
Shenandoah Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to Rp16.000.000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Shenandoah

Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
Rp2.099.088
Rp2.479.547 total
11 Nov - 12 Nov
includes taxes & fees
8.4/10 Very good! (1,007 reviews)
"The hotel was about 80% empty, yet they gave us a non view second floor (NO ELEVATOR) room that, get this, SHARED A DOOR WITH THE ROOM NEXT DOOR! We heard every word of their conversations, phone calls, Tv etc. and they were up at 5am making noise. All unnecessary if they spaced the guests out for ..."
Reviewed on 26 Oct 2026

Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
Rp1.826.080
Rp2.120.535 total
11 Nov - 12 Nov
includes taxes & fees
9/10 Wonderful! (1,145 reviews)
"Clean and well-maintained property. Very helpful staff. Nice size rooms. Good morning breakfast. Reliable cleaning service. Convenient to Hyde Park and other locations."
Reviewed on 26 Oct 2026

Ramada by Wyndham Newburgh/West Point
1289 Route 300 Newburgh NY
Fully refundableReserve now, pay when you stay
Rp1.610.928
Rp1.902.908 total
27 Oct - 28 Oct
includes taxes & fees
4.8/10 (1,010 reviews)
"The hallways and our room smell strongly of deodorizing spray. We had to open the window as it was so overpowering. I asked about the workout room and was told it was on the second floor. They should have just closed the workout room because the walk to it was cluttered with loose drywall, trash ..."
Reviewed on 26 Oct 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.
Frequently asked questions
How much does a Shenandoah holiday package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a holiday 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 holiday packages and you could land some excellent off-season deals.
How many days is enough for Shenandoah?
The ideal length for your Shenandoah holiday 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 holiday package as soon as possible.
Is it cheaper to book a Shenandoah holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking flights and stays separately. Better still, you can personalise 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 holiday 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?
- Choose your dates: What you plan to do in Shenandoah and your preferred season can help you decide when to go.
- Work out your budget: Ensure you have enough money to pay for everything from transportation and dining out to flights and experiences. Your accommodation will probably be the largest expense during your trip to Shenandoah.
- 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.
- Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Shenandoah holiday 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.
