The Winchester center is approximately the area of Patsy Cline Historic House Museum and the area of Abram's Delight Museum.
You'll find the best weather in Frederick County from mid to late spring through autumn, so travelers have lots of scheduling options. The annual Apple Blossom Festival, held the first week in May, is also a popular time to visit Winchester. If you want to save money by taking advantage of the offseason, consider visiting Winchester in February, March, November, or December. You'll generally find pleasant temperatures and minimal rain during these times.
If you want a special rate for your Winchester hotel room, you're in luck. These properties offer discounts for group members, seniors, and other designated individuals.
The Wingate by Wyndham Winchester is prized for its convenient location just off the highway as well as its competitive discounts for AAA and CAA members, government employees, seniors, AARP members, veterans, and military members. This property features pet-friendly accommodations along with free wireless internet in every guest room, a complimentary breakfast buffet, an on-site fitness center, and an indoor pool. Each room also has a microwave and a refrigerator so you can save even more money by preparing simple meals and snacks during your stay.
La Quinta Inn & Suites by Wyndham Winchester provides contemporary, updated rooms at an affordable price thanks to discounts for military members and vets, AARP members, government employees, American and Canadian Auto Association members, and senior citizens. This budget property features an indoor pool, free breakfast, free parking, a picnic area with barbecue grills, available laundry service, 24-hour housekeeping, and an on-site fitness center.
Located about 15 miles from Winchester, the Fairfield Inn & Suites Strasburg Shenandoah Valley provides convenient access to Hupp's Hill Civil War Park. This Marriott property offers special rates for AAA and CAA members, military members and veterans, government workers, and employees of eligible corporations. In addition, seniors can save up to 15% off the best room rates available. Hotel amenities include breathtaking mountain views, complimentary hot breakfast, upgraded bedding, a 32-inch LCD HDTV, free high-speed Internet, indoor heated pool, and a fitness room. If you don't mind a bit of a drive, this is a great choice for those headed to the Winchester area.
When you want a great value, you want to feel like you got more than you paid for, which is especially important on a limited travel budget. These hotels allow you to stretch your dollars thanks to the incredible value they provide.
Holiday Inn Winchester SE Historic Gateway gets high marks for value. This convenient hotel offers proximity to Shenandoah Valley attractions and historic sites, free wireless internet, free parking, a complimentary shuttle service, a 32-inch LCD HDTV with HBO in each room, an ergonomic workspace, a mini fridge, a microwave, a coffee maker, and an iPod docking station in each room.
Country Inn & Suites by Radisson Winchester VA provides your choice of individual guest rooms and spacious suites that are ideal for a long-term stay. This quiet, family-friendly property is a short walk from the Alamo Drafthouse Cinema and other local attractions. Amenities include in-room HBO, free high-speed wireless internet, complimentary tea, coffee, and cookies, and even an on-site lending library.
Holiday Inn Express Hotel & Suites Winchester is an outstanding deal, especially when you take advantage of a last-minute flash sale. Every room features high-speed internet access, an ergonomic workspace, a hair dryer, a mini fridge, a microwave, a coffee maker, a clock radio iPod dock, and a flat-screen TV with cable. If you're traveling with family members or older children, you can even request adjoining rooms.
On a gorgeous day, explore the natural beauty of the Shenandoah Valley with a visit to Rocking S Ranch, where the whole family can ride horses and soak up the sun and fresh air. This popular destination offers trail rides, pony rides, riding lessons, and even pizza parties.
Museum of the Shenandoah Valley allows residents and visitors to experience the heritage of this unique region. Stroll through 6 acres of lavish gardens, step back in time by passing through the doors of a restored 18th-century home, and view the permanent and rotating exhibitions in the 50,000-square-foot museum designed by renowned architect Michael Graves. Make sure to check the museum's calendar for special events, like the popular live music performances during the summer months.
While you're engaged with local history, don't miss a visit to Stonewall Jackson's Headquarters. Open from April through October, this Gothic Revival home was built in 1854 and appears on the National Register of Historic Places. Confederate Major General Stonewall Jackson lived here with his wife in 1861 and 1862. Today, the home has been converted to a museum and showcases many of the general's personal artifacts and looks much as it did during its early days.
Legendary country music performer Patsy Cline was also born in Winchester and lived here throughout her childhood and while pursuing her entertainment career. The home where Cline lived from 1948 to 1953 during her young adulthood is currently open as a museum celebrating the singer's life. It's a classic example of Greek Revival architecture and also houses a gift shop that will appeal to fans.
Built in 1754, Abram's Delight is the oldest home still standing in Winchester. Exploring the home and the nearby log cabin provides a vivid picture of the lives of these early settlers. The Hollingsworth family lived in the home for five generations and more than 200 years.
On your way out of town, don't forget to stop at Marker Miller Orchards and Farm Market for fresh produce, homemade fudge, and apple cider donuts. Whether you are planning a weekend getaway on a tight budget or a lavish vacation with the finest accommodations, you'll find the ideal lodging when you select from this carefully curated list.
Below are reviews of the city of Winchester, VA from an actual visitor's perspective.
Pleasantly surprised at how quaint the city was. People friendly, great atmosphere. Will definitely be back
The historic buildings and sites! Great place to walk around.
There was so much to do down town and all the parks.
Loved it … we were here for a family reunion so a lot of family stayed here. My brother lives here in Winchester and we loved Historic Winchester, will be staying at George Washington next time.
Significant history , convenient to several restaurants. Close to Winchester as well as Stephen's City.
I have read about the city's 18th & 19th century history, and it's nice to see so much of that history still stands.
Very friendly downtown area with nice restaurant options, rather than chain restaurants. Fun fact, Patsy Cline is from Winchester and her humble family home is available to tour.
Chinatown Asian Specialties has wonderful authentic Chinese food and I highly recommend it.
Quiet
Visited the Texas Roadhouse for dinner. Wonderful restaurant!
Dunkin Donuts is right next to the hotel in a building that has food, gas and beer and the Summit Point racetrack where I work race weekends is just up the road. It's the perfect place for me and the price is very affordable.
I had family there.
Not much to do other than a horse show.
Nice choice of restaurants nearby.
We stayed for the Shenandoah Valley Fiber Festival, which was fantastic! Also, ate at 3.14 at the hotels suggestion and food was great.
Just spent night; got 10% off golden corral next to hotel
The Chinese buffet down the road is excellent.
The majority of my time was spent in Berryville. I did not get a chance to see much of Winchester. I LOVED the town of Berryville!
It was a very fun weekend. Very nice area for choices of meals and just going for a walk.
I lived there when i was younger in fact right across the railroad tracks from where the motel is what an apple peach orchard and that is where we lived, so a lot of memories came back
Convenience Access to the highway. Has a lot of different restaurants and hotel!
Winchester is a varied town. There is very good shopping and restaurants here as well as things that you can do.
I believe Winchester to be inviting and beautiful with plenty of shopping and eating establishments available
Cool historic district.
I resided in the Winchester area for nearly 20 years, and Travelodge always provided good value in lodging.
Quaint old town,
Nice place to visit
Family lives there
Love old Winchester.
Great views and great historical sites to see!
Shopping is the greatest!
Beautiful city with so much history! Old Winchester was great to visit.
It's a beautiful area, and I wish I had more time to explore!!! I will be back again!!
It's a beautiful area!! I wish I had more time to explore! I will be back again!!
t's a beautiful area! I wish I had more time to explore, but I will definitely be back again!
Very nice place to stop on our trip. Lots to offer!
Area restaurants
I like Winchester. Have stayed there many times. Have never had a problem.
Old town was fun snd Civil War museum informative. I would love to spend more time poking around in warmer weather
Loved walking around old town.
I really like old Winchester Walking Mall!
The rustic appeal of the buildings!
We were in town to visit some wineries!
I had one of the best ribeye steaks I have had in a long time at the nearby Longhorn restaurant!
Nice friendly town.
Historical downtown very nice
We didn't see too much because it was dark. We went near the mall area to go to dinner, nice variety of stores.
The downtown in old Winchester was great.
There is so much to see all around especially where the hotel is. There are a lot of restaurants and stores and Old Town is just down the road. The college is there, the park is there. It's wonderful!
Historic town, 2024 technology, and friendly culture for all.
We like to visit the historic district and I am a Civil War buff.
Very nice!
Claudio's restaurant has excellent Italian food and pizza!
Excellent location, lots of places to eat that are close to hotel.
History, the town is full of it!!!!
Nice stores!
Plenty of places to eat!
Very nice city.
Mexican restaurant food nearby was excellent!
Shenandoah campus!! Go hornets 🐝
Shops!
The Colonial characters downtown. Learned a lot about George Washington!
There are many restaurants to choose from here.
There are many restaurants to choose from here.
Close to highway.
Have loved Winchester and always stopped there on our trips south since the 1960, friendly, easy on and off 81…most economical.
Violin Restaurant.