vacation Packages

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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Top Holiday Package Deals in Sleepy Hollow

Price found within the past 48 hours. Click for updated prices.
Liberty Mountain Resort

Liberty Mountain Resort

2.5 out of 5
per person
Aug 28 - Sep 3
found 9 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Hagerstown (HGR)
8.8/10 Excellent! (447 reviews)
The hotels don’t have elevators, They upgraded the rooms but need elevators for older guests like me with health issuse

Reviewed on Jul. 13, 2025

Sleepy Hollow Hotel Deals

Quaint Loft Cabin w/Hot Tub, FirePit, Deck & Grill

Quaint Loft Cabin w/Hot Tub, FirePit, Deck & Grill

Hedgesville
The price is CA $232 per night from Aug 17 to Aug 18
CA $232
CA $399 total
Aug 17 - Aug 18
includes taxes & fees
9/10 Wonderful! (8 reviews)
Adorable mountain getaway
"We had a great time in West Virginia and the Chalet. The properry was well maintained and the host was very proactive with checking in to see if we arrived and got inside without incident, and to see if we needed anythjng."

Reviewed on Apr. 18, 2025

Quaint Loft Cabin w/Hot Tub, FirePit, Deck & Grill
Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi

Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi

Hedgesville
The price is CA $185 per night from Jul 30 to Jul 31
CA $185
CA $342 total
Jul 30 - Jul 31
includes taxes & fees
9.8/10 Exceptional! (16 reviews)
"Just perfect!"

Reviewed on Sep. 26, 2024

Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi
Loft Cabin w, Hot Tub, Fire Pit, Huge Deck & WiFi!

Loft Cabin w, Hot Tub, Fire Pit, Huge Deck & WiFi!

Hedgesville
The price is CA $202 per night from Jul 30 to Jul 31
CA $202
CA $424 total
Jul 30 - Jul 31
includes taxes & fees
9/10 Wonderful! (20 reviews)
Peaceful
"Very peaceful and relaxing"

Reviewed on Apr. 23, 2025

Loft Cabin w, Hot Tub, Fire Pit, Huge Deck & WiFi!
See all 605 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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Sleepy Hollow vacation package cost?
Live it up in Sleepy Hollow from just CA $932. We offer a wonderful selection of flights, hotels and rental cars to suit every budget and style. Land even more discounts when you add a couple of tours or experiences to your package.
How do I get a cheap travel package to Sleepy Hollow?
Combine your bookings with Expedia to save big bucks on your next big adventure. With more than 550 partner airlines and 1,000,000 hotels throughout the world, your Sleepy Hollow vacation package can be customized exactly to suit your budget. With all that extra cash, why not throw in one or two fun tours and activities? It's an easy way to unlock even more discounts. The vacation you've always dreamed of in Sleepy Hollow is closer than you thought!
What are the top hotels in Sleepy Hollow?
If this will be your first visit to Sleepy Hollow, make a reservation at Hot Tub, Fire Pit, Huge Deck At Loft Cabin or Above Sleepy Hollow - A Hidden Getaway. Both will make you feel at home and are popular options with lots of travelers.
How far in advance should I book my Sleepy Hollow vacation?
While not all air carriers advertise tickets early, you can normally start comparing international airfares on Expedia up to 12 months in advance. This is the time you'll nab some incredible bargains. If you're booking late, you might still be in luck. Low prices sometimes become available a few weeks prior to departure.
What does an Expedia Sleepy Hollow travel package include?
That depends on you. You can choose from a range of Sleepy Hollow packages, such as a flight, hotel and rental car. You can also book a hotel and a flight, or a flight with a rental car. Once you've made your booking, you can add on the fun stuff like experiences and tours. Whatever your ideal Sleepy Hollow trip looks like, you're sure to save!
What should I know before booking a Sleepy Hollow travel package?
You'll land amazing savings when you bundle your flights, hotels and rental cars into a package. Not only that, booking everything in one spot makes trip planning much easier. So why waste your money or time? Whether you're putting together a ritzy romantic getaway or an affordable family break, explore our vacation packages today.
Can I choose my airline with a Sleepy Hollow Expedia vacation package?
Yes — that's one of the best things about an Expedia package. You get to choose. We have more than 550 partner airlines all over the world, so you have lots of choice when arranging your Sleepy Hollow trip.
If I'm not able to travel, can I cancel my Sleepy Hollow vacation package?
Plans can change suddenly, so yes. You may be able to cancel or change your Sleepy Hollow vacation package at no cost if you've booked in the last 24 hours. For older bookings, you can still make the necessary changes, but your car rental company, airline or hotel may impose a fee. Need more information? Take a look at our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.