Sherando Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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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.

Ready to book your vacation to Sherando?

 

Choose your dates

Sherando Hotel Deals

Motel 6 Staunton, VA

Motel 6 Staunton, VA

2 out of 5
96 Baker Lane Staunton VA
Fully refundableReserve now, pay when you stay
The price is CA $89 per night from Nov 23 to Nov 24
CA $89
CA $99 total
Nov 23 - Nov 24
includes taxes & fees
Motel 6 Staunton, VA
Hotel 24 South

Hotel 24 South

3 out of 5
24 South Market Street Staunton VA
Fully refundableReserve now, pay when you stay
The price is CA $140 per night from Dec 7 to Dec 8
CA $140
CA $157 total
Dec 7 - Dec 8
includes taxes & fees
9.4/10 Exceptional! (1,267 reviews)
"Very welcoming and helpful staff!"

Reviewed on Nov 9, 2026

Hotel 24 South
Avid Hotel Staunton

Avid Hotel Staunton

2.5 out of 5
62 Sangers Lane Staunton VA
Fully refundable
The price is CA $131 per night from Nov 22 to Nov 23
CA $131
CA $146 total
Nov 22 - Nov 23
includes taxes & fees
Avid Hotel Staunton
See all 1,354 properties in Sherando
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

What to do in Sherando

Shenandoah National Park Self-Guided Driving Audio Tour

Shenandoah National Park Self-Guided Driving Audio Tour

CA $24
per traveller
100% of travellers recommend
Shenandoah National Park Self-Guided Driving Audio Tour
Blue Ridge Parkway Bundle

Blue Ridge Parkway Self-Guided Audio Tour Bundle

CA $34
per traveller
Blue Ridge Parkway Self-Guided Audio Tour Bundle
Shenandoah Lake

Blue Ridge Parkway Virginia Self-Guided Audio Tour

CA $18
per traveller
Blue Ridge Parkway Virginia Self-Guided Audio Tour
See all activities in Sherando

Frequently asked questions

How much does a Sherando vacation package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Sherando costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Sherando?
If you'd like to book a cheap Sherando vacation package, consider visiting in January, February and November. You'll usually find better prices on airfares and hotels during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Sherando?
Typically, a handful of days is enough to go to the major attractions during your Sherando vacation. But if you'd like to have some time to relax or go on day tours, consider extending your itinerary.
How to find the best Sherando package deals?
Bagging a cheap Sherando package deal is a cinch with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget range, add some filters and browse what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most economical Sherando package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Sherando vacation as a package?
You can enjoy significant savings on your Sherando break by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to view some great flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Sherando?
If you've got your Sherando travel dates locked in, book early to score some outstanding deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Sherando?

  1. Choose when to get away: Check your schedule and pack your bags. Your favourite time of year and the available activities will also help you decide when to visit Sherando.
  2. Set a budget: Consider costs like flights, food and transportation when calculating how much to save for your trip to Sherando. Then, select a property that suits your budget, whether that's a low-cost stay or a more luxurious retreat.
  3. Work out your trip length: Think about how long you'd like to spend discovering Sherando. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
  4. Combine your accommodations and airfare: After you've settled on your dates and duration, book the perfect Sherando vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.