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Winchester Vacation Packages

Our planet is full of incredible faces, places, and stories; you’ll find plenty to keep you inspired in Winchester, in Virginia, United States of America.

Winchester, in Shenandoah Valley, is a city that some 26,000 people call home.

The city is situated some 120 miles (193 kilometers) from the state capital of Virginia, Richmond and about 60 miles (97 kilometers) from Bethesda.

Rediscover times of triumph and turbulence in Winchester by visiting some of the well-preserved local history buildings and sites. Start your history tour at the Belle Grove Plantation, the George Washington's Office and the Stonewall Jackson's Headquarters, which are among the more photographed historic attractions around.

If you could do with a spot of retail therapy amble through the stores and stalls at the Apple Blossom Mall. This is a bustling place packed with fashion, accessories and grocery shops.

Jim Barnett Park is among the most popular botanical parks around the city. Nature lovers enjoy this peaceful space for its well-designed gardens.

In Winchester be sure to investigate some of the interesting museums, such as the Museum of the Shenandoah Valley, where discerning visitors can always learn something new about the world. Explore the collections at your own pace, view the exhibits, then ask around to discover some of the smaller museums in the area.

The natural reserves in the vicinity of Winchester show visitors the animals and plants that exist in the region. To walk through one of the most visited conservation preserves, head out to Cedar Creek and Belle Grove National Historical Park.

While you are in the Winchester area, make time in your itinerary and investigate the local gardens to relax, smell the flowers and see a diverse range of plants. Like many botanical gardens on the planet this delightful place is involved in preserving many plant species.

The Skyline Caverns is a great spot to cap off your adventures in this fascinating part of the world.


Top Hotel Deals

See all 295 Hotels in Winchester
£62
Hotel Modern Winchester

Hotel Modern Winchester

1055 Millwood Pike, Route 50 East, Winchester
4.2
of 5, from 243 reviews
3.0 out of 5.0

Located in Front Royal Entrance, this hotel is within 1 mi (2 km) of Shenandoah University, Winchester-Frederick County Convention & Visitors Bureau, and Apple Blossom Mall. Abram's Delight and Patsy Cline Historic House are also within 2 mi (3 km).

£40
Travelodge - Winchester

Travelodge - Winchester

160 Front Royal Pike, Winchester
3.4
of 5, from 289 reviews
2.0 out of 5.0

Located in Front Royal Entrance, this motel is within 1 mi (2 km) of Shenandoah University, Winchester-Frederick County Convention & Visitors Bureau, and Apple Blossom Mall. Abram's Delight and Patsy Cline Historic House are also within 2 mi (3 km).

£70
Holiday Inn Winchester Se-Historic Gateway

Holiday Inn Winchester Se-Historic Gateway

333 Front Royal Pike, Winchester
4.4
of 5, from 113 reviews
3.0 out of 5.0

Located in Front Royal Entrance, this hotel is 1.1 mi (1.7 km) from Shenandoah University and within 3 mi (5 km) of Apple Blossom Mall and Jim Barnett Park. George Washington's Office and Winchester-Frederick County Convention & Visitors Bureau are also within 3 mi (5 km).

£65
Country Inn & Suites By Carlson, Winchester, VA

Country Inn & Suites By Carlson, Winchester, VA

141 Kernstown Commons Blvd, Winchester
4.3
of 5, from 239 reviews
3.0 out of 5.0

Located in Front Royal Entrance, this hotel is within 6 mi (10 km) of Appleland Sports Center, The Kernstown Battlefield, and Shenandoah University. Winchester-Frederick County Convention & Visitors Bureau and Abram's Delight are also within 6 mi (10 km).

£51
Best Western Lee-jackson Inn & Conference Center

Best Western Lee-jackson Inn & Conference Center

711 Millwood Ave, Winchester
3.4
of 5, from 131 reviews
2.5 out of 5.0

Located in Front Royal Entrance, this hotel is within a 15-minute walk of Shenandoah University, Winchester-Frederick County Convention & Visitors Bureau, and Abram's Delight. Apple Blossom Mall and Patsy Cline Historic House are also within 1 mi (2 km).

£43
Motel 6 Winchester, VA

Motel 6 Winchester, VA

2951 Valley Avenue, Winchester
3.9
of 5, from 89 reviews
2.0 out of 5.0

Located in Front Royal Entrance, this motel is 0.6 mi (1 km) from The Kernstown Battlefield and within 3 mi (5 km) of Apple Blossom Mall and Abram's Delight. Winchester-Frederick County Convention & Visitors Bureau and Shenandoah University are also within 3 mi (5 km).

£75
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

103 E Piccadilly St, Winchester
4.7
of 5, from 217 reviews
3.5 out of 5.0

Located in Old Town Winchester, this spa hotel is within a 5-minute walk of Handley Regional Library, Old Court House Civil War Museum, and Bright Box Theater. Mt Hebron Cemetery and Stonewall Jackson's Headquarters are also within 10 minutes.

£77
Hampton Inn Front Royal

Hampton Inn Front Royal

9800 Winchester Rd, Front Royal
4.2
of 5, from 110 reviews
2.5 out of 5.0

Located in Front Royal Entrance, this hotel is within 3 mi (5 km) of Blue Ridge Shadows Golf Club, Bing Crosby Stadium, and Belle Boyd Cottage. Warren Rifles Confederate Museum is 3.1 mi (5 km) away.

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