Winchester Virginia Accommodations

When Is the Best Time to Visit Winchester, VA?

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.

Where Will I Find Discount Hotel Rates in Winchester, VA?

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.

What Are the Best Hotel Values in Winchester, VA?

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.

What Should I Experience During My Stay in Winchester, VA?

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.