Shenandoah Vacations

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
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    Find the right fit

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

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

Find the Best Shenandoah Vacation Packages

Shenandoah Hotel Deals

Overlook Lodge at Bear Mountain
Overlook Lodge at Bear Mountain
2.5 out of 5
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
Fully refundableReserve now, pay when you stay
The price is ₩232,740 per night from Jul 13 to Jul 14
₩232,740
₩263,285 total
Jul 13 - Jul 14
includes taxes & fees
8.2/10 Very Good! (1,009 reviews)
"Unique and quiet.safe for solo travelers and with companion."

Reviewed on Jul 7, 2025

Overlook Lodge at Bear Mountain
Hotel Zero Degrees Danbury
Hotel Zero Degrees Danbury
4 out of 5
15 Milestone Road, Danbury, CT
Fully refundableReserve now, pay when you stay
The price is ₩234,117 per night from Jul 31 to Aug 1
₩234,117
₩269,234 total
Jul 31 - Aug 1
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"This hotel was spectacular. The staff was super friendly and the hotel was clean and beautiful. The restaurant on site was delicious as well."

Reviewed on Jul 8, 2025

Hotel Zero Degrees Danbury
Wingate by Wyndham Fishkill
Wingate by Wyndham Fishkill
3 out of 5
20 Schuyler Blvd, Fishkill, NY
Fully refundableReserve now, pay when you stay
The price is ₩137,716 per night from Aug 10 to Aug 11
₩137,716
₩155,798 total
Aug 10 - Aug 11
includes taxes & fees
7.4/10 Good! (439 reviews)
"My room was like the picture."

Reviewed on Jul 11, 2025

Wingate by Wyndham Fishkill
See all 664 properties in Shenandoah
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.

Discover the most popular places to visit in Shenandoah

East Fishkill Community Library

East Fishkill Community Library is just one of the places to see in Hopewell Junction, so why not enjoy the other things to explore during your travels? Stroll along the riverfront in this family-friendly area, or check out its top-notch restaurants.

East Fishkill Community Library

Frequently asked questions

How much does a Shenandoah vacation package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a vacation to Shenandoah costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Shenandoah?
You can typically find reduced prices and greater availability in January, February and March. Take a look at our cheap Shenandoah vacation packages and you could land some excellent off-season deals.
How many days is enough for Shenandoah?
The ideal length for your Shenandoah vacation depends on what you'd like to do. Usually, a handful of days to a week will give you enough time to go to all the leading sights and discover some hidden gems along the way.
How to find the best Shenandoah package deals?
Use Expedia's filters to help you find some great Shenandoah package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Shenandoah package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Shenandoah vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and stays separately. Better still, you can personalize your Shenandoah escape to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Shenandoah?
Land amazing discounts by booking your flights early with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Shenandoah getaway.
How to plan a trip to Shenandoah?

  1. Choose your dates: What you plan to do in Shenandoah and your preferred season can help you decide when to go.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and dining out to flights and experiences. Your accommodations will probably be the largest expense during your trip to Shenandoah.
  3. Work out your trip length: Think about how long you want to spend exploring Shenandoah. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Shenandoah vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.