Stephens City, VA

Travel Guide

A mountainous landscape with autumn foliage.
A mountainous landscape with dense forests and a valley.
A forested mountain range with autumn foliage.
A forested mountain range with autumn foliage.
A cemetery with brick headstones and a wooden fence.
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
$76 nightly
The price is $85 total per night from Nov 8 to Nov 9
$85 total
Nov 8 - Nov 9
Total with taxes and 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. ...
Holiday Inn Express Winchester South-Stephens City by IHG
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike Winchester VA
$70 nightly
The price is $77 total per night from Dec 1 to Dec 2
$77 total
Dec 1 - Dec 2
Total with taxes and fees
Stay at this motel in Winchester. Enjoy free parking, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (1,072 reviews)
"Je remarque que lorsque nous réservons avez Expedia nous avons des chambres médiocres. La salle de bain excessivement petite et très salle. Je ne retournerai plus à cet endroit et je ne réserverai plus avec Expedia"

Reviewed on Nov 3, 2026

Travelodge 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
$130 nightly
The price is $148 total per night from Nov 19 to Nov 20
$148 total
Nov 19 - Nov 20
Total with taxes and 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 ...
The George Washington Hotel, A Wyndham Grand Hotel
See all 946 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.
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

Rileyville VA
Stay at this cabin in Rileyville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Chalybeate Spring and Fort Valley Public Library are ...
10/10 Exceptional! (390 reviews)
"Second visit to this property and we like it alot. The basics are there but definitely bring other cookware if you are the type of person to cook at home rather then eat out all the time. Overall pleased and have recommended to other friends and family of ours."

Reviewed on Nov 1, 2026

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

Rileyville VA
Stay at this cabin in Rileyville. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Chalybeate Spring and Fort Valley Public Library are located ...
9.8/10 Exceptional! (345 reviews)
"Beautiful cabin in a private location with a good view. Firewood was provided and grill too. Hot tub was easy and relaxing. Had a great time."

Reviewed on Nov 2, 2026

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
Your Peaceful Getaway in the Blue Ridge.

Your Peaceful Getaway in the Blue Ridge.

Bluemont VA
Stay at this cabin in Bluemont. Enjoy laundry facilities and air conditioning. Popular attractions Cool Spring and Holy Cross Abbey are located nearby.
8/10 Very Good! (9 reviews)
"It’s at the end of a dead end road in the woods with no lights. Very hard to find after dark. I had good communication with host util it was time to get access info. Was never able to access the property. I saw this happened before. I traveled over 5 hours -fortunately VRBO made it right and refunded ..."

Reviewed on Nov 3, 2026

Your Peaceful Getaway in the Blue Ridge.
See all 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.

Stay near popular Stephens City attractions

Valerie Hill Winery

9.6/10 (5 reviews)
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.
See properties

Frequently asked questions

Is Stephens City worth visiting?
Stephens City is worth visiting for its unique attractions, such as Valerie Hill Winery and Appleland Sports Center. Travelers can also enjoy a diverse food scene, with many options for Italian and Asian cuisine, offering a taste of different culinary traditions.
When is the best time to visit Stephens City?
The best time to visit Stephens City is from May through September, when the climate is most pleasant for travelers. For fewer crowds and better value, the quieter months of November through February are a good bet, offering cooler weather and a chance for snow.
What is Stephens City known for?
Stephens City is known for Valerie Hill Winery, where travelers can enjoy local wines. The city is also home to the Appleland Sports Center, offering various activities. Travelers can also find a local Italian food culture to explore.
What is a good itinerary length for Stephens City?
A good itinerary length for Stephens City is one to two days to visit Valerie Hill Winery and Appleland Sports Center. An extended stay of two to three days allows travelers to explore the local dining options, including Italian, Asian, and Latin American cuisine.
What are the top things to do in and around Stephens City?
Stephens City has a few places to enjoy, from wine tasting to sports:


What cuisines can you find in Stephens City?
In Stephens City, travelers can find Italian cuisine, with dishes like pasta, pizza, and lasagna. There are also options for Asian, North American, and Latin American food, including Mexican dishes, as well as European Mediterranean flavors.
Can I book a refundable hotel in Stephens City?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Stephens City by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Stephens City with Expedia?
Expedia makes it easier to plan your Stephens City trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Stephens City?
The best choice depends on your travel style. Hotels in Stephens City can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Stephens City trip on Expedia?
Once you've booked your Stephens City trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Stephens City trip?
Expedia offers customer support before, during, and after your Stephens City trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Stephens City?
If it's your first trip to Stephens City, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Stephens City hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Stephens City hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Stephens City

A mountainous landscape with autumn foliage.

Front Royal

A mountainous landscape with autumn foliage, rocky outcrops, and a valley below.

Middletown

A sign reading "Dinosaur Land" with a backdrop of trees and grass.

White Post

A white neoclassical building with columns and a clock tower, surrounded by brick buildings and a clear blue sky.

Winchester

Explore a world of travel with Expedia