For a perfect escape from the everyday, grab your suitcase and make tracks to Winchester.

Packages in Winchester

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Winchester Vacation Packages

This is a place in Shenandoah Valley that roughly 26,000 residents live in.

Richmond, the state capital, is roughly 120 miles (193 kilometers) South of Winchester, and Old Town Winchester is 0.1 miles (0.1 kilometers) to the southeast.

There’s no better way to experience the tastes, textures and traditions of a region than to spend a day with someone special meeting its dedicated vintners and sampling their delights. Experts and newcomers alike should head to Bluemont Vineyard and Chester Gap Cellars. Should those wineries give you a taste for more, spending some time at Glen Manor Vineyards and Veramar Vineyard will only deepen your appreciation for the conditions, craft and care which go into making each fine drop.

On a fine day, pack a picnic and see one or two of the scenic parks here. Two of the most visited local parks and gardens are Skyline Caverns and Jim Barnett Park. State Arboretum of Virginia and Cedar Creek and Belle Grove National Historical Park are two more outdoor spaces that are perfect for lazy days.

If in Winchester, pay a visit to Winchester Visitors Center to learn a bit about your destination.

The Museum of the Shenandoah Valley offers an enlightening escape for those looking to broaden their general knowledge. Take a self-guided tour, lose yourself in the exhibits, then inquire around to find some of the more eclectic museums in town.

Winchester is home to Duvall Designs Gallery and The Fire House Gallery, two havens for art and culture.

It’s impossible to truly understand a place until you know its story. Thankfully, Winchester has preserved some of its most significant historic sites. The Shenandoah University and Belle Grove Plantation are two of the most visited heritage places. Stonewall Jackson's Headquarters and George Washington's Office are just two more of the many fascinating places to learn about the past in Winchester.

Appreciate the architecture, grasp an understanding of the culture and discover the grounds of Holy Cross Abbey, an impressive spiritual sanctuary.

If you love shopping for the perfect bargain, you'll want to check out the stores and stalls in the Apple Blossom Mall. Investigate what the locals are wearing and take home a few items for yourself.

Thanks to the efforts of its artistically minded locals, the Winchester region offers some popular live performance venues. See established and up-and-coming artists live on stage at the Winchester Little Theater and Wayside Theater.

A vacation is no reason to neglect your game when staying in Winchester. Spend a few hours at Virginia National Golf Club, where you will discover the most challenging fairways in the area. Pick up your lucky seven iron and hit the fairways, then wrap up an enjoyable day with a drink with friendly locals.

The Handley Regional Library and Rocking S Ranch are a couple of not-to-be-missed attractions for travelers of all ages in the Winchester area.

Accommodation in Winchester

Before heading to Winchester, book one of the 34 Winchester lodgings that can be found on Expedia's hotel website.

Begin your search for the ultimate Winchester base by browsing the guest services at the high-rating The George Washington Hotel, A Wyndham Grand Hotel, located at 103 E Piccadilly St, and the Hampton Inn Front Royal, at 9800 Winchester Rd. If you want to see what the more economical options are like, the Hampton Inn - Winchester N/Convention Center, at 1204 Berryville Avenue, and the Holiday Inn & Suites Front Royal Blue Ridge Shadows, at 111 Hospitality Drive, are worth considering as well.

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