Stephens City Holidays

  • Plan, book, travel with confidence
    • payments icon
    Better together
    Save up to S$134 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
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Top hotels in Stephens City

La Quinta Inn & Suites by Wyndham Winchester
La Quinta Inn & Suites by Wyndham Winchester
2.5 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is S$156 per night from 1 Dec to 2 Dec
S$156
includes taxes & fees
1 Dec - 2 Dec
9/10 Wonderful! (1,720 reviews)
"Clean and safe feeling. Excellence workers, prompt, courteous and knowledgeable."

Reviewed on 21 Nov,2024

La Quinta Inn & Suites by Wyndham Winchester
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
The price is S$111 per night from 1 Dec to 2 Dec
S$111
includes taxes & fees
1 Dec - 2 Dec
9/10 Wonderful! (1,048 reviews)
"Great efficient modern property. Well designed. I would stay here again."

Reviewed on 18 Nov,2024

Microtel Inn & Suites by Wyndham Winchester
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
Fully refundableReserve now, pay when you stay
The price is S$193 per night from 1 Dec to 2 Dec
S$193
includes taxes & fees
1 Dec - 2 Dec
9.2/10 Wonderful! (1,002 reviews)
"It’s very close to the local walking mall with stores and nice restaurants. parking was not a problem."

Reviewed on 19 Nov,2024

The George Washington Hotel, A Wyndham Grand Hotel
See all 829 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.

Frequently asked questions

How much does a Stephens City holiday package cost?
Get set to book, because a trip to Stephens City starts from just . When you bundle your flights, hotels and car rentals into a travel package, you’ll land the biggest deals.
How do I get a cheap travel package to Stephens City?
Bundle your bookings with Expedia to save big on your next trip. With over 550 partner airlines and 1,000,000 hotel options globally, your Stephens City holiday package can be customized exactly to suit your travel style. With all those extra dollars, why not add one or two awesome experiences and tours? It’s an easy way to unlock even more bargains. Your dream holiday in Stephens City is much closer than you thought!
Where should I stay in Stephens City?
Stephens City has numerous popular places to see, including Valerie Hill Winery. Spend your nights in a hotel near this attraction and make sightseeing a breeze.
What are the top hotels in Stephens City?
If this will be your first time in Stephens City, reserve a room at Quality Inn Stephens City - Winchester South or Holiday Inn Express Winchester South-Stephens City, an IHG Hotel. Both hotels offer comfy beds and are popular options with lots of travellers.
How far in advance should I book my Stephens City holiday?
To land discount prices, book nice and early. Airlines typically advertise flight tickets, along with some of the lowest fares, nearly 12 months in advance. Hotels, car rental and experiences should also be booked early so you can have the pick of the bunch. If you’ve decided on a last-minute getaway in Stephens City, there are always lots of great bargains to be had on Expedia. Book your escape today!
What does an Expedia Stephens City travel package include?
Hotels, flights and a reliable car for your road trip adventures. Simply select your favourite bundle and get access to great discounts. Once you’ve made your booking, add on a few tours and experiences and watch your savings grow. When it comes to crafting your Stephens City getaway, the choice is all yours!
What should I know before booking a Stephens City travel package?
You can look forward to saving with an Expedia travel package. Combine your flights, rental cars and hotels and be rewarded with fantastic discounts. You’re not limited to hotels, though. We have beachside villas, chalets in the middle of mountains and everything in between!
If I'm not able to travel, can I cancel my Stephens City holiday package?
Because we understand life can be unpredictable, the answer is yes. For more information, check out our Customer Service Portal. But generally speaking, if you’ve booked your Stephens City holiday package in the last 24 hours, you may be able to change or cancel it for free. Your hotel, airline or car rental company may charge a fee if you made your booking a while ago.

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 savour 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 savour the top-notch restaurants.

Appleland Sports Center

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.