Winchester holds 250 years’ worth of history, including George Washington’s first public office, Stonewall Jackson’s headquarters, and civil war battlefields, offering visitors various things to see and do here. Not a history buff? The quaint old town of Winchester provides something for everyone. If you’re looking for something to do, consider taking a tour of some of Winchester’s Wineries and Breweries. There are many to choose from.

Winchester Ciderworks
2504 N FREDERICK PIKE, WINCHESTER, VIRGINIA
A chance meeting at a local bluegrass concert in 2011 between an Englishman homesick for quality cider, and a local orchardist of German descent, led to the marriage of old-world tradition with new world know-how that makes Winchester Ciderworks unique.
James Charles Winery & Vineyard
4063 MIDDLE RD, WINCHESTER, VA
James Charles Bogaty had a vision for the Shenandoah Valley to produce internationally-renowned wines, and in 1995 he and his wife, Della, bought a 100-acre tract of land on the banks of the Shenandoah River, west of Berryville. In 2000, James and Della opened Veramar Vineyard, becoming the 63rd winery in Virginia. It has since grown to produce over 10,000 cases of wine a year.
Misty Mountain Meadworks
1531 PACK HORSE RD, WINCHESTER, VA
Misty Mountain Meadworks is a small Virginia Farm Winery. We specialize in making Mead, which some people call honey-wine. We are the oldest operating meadery in Virginia. The Meadery is owned and operated by the Copeland family in Winchester, VA.
The Briede Family Vineyards
450 GREEN SPRING ROAD, WINCHESTER, VA
We are a family owned and operated Certified Organic vineyard located in the Shenandoah AVA (American Viticultural Area). Although we have been growing grapes for the past 5 years, 2017 was our first crop. We have available the 2017 vintage in our tasting room from our Organic grapes Arandell (red) and Cayuga (white). “Verde” was our first release this spring 2018 and Arandell followed this summer 2018. Our sparkling wine is aging on its lees and expected release will be 2019. We invite you to come taste Champagnes from producers like Billecart-Salmon, Ayala, and lesser known Poilvert-Jacques. Come experience the beauty of the beneficial habitat that supports our vineyard while you sip on some champagne.
Valerie Hill Vineyard & Winery
1687 MARLBORO ROAD, STEPHENS CITY, VA
Valerie Hill Vineyard & Winery is a family owned and operated farm winery born from our commitment to preserve the rural beauty of the Commonwealth, our desire to build a legacy for future generations of our family, and our passion for Virginia wine. Located just south of Winchester near Stephens City, Virginia, our 18 acre farm is steeped in history. The focus of our winery is our Tasting House, a Federal style brick manor house dating back to 1807 and the namesake of our business – Valerie Hill.
Muse Vineyards
16 SERENDIPITY LN, WOODSTOCK VA
Located along a scenic bend of the North Fork of the Shenandoah River, just 30 miles outside Winchester, Muse Vineyards offers a truly unique wine country experience in Woodstock, Virginia. Just minutes from the charming shops, restaurants, and accommodations of downtown Woodstock, our vineyard is a peaceful retreat nestled in the heart of the Shenandoah Valley.
As an estate winery, Muse Vineyards combines time-honored European winemaking techniques with cutting-edge viticultural science to craft exceptional, small-batch wines. Our dedication to quality has earned us numerous accolades, including the prestigious Virginia Governor’s Cup and a double gold medal at the 2018 San Francisco International Wine Competition for our Clio 2013 vintage.
Extend your visit with a stay at the Muse Vineyards Farmhouse, a beautifully preserved 225-year-old Mennonite home with exposed log interior and rustic charm. Set on the vineyard’s scenic property, the farmhouse offers easy access to hiking trails and outdoor activities, with the Shenandoah National Park trailheads just a quarter mile away.
Veramar Vineyard
905 QUARRY ROAD, BERRYVILLE, VA
Veramar Vineyard is located of Rt 7 in the northern Shenandoah Valley AVA of Virginia. Right over the Blue Ridge Mountains from Loudoun County, Veramar is a short drive from Leesburg or Winchester, and easily accessible from Washington, DC, Northern Virginia, Frederick, MD, Harpers Ferry, WV, and the Interstate 81 corridor. This hidden gem, nestled in the rolling hills near the Shenandoah River, has an expansive view of the mountains from the 28 acres of vineyards and the rustic yet elegant tasting room and terrace. In this idyllic setting we grow Cabernet Franc, Chardonnay, Seyval Blanc, Traminette, Norton, Albariño, Vidal Blanc and Malbec wine grapes, and make Virginian wine across a spectrum of varietals and blends. Each wine distinctively expresses our dedication to premium Virginia winemaking. The Bogaty family founded Veramar in 2000, when there were very few wineries operating successfully in this part of the state. Since then, the business has grown to include their son, Justin Bogaty, as winemaker.

Alesatian Brewing Co.
21 & 23 North Loudoun Street, Winchester, VA
The legacy of Alesatian flows from the mountains and farms of the Alsace-Lorraine region of France, along the German border, where tastes emerge from a bold mix of cultures and traditions. It is the ancestral homeland of the Ritenour family of Stephens City Virginia, brewers of Alesatian. Much has changed in Europe since the Ritenours lived there in the 1500’s, but the brewers of Alsace still cherish the distinctive heritage of their art. So it is today: respect for purity and authenticity guide every ingredient and every decision at the Virginia brewery. In windswept Alsace, sunlight burns through a grey sky and seems to set a farmer’s field on fire. Flowers on a mountaintop dance under racing clouds. In an old stone brew-house, men and women descended from generations of brasseurs discuss a slight variation on a traditional recipe. Emotions may rise, but never voices: everyone knows the winning argument can only be flavor.
Escutcheon Brewing Company
142 W Commercial St., Winchester, VA
We make the beer here. We can and package the beer here. We serve the beer here. We welcome our community to join us and share the labors of our love every chance we get: festivals, fundraisers, celebrations, good Ol’ Day Drinking, ping pong, swanky Soirees. Any opportunity to share a pint, really. The Escutcheon family has become just that; we don’t just work together, we are like family.
Winchester Brew Works
320 N. Cameron St., Winchester, VA
Our team of owners consists of 2 couples brought together by a mutual love of engineering and beer, which naturally translated into homebrewing. While homebrewing and enjoying the thriving brewery scene in Virginia, somehow we decided that opening our own 3-barrel nano-brewery in Old Town Winchester would be an exciting adventure. We’re currently the only majority woman-owned and -brewed establishment in the state of Virginia (well, at least as far as we’ve been able to determine), which is pretty excellent. We love the Shenandoah Valley and we really love beer. We love beer so much that we think it should be made right here in Old Town. Women brewing in Virginia is nothing new – even before Thomas Jefferson made any beer at Monticello, his wife Martha was brewing small batches of beer every two weeks. Ok – so, women in brewing is awesome and all, but that’s not all we’re about.
Backroom Brewery
150 Ridgemont Road, Middletown, VA
Backroom Brewery is a boutique farm brewery nestled in the heart of the Shenandoah River Valley. We began as a herb farm, growing culinary and medicinal herbs for the garden center trade. Our herb farm, Sunflower Cottage, grows 120,000 potted herb plants each spring from seeds and cuttings to sell to other garden centers and to our own customers. In the fall of 2012, we built our hops field. After all, hops are the herbs that flavor beer. Hops provide the bitter balance to the sweet malt that feeds yeast, which ferments beer. In 2013 we began the process of creating an ordinance in Warren County to accommodate farm breweries. By late spring, the process was complete and Backroom Brewery became the first farm brewery in the Northern Shenandoah Valley.
Broken Window Brewing Company
14 W Boscawen Street Winchester, VA
Located in the heart of historic Winchester, Virginia, Broken Window Brewing Company is a local favorite for craft beer lovers in the Shenandoah Valley. Known for its welcoming atmosphere and creative small-batch brews, this independent brewery is a must-visit stop for anyone exploring downtown Winchester.
From crisp lagers to bold IPAs and rich stouts, Broken Window Brewing offers a rotating lineup of handcrafted beers made right on-site. Whether you’re a seasoned beer enthusiast or just looking to relax with friends, their cozy taproom and lively events make it easy to settle in and stay awhile. Just steps from local shops, restaurants, and historic sites, Broken Window Brewing Company is the perfect place to enjoy a pint and experience the charm of Shenandoah Valley beer culture. Stop by today and see what’s on tap.