Shenandoah Vacations from $820
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.
OYO Times Square
Manhattan
$891
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
6.8/10 (2,071 reviews)
The rooms are small which is totally fine. The customer service was not all that great except for the one staff member who actually helped us get a fan. The plumbing was messed up and had no hot water, AC, or ice. And they had no way of saying how long it would be that way. The elevators are very tiny and hold only a couple of people with luggage. Room was clean but other than the one helpful staff member, that was all they had going for them.
Reviewed on Aug 25, 2026
Shenandoah Hotel Deals
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
$101 nightly
$117 total
Sep 7 - Sep 8
Total with taxes and fees
9/10 Wonderful! (1,055 reviews)
"Everyone that works there is so amazing so professional thank you so much"
Reviewed on Aug 24, 2026
Holiday Inn Express Poughkeepsie by IHG
2750 South Road Poughkeepsie NY
Fully refundable
$97 nightly
$113 total
Sep 20 - Sep 21
Total with taxes and fees
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
$134 nightly
$164 total
Sep 21 - Sep 22
Total with taxes and fees
8.4/10 Very Good! (1,024 reviews)
"Room was clean but damp. Measured humidity was frequently over 80%, even with AC on. The building smelled damp as well, even on sunny days. On two separate occassions, I waited over an hour for my food at the restaurant. The carbon monoxide alarm went off in the night and wasn't fixed until the following ..."
Reviewed on Aug 25, 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 $820 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.