Sleepy Hollow Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Sleepy Hollow Hotel Deals

Secluded WV Retreat Hot Tub, Fire Pit & Kayaks

Secluded WV Retreat Hot Tub, Fire Pit & Kayaks

Hedgesville WV
The price is CA $134 per night from Nov 16 to Nov 17
CA $134
CA $400 total
Nov 16 - Nov 17
includes taxes & fees
10/10 Exceptional! (50 reviews)
"Amazing property and a wonderful time."

Reviewed on Nov 3, 2026

Secluded WV Retreat Hot Tub, Fire Pit & Kayaks
Secluded Cabin: Hot Tub, Huge Deck, Fire Pit, WiFi

Secluded Cabin: Hot Tub, Huge Deck, Fire Pit, WiFi

Hedgesville WV
The price is CA $201 per night from Nov 9 to Nov 10
CA $201
CA $437 total
Nov 9 - Nov 10
includes taxes & fees
8.6/10 Excellent! (23 reviews)
"Great little cabin in the tree tops."

Reviewed on Oct 21, 2026

Secluded Cabin: Hot Tub, Huge Deck, Fire Pit, WiFi
Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi

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

Hedgesville WV
The price is CA $215 per night from Nov 29 to Nov 30
CA $215
CA $471 total
Nov 29 - Nov 30
includes taxes & fees
9/10 Wonderful! (39 reviews)
"The house was immaculate and absolutely darling! The place was not as secluded as we had thought, other houses surrounding on all sides but still felt private. The outdoor space with fire pit and hot tub area was the highlight! The owners and management were wonderful to communicate with. Answered ..."

Reviewed on Oct 7, 2026

Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi
See all 683 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 . 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.