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The Nancy Shepherd House Inn is the perfect starting point for
exploring Winchester and the Shenandoah Valley!


Winchester Chamber of Commerce
Discover Our Town
Virginia Gathering Guide
Frederick County Historical Society
Virginia Is For Lovers
Virginia Romantic Getaways
Shenandoah Valley Web
Old Courthouse Civil War Museum
UK American Civil War Round Table

Linden Vineyards
Chateau O’Brien
Rappahannock Cellars
Naked Mountain Vineyard & WInery

Niçoise Café
Village Square
One Block West
Winchester VA Restaurant Reviews!

Six Star Catering

Annie & Mac - Old TIme Music
The Murphy Method - Learn Bluegrass by Ear

Snapp-Shot Photography LLC
Aaron Riddle Photography
Fast/Affordable Civil Services in Winchester
Weddings by JudySue

Innkeeper David McLaughlin's
youngest daughter Julia on the
cover of Winchester Life magazine.

Winchester is THE MOST "Happening Place"!


Every day, many of the tourists visiting the Shenandoah Valley stay at one of the fine Winchester VA bed and breakfast inns that this quaint town has to offer. Winchester, Virginia, the hometown of Patsy Cline, is the heart of the Shenandoah Valley. It is chosen by travelers as the obvious center for Shenandoah and Blue Ridge touring because it is so close to an endless number of fun sights and attractions in four states.

Underground caverns are nearby and always a popular attraction. Winchester VA is close to the northern entrance to the Skyline Drive/Blue Ridge Parkway. Civil War battlefields are all around since Winchester, VA was in the middle of some of the heaviest activity during the war. Washington, D.C., Baltimore, Harpers Ferry, Fredericksburg, Antietam, Mannassas, Middleburg, Leesburg, Alexandria, Middleburg, and Gettysburg are all within an hour and a half drive of Winchester VA.

Winchester VA is also the perfect point from which to tour the northern Virginia wineries and vineyards. The beautiful Belle Grove Plantation is also nearby, and a must-see for anyone interested in Virginia's historic estates.

But the historic town of Winchester VA itself is reason enough to visit. Winchester, Virginia, the oldest British colonial settlement west of the Blue Ridge is full of its own attractions. From three Winchester VA bed and breakfast inns, you can walk to the Loudoun Street Pedestrian Mall, the Museum of the Shenandoah Valley, the Little Theater, George Washington's Office, Stonewall Jackson's Headquarters, and numerous churches, shops, museums, galleries, cafes, restaurants, and pubs. And there are several other fine Winchester VA bed and breakfast inns just outside of town within easy driving distance to the town’s historic center. Winchester even has a London Taxi service to bring you into town from one of the inns on the outskirts of town if you like.

Winchester VA is great for kids, too. There are several nice parks, swimming pools, a Fun Expedition, the Sportsplex, mini-golf, the the Handley Library, the Discovery Museum, a petting zoo, Dinosaur Land, and so much more.

Did you know that Winchester VA is the wedding capital of the east coast? That’s right. Winchester VA has more weddings per capita than any other town east of the Mississippi. Couples in love come to Winchester VA from all over the nation to get married every single day because there is no waiting period. And because of that, Winchester’s bed and breakfast inns specialize in romantic stays, some of the innkeepers are even licensed to perform wedding services. As for wedding chapels, Winchester VA has too many to count. So every single day, couples get married in Winchester and spend their honeymoon at the romantic inns in and around town.

The Shenandoah Valley is known for its spectacular seasonal changes, so thousands of tourists flock to Winchester for its festivals of every season. Of course there is the Shenandoah Apple Blossom Festival, which brings hundreds of thousands of visitors to Winchester VA the first week of every May. There are countless arts and crafts festivals, fairs, wine festivals, and equine events during the summer season. Winchester is just ten miles from the Blue Ridge Hunt and 20 miles from the Charles Town Races. Many visitors simply relax while canoeing on the Shenandoah River, or they go biking or hiking in the hills and mountains all around. The Appalachian Trail is very close to Winchester VA. Every Friday evening during the summer, the Bluemont Concert Series gives the town folks and its visitors a delightful show at the courthouse square. Then in the fall there are several harvest festivals, Civil War battle reenactments, and the Historic Long Branch Hot Air Balloon and Wine Festival. Even the winter season brings throngs of visitors to Winchester VA. Thousands come for Winchester’s famous Holiday House Tour. And plenty of other winter events right in or near Winchester VA. Live music shows and fantastic plays are frequent happenings in Winchester VA.

During spring, summer, and autumn, the Winchester VA bed and breakfast inns are often filled to capacity, but the Winchester’s B&B inns are very popular places in the winter too, and are all known for their cozy comfort. Most offer wine, cheese, and crackers, or a fine ale and a book to read by a fireplace. One old inn downtown even hosts live music events in the ale room during the winter and on the patio during the warmer seasons. All of Winchester’s bed and breakfast innkeepers are known for their warm hospitality, their knowledge of fun things to do in the area, and their amazing hearty breakfast feasts.

No visit to the Shenandoah Valley would be complete without a stay in Winchester VA, and lodging at one of Winchester’s fine bed and breakfast inns would simply make your Shenandoah Valley visit perfect.

Written by David McLaughlin - innkeeper, Nancy Shepherd House Inn Bed and Breakfast Winchester VA- 2008 used by with permission

The Nancy Shepherd House • 618 South Loudoun Street • Winchester, VA 22601
Phone: 540-247-5073