Sherando Vacations from $474
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Your Sherando Vacation
When a city getaway is calling, answer it with a Sherando vacation package. The neighborhood of Chestnut Springs, which is good for adventure sports, skiing and walking, makes an awesome base for your adventures. Fill your itinerary with tours of Swannanoa Palace, Ravens Roost Overlook and Humpback Rocks, some of the things you just have to see during a trip to Sherando. Don't delay your visit to this city any longer. Your ultimate Sherando vacation is only a few clicks away with Expedia.
The Latest Sherando vacation packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Waynesboro East by IHG
$526
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Weyers Cave (SHD)
9/10 Wonderful! (629 reviews)
We greatly appreciated getting a room with two queen beds and a pullout sofa bed, given the size of her family, and given that we only booked it the same day.
Very appreciative of the staff and also enjoyed their buffet breakfast. We would highly recommend this hotel.
Reviewed on Sep 4, 2026
What to do in Sherando
Blue Ridge Parkway Virginia Self-Guided Audio Tour
$13
per traveler
Sherando Hotel Deals
Hotel 24 South
24 South Market Street Staunton VA
Fully refundableReserve now, pay when you stay
$112 nightly
$126 total
Sep 9 - Sep 10
Total with taxes and fees
9.4/10 Exceptional! (1,222 reviews)
"Great Location, comfortable, clean and competitively priced. A must stay when in Staunton."
Reviewed on Sep 2, 2026
Sleep Inn Staunton
222 Jefferson Hwy Staunton VA
Fully refundable
$87 nightly
$97 total
Sep 27 - Sep 28
Total with taxes and fees
9.2/10 Wonderful! (1,407 reviews)
"Nice Hotel. Clean. Good location. GREAT pet area."
Reviewed on Sep 3, 2026
The Blackburn Inn and Conference Center
301 Greenville Avenue Staunton VA
Fully refundableReserve now, pay when you stay
$104 nightly
$116 total
Sep 9 - Sep 10
Total with taxes and fees
9.2/10 Wonderful! (1,000 reviews)
"Everything was wonderful from our arrival until our departure!"
Reviewed on Aug 31, 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.
Find the Best Sherando Vacation Packages
Sherando Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Charlottesville-Albemarle Airport (CHO) |
Population | 690 |
Top Sights | Ravens Roost Overlook, Sherando Lake Recreation Area and Humpback Rocks |
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Frequently asked questions
How much does a Sherando vacation package cost?
Offering great value package deals from $474 on Expedia, you'll be pleasantly surprised at how much a vacation to Sherando costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Sherando?
You can typically find lower prices and better availability in December, January and February. Take a look at our cheap Sherando vacation packages and you could score some excellent off-season deals.
How many days is enough for Sherando?
With a well-planned itinerary, you can easily tick off the main Sherando attractions in a handful of days. But if you'd like to explore off the beaten track or take day trips, think about booking your Sherando vacation for longer.
How to find the best Sherando package deals?
Bagging a cheap Sherando package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, add a few filters and browse what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most wallet-friendly Sherando package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Sherando vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still enjoy the flexibility to create a tailored Sherando vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Sherando?
Land incredible discounts by reserving your flights early with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Sherando escape.
Does Expedia offer Book Now, Pay Later Sherando vacation packages?
Your Sherando trip is meant to be a relaxing escape from your daily routine, not a reason for money-related stress. So to allow you that extra flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
