
Shenandoah Valley Luxury Vacations
Book a Luxury Hotel + Flight or Car together to unlock savings
Top Luxury vacation packages in Shenandoah Valley

Hotel Roanoke & Conference Ctr, Curio Collection by Hilton
Reviewed on Oct 23, 2025
3 Night Luxury vacations in Shenandoah Valley

Hotel Roanoke & Conference Ctr, Curio Collection by Hilton
Reviewed on Oct 23, 2025
4 Night Luxury vacations in Shenandoah Valley

Days Inn by Wyndham Charlottesville/University Area
Reviewed on Oct 21, 2025


All you need to know about luxury vacations in Shenandoah Valley
What can I expect from a luxury Shenandoah Valley vacation?
Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Shenandoah Valley vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views.
How can I find all-inclusive luxury vacation packages in Shenandoah Valley?
By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5* filter to find truly sensational stays. You barely need to lift a finger.
Can I book a cheap Shenandoah Valley luxury vacation?
Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $395. Prices and availability are subject to change. Additional terms may apply.
How can I book a luxury family vacation in Shenandoah Valley?
Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi.
Can I book a package in Shenandoah Valley with a luxury vacation home?
A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package.
How can I find the best luxury vacation deals in Shenandoah Valley?
Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months.
Can I book a luxury holiday in Shenandoah Valley with free cancellation and/or flexible dates?
Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan.
Why should I book my luxury trip to Shenandoah Valley with Expedia?
A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind.
Top Luxury Shenandoah Valley Hotels

The Omni Homestead Resort & Spa
Breathtaking, picturesque scenic views. Impeccable service. High quality products. A touch of warm Southern hospitality. A wide spectrum of fun-filled activities. Great for family. Will certainly come back for more.
Reviewed on Oct 19, 2025

Inn at Willow Grove
Our 4th time staying here & it is always a wonderful experience!!
Reviewed on Sep 25, 2025

Super 8 by Wyndham Waynesboro
We didn’t eat breakfast but the room was nice and clean and we like how there was plenty of places to eat around the hotel
Reviewed on Oct 19, 2025


















