We are delighted to welcome this talented local artist for an afternoon of great music, accompanied by award-winning Valley Road Vineyards wine.

Bring a picnic or grab one of our tasty pizzas, a baguette, and some cheese!

Virginia-based artist Sharif has been performing throughout the world for more than twenty years. He creates a unique and dynamic show each and every night — you won’t want to miss it!

Join us on Saturday, October 10, 2026, from 2:00 p.m. to 5:00 p.m. for an afternoon of captivating American roots music at Valley Road Vineyards, featuring the talented singer-songwriter Rick Goodling. 

It’s Anniversary Weekend and we’re having a PARTY!

Join us for the celebration + Wine Club Pick-Up day — and enjoy Jim & John as they perform songs perfect to enjoy with a glass or bottle of wine! Jim Theobald and John Walk will have your toes tapping and fingers snapping.

Mark your calendar for Saturday, October 3rd to join us for the October Pick-Up Party!

We’ll be in The Library from 11:00am until 5:00pm.

Also: we have some AWESOME specials that are only available for members that pick up between now and the end of October. So be sure to come in and ask your Vinista about the October Pick-Up Specials!

It’s our last Late Friday AND it’s the beginning of Virginia Wine Month. So come stay late, enjoy a glass or bottle of wine, and enjoy great tunes from Ron Gentry.

Join us for Valley Road’s 10th Anniversary Weekend!

Featuring Valley Road’s own Ben Hernandez on vocals and the mandolin, Gallatin Canyon makes their home in Charlottesville, Virginia, where the band was founded in 2011 (despite the Montana namesake!). True to their Virginia roots, the band is known for traditional bluegrass music with a unique and modern sensibility.

Enjoy 10^th Anniversary Weekend at Valley Road – featuring great wine, great views, AND great music!

Steve Norwood blends the soul of folk with the heartbeat of rock, bluegrass, and country. Perfect for a Fall afternoon!

Taste the wine that brought home the 2026 Virginia Governor’s Cup!

In celebration of our 10th Anniversary, we invite you to join us for an amazing vertical tasting of four special Valley Road Vineyards Cabernet Franc vintages from 2023 and 2024.

There will be two seatings: 1:00pm and 3:00pm.

Join Valley Road Vineyards for an event that only happens once every 10 years – a dinner featuring Valley Road’s award-winning wines paired with a menu curated by Chef Kari Hogan of The Local.

Seating is VERY LIMITED for this dinner.

Jim Richardson has that special gift for pulling the heartstrings and tickling the funny bone with his performances.

The tight harmonies of FarAway return to Valley Road Vineyards for an afternoon of music and wine.

So grab your friends and a bottle of wine – this is one you won’t want to miss!

Relatively new to the live music scene, Tristan recently moved to Nelson County. He’s delighted to be back at Valley Road for an encore performance.

Dave Goodrich brings his eclectic array of songs and musical styles to Valley Road for an afternoon of music you won’t want to miss!

Join us on Friday, September 11, 2026, from 5:00 p.m. to 7:00 p.m. as we welcome Nelson County-born singer-songwriter Byron Massie for Late Night Friday!

Don’t miss VRV favorite, Ron Gentry. A great way to celebrate a Friday night.

Ron’s music is a delight and is always the perfect accompaniment to Valley Road wine!

Live Music Saturday with Paul Gifford on the Pavilion Stage!

Kam will be back with her delicious home-baked treats! Perfect to pair with Valley Road wines. Enjoy them while here and take some home!

Join us on August 21, 2026, from 5:00 p.m. to 7:00 p.m. as we welcome Nelson County native singer-songwriter Byron Massie for Late Night Friday!

Relatively new to the live music scene, Tristan recently moved to Nelson County and has been playing at Basic Necessities on Sunday mornings.

He’s delighted to be back at Valley Road for an encore performance.

Live Music with Jim and John this Saturday afternoon!

Please help us welcome Travis Elliott back to Valley Road Vineyards for this Late Friday appearance.

A Charlottesville, Virginia-based singer, songwriter, and guitarist with roots in Richmond, his sound blends alternative pop hooks, punk energy, and Americana grit, earning praise as a “modern rock epic.”

There is no better way to spend a Saturday afternoon than at Valley Road Vineyards + the engaging performance of Shane Click! Don’t miss it!

Enjoy great wine along with great music from Gina Nobel and Matt Draper.

Jim Richardson has that special gift for pulling the heartstrings and tickling the funny bone with his performances.

Celebrate July 4th here at Valley Road Vineyards with great wine and live music by Tristan Adams.

The best way to start the weekend: enjoying great Valley Road wine while listening to Brian Franke, the quintessential modern troubadour.

You are NOT going to want to miss a rollicking good time with Old Age & Treachery!

OA&T is a musical experience dedicated to providing an audience with a treacherously good time, courtesy of new, old, ageless and damn good songs.

Don’t miss VRV favorite, Ron Gentry. A great way to celebrate a Friday night.

Ron’s music is a delight and is always the perfect accompaniment to Valley Road wine!

Please help us welcome Travis Elliott to Valley Road Vineyards for this Late Friday appearance.

A Charlottesville, Virginia-based singer, songwriter, and guitarist with roots in Richmond, his sound blends alternative pop hooks, punk energy, and Americana grit, earning praise as a “modern rock epic.”