Stephens City Trips (flight + hotel)

Photo by Stephanie Sutton

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Top hotels in Stephens City

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
The price is P4,568 per night from Sep 9 to Sep 10
P4,568
P4,970 total
Sep 9 - Sep 10
includes taxes & fees
8.2/10 Very Good! (762 reviews)
"Its so convenient. Right off of 81. The staff is excellent as is the facility."

Reviewed on Jul 15, 2025

Holiday Inn Express Winchester South-Stephens City by IHG
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is P5,909 per night from Sep 1 to Sep 2
P5,909
P6,429 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (2,111 reviews)
"Love the room layout, bathroom is a buffer to minimize noise from hallway. Fitness equipment needs repair"

Reviewed on Aug 5, 2025

La Quinta Inn & Suites by Wyndham Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3 out of 5
333 Front Royal Pike, Winchester, VA
Fully refundable
The price is P5,310 per night from Aug 17 to Aug 18
P5,310
P5,949 total
Aug 17 - Aug 18
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
"Wish breakfast was free. Other than that is was good."

Reviewed on Aug 6, 2025

Holiday Inn Winchester Se-Historic Gateway by IHG
See all 875 properties in Stephens City
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.

Popular places to visit

Appleland Sports Center

You can take time to visit Appleland Sports Center during your travels to Stephens City. While you're here, you can savor the top-notch restaurants.

Appleland Sports Center

Frequently asked questions

How much does a Stephens City vacation package cost?
Offering excellent value package deals 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 hoping to snag a cheap Stephens City vacation package, consider planning a trip in December, January and February. You'll usually find lower rates on airfares and hotels during these months — ideal for a budget-friendly getaway.
How many days is enough for Stephens City?
The ideal duration for your Stephens City vacation depends on what you'd like to do. Generally, a handful of days to a week will give you plenty of time to tick off all the major sights and discover some hidden treasures along the way.
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.
How to plan a trip to Stephens City?

  1. Choose when to go: Check your schedule and pack your bags. Your favorite season and the type of activities available will also help you decide when to vacation in Stephens City.
  2. Set your budget: Consider expenses such as flights, transportation and food when calculating how much to set aside for your trip to Stephens City. Then, pick a property that works with your budget, whether that's a wallet-friendly option or a more luxurious retreat.
  3. Set the duration of your trip: Start by compiling a list of the activities and attractions you want to experience in Stephens City. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your accommodations and airfare: After you've nailed down your dates and duration, lock in the perfect Stephens City vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.