Wine and beer events in the DMV
Wine and beer across the DMV: winery and brewery events, tastings, releases, festivals and taproom happenings.
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2728293012338A Toast to Maryland! Harvest Dinner at Windridge Vineyards6pFrederick's Oktoberfest 25th Anniversary
4567819110510aAutumn Reggae Wine and Music Festival 2026 at Linganore Winecellars6pMount Vernon Fall Wine Festival
11312131415161175Autumn Reggae Wine and Music Festival 2026 at Linganore WinecellarsDC Wine Fest Fall EditionMount Vernon Fall Wine Festival
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Clemson Fall Fest at Brookeville Beer Farm12pThe Roost Ancient World Wine Fest1pPaws and Paints @ 868 Estate Vineyards
runs several days one day repeats on other days
Saturday, October 3 8 events
Vienna Oktoberfest11am to 7pmFree131 Church St NE, Vienna, VA 22180Town-run Oktoberfest on Church Street with German beer, food, live music, and vendors. Free admission; drink tickets $8 each or 4 for $30.
Frederick's Oktoberfest 25th Anniversary11am to 10pm, day 2 of 2, Oct 2 to 3797 E Patrick St, Frederick, MD 21701Frederick's 25th annual Oktoberfest at the Frederick Fairgrounds. German food, beer, wine and cider, live music and dancing, with proceeds supporting Frederick County community causes. Friday is 21+; Saturday is all ages. Admission about $25 Friday, $22 Saturday GA.
Rosslyn Fall Fest1 to 6pmFree1401 Wilson Blvd, Arlington, VA 22209Free fall festival at the NOW pop-up park featuring local beer, cider, and wine alongside food vendors and family activities.
Oktoberfest at The Wharf2 to 6pmFree101 District Square SW, Washington, DC 20024Free Oktoberfest on District Pier with German beer, brats, live music, and games on the Southwest waterfront.
Harvest Party: Grape Stomp, Vineyard Tour, and Wine Pairings5 to 10pm$49.8718035 Raven Rocks Road, Bluemont, VA 20135Evening harvest party at a mother-daughter-owned boutique winery in Bluemont. Includes a guided vineyard and property tour, a traditional grape stomp, and three curated wine and food pairings led by the head sommelier. 21 and over.
A South African Winemaker's Dinner with Thomas Webb7 to 9pm$99.992415 Wilson Boulevard, Arlington, VA 22201One-night-only seated multi-course dinner with South African winemaker Thomas Webb, each course paired with his wines. $99.99 per guest, seating limited.
Mount Airy Main Street OktoberfestAll dayMain Street, Mount Airy, MD 21771Main Street shuts down for Mount Airy's annual Oktoberfest, a one-day community tradition with cold beer, food vendors, live music, and local shops open along the historic district. Organized by the Mount Airy Main Street Association; admission and ticket pricing were not posted on the official page.
A Toast to Maryland! Harvest Dinner at Windridge VineyardsAll day, day 2 of 2, Oct 2 to 3$12515700 Darnestown Rd, Darnestown, MD 20874Windridge Vineyards celebrates harvest with a six-course Maryland-inspired dinner at a communal candlelit table, paired with its estate-grown Piedmont Plateau wines. Chef Jeff Palmer cooks regional dishes; wine pairings, cocktails, and gratuity are included in the ticket. Seats are limited, and wine club members save 10%.
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