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Winchester Vacation Packages

Need a break from the rat race? Winchester offers a good number of things to see and do.

Packages in Winchester

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Winchester Vacation Packages

The population of this area of Shenandoah Valley is approximately 26,000.

You can find this destination some 120 miles from Richmond, the state capital of Virginia. It is also roughly 7 miles from Brucetown.

The area's wine yards certainly know how to delight the senses. Meet the dedicated vintners, sample some expertly crafted wines and enjoy a great day out at the Bluemont Vineyard and the Chester Gap Cellars. Should those wineries give you a taste for more, head for the Glen Manor Vineyards and the Veramar Vineyard.

Pack some lunch and take some time out in the peaceful, green surroundings of Skyline Caverns and Jim Barnett Park. State Arboretum of Virginia and Cedar Creek and Belle Grove National Historical Park are two more pleasant spots to while away a lazy afternoon and finally read that neglected book of yours.

Find out about Winchester by picking up some brochures and asking the staff a few questions at Winchester Visitors Center and Dickey Ridge Visitor Center.

It has been said that, "Never does nature say one thing and wisdom another." Keep this in the back of your mind as you admire Dickey Ridge Trail.

Expand your mind by stepping though the doors of the Museum of the Shenandoah Valley. Meander through the halls, see the highlights and be sure to ask about any special events or upcoming exhibitions.

Featuring a fascinating collection of scientific artifacts and displays, Mackintosh Fruit Farm is worth spending an afternoon at.

You'll discover the different manifestations of art and culture in the local area at the Duvall Designs Gallery and the Fire House Gallery.

To discover more about the area's colorful past, pay a visit to its historic structures and monuments. Begin your local history tour at the Shenandoah University or Belle Grove Plantation. When it comes to days of old, the stories are countless. Stonewall Jackson's Headquarters and George Washington's Office are two more insightful places to check out.

Those with an interest in religion ought to check out Holy Cross Abbey.

Apple Blossom Mall is the best place to spend the day if you enjoy shopping or you're after a bite to eat.

For a memorable night out, take that someone special to the Winchester Little Theater or Wayside Theater, two well-frequented live performance venues.

Lose yourself in the greens, fairways and sand traps of Virginia National Golf Club, the best place for eagles and birdies here.

Before you pack up your bags and make your way home, be sure to visit some of the area's lesser-known attractions. The Handley Regional Library and the Barns of Rose Hill are a couple of good options. If you can fit it in, also visit Rocking S Ranch and Watermelon Park Campground.

Accommodation in Winchester

Pre-booking the perfect place to stay contributes to great vacations. Check out some of the most popular hotel deals in Winchester on Expedia's user-friendly lodging guide.

Winchester lodgings include The George Washington Hotel, A Wyndham Grand Hotel and Hampton Inn - Winchester N/Convention Center.


Top Hotel Deals

See all 298 Hotels in Winchester
£79
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

103 E Piccadilly St, Winchester
4.6
of 5, from 745 reviews
4.0 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.

£62
Wingate by Wyndham Winchester

Wingate by Wyndham Winchester

150 Wingate Dr, Winchester
4.4
of 5, from 719 reviews
3.0 out of 5.0

Located in Front Royal Entrance, this hotel is within a 10-minute walk of Abram's Delight, Winchester-Frederick County Convention & Visitors Bureau and Apple Blossom Mall. Shenandoah University and Patsy Cline Historic House are also within 1 mile (2 km).

£37
Travelodge - Winchester

Travelodge - Winchester

160 Front Royal Pike, Winchester
3.4
of 5, from 1,203 reviews
2.5 out of 5.0

Located in Front Royal Entrance, this motel is within 1 mile (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 miles (3 km).

£63
La Quinta Inn & Suites Winchester

La Quinta Inn & Suites Winchester

1055 Millwood Pike, Route 50 East, Winchester
4.2
of 5, from 1,013 reviews
3.5 out of 5.0

Located in Front Royal Entrance, this hotel is within 1 mile (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 miles (3 km).

£40
Super 8 Front Royal

Super 8 Front Royal

111 South St, Front Royal
3.3
of 5, from 340 reviews
2.5 out of 5.0

Located in Front Royal Entrance, this hotel is within a 10-minute walk of Blue Ridge Arts Council and Gallery and Front Royal Visitor's Center. Warren Rifles Confederate Museum and Belle Boyd Cottage are also within 15 minutes.

£62
Country Inn & Suites By Carlson, Winchester, VA

Country Inn & Suites By Carlson, Winchester, VA

141 Kernstown Commons Blvd, Winchester
4.5
of 5, from 1,065 reviews
3.5 out of 5.0

Located in Front Royal Entrance, this hotel is within 6 miles (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 miles (10 km).

£64
Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley

33760 Old Valley Pike, Strasburg
4.4
of 5, from 492 reviews
3.0 out of 5.0

Located in Front Royal Entrance, this hotel is within 2 miles (3 km) of Hupp's Hill Civil War Park, Strasburg Town Hall and Strasburg Museum. Strasburg Theater and Cedar Creek Battlefield Foundation are also within 3 miles (5 km).

£65
Holiday Inn Winchester Se-Historic Gateway

Holiday Inn Winchester Se-Historic Gateway

333 Front Royal Pike, Winchester
4.5
of 5, from 488 reviews
3.5 out of 5.0

Located in Front Royal Entrance, this hotel is 1.1 mi (1.7 km) from Shenandoah University and within 3 miles (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 miles (5 km).

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