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A mountainous landscape with autumn foliage.

Stuarts Draft Vacations from $718

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The Latest Stuarts Draft Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Breakfast, lunch, dinner and brunch served
    Oct 23 - Oct 28

    Hotel Madison & Shenandoah Conference Ctr + Flight

    Harrisonburg
    5 nights
    3.5 star property
    9.2/10 - Wonderful (1,152 reviews)
    Roundtrip • Boston (BOS) - Weyers Cave (SHD)
    BOS - RIC • Nonstop RIC - BOS • Nonstop
    $885
    $718
    per traveler
    found 16 hours ago
    Hotel Madison & Shenandoah Conference Ctr
  • Interior detail
    Oct 23 - Oct 28

    The Blackburn Inn and Conference Center + Flight

    Staunton
    5 nights
    3.5 star property
    9.2/10 - Wonderful (1,003 reviews)
    "The staff is very friendly. Room is clean and neat. Our favorite surprise was the Art Gallery on the 3rd floor. Beautiful! The grounds are so well manicured, lovely to take a walk."
    Reviewed August 1, 2026
    Roundtrip • Boston (BOS) - Weyers Cave (SHD)
    BOS - SHD • 1 stop SHD - BOS • 1 stop
    $1,020
    $799
    per traveler
    found 1 hour ago
    The Blackburn Inn and Conference Center
  • Indoor pool
    Oct 23 - Oct 28

    Holiday Inn Staunton Conference Center by IHG + Flight

    Staunton
    5 nights
    3.0 star property
    8.2/10 - Very Good (1,001 reviews)
    Roundtrip • Boston (BOS) - Weyers Cave (SHD)
    BOS - SHD • 1 stop SHD - BOS • 1 stop
    $992
    $816
    per traveler
    found 15 hours ago
    Holiday Inn Staunton Conference Center by IHG
  • Staircase
    Oct 23 - Oct 28

    The Buckhorn - Lodging & Event Venue + Flight

    Churchville
    5 nights
    3.5 star property
    Roundtrip • Boston (BOS) - Weyers Cave (SHD)
    BOS - SHD • 1 stop SHD - BOS • 1 stop
    $915
    $759
    per traveler
    found 1 hour ago
    The Buckhorn - Lodging & Event Venue
  • Indoor pool, outdoor pool
    Oct 23 - Oct 28

    Massanutten's Regal Vistas by Tripforth + Flight

    McGaheysville
    5 nights
    3.5 star property
    8.8/10 - Excellent (69 reviews)
    Roundtrip • Boston (BOS) - Weyers Cave (SHD)
    BOS - SHD • 1 stop SHD - BOS • 1 stop
    $1,489
    $1,262
    per traveler
    found 1 hour ago
    Massanutten's Regal Vistas by Tripforth

Discover the most popular places to visit in Stuarts Draft

George Washington’s Distillery & Gristmill

Tour the authentic reconstruction where America's first president milled flour and distilled whiskey. Watch demonstrations of 18th-century production methods that showcase Washington's entrepreneurial spirit.

Stuarts Draft Hotel Deals

Room, 2 Double Beds, Non Smoking | Pillowtop beds, desk, blackout drapes, iron/ironing board

Days Inn by Wyndham Staunton

Days Inn by Wyndham Staunton
2.0 star property
4.1 mi from Stuarts Draft
7.2 out of 10, Good, (1,007 reviews)
"Building was a little dated but was clean. Shower had good pressure and water was hot. TV was good and clear. We stayed 2 nights but did not eat breakfast or usethe pool. Front desk was friendly and kind. It was right off interstate 81. It is within a few miles of the frontier culture museum and President Woodrow Wilson museum. I would recommend visiting both of those. The price for the hotel was very reasonable for this time of year. 166 for 2 nights. I would recommend ...
$62 nightly
The price is $69
Aug 6 - Aug 7
Total with taxes and fees
Days Inn by Wyndham Staunton
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.
See all properties in Stuarts Draft

Frequently Asked Questions

How much does a Stuarts Draft vacation package cost?

Offering excellent value package deals from $718 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.