Stephens City Holidays from £761
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 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 easyPackages with flights are ATOL protected
Your Stephens City Holiday
Let our holiday packages to Stephens City inspire your next great escape. There's lots to love about this vibrant city, starting with the neighbourhood 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 holiday to Stephens City to suit your style of travel, whatever that may be.
Top Stephens City Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Stephens City Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 1,950 |
Max Temp Winter | 4ºC |
Max Temp Summer | 29ºC |
Top Sights | Museum of the Shenandoah Valley, Shenandoah Valley Discovery Museum and Bright Box Theatre |
Top hotels in Stephens City
Holiday Inn Express Winchester South-Stephens City by IHG
165 Town Run Ln Stephens City VA
Fully refundable
£69
20 Sept - 21 Sept
includes taxes & fees
Spark by Hilton Winchester
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
£65
14 Sept - 15 Sept
includes taxes & fees
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St Winchester VA
Fully refundableReserve now, pay when you stay
£101
30 Aug - 31 Aug
includes taxes & fees
9.4/10 Exceptional! (1,016 reviews)
"Good location"
Reviewed on 22 Aug 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.
Stay near popular Stephens City attractions
Valerie Hill Winery
9.6/10 (5 reviews)
This 1807 Federal-style manor house winery blends Virginia's winemaking with historical elegance. Savour award-winning wines in rooms featuring original heart pine floors while overlooking the scenic Shenandoah Valley.
Appleland Sports Center
9.0/10 (4 reviews)
This family-friendly sports centre offers a 12-hole executive golf course and mini-golf in a relaxed setting. Practice your swing at the driving range while enjoying Virginia's countryside.
Frequently asked questions
How much does a Stephens City travel package cost?
Choose from any combination of car rentals, flights and hotels, and you can be holidaying in Stephens City from just £761. And the more you bundle, the more cash you save. Your dream holiday has never been so affordable.
If I'm not able to travel, can I cancel my Stephens City travel package?
Whether it's your flight or hotel, you can cancel or alter it. Booked your Stephens City travel package in the last 24 hours? You may be able to make changes or cancellations for free. For bookings older than that, you may be charged a fee by your airline, hotel or car rental company. For more details, visit our Customer Service Portal. We're here to help you every step of the way.
How do I get a cheap travel package to Stephens City?
Think of all the awesome things you could do in Stephens City with a pile of extra cash in your wallet. Watch your savings stack up when you bundle your flights, hotels and extras into a Stephens City travel package. You have plenty of choice when you book your trip with Expedia too. In fact, you can take your pick of over 550 airlines and 1,000,000 properties throughout the world. Whether you're taking a holiday with the whole family or embarking on a solo adventure, organising a getaway to Stephens City is better with a package.
Does Expedia offer Book Now, Pay Later Stephens City holidays?
Your bank balance shouldn't stop you from going on holiday, so Expedia has devised a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book an incredible getaway without making a dent in your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your trip. Check out these flexible payment options:
- Pay monthly holidays: If paying bite-sized amounts each month is something that would work for you, Klarna offers just that! Paying in convenient monthly instalments will make your getaway dreams come true.
- Pay in instalments holidays: If you'd like to pay for your escape in multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: When you see an incredible deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you lock it in.
Where should I stay in Stephens City?
Stephens City boasts numerous popular places to discover, like Valerie Hill Winery. Spend your nights in a hotel close by and make sightseeing simple.
What are the top hotels in Stephens City?
Travelodge by Wyndham Winchester and Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel are a couple of the most sought-after properties in Stephens City. Why not look up the amenities and facilities at each and then decide?
How far in advance should I book my Stephens City holiday?
Be rewarded with the biggest variety at the lowest prices by booking your adventure to Stephens City early. Airlines generally sell flights around a year in advance, so start your planning as soon as possible. Having said that, Expedia is dedicated to giving you the best bargains around, so it's always a good time to book your dream holiday!
What does an Expedia Stephens City travel package include?
Select from any combination of hotels, rental cars and flights. Once you've made your booking, you can also add on tours and experiences. Want to pick your airfare class? That's possible too. The choice is all yours when it comes to planning your perfect Stephens City getaway.
What should I know before booking a Stephens City travel package?
So many places to visit, so many things to do. With a travel package, you can cross more of them off your list. Bundle your flights, hotels and rental cars and enjoy big savings.
Can I choose my airline with a Stephens City Expedia travel package?
You can, and with more than 550 airlines to pick from around the world, you're spoiled for choice. Have a look through the available options and find out which airline suits your budget and needs.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
