Explore the scenic vineyards and exquisite wines of Virginia, Washington DC, and Maryland with our guide to the best winery destinations! From the rolling hills of Virginia’s wine country to the urban wineries of Washington DC and the charming vineyards of Maryland, discover the perfect blend of picturesque landscapes and exceptional vintages.

Sample award-winning wines, enjoy guided tours, and immerse yourself in the rich winemaking traditions of the region. Whether you’re a wine connoisseur or simply seeking a relaxing getaway, these winery destinations offer unforgettable experiences for every palate. Plan your wine-tasting adventure and uncork the beauty of Virginia, Washington DC, and Maryland!

Best Winery’s to Visit in Virginia

  • Rappahannock Cellars
  • Abingdon Vineyard and Winery
  • Barboursville Vineyards
  • Veritas Vineyards & Winery
  • King Family Vineyards
  • Ankida Ridge Vineyards
  • Bluemont Vineyard
  • CrossKeys Vineyards
  • Chateau Morrisette Winery
  • Pippin Hill Farm and Vineyards
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Best winery’s to visit in Washington DC
best winery’s to visit in Maryland

Best Winery’s to Visit in Maryland

  • Basignani Winery. Basignani Winery is located in Sparks, MD, less than an hour’s drive from The Wayside Inn
  • Black Ankle Vineyards
  • Boordy Vineyards
  • Elk Run Vineyard & Winery
  • Fiore Winery
  • Woodhall Wine Cellars
  • Hartford Vineyard and Winery
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Best Winery’s to Visit in Washington DC

  • Chrysalis Vineyards
  • Fiore Winery
  • RdV Vineyards
  • Delaplane Cellars. Delaplane, Virginia
  • Hillsborough Vineyards. Purcellville, Virginia
  • Boxwood Estate Winery
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