Shenandoah Vacations from $845
Book a Hotel + Flight or Car together to unlock savings
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.
NEW YORKER BY LOTTE HOTELS
Manhattan
$876
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.2/10 Very Good! (7,349 reviews)
Good location for visiting MSG. Close to restaurants and shopping. Staff was helpful and rooms were clean. For an older Hotel it was kept up well.
Reviewed on Oct 14, 2026
Shenandoah Hotel Deals
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
$101 nightly
$119 total
Nov 9 - Nov 10
Total with taxes and fees
8.4/10 Very Good! (1,012 reviews)
"Room was clean, bed was uncomfortable. There were no staff at all at the Overlook Lodge. Definitely don’t recommend staying here."
Reviewed on Oct 13, 2026
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
$83 nightly
$96 total
Nov 12 - Nov 13
Total with taxes and fees
9/10 Wonderful! (1,121 reviews)
"Quiet clean and nice. We enjoyed our 3 night stay"
Reviewed on Oct 14, 2026
Ramada by Wyndham Newburgh/West Point
1289 Route 300 Newburgh NY
Fully refundableReserve now, pay when you stay
$64 nightly
$76 total
Oct 19 - Oct 20
Total with taxes and fees
4.8/10 (1,000 reviews)
"To start, when you enter the lobby the front desk is surrouned by plexiglass - you are immediately compelled to wonder why? if this is carry over from Covid - time for it to come down! This property is presenented as "under renovations" - I was assured I would be in a "newly" renovated room! I was ..."
Reviewed on Oct 13, 2026
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 |
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Frequently asked questions
How much does a Shenandoah vacation package cost?
Offering great value package deals from $845 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.