Stephens City Vacations from $172

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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.
Sonesta Hotel Baltimore Inner Harbor

Sonesta Hotel Baltimore Inner Harbor

4 out of 5
Downtown Baltimore
Save 100% on your flight
Price was $276, price is now $172 per person
$172
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.2/10 Very Good! (998 reviews)
The water pressure in the bathroom shower could’ve been stronger and the water is lukewarm.

Reviewed on Jan 16, 2026

Hotel Arboretum

Hotel Arboretum

2 out of 5
Northeast
Price was $465, price is now $187 per person
$187
per person
Apr 8 - Apr 12
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
8/10 Very Good! (1,178 reviews)
I thought there would have been a coffee maker in the room lots of noise from workers working nearby betting on the wall with hammer woke me up around 8:00 am not happy. Staff was great room was very clean

Reviewed on Jan 20, 2026

The Normandy Hotel

The Normandy Hotel

3 out of 5
Northwest
Save 100% on your flight
Price was $1,133, price is now $689 per person
$689
per person
Apr 15 - Apr 20
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Washington (DCA)
8.4/10 Very Good! (1,002 reviews)
I love this hotel. I always stay here when I’m in town. The staff is always so nice and pleasant. Rooms are always clean and the location is perfect and close to everything.

Reviewed on Jan 19, 2026

Hotel AKA Washington Circle

Hotel AKA Washington Circle

4 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $656, price is now $402 per person
$402
per person
Mar 30 - Apr 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
9/10 Wonderful! (1,205 reviews)
very clean rooms are big was a very nice hotel

Reviewed on Jan 12, 2026

Baltimore executive Furnished rentals

Baltimore executive Furnished rentals

4 out of 5
Downtown Baltimore
Save 100% on your flight
Price was $332, price is now $205 per person
$205
per person
Mar 30 - Apr 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8/10 Very Good! (2 reviews)
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Discover the most popular places to visit in Stephens City

Valerie Hill Winery

You can enjoy a tasting or tour at Valerie Hill Winery during your travels to Stephens City. While you're here, you can savor the top-notch restaurants.

Valerie Hill Winery

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

Stephens City Hotel Deals

Hampton Inn Martinsburg

Hampton Inn Martinsburg

2.5 out of 5
975 Foxcroft Ave Martinsburg WV
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $98 total per night from Jan 29 to Jan 30
$98 total
Jan 29 - Jan 30
Total with taxes and fees
8.6/10 Excellent! (1,012 reviews)
Staff great, breakfast great, perfect pet stop dogs loved it!

Reviewed on Jan 16, 2026

Hampton Inn Martinsburg
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza Winchester VA
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $89 total per night from Jan 26 to Jan 27
$89 total
Jan 26 - Jan 27
Total with taxes and fees
9/10 Wonderful! (1,428 reviews)
This is our number one spot to stay in in Winchester. The location is perfect. Rooms are clean and modern.

Reviewed on Jan 14, 2026

Microtel Inn & Suites by Wyndham Winchester
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
$92 nightly
The price is $100 total per night from Jan 21 to Jan 22
$100 total
Jan 21 - Jan 22
Total with taxes and fees
9.2/10 Wonderful! (2,243 reviews)
yes, room was spotless very nice place to stay

Reviewed on Jan 13, 2026

La Quinta Inn & Suites by Wyndham Winchester
See all 896 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.

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 $172 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.

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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.