Stuarts Draft Vacations from $661

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Your Stuarts Draft Vacation

When a fun city getaway is calling, answer it with a vacation package to Stuarts Draft. The neighborhood of Chestnut Springs, which is great for adventure sports, skiing and walking, makes a fantastic base for your adventures. If your trip to Stuarts Draft includes a little sightseeing, drop by renowned attractions like Zeus Digital Theater, P. Buckley Moss Gallery and Gunston Hall. Stop daydreaming and start traveling. Explore the broad range of options on Expedia today and finally put your Stuarts Draft vacation plans into motion!

The Latest Stuarts Draft vacation packages

Price found within the past 48 hours. Click for updated prices.
Massanuttens Shenandoah Villas by Tripforth

Massanuttens Shenandoah Villas by Tripforth

4 out of 5
Price was $712, price is now $661 per person
$661
per person
Dec 12 - Dec 16
found 7 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Weyers Cave (SHD)
7.8/10 Good! (163 reviews)

Massanutten's Regal Vistas by Tripforth

Massanutten's Regal Vistas by Tripforth

3.5 out of 5
Price was $967, price is now $867 per person
$867
per person
Dec 12 - Dec 16
found 7 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Weyers Cave (SHD)
9/10 Wonderful! (76 reviews)
The units are aging although they keep them up fairly well.

Reviewed on Oct 27, 2026

Mountainside Villas at Massanutten by Tripforth

Mountainside Villas at Massanutten by Tripforth

3.5 out of 5
Price was $811, price is now $746 per person
$746
per person
Dec 12 - Dec 16
found 7 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Weyers Cave (SHD)
9/10 Wonderful! (412 reviews)

The Summit at Massanutten Resort by Tripforth

The Summit at Massanutten Resort by Tripforth

3.5 out of 5
Price was $784, price is now $724 per person
$724
per person
Dec 12 - Dec 16
found 7 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Weyers Cave (SHD)
9/10 Wonderful! (92 reviews)
Had to call several times for Fireplace to be fix smelled of propane most of that evening blood smear on bathroom wall no communication for check out policy

Reviewed on Nov 8, 2026

Massanutten's Woodstone Meadows by Tripforth

Massanutten's Woodstone Meadows by Tripforth

4 out of 5
Price was $771, price is now $714 per person
$714
per person
Dec 12 - Dec 16
found 7 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Weyers Cave (SHD)
8.8/10 Excellent! (234 reviews)
IT WAS FAIR ,BUT A LOT OF WEAR ON THE UNIT.

Reviewed on Oct 30, 2026

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Stay near popular Stuarts Draft attractions

Windmill Square

This retail hub in Stuarts Draft offers local shopping and dining in one accessible location. Browse the stores, enjoy a meal, and experience small-town Virginia charm without the tourist crowds.
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Stuarts Draft Hotel Deals

Family Friendly Log Cabin Nestled in Blue Ridge Foothills

Family Friendly Log Cabin Nestled in Blue Ridge Foothills

Stuarts Draft VA
10/10 Exceptional! (47 reviews)
"From the moment we walked through the door, we felt right at home. The cabin was exceptionally comfortable, full of character, and thoughtfully appointed. It was clear that the host had gone to great lengths to anticipate guests’ needs, especially in the kitchen, which was stocked with just about ..."

Reviewed on Nov 8, 2026

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Family Friendly Log Cabin Nestled in Blue Ridge Foothills
Motel 6 Staunton, VA

Motel 6 Staunton, VA

2 out of 5
96 Baker Lane Staunton VA
Fully refundableReserve now, pay when you stay
$63 nightly
The price is $70 total per night from Nov 22 to Nov 23
$70 total
Nov 22 - Nov 23
Total with taxes and fees
8.2/10 Very Good! (1,051 reviews)
"it was fair, for a 2 night stay, easy parking spot, just not the most updated"

Reviewed on Nov 10, 2026

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
$102 nightly
The price is $114 total per night from Dec 8 to Dec 9
$114 total
Dec 8 - Dec 9
Total with taxes and fees
9.4/10 Exceptional! (1,264 reviews)
"Very welcoming and helpful staff!"

Reviewed on Nov 9, 2026

Hotel 24 South
See all 1,378 properties in Stuarts Draft
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 Stuarts Draft Vacation Packages

Stuarts Draft Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Shenandoah Valley Regional Airport (SHD)
Population
9,200
Max Temp Winter
45ºF
Max Temp Summer
80ºF
Top Sights
Veritas Vineyard and Winery, Afton Mountain Vineyards and American Shakespeare Center

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Frequently asked questions

How much does a Stuarts Draft vacation package cost?
Offering excellent value package deals from $661 on Expedia, you'll be thrilled with how little a vacation to Stuarts Draft costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Stuarts Draft?
November, December and January are great times to look for cheap Stuarts Draft vacation packages. Choosing to travel in quieter months means you can generally find reduced prices on hotels and flights.
How many days is enough for Stuarts Draft?
Typically, a handful of days is enough to visit the main sights during your Stuarts Draft vacation. However, if you want to have time to kick back or take day trips, consider extending your trip.
How to find the best Stuarts Draft package deals?
Begin your search for a Stuarts Draft package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Stuarts Draft package deal right away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Stuarts Draft escape underway.
Is it cheaper to book a Stuarts Draft vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging stays and flights separately. Better still, you can customize your Stuarts Draft trip to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Stuarts Draft?
Score incredible bargains by booking your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Stuarts Draft adventure.
Does Expedia offer Book Now, Pay Later Stuarts Draft vacation packages?
Your Stuarts Draft break is meant to be an escape from your busy life, not a reason for money worries. So to give you extra flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

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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.