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Regan & Westlyn

At the winery 2300 Whipper In Lane, Keswick, VA, United States

Regan & Westlyn is a music duo (guitar/piano/vocals) whose repertoire includes a mix of pop/rock, singer/songwriter tunes, jazz standards, originals, and much more!

C’ville Jazz Congregation

At the winery 2300 Whipper In Lane, Keswick, VA, United States

The Cville Jazz Congregation is bringing the swing to SMV, playing jazz standards you know alongside post-bop and modern sounds that will become new favorites.

Arttodifor by Diane Williams

At the winery 2300 Whipper In Lane, Keswick, VA, United States

Diane's whiskey/beer barrel stave installations were inspired by her love of architectural art pieces. The artistically applied layering of patterns and color are displayed in the presentation of these art sets. The barrels are sourced from local breweries. They are deconstructed by removing the metal rings, leaving approximately 30 staves. Each stave is scrubbed, sanded […]

The Invasion

At the winery 2300 Whipper In Lane, Keswick, VA, United States

The Invasion band performs, and celebrates, British pop music.  Ranging from the 60's and early 70's, you can expect to hear The Beatles, The Stones, The Zombies, Peter and Gordon and many more.  We guarantee a good ole time!

Chris Rentch

Chris Rentch, a talented Virginia native, captivates audiences with his smooth vocals and repertoire of Country and Americana songs from various eras.

First Annual Blessing of the Vines

Join us in the celebration of the first annual blessing of the vines at Southwest Mountains Vineyards. This exclusive event will take place from 12pm-4pm, offering you private access to the tent located next to the tasting barn. Your ticket price includes 2 complimentary glasses of Graham Beck, meal ticket, and the unique experience of […]

La Tramontane – Rachel Austin

La Tramontane is an acoustic solo show consisting of renditions of Latin and Southern European songs. She pulls from Spanish, Portuguese, and French repertoire, including Cesaria Evora, Caetano Veloso, Melody Gardot, and Manu Chao. La Tramontane has performed with acts as diverse as Kronos Quartet and Florence+the Machine across the UK, France, Mexico, and the US.

Five Old Guys Band

F.O.G. (aka Five Old Guys) is a band of veteran musicians.  We consist of Alan Stewart on keyboards and vocals; Mike Rodbell on guitar, mandolin, and vocals; Scott Kordella on guitar and vocals; Steve Pence on bass and vocals; and Carrol Kinsey on drums and vocals.  Our repertoire includes classics such as The Beatles, Rolling […]

Vinyasa in the Vines

At the winery 2300 Whipper In Lane, Keswick, VA, United States

Experience the perfect fusion of yoga and nature at the inaugural Vinyasa in the Vines session at Southwest Mountains Vineyards. Led by certified yoga instructor Brian Franke, this invigorating class invites you and your friends to embrace the serenity of the vineyard and bask in the beauty of the morning sunrise. Enhance your experience further […]

Jacob Paul Allen

Jacob Paul Allen is a singer/songwriter from Nelson County, VA. He plays a mix of covers and original material that have a strong dose of Country flare with hints of Bluegrass, Folk, and Americana.

Anthony Semiao

Anthony has been influenced by music of several genres.  Some including: Eric Clapton, Rush, Bon Jovi, U2, CCR, and the Allman Brothers.  You are sure to hear some of the top 80's hits fixed to fit the sound of an acoustic guitar . Additionally, you can expect some contemporary takes on some classic 50 and […]

Jon Spear

At the winery 2300 Whipper In Lane, Keswick, VA, United States

Jon Spear is an award-winning singer/songwriter specializing in blues, folk, and classic rock genres.  Jon regularly entertains visitors at many popular Central Virginia venues.  Some of his original songs have been on the Top 50 blues music radio charts in North America, Australia and Europe!