Stephens City Vacations from $442
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $400 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.
The Latest Stephens City vacation packages
Price found within the past 48 hours. Click for updated prices.
Club Wyndham National Harbor
Save 100% on your flight
Price was $1,205, price is now $859 per person
$859
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.4/10 Very Good! (480 reviews)
Everything was top notch would differently stay again
Reviewed on Mar 9, 2026
The Watergate Hotel
Northwest
Price was $1,015, price is now $743 per person
$743
per person
Jun 21 - Jun 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.8/10 Excellent! (1,141 reviews)
Great stay, clean hotel. Staff were helpful. Pool and spa were nicely maintained. Property is older and it shows but it’s a historic spot. Tour of the scandal room was fun.
Reviewed on Apr 22, 2026
Hilton Washington DC Capitol Hill
Northwest
Price was $713, price is now $524 per person
$524
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
9/10 Wonderful! (1,026 reviews)
Everything about our stay at Hilton Washington DC Capitol Hill was outstanding! The hotel is elegant, spacious, conveniently located and appointed. The staff is beyond accommodating. They genuinely wanted to make our stay as pleasant as possible. They were friendly, courteous, and professional. Our stay at this Hilton was wonderful!
Reviewed on Apr 23, 2026
Don't see what you're looking for?
See all available trips from Columbus to Stephens City
View all tripsDiscover 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.
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.
Stephens City Hotel Deals
Holiday Inn Express Winchester South-Stephens City by IHG
165 Town Run Ln Stephens City VA
Fully refundable
$105 nightly
The price is $114 total per night from Apr 29 to Apr 30
$114 total
Apr 29 - Apr 30
Total with taxes and fees
8.2/10 Very Good! (849 reviews)
Breakfast was okay Parking was bright and clean
Reviewed on Apr 20, 2026
Hampton Inn Martinsburg
975 Foxcroft Ave Martinsburg WV
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $110 total per night from May 24 to May 25
$110 total
May 24 - May 25
Total with taxes and fees
8.8/10 Excellent! (1,006 reviews)
Staff friendly!
Reviewed on Apr 24, 2026
Falling Leaf Cabin Rustic Charm With Modern Decor! Newly Renovated Kitchen!
Rileyville VA
9.8/10 Exceptional! (310 reviews)
Nice house and location above the river
Reviewed on Apr 5, 2026
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 |
More vacations you might like
Frequently asked questions
Explore a world of travel with Expedia
- Hotels near Appleland Sports Center
- Hotels near Valerie Hill Winery
- Kernstown Hotels
- Hotels near The Kernstown Battlefield
- Hotels near Shen-Val Farm Market
- Hotels near Dinosaur Land
- Hotels near Wayside Theater
- Middletown Hotels
- Pet-Friendly Hotels in Middletown
- Cabin Rentals in Middletown
- B&B in Middletown
- 5 Star Hotels in Middletown
- Hotels with Bars in Middletown
- Golf Hotels in Middletown
- Luxury Hotels in Middletown
- Historic Hotels in Middletown
- Hotels with Restaurants in Middletown
- 3 Star Hotels in Middletown
- Motels in Middletown
- Hotels near Winchester Regional
- Flights from Winchester Regional
- Flights to Middletown
- Flights from Middletown
- Flights from Richmond (RIC) to Winchester (WGO)
- Flights from Houston (IAH) to Winchester (WGO)
- Flights from Washington (IAD) to Winchester (WGO)
- Flights from Baltimore (BWI) to Winchester (WGO)
- Flights from Pittsburgh (PIT) to Winchester (WGO)
- Flights from Washington (DCA) to Winchester (WGO)
- Flights from Dallas (DFW) to Winchester (WGO)
- Flights from Charlotte (CLT) to Winchester (WGO)
- Flights from New York (JFK) to Winchester (WGO)
- Flights from Norfolk (ORF) to Winchester (WGO)
- Flights from Raleigh (RDU) to Winchester (WGO)
- Flights from Knoxville (TYS) to Winchester (WGO)
- Flights from Chattanooga (CHA) to Winchester (WGO)
- Flights from Atlanta (ATL) to Winchester (WGO)
- Flights from Philadelphia (PHL) to Winchester (WGO)
- Flights from Chicago (ORD) to Winchester (WGO)
- Flights from Seattle (SEA) to Winchester (WGO)
- Flights from Boston (BOS) to Winchester (WGO)
- Flights from Nashville (BNA) to Winchester (WGO)
- Flights from Orlando (MCO) to Winchester (WGO)
- Flights from Greensboro (GSO) to Winchester (WGO)
- Flights from Columbus (CMH) to Winchester (WGO)
- Flights from Indianapolis (IND) to Winchester (WGO)
- Flights from St. Louis (STL) to Winchester (WGO)
- Flights from Los Angeles (LAX) to Winchester (WGO)
- Flights from Savannah (SAV) to Winchester (WGO)
- Flights from San Diego (SAN) to Winchester (WGO)
- Flights from Myrtle Beach (MYR) to Winchester (WGO)
- Flights from Detroit (DTW) to Winchester (WGO)
- Flights from Jacksonville (JAX) to Winchester (WGO)
- Flights from Tampa (TPA) to Winchester (WGO)
- Flights from Kansas City (MCI) to Winchester (WGO)
- Flights to Winchester Regional
- Flights from Minneapolis (MSP) to Winchester (WGO)
- Flights from Cincinnati (CVG) to Winchester (WGO)
- Flights from Greenville (GSP) to Winchester (WGO)
- Flights from Grand Rapids (GRR) to Winchester (WGO)
- Flights from Memphis (MEM) to Winchester (WGO)
- Flights from Phoenix (PHX) to Winchester (WGO)
- Flights from West Palm Beach (PBI) to Winchester (WGO)
- Flights from Albany (ALB) to Winchester (WGO)
- Flights from Miami (MIA) to Winchester (WGO)
- Flights from Hartford (BDL) to Winchester (WGO)
- Flights from San Francisco (SFO) to Winchester (WGO)
- Flights from White Plains (HPN) to Winchester (WGO)
- Flights from Wilmington (ILG) to Winchester (WGO)
- Flights from Huntsville (HSV) to Winchester (WGO)
- Flights from New Orleans (MSY) to Winchester (WGO)
- Flights from Islip (ISP) to Winchester (WGO)
- Flights from Fort Myers (RSW) to Winchester (WGO)
- Flights from Sarasota (SRQ) to Winchester (WGO)
- Flights from Fort Lauderdale (FLL) to Winchester (WGO)
- Flights from Cleveland (CLE) to Winchester (WGO)
- Flights from Birmingham (BHM) to Winchester (WGO)
- Flights from Daytona Beach (DAB) to Winchester (WGO)
- Flights from New York (NYC) to Winchester (WGO)
- Flights from New York (LGA) to Winchester (WGO)
- Flights from Denver (DEN) to Winchester (WGO)
- Flights from Toronto (YYZ) to Winchester (WGO)
- Flights from Trenton (TTN) to Winchester (WGO)
- Flights from Providence (PVD) to Winchester (WGO)
- Flights from Salt Lake City (SLC) to Winchester (WGO)
- Flights from Atlantic City (ACY) to Winchester (WGO)
- Flights from Erie (ERI) to Winchester (WGO)
- Flights from Florence (FLR) to Winchester (WGO)
- Flights from Sioux Falls (FSD) to Winchester (WGO)
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
