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Raise a Glass to Live Music at These Wineries

Find them across Virginia and Maryland

by Julekha Dash
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Live music at Breaux
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by Julekha Dash
1 comment / new

Most urbanites will make the trek out of the city for a chance to sip Viognier and Cabernet Franc while taking in miles of rolling hills offered at the wineries of Virginia and Maryland.

But the journey to vino land is even sweeter for wine lovers when they’re greeted by musicians who strum their acoustic guitar and belt out folk, blues, and other favorable melodies. Most offer cheese, charcuterie, and other snacks for sale. They also invite guests to pack a picnic.

This map sticks to spots that are within a two-hour drive of D.C. Wine and music lovers aren't limited to performances during the summer. Some wineries, including Black Ankle Vineyards in Mt. Airy and Sugarloaf Mountain Vineyard, extend the events through the fall. Perigeaux Vineyards & Winery in St. Leonard or Breaux Vineyards in Purcellville offer live music throughout the year.

Here's a list of 11 area wineries that offer live music on Friday nights or weekend afternoons.

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Black Ankle Vineyards

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Named for a Native American trail that passed through the area, Black Ankle Vineyards attracts a crowd for its live music on Friday nights from June to October. The Carroll County winery sells a selection of cheeses and chocolates to complement the wine, though many opt to bring their own picnic baskets.

14463 Black Ankle Rd, Mount Airy, MD 21771
(301) 829-3338
(301) 829-3338
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Boordy Vineyards

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The family run winery features live music Saturday nights in July and August and sells tickets to the concerts. In the fall, theconcerts are offered some Saturday afternoons in September and October. Sip their new Sweetland Cellars fruity blends andenjoy a picnic while listening to Nelly’s Echo or The Groove Train.

12820 Long Green Pike, Hydes, MD, 21082
(410) 592-5015
(410) 592-5015
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Breaux Vineyards

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Breaux offers live music on most Saturday afternoons throughout the year and Saturday and Sundays through October. The canine-friendly vineyard also hosts some festivals with live music and food, such as their fifth annual BBQ & Bluegrass event on August 13.

36888 Breaux Vineyards Ln, Purcellville, VA, 20132
(800) 492-9961
(800) 492-9961
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Linganore Winecellars

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On Sunday afternoons through September, Linganore opens up its patio to acoustic guitar strummers and vocalists. Guests can sample more live music, along with local food, August 13-14 during the fourth annual Taste of Linganore food, wine, and beer festival.

13601 Glissans Mill Rd, Mount Airy, MD 21771
(301) 831-5889
(301) 831-5889
Facebook

Old Westminster Winery

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The family-owned winery unveiled a new public tasting room last November and events draw in wine lovers. Old Westminster features live music Friday evenings and Saturday afternoons through the end of September.

1550 Old Westminster Rd, Westminster, MD 21157
(410) 881-4656
(410) 881-4656
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Perigeaux Vineyards and Winery

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A handful of acoustic guitar and folk singers take the stage Sunday evenings at this Southern Maryland winery, which features live music year-round.

8650 Mackall Rd, Saint Leonard, MD, 20685
(410) 586-2710
(410) 586-2710
Facebook

Sugarloaf Mountain Vineyard

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The events schedule at this upper Montgomery County winery is jam-packed with live music weekend events though the end of October. Visitors can choose from blues, R&B, rock, and othergenres.

18125 Comus Rd, Dickerson, MD, 20842
(301) 605-0130
(301) 605-0130
Facebook

Sunset Hills Vineyard

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Enjoy live music all weekend long through August at Sunset Hills on Friday nights and Saturday and Sunday afternoons. Then head to the restored historic Amish barn from the 19th century and enjoy a glass.

38295 Fremont Overlook Ln, Purcellville, VA, 20132
(540) 882-4560
(540) 882-4560
Facebook

The Winery At Bull Run

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The Fairfax County winery is a short drive from D.C. but feels like a world away. The ruins from the original 19th century estate house overlooking the vineyard and vintage barn wood-paneled tasting room. Savor live music on Friday evenings, Saturday afternoons, and some Sundays through mid-September. Many of the live music events are preceded by a visit from The Farm Effect food truck — a “farm-to-fork” meals on wheels.

15950 Lee Hwy, Centreville, VA, 20120
(703) 815-2233
(703) 815-2233
Facebook

Three Fox Vineyards

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The 15-acre vineyard produces Italian and French-style wines guests can sip while playing a round of corn hole. Humans and canines can enjoy live music some Saturday afternoons through September at the dog-friendly winery.

10100 Three Fox Ln, Delaplane, VA, 20144
(540) 364-6073
(540) 364-6073
Facebook

Two Twisted Posts Winery

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Located 10 minutes from Harpers Ferry in West Virginia, Two Twisted breaks out the live music every other Saturday through September. The schedule heats up in October and early November with live music every Saturday afternoon.

12944 Harpers Ferry Rd, Purcellville, VA, 20132
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Black Ankle Vineyards

14463 Black Ankle Rd, Mount Airy, MD 21771

Named for a Native American trail that passed through the area, Black Ankle Vineyards attracts a crowd for its live music on Friday nights from June to October. The Carroll County winery sells a selection of cheeses and chocolates to complement the wine, though many opt to bring their own picnic baskets.

14463 Black Ankle Rd, Mount Airy, MD 21771
(301) 829-3338
(301) 829-3338
Facebook

Boordy Vineyards

12820 Long Green Pike, Hydes, MD, 21082

The family run winery features live music Saturday nights in July and August and sells tickets to the concerts. In the fall, theconcerts are offered some Saturday afternoons in September and October. Sip their new Sweetland Cellars fruity blends andenjoy a picnic while listening to Nelly’s Echo or The Groove Train.

12820 Long Green Pike, Hydes, MD, 21082
(410) 592-5015
(410) 592-5015
Facebook

Breaux Vineyards

36888 Breaux Vineyards Ln, Purcellville, VA, 20132

Breaux offers live music on most Saturday afternoons throughout the year and Saturday and Sundays through October. The canine-friendly vineyard also hosts some festivals with live music and food, such as their fifth annual BBQ & Bluegrass event on August 13.

36888 Breaux Vineyards Ln, Purcellville, VA, 20132
(800) 492-9961
(800) 492-9961
Facebook

Linganore Winecellars

13601 Glissans Mill Rd, Mount Airy, MD 21771

On Sunday afternoons through September, Linganore opens up its patio to acoustic guitar strummers and vocalists. Guests can sample more live music, along with local food, August 13-14 during the fourth annual Taste of Linganore food, wine, and beer festival.

13601 Glissans Mill Rd, Mount Airy, MD 21771
(301) 831-5889
(301) 831-5889
Facebook

Old Westminster Winery

1550 Old Westminster Rd, Westminster, MD 21157

The family-owned winery unveiled a new public tasting room last November and events draw in wine lovers. Old Westminster features live music Friday evenings and Saturday afternoons through the end of September.

1550 Old Westminster Rd, Westminster, MD 21157
(410) 881-4656
(410) 881-4656
Facebook

Perigeaux Vineyards and Winery

8650 Mackall Rd, Saint Leonard, MD, 20685

A handful of acoustic guitar and folk singers take the stage Sunday evenings at this Southern Maryland winery, which features live music year-round.

8650 Mackall Rd, Saint Leonard, MD, 20685
(410) 586-2710
(410) 586-2710
Facebook

Sugarloaf Mountain Vineyard

18125 Comus Rd, Dickerson, MD, 20842

The events schedule at this upper Montgomery County winery is jam-packed with live music weekend events though the end of October. Visitors can choose from blues, R&B, rock, and othergenres.

18125 Comus Rd, Dickerson, MD, 20842
(301) 605-0130
(301) 605-0130
Facebook

Sunset Hills Vineyard

38295 Fremont Overlook Ln, Purcellville, VA, 20132

Enjoy live music all weekend long through August at Sunset Hills on Friday nights and Saturday and Sunday afternoons. Then head to the restored historic Amish barn from the 19th century and enjoy a glass.

38295 Fremont Overlook Ln, Purcellville, VA, 20132
(540) 882-4560
(540) 882-4560
Facebook

The Winery At Bull Run

15950 Lee Hwy, Centreville, VA, 20120

The Fairfax County winery is a short drive from D.C. but feels like a world away. The ruins from the original 19th century estate house overlooking the vineyard and vintage barn wood-paneled tasting room. Savor live music on Friday evenings, Saturday afternoons, and some Sundays through mid-September. Many of the live music events are preceded by a visit from The Farm Effect food truck — a “farm-to-fork” meals on wheels.

15950 Lee Hwy, Centreville, VA, 20120
(703) 815-2233
(703) 815-2233
Facebook

Three Fox Vineyards

10100 Three Fox Ln, Delaplane, VA, 20144

The 15-acre vineyard produces Italian and French-style wines guests can sip while playing a round of corn hole. Humans and canines can enjoy live music some Saturday afternoons through September at the dog-friendly winery.

10100 Three Fox Ln, Delaplane, VA, 20144
(540) 364-6073
(540) 364-6073
Facebook

Two Twisted Posts Winery

12944 Harpers Ferry Rd, Purcellville, VA, 20132

Located 10 minutes from Harpers Ferry in West Virginia, Two Twisted breaks out the live music every other Saturday through September. The schedule heats up in October and early November with live music every Saturday afternoon.

12944 Harpers Ferry Rd, Purcellville, VA, 20132
Facebook

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