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Upcoming Events

  • Dueling Piano Dinner Party
    Dueling Piano Dinner Party
    Sat, Aug 23
    Aug 23, 2025, 6:30 PM – 9:30 PM
    Southwest Mountains Vineyards, 2300 Whipper In Ln, Keswick, VA 22947, USA
    Join us for a unique dinner experience featuring live dueling pianos! Enjoy a carefully crafted meal paired with our signature wines while two exceptional pianists take the stage in an interactive, high-energy performance.
  • Evening of Trivia with Olivia
    Evening of Trivia with Olivia
    Multiple Dates
    Sat, Aug 30
    Aug 30, 2025, 5:00 PM – 7:00 PM
    Southwest Mountains Vineyards, 2300 Whipper In Ln, Keswick, VA 22947, USA
    Book your reservation on Tock for our exciting Trivia Nights with Olivia, held over two consecutive Saturdays, as we close out the Summer season with a Decades Theme, and Harry Potter the following week!
  • Premier Harvest Fest Tasting Experience
    Premier Harvest Fest Tasting Experience
    Sat, Sep 20
    Sep 20, 2025, 11:00 AM – 12:30 PM
    Southwest Mountains Vineyards, 2300 Whipper In Ln, Keswick, VA 22947, USA
    Start Harvest Fest off the right way with a curated Tasting Experience in our Barrel Tasting Room with Tara, our Wine Manager! Taste through special selections while taking a peak into our Barrel Room in the midst of the bustling Harvest season.
  • Harvest Fest
    Harvest Fest
    Sat, Sep 20
    Sep 20, 2025, 11:00 AM – 5:30 PM
    Southwest Mountains Vineyards, 2300 Whipper In Ln, Keswick, VA 22947, USA
    Join us for the First Annual Harvest Fest at Southwest Mountains Vineyards on Saturday, September 20! 🍇 Celebrate the beauty of harvest time in the Monticello AVA—mark your calendar and gather your friends for an unforgettable day at the vineyard!
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