Bluff-top Middleburg winery reached by a winding drive, with views across the Bull Run Mountains and a Governor's Cup gold-winning Ashby Gap.

A Hillsboro estate pairing its wines with regular music, art and community events.

A boutique Leesburg vineyard known for its gift shop and weekend live music, with a casual, relaxed crowd.

Bluemont mountaintop tasting room on the first ridge of the Blue Ridge, with Loudoun Valley views and vines climbing the slope.

Middleburg estate winery built on the long-held dream of former Washington NFL owner John Kent Cooke.

A family vineyard above the Loudoun valley where the wines are named for relatives, with a pavilion, pizza oven and mountain views.

A 400-plus-acre Purcellville estate where the tasting room, patio and terraces take in long Blue Ridge vistas.

Countryside estate between Aldie and Middleburg where weekend live music is the draw.

Waterford tasting room in a converted bank barn, known for Petit Verdot, Tannat and port-style wines that have collected competition medals.

A family-run estate off Canby Road, about an hour from Washington, DC, with a quiet, peaceful setting and small-batch Virginia wine.

Middleburg farm tasting room at the Ag District Center with a kitchen open daily and a Norton wine line that sets it apart.

Small family-owned Loudoun vineyard and cidery known for unique ciders and specialty wines, open by appointment for groups of eight or more.

A handcrafted Lovettsville winery with timber beams, a stone fireplace and vineyard views, making its wine on-site from homegrown grapes.

Boutique Lovettsville winery tucked between Short Hill and Furnace mountains, making small-lot wines from vines planted after a terroir assessment.

A 318-acre Hillsboro farm on Short Hill Mountain, run by the same family for four decades, with vineyard and mountain views and a fire-pit deck.

Leesburg restaurant and winery where estate wines are grown and made on site to pair with seasonal, handcrafted food.

Family-run Hamilton winery with a tasting barn, deck and backyard, a picnic area, and an on-site cottage.

A Leesburg garden winery where you pass through a stone archway into lush grounds, rows of vines, and frequent trivia and live music nights.

Family-owned Round Hill farm pairing a winery with a garden, guesthouse and regular live music across 42 acres.

Adults-only Middleburg hunt-country winery pairing 100% Virginia wines with a curated mezze menu, open daily from noon.

One of Loudoun's longer-running wineries, with weekend afternoon tastings and glass and bottle sales.

A Lovettsville farm winery in a restored farmhouse, making every wine from estate grapes on land farmed since 1868.

A Hillsboro vineyard and brewery on Charles Town Pike in western Loudoun.

A 30-acre single-vineyard Loudoun estate that pours its wines from a downtown Leesburg tasting shop.