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Hotels in Winchester

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About Winchester

Tucked within the pastoral Shenandoah Valley and surrounded by apple orchards, Winchester is the “Apple Capital of Virginia”. With a quaint Old Town centre and variety of historic walking tours, it’s easy to fall back into yesteryear elegance at Winchester.

Things to do

Discover the graceful hospitality of Winchester in the Old Town area and its Loudoun Street Pedestrian Mall lined with eateries, antiques and locally-owned shops. Take guided tours to see period furniture and decor at Abram’s Delight museum as well as Civil War relics at Stonewall Jackson’s Headquarters.

The arts take centre stage at venues, such as Bright Box Theatre and Magic Lantern Theatre, which present drama productions, live music, comedy and entertainment. After the show, walk through the historic district for craft beer and wine tasting.

Explore the country’s agricultural roots at the region's family-owned farms and produce stands, such as Freight Station Farmers Market. You can go apple picking, sample freshly-pressed apple cider and take a hay-cart ride.

At Valerie Hill Vineyard and Winery, you can roam through spellbinding architecture from the early 1800s while enjoying live music and small-bite food pairings and wine tasting. As the weather turns colder, cuddle up for Firepit Fridays or sign up for a “History and Hauntings” dinner. Veramar Vineyard plays host to outdoor movie nights, Friday “wine downs” and special culinary events.

Getting around

The Old Town area is pedestrian-friendly and the Winchester public transit system operates bus routes. Taxis are available or you can rent a car at nearby Winchester Regional Airport. Washington Dulles Airport is about one hour away by car.

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Popular Winchester Hotels

The George Washington - A Wyndham Grand Hotel

The George Washington - A Wyndham Grand Hotel
Address
Winchester, Virginia
Guest Rating
Superb, 9.1
Price
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Description

Situated a brief drive from the Museum of the Shenandoah Valley, The George Washington - A Wyndham Grand Hotel offers historic accommodation in Winchester. It has a fitness centre, as well as free Wi-Fi, a sauna and a Jacuzzi.

Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
Address
Winchester, Virginia
Guest Rating
6.9
Price
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Description

Boasting an outdoor pool, Travelodge by Wyndham Winchester is located in Winchester and provides comfortable accommodation. It also offers a 24-hour reception, an express check-in and check-out feature and meeting rooms.

Country Inn & Suites by Radisson Winchester VA

Country Inn & Suites by Radisson Winchester VA
Address
Winchester, Virginia
Guest Rating
Superb, 9.0
Price
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Description

Country Inn & Suites by Radisson Winchester VA provides comfortable 3-star accommodation in Winchester. It has a gym, as well as an express check-in and check-out feature, an indoor pool and meeting rooms.

Sleep Inn & Suites Winchester

Sleep Inn & Suites Winchester
Address
Winchester, Virginia
Guest Rating
Fabulous, 8.6
Price
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Description

Sleep Inn & Suites Winchester provides a comfortable setting while in Winchester. It features a gym, as well as free Wi-Fi, a safe and an indoor pool.

La Quinta Inn & Suites Winchester

La Quinta Inn & Suites Winchester
Address
Winchester, Virginia
Guest Rating
Very Good, 8.2
Price
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Description

La Quinta Inn & Suites Winchester is located in Winchester and features free Wi-Fi and an indoor pool. It also offers meeting rooms, a 24-hour reception and an express check-in and check-out feature.

Red Roof Inn Winchester

Red Roof Inn Winchester
Address
Winchester, Virginia
Guest Rating
Good, 7.0
Price
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Description

Red Roof Inn Winchester provides charming 3-star accommodation in Winchester. Guests can also enjoy complimentary internet throughout the property.

Wingate by Wyndham Winchester

Wingate by Wyndham Winchester
Address
Winchester, Virginia
Guest Rating
Very Good, 8.4
Price
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Description

Situated in Winchester, Wingate by Wyndham Winchester provides contemporary 3-star accommodation, as well as an indoor pool. It also offers an express check-in and check-out feature, a 24-hour reception and meeting rooms.

Holiday Inn Winchester Southeast-Historic Gateway

Holiday Inn Winchester Southeast-Historic Gateway
Address
Winchester, Virginia
Guest Rating
Superb, 9.0
Price
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Description

Situated in Winchester, Holiday Inn Winchester Southeast-Historic Gateway offers modern 3-star accommodation, as well as an indoor pool. The various amenities this stylish hotel has to offer include an executive floor, a sun deck and a beauty centre.

Quality Inn Winchester

Quality Inn Winchester
Address
Winchester, Virginia
Guest Rating
Fabulous, 8.7
Price
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Description

This comfortable hotel in Winchester offers free wireless internet, as well as an outdoor pool and an express check-in and check-out feature. It also provides a BBQ/picnic area, a 24-hour business centre and meeting rooms.

Hampton Inn Winchester-University/ Mall

Hampton Inn Winchester-University/ Mall
Address
Winchester, Virginia
Guest Rating
Superb, 9.0
Price
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Description

Hampton Inn Winchester-University/ Mall is situated in Winchester and is close to the area's well-known attractions. It also features an outdoor pool and a fitness centre.

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