Shenandoah Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 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 Shenandoah Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Round Hill Inn
Price was CA $722, price is now CA $695 per person
CA $695
per person
Mar 20 - Mar 22
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Charlottesville (CHO)
9.4/10 Exceptional! (676 reviews)
Wonderful little Gem in orange. The lady at the front desk was so nice and very helpful in checking us in. We had a two night stay and it was wonderful. Room was very clean and quiet. We felt very safe the entire trip. There was still a lot of snow on the ground which added to the beauty of this place. Would definitely recommend.
Reviewed on Feb 8, 2026
Mayhurst Inn
Price was CA $828, price is now CA $729 per person
CA $729
per person
Mar 20 - Mar 22
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Charlottesville (CHO)
9.2/10 Wonderful! (288 reviews)
A perfect spot with the delicious breakfast. Highly recommend staying here.
Reviewed on Sep 4, 2025
Inn and Tavern at Meander
Price was CA $813, price is now CA $742 per person
CA $742
per person
Mar 20 - Mar 22
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Charlottesville (CHO)
9.2/10 Wonderful! (152 reviews)
I stayed in the Summer Kitchen and it was so cozy and comfy, just what i was looking for. Only issue was that the jets in the bathtub didn't work, and when I drained the tub, water came up in the shower. But it wasn't a big deal. It was spacious, and quiet and full of antique treasures. Very cool.
Reviewed on Jan 22, 2026
Shenandoah Hotel Deals
The Great Escape - Near everything yet off the beaten path
Shenandoah VA
10/10 Exceptional! (376 reviews)
We had a lovely weekend
Reviewed on Feb 10, 2026
Bear Crossing - New Luxury Mountain Getaway near Luray & Skyline
Shenandoah VA
9.4/10 Exceptional! (112 reviews)
Beautiful location, house has a great layout to have multiple people and be together or have some privacy. The kitchen is a great set up and lots to do!
Reviewed on Nov 16, 2025
Bears Den - A Taste of Heaven from a Bearly Rustic Point of View
Shenandoah VA
9.6/10 Exceptional! (107 reviews)
Great location, clean space, and comfy beds
Reviewed on Jan 18, 2026
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
