Pleasant Valley Vacations from $1,002
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Your Pleasant Valley Vacation
Our vacation packages to Pleasant Valley give you the power to create your own adventure. Tailor your getaway to your needs and interests and make every moment count in this fantastic city. Every trip to Pleasant Valley needs a well-thought-out itinerary. Fill yours with major attractions such as James Madison University, Rockingham Fairgrounds and A Dream Come True Playground. Don't put off visiting this destination any longer. Your perfect Pleasant Valley vacation is a few quick clicks away with Expedia.
The Latest Pleasant Valley vacation packages
Price found within the past 48 hours. Click for updated prices.
Hotel 24 South
$1,101
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Weyers Cave (SHD)
9.4/10 Exceptional! (1,238 reviews)
If you’re not expecting a good welcome back, stay at the hotel! Nobody is by the outside door! At the front desk, no one’s offering you a water bottle or anything! Even a little smile. Inside the room, don’t expect a big room, nice TV or amenities. Pay for your parking spot and breakfast. Fridge needs to be replaced. Sooo noisy!
Reviewed on Oct 21, 2026
Mtn Retreat Movie Theater Arcade Hot Tub Slps 10
$2,650
per person
Jan 3 - Jan 6
found 21 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Weyers Cave (SHD)
No reviews
Very beautiful house the home team was very helpful and prompt to deal with any issues. Looking forward to getting to stay here again in the future
Reviewed on Oct 8, 2026
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Massanutten Resort
1822 Resort Dr McGaheysville VA
$120 total
per night
Oct 26 - Oct 27
8/10 Very Good! (1,634 reviews)
"The property is well kept, clean and spacious, reasonable priced and quiet getaway."
Reviewed on Oct 20, 2026
Motel 6 Staunton, VA
96 Baker Lane Staunton VA
Fully refundableReserve now, pay when you stay
$70 total
per night
Nov 2 - Nov 3
8.2/10 Very Good! (1,026 reviews)
"Clean room, nice shower, pet friendly no charge, good price. Thin blanket"
Reviewed on Oct 20, 2026
Clarion Pointe Harrisonburg
1440 E Market St Harrisonburg VA
Fully refundable
$83 total
per night
Nov 15 - Nov 16
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 Pleasant Valley Vacation Packages
Pleasant Valley Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Charlottesville-Albemarle Airport (CHO) |
Top Sights | Explore More Discovery Museum, Valley Brethren-Mennonite Heritage Center and James Madison University |
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Frequently asked questions
How much does a Pleasant Valley vacation package cost?
Offering excellent value package deals from $1,002 on Expedia, you'll be pleasantly surprised at how much a vacation to Pleasant Valley costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Pleasant Valley?
If you're hoping to book a cheap Pleasant Valley vacation package, consider visiting in May, June and October. You're likely to find better prices on accommodations and flights during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Pleasant Valley?
The ideal length for your Pleasant Valley vacation depends on what you'd like to see and do. Usually, a few days to a week will give you plenty of time to go to all the top sights and discover some hidden gems along the way.
How to find the best Pleasant Valley package deals?
Start your search for a Pleasant Valley package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Pleasant Valley package deal straight away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Pleasant Valley getaway off to a flying start.
Is it cheaper to book a Pleasant Valley vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and accommodations separately. Better still, you can customize your Pleasant Valley trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Pleasant Valley?
If you have your Pleasant Valley travel dates locked in, book as early as you can to score some outstanding deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are great for setting off on a whim.
Does Expedia offer Book Now, Pay Later Pleasant Valley vacation packages?
Your Pleasant Valley trip should be an escape from your busy life, not a reason for money worries. So to give you that extra flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.