Book Exclusive Stephens City Vacation Packages

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Stephens City flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Residence Inn by Marriott Alexandria Old Town South at Carlyle

Residence Inn by Marriott Alexandria Old Town South at Carlyle

3 out of 5
Eisenhower East
Price was CA $1,809, price is now CA $1,275 per person
CA $1,275
per person
Aug 8 - Aug 15
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Alexandria. Enjoy free breakfast, a 24-hour fitness center, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions MGM National Harbor Casino and Arlington National Cemetery are located nearby.
Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was CA $2,299, price is now CA $1,475 per person
CA $1,475
per person
Aug 8 - Aug 15
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to Baltimore (BWI)
Book a stay at this luxury hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions White House and National Mall are located nearby.
Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Price was CA $1,896, price is now CA $1,327 per person
CA $1,327
per person
Aug 8 - Aug 15
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Union Station Shopping Center and Capital One Arena are located nearby.
Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was CA $2,089, price is now CA $1,467 per person
CA $1,467
per person
Aug 8 - Aug 15
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Washington. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions White House and National Mall are located nearby.
InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
Southwest
Price was CA $2,438, price is now CA $1,737 per person
CA $1,737
per person
Aug 8 - Aug 15
found 1 day ago
Roundtrip flight included
Winnipeg (YWG) to Baltimore (BWI)
Book a stay at this luxury hotel in Washington. Enjoy free WiFi, an outdoor pool, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions National Mall and Smithsonian Institution are located nearby.

Top Stephens City hotels 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
Free cancellation
The price is CA $144 per night
CA $144
CA $157 total
May 31 - Jun 1
includes taxes & fees
Book a stay at this business-friendly hotel in Stephens City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Appleland Sports Center and Valerie Hill Winery are located nearby.
Pool
Breakfast included
Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr Winchester VA
Free cancellation
Reserve now, pay when you stay
The price is CA $109 per night
CA $109
CA $123 total
May 31 - Jun 1
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Abram's Delight and Apple Blossom Mall are located nearby.
Breakfast included
Pet-friendly
Hampton Inn Martinsburg

Hampton Inn Martinsburg

2.5 out of 5
975 Foxcroft Ave Martinsburg WV
Free cancellation
Reserve now, pay when you stay
The price is CA $134 per night
CA $134
CA $152 total
Jun 14 - Jun 15
includes taxes & fees
Book a stay at this business-friendly hotel in Martinsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Wonderment Puppet Theater and The Commons are located nearby.
Pool
Breakfast included
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 out of 5
118 Mercedes Court Winchester VA
Free cancellation
Reserve now, pay when you stay
The price is CA $145 per night
CA $145
CA $158 total
Jun 3 - Jun 4
includes taxes & fees
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Rutherford Crossing and Star Fort Civil War Battlefield are located nearby.
Pool
Breakfast included
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St Winchester VA
The price is CA $168 per night
CA $168
CA $190 total
Jun 4 - Jun 5
includes taxes & fees
Book a stay at this spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Court House Civil War Museum and Bright Box Theater are located nearby.
Pool
Spa
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike Winchester VA
Free cancellation
Reserve now, pay when you stay
The price is CA $102 per night
CA $102
CA $111 total
May 25 - May 26
includes taxes & fees
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Apple Blossom Mall and R-C Track are located nearby.
Pet-friendly
Parking included
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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

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 Vacations

Ready for your next big adventure? Make sure you don't miss out on any fun in Stephens City by brushing up on one or two things about it before you hurry off.

You'll find this Winchester neighborhood 7 miles (11 kilometers) south of the center of the city.

At last count, the population of Winchester was 26,000.

Hotels in Stephens City

Who doesn't like to be in the heart of the action? Look up our 2 accommodations within easy reach of central Stephens City and start arranging your must-see list for this attractive neighborhood.

Compare the deals and amenities at the Holiday Inn Express Winchester South-Stephens City (165 Town Run Ln) and the  Comfort Inn Stephens City-Winchester South (167 Town Run Ln). These comfortable accommodations are favored by many travelers.

Places to visit in Stephens City

Nothing rivals getting out into nature, and the wider Winchester region has some sensational outdoor activities to try. How about a little hiking? Once you've crossed that off your list, create more special vacation memories by going caving.

Where do you fly into for Stephens City?

Landing at Washington Dulles International Airport (IAD)? Stephens City is only 40 miles (64 kilometers) away. Grab some snacks, hail down a cab and you'll arrive in no time!

Frequently asked questions

How much are vacation packages to Stephens City?
Vacation packages, which provide both flights and hotels in Stephens City, are priced from as little as CA $1,275. Make your travel fantasies come to life and begin your booking with Travelocity today.
How long should my Stephens City vacation be?
Most people book their hotel for 2 nights in Stephens City. But that doesn't mean you have to. How long you spend here boils down to what sorts of things you want to do during your vacation. If you intend to get familiar with every corner of this fantastic place, treat yourself to another night or two (or even longer!).
Where can I get the best vacation package deals for Stephens City?
You'll find a tempting selection of Stephens City package deals on Travelocity. With no less than 400 air carriers and 1,000,000 worldwide properties, piecing together a dream getaway will be simple.
Why should I book my Stephens City vacation bundle via Travelocity?
By booking your flights, hotel, activities and car rental all in one place, you'll save both time and money. We have round-the-clock customer support, and you'll know that you'll always be getting the best deal in town with our Price Match Guarantee. So, what are you waiting for? Book the getaway of your dreams today and start packing!
Will I save money on my Stephens City car rental if I book it with my hotel or flight?
With a Stephens City vacation package, you can bundle your flight, hotel and car bookings and save tons. When you're ready to discover the best of this awesome area, why not start with White House? This renowned attraction is 105 kilometers from Stephens City. With your own wheels, you'll be there before you know it.
Which airport is best for Stephens City?
Stephens City has a couple of major airports to jet into — Washington Dulles Intl. Airport (IAD) (64 kilometers away from the city center) and Hagerstown Regional Airport (HGR) (80 kilometers away from central Stephens City).
What is there to do in Stephens City?
You'll sense a particular magic in the air as you stroll through the streets of Stephens City. Appleland Sports Center and Valerie Hill Winery are just a couple of highlights that make this city such a sought-after destination, so put them on your list of places to see.
Where should I stay when visiting Stephens City?
Many people opt to hit the hay at the Quality Inn Stephens City - Winchester South. It's sure to be a good base for your Stephens City escape.

Photos of local treasures

Browse Stephens City vacation photos for more inspiration

Sunrise in Shenandoah National Park
Panorama of the Shenandoah Valley at golden hour as seen from Shenandoah National Park with the forest a bright, vibrant green and clouds in the sky
Aerial view of trees in forest at Shenandoah National Park
Aerial view of forest and mountains at Shenandoah National Park during autumn
Historic Jamestowne Part of the Colonial National Historical Park in Virginia