Deals on vacations and trips to Sherando

Save when you book Sherando package deals

Choose two or more items and save on your trip:

Sherando flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Spark by Hilton Waynesboro

Spark by Hilton Waynesboro

2.5 out of 5
Price was $458, price is now $416 per person
$416
per person
Dec 18 - Dec 21
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Weyers Cave (SHD)
A 24-hour gym, self parking, and laundry facilities are featured at this hotel. Enjoy the free continental breakfast each morning. Business travelers can take advantage of the express check-out.
Massanutten Resort

Massanutten Resort

2.5 out of 5
Price was $576, price is now $521 per person
$521
per person
Dec 18 - Dec 21
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Weyers Cave (SHD)
This hotel features a golf course, a full-service spa, and 4 restaurants. Take advantage of ski lessons, ski rentals and ski passes on site, and enjoy snowboarding. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities.
Cave Hill Farm Bed & Breakfast

Cave Hill Farm Bed & Breakfast

3 out of 5
Price was $571, price is now $537 per person
$537
per person
Dec 18 - Dec 21
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Weyers Cave (SHD)
This bed & breakfast features free WiFi in public areas, barbecue grills, and free self parking. Enjoy the free continental breakfast each morning. A picnic area and wedding services are also provided.
Valley Extended Suites

Valley Extended Suites

3 out of 5
Price was $488, price is now $485 per person
$485
per person
Dec 18 - Dec 21
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Weyers Cave (SHD)
This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. Free parking, express check-out, and a computer station are also offered.
Wingate by Wyndham Waynesboro

Wingate by Wyndham Waynesboro

3 out of 5
Price was $435, price is now $435 per person
$435
per person
Dec 18 - Dec 21
found 12 hours ago
Roundtrip flight included
Chicago (ORD) to Weyers Cave (SHD)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.

Top Sherando hotels deals

Motel 6 Staunton, VA

Motel 6 Staunton, VA

2 out of 5
96 Baker Lane Staunton VA
Free Cancellation
Reserve now, pay when you stay
$63 nightly
The price is $70 total per night
$70 total
Oct 17 - Oct 18
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A snack bar/deli, express check-out, and dry cleaning are also on offer.
Pet friendly
Parking included
Hotel 24 South

Hotel 24 South

3 out of 5
24 South Market Street Staunton VA
$129 nightly
The price is $144 total per night
$144 total
Oct 13 - Oct 14
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. Self parking, a 24-hour business center, and a lobby fireplace are also offered.
Pool
Pet friendly
The Blackburn Inn and Conference Center

The Blackburn Inn and Conference Center

3.5 out of 5
301 Greenville Avenue Staunton VA
$113 nightly
The price is $127 total per night
$127 total
Oct 20 - Oct 21
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop, a terrace, and a garden are also on offer.
Pet friendly
Parking included
avid hotel Staunton by IHG

avid hotel Staunton by IHG

2.5 out of 5
62 Sangers Lane Staunton VA
Free Cancellation
$102 nightly
The price is $114 total per night
$114 total
Nov 4 - Nov 5
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Holiday Inn Express & Suites Waynesboro East by IHG

Holiday Inn Express & Suites Waynesboro East by IHG

2.5 out of 5
108 Chicurel Lane Waynesboro VA
Free Cancellation
$127 nightly
The price is $141 total per night
$141 total
Oct 18 - Oct 19
Total with taxes and fees
This hotel features an indoor pool and a gym. Enjoy the free buffet breakfast each morning. Self parking is offered and the front desk is staffed around-the-clock.
Pool
Breakfast included
Holiday Inn Staunton Conference Center by IHG

Holiday Inn Staunton Conference Center by IHG

3 out of 5
152 Fairway Lane Staunton VA
Free Cancellation
$107 nightly
The price is $119 total per night
$119 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pool
Pet friendly
Don't see what you're looking for?
See all available properties in Sherando
View all properties
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 are vacation packages to Sherando?
$416 is all you'll need for an exciting vacation in Sherando. Bundle your hotel and flights into a Travelocity vacation package and see your savings add up. With prices as good as these, traveling has never been so accessible.
Where can I get the best vacation package deals for Sherando?
Look no further than Travelocity. With 400 airlines and 1,000,000 properties across the globe, it's easy to craft a Sherando package deal that suits your needs.
Why should I purchase my Sherando vacation bundle with Travelocity?
We've got 24/7 customer support, excellent service and a Price Match Guarantee. Life's a great big journey — and we have amazing destinations for you to journey to all over the world. Wander with us and make your hip pocket happy.
Will I save money on my Sherando car rental if I bundle it with my hotel or flight?
Sure can. And our Sherando vacation packages will help you do it. With just a few clicks you can save cash as well as time by bundling your bookings. Collect the keys to your rental car then set your own course. Searching for things to do? Add a few tours to your package and save on those too.
Which airport is best for Sherando?
Charlottesville-Albemarle Airport (CHO), Lynchburg Regional Airport (LYH) and Shenandoah Valley Regional Airport (SHD) are the most used airports for people traveling in and out of Sherando.

Photos of local treasures

Browse Sherando vacation photos for more inspiration