Shenandoah Valley Holidays

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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 CA
9.8/10 Exceptional! (198 reviews)
We all had a blast! Everything was wonderful! We took advantage of the smoker, hot tub and sauna.

Reviewed on 26 Apr 2026

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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$990 per night from 14 May to 15 May
NZ$990
14 May - 15 May
includes taxes & fees
10/10 Exceptional! (19 reviews)
No photos do the Grand Reserve the true justice it deserves as one of the memorable stays of mine for the past twenty years! The villa was perched in the middle of a vineyard, across a bridge in the rolling hills of Plymouth. We were checked in personally by Russ who had prepared a charcuterie board ...

Reviewed on 25 Apr 2026

Grand Reserve Inn
Family Winery Estate · Pet-Friendly Home with Vineyard Views

Family Winery Estate · Pet-Friendly Home with Vineyard Views

Plymouth CA
10/10 Exceptional! (21 reviews)
Unbeatable location within 10 minute drive of several wineries, beautiful, quiet property. Three out of four ensuite bedrooms made for a harmonious family stay. Kitchen was well stocked. Great service with quick host response and resolution of a couple of issues. Everyone from the 2 year old to the ...

Reviewed on 24 Nov 2025

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Family Winery Estate · Pet-Friendly Home with Vineyard Views
See all 406 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.