Stephens City Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Stephanie Sutton

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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.

Top Stephens City Vacation Deals

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Hotel Laurel

DoubleTree by Hilton Hotel Laurel

4 out of 5
West Laurel
Price was CA $1,068, price is now CA $760 per person
CA $760
per person
Oct 8 - Oct 12
found 8 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Baltimore (BWI)
8.2/10 Very Good! (1,000 reviews)
Nonsmoking room smells like pot

Reviewed on Aug. 20, 2025

The Watergate Hotel

The Watergate Hotel

5 out of 5
Northwest
Price was CA $1,326, price is now CA $952 per person
CA $952
per person
Oct 30 - Nov 3
found 18 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Washington (WAS)
8.8/10 Excellent! (1,004 reviews)
Amenities in the room were very nice quality, slippers, loofah, and toiletries. I was overcharged for car parking on check out when they asked if I had any extras. Hotel refunded it right away but my overseas bank took an extra procedure fee as a result of this misunderstanding. Room was a suite but the hallway between had no light. View was excellent.

Reviewed on Aug. 7, 2025

Hampton Inn & Suites Washington DC-Navy Yard

Hampton Inn & Suites Washington DC-Navy Yard

3 out of 5
Navy Yard
Price was CA $1,255, price is now CA $904 per person
CA $904
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Washington (WAS)
8.8/10 Excellent! (1,003 reviews)
Stay was very good.

Reviewed on Aug. 20, 2025

Hilton Washington DC Capitol Hill

Hilton Washington DC Capitol Hill

4 out of 5
Northwest
Price was CA $1,225, price is now CA $905 per person
CA $905
per person
Oct 30 - Nov 3
found 18 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Washington (WAS)
9/10 Wonderful! (1,009 reviews)
Rooms were clean and spacious. The entire property was well kept and the staff were very kind. Would definitely stay here again!

Reviewed on Aug. 15, 2025

Riggs Washington DC

Riggs Washington DC

5 out of 5
Downtown Washington D.C.
Price was CA $1,592, price is now CA $1,179 per person
CA $1,179
per person
Oct 30 - Nov 3
found 18 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Washington (WAS)
9.4/10 Exceptional! (1,437 reviews)
Amazing hotel: clean, comfy bed, lovely DC character, friendly staff/service.

Reviewed on Aug. 15, 2025

Ready to book your vacation to Stephens City?

 

Choose your dates

Stephens City Hotel Deals

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
The price is CA $99 per night from Sep 15 to Sep 16
CA $99
CA $108 total
Sep 15 - Sep 16
includes taxes & fees
7.8/10 Good! (600 reviews)
"Very clean. Room animal accepted Front desk pleasent"

Reviewed on Aug. 17, 2025

Quality Inn Stephens City - Winchester South
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 CA $111 per night from Sep 10 to Sep 11
CA $111
CA $121 total
Sep 10 - Sep 11
includes taxes & fees
8.2/10 Very Good! (765 reviews)
"pool was closed. breakfast had issues. out of items. room was nice and clean."

Reviewed on Aug. 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 CA $142 per night from Sep 1 to Sep 2
CA $142
CA $155 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (2,133 reviews)
"Just a suggestion. I am disabled and was placed in a lovely room on the 6th floor. The fire alarm went off and my concern is how is someone in a wheelchair going to evacuate without the elevator. Maybe all ada rooms shou"

Reviewed on Aug. 19, 2025

La Quinta Inn & Suites by Wyndham Winchester
See all 874 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Stephens City

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 from CA $760 on Expedia, you'll be surprised at how little a vacation to Stephens City costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Stephens City?
You're likely to find reduced prices and greater availability in December, January and February. Check out our cheap Stephens City vacation packages and you could get some great off-season discounts.
How many days is enough for Stephens City?
For your Stephens City vacation, a handful of days will be enough to see the top spots. Be sure to stop by The Kernstown Battlefield — it's one of the leading attractions in this destination. If you want more activities, think about basing yourself here and setting off on some day trips from Stephens City.
How to find the best Stephens City package deals?
Use Expedia's handy filters to help you find some great Stephens City package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Stephens City package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Stephens City vacation as a package?
An Expedia vacation package could land you great savings when compared to booking accommodations and flights separately. Better still, you can personalize your Stephens City getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Stephens City?
If you're considering an impromptu Stephens City vacation, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Stephens City?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to travel to Stephens City.
  2. Set a budget: Consider costs such as transportation, flights and meals when working out how much to save for your trip to Stephens City. Then, pick a hotel that fits your budget, whether that's a low-cost option or a more upscale getaway.
  3. Decide your trip length: Think about how long you want to spend discovering Stephens City. Plan your days so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Bundle your accommodations and airfare: Once you've settled on your dates and duration, lock in the right 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.