
Sherando Vacations from $700
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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.

Microtel Inn & Suites by Wyndham Harrisonburg
Price was $875, price is now $700 per person
$700
per person
Aug 21 - Aug 24
found 2 hours ago
Roundtrip non-stop flight included
New York (JFK) to Weyers Cave (SHD)
8.4/10 Very Good! (1,006 reviews)
The room was just okay. The breakfast was the same. Everything was very mediocre and didn't seem like much effort was put into it.
I did appreciate the front desk's rapid response to a situation that arose in the middle of the night where a neighbor was being very loud all the way until 230am. I finally told the front desk person and he promptly took care of the situation which both my wife and I really appreciated. We also really liked the jetted tub in our room. All in all a decent 6/10 stay for us.
Reviewed on Jun 30, 2026

The Blackburn Inn and Conference Center
Price was $1,068, price is now $827 per person
$827
per person
Aug 21 - Aug 24
found 2 hours ago
Roundtrip non-stop flight included
New York (JFK) to Weyers Cave (SHD)
9.2/10 Wonderful! (1,004 reviews)
Upon checking in, the staff was friendly. Check in at 4pm vs 3pm as other hotels allow was done for us br seemed late for getting freshened up and ready to go out and enjoy the town.
Our room, which was a suite, smelled of dog. The sofa, which hosted a pull out bed whch my child was going to sleep on, had stains on it and did not smell good. We figured we wouldn't make a big deal because we were only staying one night.The bathroom which was big and beautiful was dirty. There was either makeup or something on the baseboards and walls and someone had wadded up a big hunk of toilet paper and threw it up to stick it on the ceiling. The room only had one towel but I walked down the hall and asked the staff for more which she was happy to provide me additional towels.
Overall, for one night, it was fine. The building itself is beautiful and historic and interesting The bathroom and room were nicely appointed but as a "high-end" inn, it was not as clean and inviting as other hotels we had stayed in at different portions of our trip which were definitely less expensive.
Reviewed on Jul 4, 2026

Massanuttens Shenandoah Villas by Tripforth
Price was $1,122, price is now $878 per person
$878
per person
Aug 21 - Aug 24
found 2 hours ago
Roundtrip non-stop flight included
New York (JFK) to Weyers Cave (SHD)
7.6/10 Good! (159 reviews)
Comfortable beds, better than expected overall
Reviewed on Apr 13, 2026

The Summit at Massanutten Resort by Tripforth
Price was $1,120, price is now $895 per person
$895
per person
Aug 21 - Aug 24
found 2 hours ago
Roundtrip non-stop flight included
New York (JFK) to Weyers Cave (SHD)
9.2/10 Wonderful! (82 reviews)
Massanutten is always my go to vacation spot! I love it!
Reviewed on Jun 16, 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
The price is $125 total per night from Jul 12 to Jul 13
$125 total
Jul 12 - Jul 13
Total with taxes and fees
9.6/10 Exceptional! (1,177 reviews)
"This hotel should be considered a five star hotel. The rooms were very clean., spacious, and easy access from the parking garage. Yes, breakfast is available but not free. Buffet style $15 per person!!"
Reviewed on Jul 5, 2026

avid hotel Staunton by IHG
62 Sangers Lane Staunton VA
Fully refundable
$101 nightly
The price is $112 total per night from Aug 3 to Aug 4
$112 total
Aug 3 - Aug 4
Total with taxes and fees
9/10 Wonderful! (1,003 reviews)
"Semmed understaffed but they were friendly and helpful. Breakfast was good. Room only had two towels and washcloths which wasn’t enough for the three of us. Everything was very clean. Would recommend staying here."
Reviewed on Jul 4, 2026

Sleep Inn Staunton
222 Jefferson Hwy Staunton VA
Fully refundable
$93 nightly
The price is $103 total per night from Jul 12 to Jul 13
$103 total
Jul 12 - Jul 13
Total with taxes and fees
9.2/10 Wonderful! (1,444 reviews)
"Clean"
Reviewed on Jul 3, 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
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