Shenandoah Valley Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €900 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 Valley
A Pet-Friendly Oasis surrounded by wineries with a Pool, Jacuzzi, and Sauna.
Plymouth CA
9.8/10 Exceptional! (202 reviews)
"Our group had such a wonderful time staying at Matthew’s property. It was so unique, beautiful, relaxing, and comfortable. There was ample space indoors and outdoors for the 12 people in our group, and we had such a wonderful time cooking in the extremely well stocked kitchen. The caretaker, David, ..."
Reviewed on 29 Jul 2026
Grand Reserve Inn
19890 Shenandoah School Rd Plymouth CA
€507
3 Sept - 4 Sept
includes taxes & fees
10/10 Exceptional! (20 reviews)
"The Gran Reserve Inn is a beautiful property in the vineyard. The furniture and rooms are very comfortable and well sized for tall people. The bed is very comfortable and the sheets so soft! The private patios that overlook the vineyard are comfy, cozy, and relaxing Breakfast is delicious and served ..."
Reviewed on 24 Aug 2026
Amador Wine Country Farmhouse Near Wineries
Plymouth CA
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.
Stay near popular Shenandoah Valley attractions
Story Winery
You can enjoy a tasting or tour at Story Winery during your travels to Plymouth.
Sobon Estate
10.0/10 (9 reviews)
You can enjoy a tasting or tour at Sobon Estate during your travels to Fiddletown. Wander the riverfront in this relaxing area.
Rombauer Vineyards Winery
You can enjoy a tasting or tour at Rombauer Vineyards Winery during your travels to Plymouth.
Andis Wines
8.8/10 (8 reviews)
You can enjoy a tasting or tour at Andis Wines during your travels to Plymouth. Wander the riverfront in this relaxing area.
Iron Hub Winery
You can enjoy a tasting or tour at Iron Hub Winery during your travels to Plymouth.
Driven Cellars
You can enjoy a tasting or tour at Driven Cellars during your travels to Plymouth.
Deaver Vineyards
You can enjoy a tasting or tour at Deaver Vineyards during your travels to Plymouth.
Dobra Zemlja Winery
You can enjoy a tasting or tour at Dobra Zemlja Winery during your travels to Plymouth.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.