Stephens City Vacations from $180

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Your Stephens City Vacation

Let our vacation packages to Stephens City inspire your next great escape. There's lots to love about this vibrant city, starting with the neighborhood of Old Town Winchester, which is great for cafes and history. Apple Blossom Mall, Dinosaur Land and The Kernstown Battlefield are just some of the many sights worth exploring during your trip to Stephens City. Expedia has what you need to escape the everyday. Tailor your vacation to Stephens City to suit your style of travel, whatever that may be.

The Latest Stephens City vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Arboretum
Kellogg Conference Hotel at Gallaudet University
SIXTY DC
YOTEL Washington DC
Holiday Inn Columbia East-Jessup by IHG
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Stephens City Hotel Deals

Holiday Inn Express Winchester South-Stephens City by IHG
Holiday Inn Express Winchester South-Stephens City by IHG
2.5 out of 5
165 Town Run Ln, Stephens City, VA
Fully refundable
$83 nightly
The price is $90 total per night from Jul 19 to Jul 20
$90 total
Jul 19 - Jul 20
Total includes taxes and fees
8.2/10 Very Good! (752 reviews)
"The check in clerk wasn’t aware of my payment with Expedia"

Reviewed on Jul 2, 2025

Holiday Inn Express Winchester South-Stephens City by IHG
Quality Inn Stephens City - Winchester South
Quality Inn Stephens City - Winchester South
2.5 out of 5
167 Town Run Ln, Stephens City, VA
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $86 total per night from Jul 27 to Jul 28
$86 total
Jul 27 - Jul 28
Total includes taxes and fees
7.8/10 Good! (583 reviews)
"Clean and quiet"

Reviewed on Jun 29, 2025

Quality Inn Stephens City - Winchester South
Travelodge by Wyndham Winchester
Travelodge by Wyndham Winchester
2.5 out of 5
160 Front Royal Pike, Winchester, VA
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $75 total per night from Jul 9 to Jul 10
$75 total
Jul 9 - Jul 10
Total includes taxes and fees
8.4/10 Very Good! (1,115 reviews)
"I liked we could walk to IHOP or Cracker-barrel for a meal."

Reviewed on Jul 2, 2025

Travelodge by Wyndham Winchester
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 Stephens City Vacation Packages

Stephens City Essential Information

Language
English
Currency
U.S dollars
Population
1,950
Max Temp Winter
40ºF
Max Temp Summer
85ºF
Top Sights
Museum of the Shenandoah Valley, Shenandoah Valley Discovery Museum and Bright Box Theater

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Frequently asked questions

How much does a Stephens City vacation package cost?
Offering excellent value package deals from $180 on Expedia, you'll be surprised at how little a vacation to Stephens City costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Stephens City?
If you're looking to book a cheap Stephens City vacation package, consider planning a trip in February, September and December. You'll generally find better rates on accommodations and flights during these months --- perfect for budget-conscious travelers.
How many days is enough for Stephens City?
Usually, a handful of days is enough to check out the top attractions during your Stephens City vacation. However, if you prefer to have some time to chill out or take day tours, think about extending your trip.
How to find the best Stephens City package deals?
Bagging a cheap Stephens City package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, apply a few filters and see what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly Stephens City package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Stephens City vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component separately. And you'll still get the freedom to create a customized Stephens City vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Stephens City?
If you have your Stephens City vacation dates confirmed, book early to grab some incredible deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for impromptu escapes.
Does Expedia offer Book Now, Pay Later Stephens City vacation packages?
Your Stephens City break is meant to be an escape from your daily routine, not a reason for money worries. So to allow you extra flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the total 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.