Shenandoah Valley Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Better together
    Save up to NZ$616 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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    Rest easy
    Plan, book, and manage your trip all in one place

Our pick of the best Shenandoah Valley Hotel Deals

A Pet-Friendly Oasis surrounded by wineries with a Pool, Jacuzzi, and Sauna.
A Pet-Friendly Oasis surrounded by wineries with a Pool, Jacuzzi, and Sauna.
Plymouth
9.8/10 Exceptional! (176 reviews)
Perfect location, perfect adventure
"Couldn’t be more happy with the stay. Huge house with plenty of room, ample grounds with hot tub and pool, and overall the location was perfect. Will definitely be back. Thanks again."

Reviewed on 26 May 2025

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A Pet-Friendly Oasis surrounded by wineries with a Pool, Jacuzzi, and Sauna.
Grand Reserve Inn
Grand Reserve Inn
5 out of 5
19890 Shenandoah School Rd, Plymouth, CA
The price is NZ$900 per night from 30 June to 1 July
NZ$900
30 June - 1 July
includes taxes & fees
10/10 Exceptional! (16 reviews)
"The design and setting of this inn are nothing short of spectacular. The scale, beauty and quality of the rooms is jaw-dropping. The serenity and peace one feels as a guest is just amazing."

Reviewed on 11 Jun. 2025

Grand Reserve Inn
Lakeside Vineyard Retreat
Lakeside Vineyard Retreat
Plymouth
9.6/10 Exceptional! (5 reviews)
"The property was great! Plenty of room for outdoor games and a good size kitchen and dining area. Perfect for our get together. Thank you!"

Reviewed on 8 Jun. 2025

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Lakeside Vineyard Retreat
See all 395 properties in Shenandoah Valley
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 Valley holiday package cost?
From as low as , you can tailor make your Shenandoah Valley holiday package. Simply bundle flights, hotels and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Shenandoah Valley?
You'll save loads of cash if you bundle your car rentals, flights and hotels into a Shenandoah Valley holiday package. Sometimes cheap means fewer options. But that's not the case with Expedia. We offer over 550 air carriers and 1 000 000 properties throughout the world, so you'll always have plenty of options to choose from. Eager to save even more? Add some fun activities to your package deal and unlock even more discounts! After all, travel is about more than simply getting to your destination.
Where should I stay in Shenandoah Valley?
If you plan to check out Andis Wines, save yourself the hassle of commuting and book a hotel room nearby. It's one of the top attractions in this area.
What are the top hotels in Shenandoah Valley?
Book a room at Plymouth Villa With Working Vineyard And Private Pool. It's one of this area's most in-demand hotels. Another highly rated option in Shenandoah Valley is Pet Friendly Next To Amador Top Wineries.
How far in advance should I book my Shenandoah Valley holiday?
It can be hard to know exactly when is the perfect time to book your Shenandoah Valley trip. But usually the earlier you book, the lower the prices. In some cases, you can book your flights and hotels up to 12 months prior to departure. If you're hoping for a last-minute getaway, no need to fret! There are fantastic bargains posted on Expedia all the time.
What does an Expedia Shenandoah Valley travel package include?
That depends on what you're after. If you're travelling alone, you might decide to combine flights and hotels. Taking the entire family to Shenandoah Valley? A travel package including flights, hotels and rental cars might be a better fit. Expedia gives you the freedom and flexibility to tailor your travel package.
What should I know before booking a Shenandoah Valley travel package?
When you book your hotels, flights and car rentals together, you'll nab incredible discounts. Whether you're organising a rural escape in a cottage or want to stay in an upscale city hotel, Expedia can help make it happen.
Can I choose my airline with a Shenandoah Valley Expedia holiday package?
Yes, you can. We have more than 550 airline partners globally, so go with the carrier that matches your needs.
If I'm not able to travel, can I cancel my Shenandoah Valley holiday package?
If your holiday plans in Shenandoah Valley have been upended, it's good to know that it's possible to cancel or amend your booking. If you made your booking within the last 24 hours, you may be able to get a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may impose a fee. For more information, visit our Customer Service Portal.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.