Shenandoah Vacations from $429
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to $1,045 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
The Latest Shenandoah vacation packages
Price found within the past 48 hours. Click for updated prices.
Bluegreen Shenandoah Crossing, Ascend Resort Collection
Save 100% on your flight
per person
Sep 26 - Oct 3
found 1 day ago
Roundtrip flight included
Portland (PDX) to Charlottesville (CHO)
8.2/10 Very Good! (788 reviews)
This property is clean, and there is so many activities for every age group. I will be coming back for sure.
Reviewed on Jul 10, 2025
English Inn of Charlottesville
The Meadows
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Charlottesville (CHO)
9.2/10 Wonderful! (2,264 reviews)
It worked fine but was rough needed some TLC and clearly half ass cleaned. But it was the cheapest around that's for sure.....
Reviewed on Jul 9, 2025
Kimpton The Forum Hotel by IHG
UVA
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Charlottesville (CHO)
9.6/10 Exceptional! (337 reviews)
We have stayed here before and really love the amenities the decor, the architecture and most of all the friendly staff especially Catherine, Taylor, and Cortney. The food is really delicious.
Reviewed on Jul 6, 2025
Shenandoah Hotel Deals
Gorgeous Cabin Overlooking The Shenandoah River - 2 bedrooms ~ 2 lofts
Shenandoah
9.6/10 Exceptional! (224 reviews)
Perfect family time
"We had 3 16 year olds, 12 and 19 year old plus my boyfriend and myself stayed here for 5 days. The train through the back yard was awesome, the beautiful river, private dock and fire pit across the street was perfect. Having the kids crossing the road was really a non issue for us since they are ..."
Reviewed on Jun 28, 2025
The Great Escape - Near everything yet off the beaten path
Shenandoah
10/10 Exceptional! (347 reviews)
"Beautiful well stocked clean cabin. Host were very nice and quick to respond to any questions! Very quiet area. Central location for area. Within an hour of Monticello and Staunton. Would definitely recommend staying here!"
Reviewed on Jul 11, 2025
Bear Crossing - New Luxury Mountain Getaway near Luray & Skyline
Shenandoah
9.4/10 Exceptional! (101 reviews)
Good time for all ages
"This was a family reunion for our family, ages 5-74. There was plenty to do within the house and nearby. It was extremely warm this past week. Two areas of concern, the upper level was really warm, Also water in master bathroom, although turned up to full heat did not get fully warm.Overall, we made ..."
Reviewed on Jul 7, 2025
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.
Find the Best Shenandoah Vacation Packages
Shenandoah Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Charlottesville-Albemarle Airport (CHO) |
Population | 2,300 |
Top Sights | Dukes of Hazzard Museum, Dark Hollow Falls and Wisteria Farm and Vineyard |
More vacations you might like
Frequently asked questions
Explore a world of travel with Expedia
Explore a world of travel with Expedia
- Elkton Hotels
- Motels in Elkton
- RV Parks in Elkton
- Cottages in Elkton
- Wyndham Hotels in Elkton
- B&B in Elkton
- Cabin Rentals in Elkton
- Marriott Hotels & Resorts in Elkton
- Best Western Hotels in Elkton
- Romantic Hotels in Elkton
- Hotels with a Pool in Elkton
- Red Roof Inn Hotels in Elkton
- Family Hotels in Elkton
- Historic Hotels in Elkton
- Ski Hotels in Elkton
- Resorts in Elkton
- Extended Stay Hotels in Elkton
- Business Hotels in Elkton
- Hotels near Massanutten Water Park
- Massanutten Hotels
- Ski Hotels in Massanutten
- Resorts in Massanutten
- Pet-friendly Hotels in Massanutten
- Hotels with a Pool in Massanutten
- Hotels with Hot Tubs in Massanutten
- Romantic Hotels in Massanutten
- Luxury Hotels in Massanutten
- Condo Resorts in Massanutten
- Extended Stay Hotels in Massanutten
- Waterpark Hotels in Massanutten
- Cabin Rentals in Massanutten
- Hotels & Resorts for Couples in Massanutten
- Condo Rentals in Massanutten
- Independent Hotels in Massanutten
- Farmstay in Massanutten
- Hotels near Endless Caverns
- Hotels near Bearfence Mountain
- Hotels near Jordan Hollow Stables
- Stanley Hotels
- Cabin Rentals in Stanley
- Cottages in Stanley
- Resorts in Stanley
- Motels in Stanley
- 3 Star Hotels in Stanley
- Guest Houses in Stanley
- Winery Hotels in Stanley
- Chalets in Stanley
- Villas in Stanley
- Vacation Homes in Stanley
- Condo Rentals in Stanley
- B&B in Stanley
- 4 Star Hotels in Stanley
- Hotels near Masanutten Ski Resort
- McGaheysville Hotels
- Hotels near Swift Run Gap Entrance Shenandoah
- Resorts in McGaheysville
- Hotels with Hot Tubs in McGaheysville
- Cabin Rentals in McGaheysville
- Condo Rentals in McGaheysville
- SoLace Studios Fine Handcrafts
- Elkton Vacations
- Visit Elkton
- Massanutten Water Park
- Massanutten Vacations
- Endless Caverns
- Visit Massanutten
- Bearfence Mountain
- Jordan Hollow Stables
- Stanley Vacations
- Visit Stanley
- Masanutten Ski Resort
- Swift Run Gap Entrance Shenandoah
- Visit McGaheysville
- Wisteria Farm and Vineyard
- Car rentals near Elkton
- Hertz Rental Cars in Elkton
- Avis Rental Cars in Elkton
- Thrifty Car Rental Rental Cars in Elkton
- Car rentals near Massanutten Water Park
- Minivan Car Rentals near Massanutten Water Park
- Car rentals near Shenandoah
- Car rentals near Massanutten
- Hertz Rental Cars in Massanutten
- Avis Rental Cars in Massanutten
- Car rentals near Endless Caverns
- Car rentals near Lacey Spring
- Car rentals near Stanley
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.