Shenandoah Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 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
Shenandoah Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square
Manhattan
S$2,119
per person
8 Nov - 13 Nov
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9/10 Wonderful! (3,313 reviews)
I came back from my holiday, it was a great stay. Everything was walking distance from the hotel to time square. Staff was friendly, breakfast was great and organized. Check in & out was very smooth as well. I plan to come back.
Reviewed on 29 Aug, 2026
Hotel Riu Plaza Manhattan Times Square
Manhattan
S$2,069
per person
8 Nov - 13 Nov
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.2/10 Wonderful! (3,936 reviews)
The hotel is very well situated, and we got great service (shoutout to Manuel at reception!). The public areas and the room were all very clean and well maintained. The room doors slam very loudly, and so when other guests leave or arrive early morning or late at night we hear doors slamming. It would be accommodating if complimentary water bottles were replenished daily and not just upon arrival. We would stay there again!
Reviewed on 30 Aug, 2026
Top hotels in Shenandoah
Overlook Lodge at Bear Mountain
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
S$208
2 Sept - 3 Sept
includes taxes & fees
8.4/10 Very good! (1,003 reviews)
"Great"
Reviewed on 30 Aug, 2026
Holiday Inn Express Poughkeepsie by IHG
2750 South Road Poughkeepsie NY
Fully refundable
S$145
28 Sept - 29 Sept
includes taxes & fees
8.8/10 Excellent! (1,006 reviews)
"Rooms were clean and the beds were comfy. Even though the hotel seemed busy, didn’t hear a lot of commotion once inside the room. The rooms were in need of some renovations and could def use a refresh, but completely livable. The bathroom was much smaller than expected. Really disliked that when ..."
Reviewed on 29 Aug, 2026
Hyatt Place Poughkeepsie / Hudson Valley
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
S$149
8 Sept - 9 Sept
includes taxes & fees
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 from S$1,859 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
