Shenandoah Vacations from $437

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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

Your Shenandoah Vacation

Take the guesswork out of travel planning with a Shenandoah vacation package. One of the best neighborhoods to stay in this vibrant city is Spackenkill, which is good for golfing and lots more. You'll want to do some exploring during your trip to Shenandoah. Swing by major attractions such as East Fishkill Community Library, Beekman Golf Course and Canopus Beach. Your ideal Shenandoah vacation is just clicks away. Browse airfares, hotels and more on Expedia for a getaway that's tailored to suit your style.

The Latest Shenandoah vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel St. James
Radio Hotel
Hotel Riu Plaza Manhattan Times Square
Hotel Riu Plaza New York Times Square
Hilton Garden Inn New York/Manhattan-Midtown East
Don't see what you're looking for?
See all available trips from Columbus to Shenandoah
View all trips

Shenandoah Hotel Deals

Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $128 total per night from Jul 19 to Jul 20
$128 total
Jul 19 - Jul 20
Total with taxes and fees
9/10 Wonderful! (1,007 reviews)
"I strongly recommend this hotel. love it."

Reviewed on Jul 6, 2026

Hyatt Place Poughkeepsie / Hudson Valley
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
$142 nightly
The price is $175 total per night from Jul 8 to Jul 9
$175 total
Jul 8 - Jul 9
Total with taxes and fees
8.4/10 Very Good! (1,004 reviews)
"Everything was good but the bathrooms did not have exhaust gans"

Reviewed on Jul 6, 2026

Overlook Lodge at Bear Mountain
Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
20 Schuyler Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $103 total per night from Aug 2 to Aug 3
$103 total
Aug 2 - Aug 3
Total with taxes and fees
8.4/10 Very Good! (156 reviews)
"Room is clean, which is important to me. Staff is friendly, breakfast, ok."

Reviewed on Jul 6, 2026

Spark by Hilton Fishkill
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.

Find the Best Shenandoah Vacation Packages

Shenandoah Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Stewart Intl. Airport (SWF)
Top Sights
Canopus Beach, Beekman Golf Course and East Fishkill Community Library

More vacations you might like

Frequently asked questions

How much does a Shenandoah vacation package cost?
Offering great value package deals from $437 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?
If you're looking to score a cheap Shenandoah vacation package, consider visiting in December, January and February. You're likely to find lower rates on hotels and flights during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Shenandoah?
Typically, a handful of days is enough to go to the major attractions during your Shenandoah vacation. But if you want to have some time to chill out or take day trips, think about extending your trip.
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.
Does Expedia offer Book Now, Pay Later Shenandoah vacation packages?
Your Shenandoah trip should be an escape from your busy life, not a reason for money-related stress. So to give you that extra flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.