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Southwest Mountains Vineyards

Southwest Mountains Vineyards is an estate winery in Keswick, Virginia, just outside Charlottesville in the rolling hills of the Monticello AVA. At the heart of the property is the Tasting Barn, a fully restored 1903 structure that now houses the tasting room and pairs historic character with an understated, modern approach to hospitality. The estate vineyards are cultivated in the area's distinctive soils and climate, and the wines are made with a minimalist approach in the cellar to reflect a sense of place. Visitors can choose from guided tasting flights or relaxed by-the-glass visits, with both intimate indoor seating and open-air tables overlooking the vineyard, and reservations are recommended though walk-ins are welcome. Beyond tastings, SMV offers The Glade, a bookable hiking, wine, and lunch experience along an estate trail, as well as private events, seasonal festivals and winemaker dinners, and a wine club with seasonal selections and member benefits.

Southwest Mountains Vineyards is a winery in Keswick, Virginia, part of the Keswick & Eastern Albemarle area of Charlottesville wine country. Amenities include outdoor seating, picnic, outside food, weddings. There are 5 upcoming events on the calendar — see the full list below, or browse more events in the area on the events calendar. Explore more of Keswick & Eastern Albemarle.


Upcoming events at Southwest Mountains Vineyards

Hallowine at Southwest Mountains Vineyards
Festival

Hallowine

Sat, Oct 24, 2026
11:00 AM – 5:30 PM

Join us for a festive day of wine, music, and Halloween spirit at the vineyard! We'll have plenty of family friendly activities, including apple bobbing, pumpkin painting, live music, a kids' costume contest parade, face painting, and more!

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Hallowine's Spooky Wine Walk at Southwest Mountains Vineyards
Tasting

Hallowine's Spooky Wine Walk

Sat, Oct 24, 2026
7:15 PM – 9:30 PM

Venture into the vineyard after dark for a haunting journey of wine and fright. Your $32 ticket (plus tax) includes four spooky wine drink stops along a haunted path winding through the property. Be warned—this isn't just a casual stroll! Ticketed event: https://www.exploretock.com/southwestmountainsvineyards/event/623010/hallowines-spooky-wine-walk

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A Haunted Supper at Hall's Tavern at Southwest Mountains Vineyards
Dinner

A Haunted Supper at Hall's Tavern

Fri, Oct 30, 2026
6:00 PM – 10:00 PM

Alfresco four-course wine dinner, haunted house tours, and a medium reading over nightcap cocktails - don't miss the fun! Held at Hall's Tavern at East End Farm, 245 Nolting Rd, Louisa, VA. Ticketed event: https://www.exploretock.com/southwestmountainsvineyards/event/622540/a-haunted-supper-at-halls-tavern

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East End Fair at Southwest Mountains Vineyards
Festival

East End Fair

Sat, Nov 14, 2026
12:00 PM – 5:30 PM

Join us for a day-long celebration of Virginia country life, inspired by the grand countryside fairs of the UK. Enjoy tastings from local wineries, breweries, and distilleries, live music, field sports, artisan vendors, and more — all set against the rustic beauty of Keswick horse country. Held at East End Farm, 292 Hamilton Rd, Louisa, VA. More info: https://www.smvwines.com/east-end-fair

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