Virginia Wine Trails Winery Directory2018-08-08T18:36:40+00:00

Virginia Wine Trails

Virginia has a number of wine trails that offer a nicely packaged way of visiting the many wineries in the state. Each wine trail provides different features and attractions, including several with passport programs that offer reduced tasting fees for visits to multiple wineries. Every season in Virginia provides an extraordinary experience on the trails. From vivid hues of Fall to the amazing snow-capped mountains of the winter season on into the lush green of spring & summer, the beauty of the landscape is unforgettable.

Trail Information

The wine tasting season in Virginia continues throughout the year. Want to taste your way through the region without the hassle of planning. Wine trails in Virginia are becoming increasingly popular and provide visitors and locals a hand in navigating the more than 250 wineries in the region.

211 Scenic Vino Wine Trail

Wineries: Unicorn, Magnolia, Gray Ghost, Narmada, Gadino, Little Washington, Quievremont and Copper Fox Distillery.

Website includes links to wineries, and route to take.

The Appellation Trail

Wineries: Glass House, Moss Vineyards, Mountfair, Stinson, White Hall
Small family-run boutique wineries bordering on the Blue Ridge Mountains and Appalachian Trail.

Website includes links to wineries, printable map, and events calendar.

Artisanal Wineries of Rappahannock

Wineries: Glass House, Moss Vineyards, Mountfair, Stinson, White Hall
Small family-run boutique wineries bordering on the Blue Ridge Mountains and Appalachian Trail.

Website includes links to wineries, printable map, and events calendar.

Bedford Wine Trail

Wineries: Hickory Hill, LeoGrande, Peaks of Otter, Savoy-Lee, White Rock
Family-run wineries in Bedford County. Trail’s passport program offers a free wine glass for those who visit all five wineries.

Website includes downloadable map and links to local festivals, attractions, lodgings, and restaurants.

Blue Ridge Whiskey Wine Loop

Wineries & Distilleries: Chester Gap, Copper Fox Distillery, Desert Rose, DuCard, Gadino, Glen Manor, Rappahannock, Sharp Rock, Wisteria Farm Wineries and one distillery near Shenandoah National Park, from Front Royal to Luray.

Website includes printable driving map, list of attractions. On Facebook.

Blue Ridge Wine Trail

Wineries: AmRhein, Blacksnake, Chateau Morrisette, Fincastle, Foggy Ridge, Peaks of Otter, Valhalla, Villa Appalachia (in Virginia); Brushy Mountain, Laurel Gray, Old North State, Raffaldini, Round Peaks, Shelton (in North Carolina).

Fourteen wineries along the Blue Ridge Mountains in both Virginia and North Carolina.

Website includes links to bluegrass music events, local attractions, lodgings, restaurants.

Blue Ridge Wine Way

Wineries: Aspen Dale, Barrel Oak, Gadino, Mediterranean, Molon Lave, Oasis (not open to public), Pearmund, Rappahannock, Unicorn, Bull Run

Website has printable trail map, e-newsletter sign-up, events calendar, tour reservation link, as well as links to restaurants, lodgings, local attractions. On Facebook.

Chesapeake Bay Wine Trail

Wineries: Athena, Belle Mount, General’s Ridge, Good Luck, Hague, Ingleside, Jacey, Oak Crest, The Dog and Oyster, Vault Field

Trail centers on Northern Neck wineries with two nearby wineries in adjoining regions. Passport program offers discounts and entry for prizes for those who visit six of the trail’s eight wineries.

Website includes links to a printable map, dining, lodging, and local attractions.

Colonial Virginia Wine Trail

Wineries: James River Cellars, New Kent, Saude Creek, The Williamsburg Winery

Trail centers around being in the heart of Colonial America

Website includes links to a printable map, links to the wineries, and featured events

Eastern Shore Wine Trail

Wineries: Bloxom, Chatham, Kayak Winery Tour

Website has link to printable map, local attractions, limo services, lodgings, and dining.

Fauquier County Wine Trail

Wineries: Aspen Dale, Barrel Oak, Blue Valley, Boxwood, Chateau O’Brien, Capital, Cobbler Mountain, Delaplane, Desert Rose, Fox Meadow, Granite Heights, Grey Horse, Linden, Marterella, Mediterranean, Miracle Valley, Molon Lave, Morias, Naked Mountain, Pearmund, Philip Carter, Rogers Ford, Three Fox, Vint Hill Craft, Winding Road.

Website offers “fast facts” on each winery, printable Google map, tour packages, travel apps and links to wineries. Links to restaurants, dining. On Facebook, Twitter.

Foothills Scenic Wine Trail

Wineries: DuCard, Sharp Rock.

Website provides events calendar, two downloadable maps. E-mail newsletter.

Heart of Virginia Wine Trail

Wineries: Cooper, Grayhaven, James River, Lake Anna, Mattaponi, Weston Farm

Passport program ($10) includes tastings at all four wineries, souvenir glass, entry for prize drawing.

Website has downloadable trail map, events calendar, links to wineries.

Jefferson Heritage Trail

Wineries  & Cideries: Ankida Ridge, Brent Manor, Democracy, Lazy Days, Loving Cup, Mountain Cove, Pippin Hill Farm, Rebec, Albermarle CiderWorks

Website has downloadable trail map, trip planner, links to wineries.

Loudoun Wine Trail

Wineries: 8 Chains North, 868 Estates, Above Ground, Bluemont, Bogati, Boxwood Estates, Breaux, Cana, Cardamon, Casanel, Catoctin Creek, Chrysalis, Corcoran, Creeks Edge, Crushed Cellars, Doukénie, Dry Mill, Fabbioli, Greenhill, Hidden Brook, Hiddencroft, Hillsborough, Hunters Run, Leaves or Grass, Lost Creek, Loudoun Valley, Maggie Malick, North Gate, Notaviva, Otuim, Quattro Goomba’s, Stone Tower, Sunset Hills, Swedenburg, Tarara, The Barns, Two Twisted Posts, Village, Willowcroft, Winery 32, Zephaniah Farm.

Website has links to downloadable and printable touring guide, wineries, wine tour services, local attractions, driving tour maps. Passport program includes chance for prize drawings after visits to five wineries.

Monticello Wine Trail


Western Trail: Veritas, Afton Mountain, Cardinal Point, Pollak, Flying Fox

Eastern Trail: Barboursville, Burnley, Horton, Keswick, Reynard Florence

Southern Trail: Jefferson, Blenheim, First Colony, Del Fosse, Gabriele Rausse, Lovingston, Democracy, Pippin Hill Farm, Trump, Virginia WineWorks

Northern Trail: Glass House, Grace Estate, Kilaurwen, King Family, White Hall, Stinson, Stone Mountain, Mountfair

Gateway North: Early Mountain, Prince Michel

Website has GPS locator, links to wineries, planner app, events calendar, links to restaurants, lodgings. E-mail newsletter.

Mountain Road Wine Experience

Wineries: AmRhein Wine Cellars, Attimo Winery, Blacksnake Meadowy, Chateau Morrisette Winery, Foggy Ridge Cider, Stanburn Winery, Villa Appalachia Winery

Website has links to wineries and the trail does have a Facebook page

Nelson 151 Trail

Wineries: Afton Mountain Cardinal Point, Flying Fox, Hill Top Berry Farms, Pollak, Veritas, Wintergreen
Website includes events calendar, links to wineries, local attractions, printable Google trail map. On Facebook.

Shenandoah County Wine & Beer Trail

Wineries: Cave Ridge, Cedar Creek, North Mountain, Shenandoah, Swover Creek, Winery at Kindred Pointe, Wolf Gap,

Website includes links to wineries, local attractions and lodging, printable Google trail map.

Shenandoah Valley Wine Trail

Wineries: Bluestone, Barren Ridge, Blue Ridge, Cave Ridge, Cedar Creek, Crosskeys, Jump Mountain, Lexington Valley, Muse, North Mountain, Ox-Eye, The Winery at Kindred Pointe, Veramar, Valerie Hill, Wicked Oak Farms, Wolf Gap

Website includes events calendar, links to wineries, local attractions and visitor information.

SOVA Wine Trail

Wineries: Bright Meadows, Brooks Mill, DeVault, Greenwood, Hickory Hill, Hunting Creek, Molliver, Rosemont, Sans Soucy, The Homeplace, Tomahawk Mill, White Oak Mountain, .

Website includes printable passport, list of bed & breakfast inns, trail map, festival calendar.

Tuskie’s Wine Trail

Wineries: 8 Chains North, 868 Estate, Above Ground, Barns at Hamiltons, Barrel Oak, Bluemont, Bogati, Boxwood (by appointment only), Breaux, Cana, Casanel, Chrysalis, Corcoran, Creeks Edge Crushed Cellars, Doukénie, Dry Mill, Fabbioli, Hidden Brook, Hiddencroft, Hillsborough, Hunters  Run,  Lost Creek, Loudoun Valley, Maggie Malick, North Gate, Notaviva, Otium, Pearmund, Quattro Goomba’s, Stonehouse Meadery, Sunset Hills, Swedenburg, Tarara, The Winery at Le Grange, Twin Oaks Tavern, Veramar, Village, Vint Hill, Willowcroft, Zephaniah Farm.

Website includes an interactive trail map with wineries, restaurants, coupon book for discounts also available.

Vintage Piedmont

Wineries: Barrel Oak, Desert Rose, Philip Carter, Rappahannock, Naked Mountain.

Website has map and links to wineries, event and rewards card information.

Wine Trail of Boteourt County

Wineries: Blue Ridge, Fincastle, Virginia Mountain.

Website includes downloadable trail map, links to wineries, places to stay, local attractions. On Facebook and Twitter.


This is one of the most exclusive experiences offered in the Virginia wetlands. Enjoy a relaxing paddle through the salt marshes followed by a wine tasting at one of the regions favorite vineyard. Explorers will navigate Virginia’s Eastern Shore between Chesapeake Bay and the Atlantic Ocean and enjoy a behind-the-scenes tour and tasting of Chatham’s Church Creek wines.

The Paddle Your Glass Off tour, offered by Southeast Exeditions begins on the banks of Nassawadox Creek and docks the kayaks right up onto the shores of  the property of Chatham Vineyards, after a very scenic paddle through the areas wetlands. At the winery adventurers will enjoy a tasting of Chatham Vineyards Church Creek wine and a behind-the-scenes tour of the facility. After the tasting, there is almost always time to sit out at one of the tables overlooking the vineyard and enjoy a glass or two of wine and, perhaps, a cheese plate.

There is nothing like hiking through the beautiful landscapes of Virginia Wine Country. Enjoy the fresh air and unparalleled scenic views of the region.  After an exhilarating hike, kick off your boots and relax with a glass of wine at one of Virginia’s award winning wineries.

Enjoy the amazing views as you hike the trails at Sky Meadows State Park.  The park includes 17 miles of trails, a segment of the Appalachian Trail and a 1-mile interpretive trail for your hiking pleasure. A few miles down the road relax with a nice glass of wine at Bluemont Vineyards tasting room. The winery is positioned within the expansive views over rolling pastures on the eastern slope of the Blue Ridge Mountains, just a stones throw away from Leesburg, Middleburg and surrounding towns, at an elevation of 951 feet.

The Bull Run Occoquan Trail extends 17 miles, beginning at Bull Run Regional Park in the north, and finishing at Fountainhead Regional Park in the south.  The trail offers wonderful water views for hikes amongst the wildlife. A stones throw away you will find Paradise Springs Winery for a quick bite and a refreshing glass of wine.

The open fields of Manassas National Battelfieldin Northern Virginia offers multiple options for hiking, and is a unique historical experience. The history lesson will continue at The Winery at Bull Run as you enjoy the unfolding of the Battle of First Manassas over a glass of wine. The winery is a working farm vineyard focused on crafting fine Virginia wines while paying tribute to the history and preservation of 19th century pastoral Fairfax County.

Amazing rides through the vineyards will lead you to wineries that offer comfortable spaces to hop out of the saddle and take a break. Refuel with light bites and beautiful wines by the glass or bottle while you relax overlooking some of the most incredible landscapes in Virginia.

Take in the amazing scenic Virginia Country side on a fun-filled horseback 2½ hour Vineyard Ride with Rebel Run. Enjoy a break and sample some of the regions finest wines at Afton Mountain Vineyard, located on the sunrise side of Afton Mountain. Afton Mountain Vineyards is one of Virginia’s first farm wineries; our original vines were planted in 1978.

Immerse yourself in the beauty and serenity of Albemarle County on an hour-long Vineyard Ride that will take you through four locally renowned wineries—King Family Vineyards, Glass House Winery, Pollak Vineyards, and Veritas Vineyard & WineryIndian Summer Guide Service offers guided rides by knowledgeable staff, who will ensure your safety as well as your enjoyment.

Traveling the Trails

Virginia wine trails can be found in every area of the state and the mode by which you use to travel them, in many areas are only limited by your imagination. Biking, horseback riding, shuttle buses, limos and your own personal vehicle are all options to experience the fine vintages Virginia’s wineries offer. No matter which mode you choose to trek the trails, be sure to enjoy the amazing views and take advantage of all of the great purveyors and historical places along the way. Whether you stay for a day or an extended stay there is something for everyone along the way on the wine trails in Virginia.

Adventure, Fun, Wine…

Virginia’s 24 wine trails accommodate hundreds of  Virginia wineries, extending  from the spectacular Eastern Shore on the Atlantic Ocean to the heart of Appalachia in the westerly part of the state. Virginia’s incomparable sense of bygone times, in conjunction with palatial scenery and a promising fusion food scene has made the Virginia wine trails an attractive tourism destination.

P: 757-869-9077 F: 757-989-8992