Find hotels in Stephenson, VA from $58

The best area to stay in Stephenson is Stephenson itself, particularly the area around the intersection of Main Street (Route 11) and Fairfax Pike.This area is the heart of Stephenson, offering a quiet, rural setting with convenient access to amenities. You'll find a few local shops and eateries along Main Street, and it's well-connected to larger towns like Winchester for more extensive dining and shopping options. The landscape is primarily open fields and residential properties, providing a peaceful environment.For couples seeking a relaxing getaway, Stephenson provides a tranquil escape. Its proximity to scenic drives and local vineyards offers opportunities for leisurely day trips. The slower pace of life here is ideal for unwinding and enjoying each other's company without the distractions of a bustling city.Families will also find Stephenson appealing due to its quiet surroundings and access to outdoor activities. The area allows for easy exploration of nearby natural attractions and historical sites, providing educational and engaging experiences for all ages.

The best time to visit Stephenson, Virginia, is during the spring (April to early June) and fall (late September to October) months.Spring in Stephenson offers pleasant temperatures, blooming dogwoods, and lush greenery, making it ideal for outdoor activities like exploring the local orchards or visiting nearby historical sites. The weather is generally mild, allowing for comfortable sightseeing and enjoying the natural beauty of the Shenandoah Valley. Many local farms begin their seasonal operations, offering fresh produce and U-pick experiences.Fall brings cooler temperatures and the vibrant colors of autumn foliage, especially beautiful along scenic drives like the nearby Skyline Drive. This season is great for wine tasting at local vineyards, apple picking, and attending harvest festivals in the surrounding area.

With Expedia, you earn OneKeyCash™* on eligible Stephenson hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.