Sherando Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Sherando

Sleep Inn Staunton
Sleep Inn Staunton
2.5 out of 5
222 Jefferson Hwy, Staunton, VA
Fully refundableReserve now, pay when you stay
The price is S$134 per night from 22 Jun to 23 Jun
S$134
22 Jun - 23 Jun
includes taxes & fees
9.2/10 Wonderful! (1,157 reviews)
"Very nice with comfortable beds."

Reviewed on 10 Jun, 2025

Sleep Inn Staunton
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 S$159 per night from 29 Jun to 30 Jun
S$159
29 Jun - 30 Jun
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
"We highly recommend this hotel. The hotel is in close proximity to a great Indian restaurant down the hill and the American Shakespeare Center's Blackfriar Theater right next door. We were thrilled to experience a great performance of The Winter's Tale. We also appreciated that the hotel was willing ..."

Reviewed on 9 Jun, 2025

Hotel 24 South
Holiday Inn Express And Suites Waynesboro East by IHG
Holiday Inn Express And Suites Waynesboro East by IHG
2.5 out of 5
108 Chicurel Lane, Waynesboro, VA
Fully refundable
The price is S$162 per night from 23 Jun to 24 Jun
S$162
23 Jun - 24 Jun
includes taxes & fees
9/10 Wonderful! (347 reviews)
"Nice location, lots of restaurants nearby, friendly staff."

Reviewed on 11 Jun, 2025

Holiday Inn Express And Suites Waynesboro East by IHG
See all 1,208 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.

Frequently asked questions

How much does a Sherando holiday package cost?
Offering great value package deals on Expedia, you’ll be pleasantly surprised at how much a holiday 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 generally find reduced prices and better availability in January, February and November. Take a look at our cheap Sherando holiday packages and you could score some great off-season discounts.
How many days is enough for Sherando?
The ideal length for your Sherando holiday depends on what you’d like to see. Generally, a handful of days to a week will give you plenty of time to tick off all the major sights and explore some hidden spots along the way.
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 travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Sherando holiday as a package?
Expedia holiday 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 holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday 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.
How to plan a trip to Sherando?

  1. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to visit Sherando.
  2. Set your budget: Consider costs like food, flights and transportation when calculating how much to put aside for your trip to Sherando. Then, select a hotel that suits your budget, whether that’s an affordable option or a deluxe retreat.
  3. Decide your trip length: Think about how long you want to spend discovering Sherando. Plan your itinerary so you can get to all the activities and attractions you’re interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a customised Sherando holiday package.

What to do in Sherando

Shenandoah National Park Self-Guided Driving Audio Tour

Shenandoah National Park Self-Guided Driving Audio Tour

S$22
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

S$33
per traveller
Blue Ridge Parkway Self-Guided Audio Tour Bundle
Sharp Top Mountain

Blue Ridge Parkway Virginia Self-Guided Audio Tour

S$17
per traveller
Blue Ridge Parkway Virginia Self-Guided Audio Tour
See all activities in Sherando

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.