
Shenandoah Vacation Packages
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Top Shenandoah Vacation Deals
Price found within the past 48 hours. Click for updated prices.


Holiday Inn Charlottesville-Univ Area by IHG
The Meadows
per person
Jun. 6 - Jun. 9
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Charlottesville (CHO)
7.8/10 Good! (972 reviews)
The only things we didn’t like were two staff members were rude, one to my adult daughter and the other to my husband. Everyone else was great.
Reviewed on Apr. 25, 2025

Inn and Tavern at Meander
per person
Jun. 6 - Jun. 9
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Charlottesville (CHO)
9.4/10 Exceptional! (118 reviews)
Remarkable Revalutionary and Civil War history.
The grounds between the Inn and the river need some tender loving care; one small wooden bridge was left out of place; maybe from the last time they mowed and invasive plants such as garlic mustard are starting to move in.
Reviewed on Apr. 27, 2025

Massanutten Resort
per person
Jun. 6 - Jun. 9
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Weyers Cave (SHD)
8/10 Very Good! (672 reviews)
Lots of Amenities but this property is extremely spread out. You definitely need a car to get around. It is in the mountains so very hilly. It is difficult to walk to activities. We went Easter weekend so it was EXTREMELY busy, pool/hot tub were super crowded. Buyer beware: they will try to pitch you for a timeshare. There were several restaurants onsite which was nice.
Reviewed on Apr. 27, 2025

Graduate by Hilton Charlottesville
Venable
per person
Jun. 6 - Jun. 9
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Charlottesville (CHO)
8.2/10 Very Good! (1,000 reviews)
Excellent location, friendly staff, but broken lighting fixtures made the room very dark, making the hotel room feel much older. Beds were stained, with an odd scent that further contributed to the old feel experience.
Reviewed on Apr. 26, 2025
Shenandoah Hotel Deals

The Great Escape - Near everything yet off the beaten path
Shenandoah
10/10 Exceptional! (332 reviews)
Our great escape
"My (now!) fiancee and I were celebrating our 10 year dating anniversary and wanted to get away with our two baby bears (Bernese mountain dogs are the best if you didn't know!) for a staycation within a few hours of the DMV. The Great Escape came up in a pet friendly search, (after an already exhaustive ..."
Reviewed on Apr. 7, 2025

Gorgeous Cabin Overlooking The Shenandoah River - 2 bedrooms ~ 2 lofts
Shenandoah
9.6/10 Exceptional! (223 reviews)
Need to know
"My family and I stayed at the cabin starting Christmas Day. We enjoyed our time overall and would love to come stay again but here a few things we wish we knew before coming. The cabin does not come with any paper products (toilet paper, paper towels,) and the nearest store is between 10-20 minutes ..."
Reviewed on Dec. 29, 2024

Whimsical Hobbit House in the Shenandoah Virginia "Shire"
Shenandoah
The price is CA $373 per night from Apr. 29 to Apr. 30
CA $373
CA $756 total
includes taxes & fees
Apr 29 - Apr 30
10/10 Exceptional! (69 reviews)
Perfect Hobbit Getaway
"This cabin was just 2 hours from us and the perfect hobbit-themed backdrop for my husband's surprise 40th birthday. He was thrilled when we pulled up to the hobbit house!! (and shocked when I procured a Hobbit House cake!)The hot tub was great, the home was perfectly clean and had everything we needed, ..."
Reviewed on Mar. 11, 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.