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Drink, Create, Enjoy: Best Wine and Paint Venues in Vermont

People painting on canvases at an art class, focusing on brush details.

Artists at work: painting on canvas in a creative workshop.

Wine and paint—what could go wrong? The answer is nothing. It is kind of a brilliant combination, and in the Green Mountain State, the idea is starting to catch on. Discover the top paint and wine spots in Vermont for 2025 with them.

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Sip N’ Dip, Chaffee Art Center, Rutland, VT

Founded in 1961, the Chaffee Art Center’s mission is to “nurture the essential relationship between the arts and our community.” The center offers exhibits from local artists, art classes, and collaborative events. Their Sip N’ Dip classes feature local artists who take guests through a step-by-step recreation of their favorite pieces. All materials are provided; you just need to bring a friend and a bottle of wine.

Burlington Paint and Sip Studio, Burlington, VT

It is super easy to don a beret and a paintbrush and get your artist on with Burlington Paint and Sip. Just go to their website, select a location, select an event, show up, grab a drink, and you are good to get creative. A local artist will walk you through creating your own one of a kind masterpiece while you sip and paint. It is that easy!

Kate Franklin Painting, Manchester, VT

Kate Franklin Painting offers wine and painting parties, classes, and event painting.  These events are primarily BYOB and can be brought to the office, wedding, or event space. All classes feature basic step-by-step personalized instruction, acrylic paint, brushes, and a 16 by 20 stretched canvas. Paint and sip with a local artist you know, or stop by her studio today.

Key Insights at a Glance

  • Sip N' Dip, Chaffee Art Center: Held at a historic community art center; guided classes with local artists—bring wine and a friend.
  • Burlington Paint and Sip Studio: Easy online booking; local artist-led sessions with drinks available on-site—no experience needed.
  • Kate Franklin Painting: BYOB private or mobile events with step-by-step instructions; great for offices, weddings, or the artist's studio.
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