Shenandoah Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Shenandoah Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
per person
19 Oct - 24 Oct
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.8/10 Exceptional! (1,271 reviews)
Great hotel, diligent staff, clean, convenient location, attention to detail.

Reviewed on 17 Aug, 2025

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
per person
19 Oct - 24 Oct
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9/10 Wonderful! (2,737 reviews)
The server was so good specially the luggage man

Reviewed on 16 Aug, 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
per person
19 Oct - 24 Oct
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.2/10 Wonderful! (3,368 reviews)
Perfect stay for my last minute booking, location is top tier!!

Reviewed on 17 Aug, 2025

W New York - Times Square

W New York - Times Square

4.5 out of 5
Manhattan
per person
19 Oct - 24 Oct
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
8.6/10 Excellent! (1,740 reviews)
We had a great time at the W Times Square. Ish was simply fantastic, he made our checkin process easy and explained the property in a funny and friendly way. We were able to go to the TMPL gym and got our complimentary drinks. He also signed us up to become Marriott members, so we’re looking ahead to a long time relationship with the chain. Ish, you’re amazing and you deserve a HUGE raise. Best, David and Alejandro from Vegas

Reviewed on 16 Aug, 2025

The Dominick

The Dominick

5 out of 5
Manhattan
Save 100% on your flight
per person
19 Oct - 24 Oct
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.2/10 Wonderful! (1,008 reviews)
Perfect location for the girls trip with my 15year old daughter. Soho shopping was great! The pool was fantastic and the location was less than a block to the subway. We rode the subway all week and never felt unsafe. Excellent hotel, we will be back!

Reviewed on 14 Aug, 2025

Top hotels in Shenandoah

The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
5 Lakeside Rd, Newburgh, NY
The price is S$141 per night from 2 Sept to 3 Sept
S$141
2 Sept - 3 Sept
includes taxes & fees
7.2/10 Good! (513 reviews)
"Comfortable place to stay"

Reviewed on 7 Aug, 2025

The Crossroads Hotel, Newburgh
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
Fully refundableReserve now, pay when you stay
The price is S$174 per night from 25 Aug to 26 Aug
S$174
25 Aug - 26 Aug
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)
"Nice rooms with sufficient amenities except the wi fi was terrible! It was weak and erratic. Finally had to give up. Maybe the main lodge has great wi fi, but the separate cottages up the hill do not."

Reviewed on 14 Aug, 2025

Overlook Lodge at Bear Mountain
Wingate by Wyndham Fishkill

Wingate by Wyndham Fishkill

3 out of 5
20 Schuyler Blvd, Fishkill, NY
Fully refundableReserve now, pay when you stay
The price is S$147 per night from 24 Aug to 25 Aug
S$147
24 Aug - 25 Aug
includes taxes & fees
7.4/10 Good! (472 reviews)
"Beautiful renovated hotel. We loved our stay here"

Reviewed on 10 Aug, 2025

Wingate by Wyndham Fishkill
See all 656 properties in Shenandoah
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$2,171 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?

  1. Choose your dates: What you plan to do in Shenandoah and your preferred season can help you decide when to go.
  2. 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.
  3. 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.
  4. 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.