Live Music: Jason Masi
2026-04-12 14:00 - 17:00 (America/New_York) | Doukénie Winery, 14727 Mountain Road, Hillsboro, Virginia, 20132, United States
Join us for live music and an intimate performance by DC-based singer-songwriter Jason Masi on April 12th from 2:00 pm – 5:00 pm. Known for his soulful blend of acoustic and R&B sounds, Jason brings his laid-back yet energetic style to Doukénie Winery. His music has been featured on CBS’s “The Young & the Restless” and he’s known for connecting with audiences like old friends. Enjoy Jason’s passionate performance while sipping award-winning Virginia wines with stunning mountain and vineyard views.

Live Music: Joey & The Waitress Band
2026-04-18 14:00 - 17:00
Join us for an unforgettable afternoon of live music featuring Joey & The Waitress Band at Doukénie Winery. This talented group will perform from 2:00 PM to 5:00 PM on April 18th, creating the perfect soundtrack for your wine tasting experience. Enjoy their captivating performance while sipping our award-winning wines on our beautiful vineyard grounds. Whether you’re a longtime fan or discovering new music, this intimate outdoor concert offers the ideal blend of great entertainment and exceptional wine in our picturesque Virginia setting.

Live Music: Rich Follett
2026-04-19 14:00 - 17:00
Experience live music with Rich Follett at Doukénie Winery on April 19th from 2:00–5:00 pm. His song list includes familiar tunes from the 1920s to the present. He also offers original compositions with insightful lyrics and inviting melodies. Rich is a retired public school teacher whose program is punctuated with interesting anecdotes and true stories from his classroom experiences. Rich’s easy-on-the-ears performance pairs perfectly with sampling our award-winning wines and taking in the stunning views of our Virginia vineyard. This indoor concert creates the perfect backdrop for an afternoon of music, wine, and relaxation in our beautiful winery setting.

Live Music: Adriel Genet
2026-04-25 14:00 - 17:00
Experience the musical artistry of Adriel Genet at Doukénie Winery on April 25th from 2:00 PM to 5:00 PM. Known for his compelling acoustic performances and distinctive vocal style, Adriel creates an intimate atmosphere that perfectly complements our vineyard setting. Guests can enjoy his thoughtful songwriting and skilled musicianship while sampling our award-winning Virginia wines against the backdrop of our scenic winery grounds. This outdoor concert provides the perfect opportunity to discover new music while savoring exceptional wines in our beautiful and welcoming environment.

Heritage Club Night!
2026-04-25 18:00 - 20:00
Join us for an exclusive Heritage Club Member Night, an evening created just for our members to relax and enjoy the vineyard. Each event will feature live music, small bites, and a special member-only theme or offering.
Our first gathering kicks off April 25 from 6:00–8:00 PM, and the series will continue on the last Saturday of each month (excluding May) throughout the warmer season, running through October 31.
This series is simply our way of saying thank you and showing our appreciation for the continued support of our Heritage Club members.

Live Music: Ty Burkhardt
2026-04-26 14:00 - 17:00
Be among the first to experience his one-of-a-kind debut performance at the Doukenie Winery on April 26th from 2:00pm – 5:00pm. Ty Burkhardt is an innovative fingerstyle guitarist who creates the sound of an entire band using just one instrument. Through dynamic tapping, percussion on the guitar body, and intricate melodic layering, he transforms well-known songs into rich, immersive performances that captivate audiences.Blending classic favorites with modern influences, Ty’s versatile style delivers both technical brilliance and relaxed vineyard charm — the perfect complement to an afternoon of exceptional wine.

Live Music: Shane Gamble
2026-05-02 14:00 - 17:00
Join us for an afternoon of exceptional live music featuring Shane Gamble at Doukénie Winery on May 2nd from 2:00 PM to 5:00 PM. Shane’s dynamic acoustic performances showcase his versatile musical talents and engaging stage presence, creating the perfect atmosphere for an intimate vineyard concert. Guests can enjoy his captivating music while exploring our selection of premium award winning Virginia wines.

Live Music: Jason Masi
2026-05-03 14:00 - 17:00
Join us for live music and an intimate performance by DC-based singer-songwriter Jason Masi on May 3rd from 2:00 pm – 5:00 pm. Known for his soulful blend of acoustic and R&B sounds, Jason brings his laid-back yet energetic style to Doukénie Winery. His music has been featured on CBS’s “The Young & the Restless” and he’s known for connecting with audiences like old friends. Enjoy Jason’s passionate performance while sipping award-winning Virginia wines with stunning mountain and vineyard views.

Live Music: Pandhandle Dan
2026-05-09 14:00 - 17:00
Join us for live music with Panhandle Dan at Doukenie Winery on May 9th from 2:00 PM – 5:00 PM. Panhandle Dan is known for the upbeat acoustic show blurring the lines from blues to bluegrass, roots, rags and old favorites!

Live Music: The Cold North
2026-05-10 14:00 - 17:00
Experience live music with The Cold North at Doukénie Winery on May 10th from 2:00–5:00 pm. This father-daughter duo, Lee and Cait Jones, play original music which is an Americana blend of Country, Blues, and Jazz. Adding in some Gothic undertones, haunting harmonies, and unexpected instrumental mixes, you’ll enjoy lyrical tales of life, love, and loss. The Cold North have played hundreds of gigs around the area and perform a fun, friendly, audience-engaged show that is sure to please. They provide the audience a diverse cover list of more than 500 songs, allowing you to make requests for your favorites.

Live Music: Gary Smallwood
2026-05-16 14:00 - 17:00
Join us for live music with Gary Smallwood on Saturday, May 16th from 2:00PM – 5:00PM. Gary’s style of music consists of Classic Rock, Country Rock, soulful Blues Rock (or what he likes to call “flat out guitar-driven blues-infused rural contemporary music”). He sometimes incorporates Soul, R&B, and Funk into his shows. He’s a generous performer, giving back to the community by playing numerous benefit shows a year. Gary has shared the stage with or supported such great acts as Robin Trower, Frank Marino & Mahogany Rush, the late great Jeff Healey, Elliott Easton (the Cars), Marshall Tucker Band, Molly Hatchet, The Outlaws, Johnny Winter, Craig & Patrick Fuller (Pure Prairie League), Bill Payne (Little Feat),Bret Michaels, Catfish Hodge, Michael Fath, and many more.

Live Music: Kristin Eyerman
2026-05-17 14:00 - 17:00
Experience the soulful sounds of Kristin Eyerman at Doukénie Winery on May 15th from 2:00 PM to 5:00 PM. Known for her captivating vocals and engaging stage presence, Kristin will perform an intimate acoustic set that perfectly complements our vineyard atmosphere. Guests can enjoy her melodic performance while sampling our award-winning wines and taking in the stunning views of our Virginia vineyard. This indoor concert creates the perfect backdrop for an afternoon of music, wine, and relaxation in our beautiful winery setting.

Live Music: Bearded Harmony
2026-05-23 14:00 - 17:00, 2026-07-25 14:00 - 17:00
Join us at Doukenie Winery on July 25th, 2:00pm-5:00pm to hear our tasting room managers personal favorite local musician, Bearded Harmony.
Big harmonies, bold beards, and feel-good energy. Bearded Harmony is a dynamic acoustic duo known for blending rich vocals, tight harmonies, and crowd-favorite covers into a performance that’s both relaxed and lively.
Whether you’re enjoying a sunset over the vineyard or gathering with friends on the patio, their sound creates the perfect backdrop for an afternoon of wine and music. With an easygoing style and engaging stage presence, Bearded Harmony knows how to set the mood — and keep it going.
Join us for great wine, beautiful views, and music that pairs perfectly with both.

Live Music: Stanley Whitaker
2026-05-24 14:00 - 17:00
Experience live music and the talents of Stanley Whitaker at Doukénie Winery on May 24th from 2:00-5:00 pm. Stanley’s acoustic performances bring a unique blend of artistry and passion that creates an intimate and memorable atmosphere for our vineyard guests. Enjoy his compelling music while sampling our award-winning Virginia wines and soaking in the beautiful views of our scenic winery grounds. It’s the perfect combination of exceptional live music and premium wine tasting in our picturesque and welcoming vineyard setting.

Virginia Wine Country Half Marathon
2026-05-30
Register now for the Virginia Wine Country Half Marathon, 10K, or 5K, which begins and ends at Doukénie Winery. The scenic, tree-laden course runs on historic byways, passing vineyards, farms, ranches, and estates along the way. Be sure to add on the post-race Wine & Music Festival. This Festival is open to guests, so bring your friends and family to celebrate with you. Quantities are limited; please plan ahead and purchase early.

Live Music: Sarah Cooper
2026-05-30 14:00 - 17:00
Experience live music from Sarah Cooper at Doukénie Winery on May30th from 2:00–5:00 pm. Sarah’s acoustic set goes beautifully with our vineyard atmosphere. Guests can enjoy her melodic performance while sampling our award-winning wines and taking in the stunning views of our Virginia vineyard. This outdoor concert creates the perfect backdrop for an afternoon of music, wine, and relaxation in our beautiful winery setting.

Live Music: Gary Smallwood
2026-05-31 14:00 - 17:00
Join us for an unforgettable acoustic performance by Loudoun County’s beloved Gary Smallwood on May 31st from 2-5pm. Known for his “flat out guitar-driven blues-infused rural contemporary music,” Gary has been a cornerstone of the local music scene for over five decades. This accomplished musician, who has shared the stage with legends like Robin Trower, Jeff Healey, and Johnny Winter, brings his masterful blend of classic rock, country rock, and soulful blues to Doukénie’s beautiful setting.
A true guitar virtuoso influenced by Hendrix and Clapton, Gary performs 200+ shows a year and has been named Loudoun County’s Musician of the Year multiple times. His passionate performances incorporate soul, R&B, funk, and country, creating an engaging experience that connects with audiences like old friends. Enjoy Gary’s exceptional guitar work while sipping our award-winning Virginia wines with stunning mountain and vineyard views.
