Live Music! Cole Larravide

Friday, May 29th - 7-9 PM

Cole Larravide is a Maryland-based singer/songwriter. He has performed at many world-famous venues including Blues Alley (DC), The Cavern Club (Liverpool), Whisky A Go Go (LA), The Fillmore (Silver Spring), The Birchmere (Alexandira), The Hamilton Live (DC), and The Cobblestone (Dublin). Cole has also performed as an opening act for Three Dog Night, Grand Funk Railroad, Tommy James & The Shondells, Ruthie Foster, 10cc, Gary Puckett & The Union Gap, Hot 8 Brass Band, and The Beatles original drummer Pete Best. He recently recorded an upcoming album at Muscle Shoals Sound Studio.

Live Music! Bell Lipton Trevey Band

Saturday, May 30th - 7-9 PM

Bell Lipton Trevey present their music in the stripped-down style of “MTV Unplugged.” Comprised of players from the Springfield, VA based band Gotcha Covered, they cover classic rock, pop, Motown, alternative, blues, and country sounds from across the decades for audiences of all ages. They blend our voices with acoustic and electric guitars, keyboard, saxophone, banjo, and harmonica.

Vino Vinyasa Wine and Yoga Class!

Sunday, May 31st - 10:30 AM - 12 PM

Join us for an unforgettable morning of relaxation with Vino Vinyasa, a flow-based Yoga class that connects breath awareness with Yoga postures -- all while weaving in fun wine facts and history. Immerse yourself in the perfect blend of rejuvenating yoga practice and delightful wine tasting. We hope to see you there!

Live Music! Jay Brown

Friday, Jun 5th, 7 - 9PM

Jay Brown is a seasoned jazz guitarist rooted in the Maryland–DC music community, recognized for his expressive touch, melodic clarity, and genre‑blending approach to improvisation. Drawing inspiration from classic jazz guitarists as well as American roots traditions, Jay’s sound is warm, lyrical, and deeply personal.

Sip n’ Play SnapKu at Game Night!

Wednesday, Jun 10th, 6:30 - 8:30PM

SnapKu is a fast-paced, high-energy word game that puts a modern spin on the classic art of haiku. With multiple ways to play and win, it's a race against the clock to show off your creativity, wordplay, and quick-thinking brilliance! This free event (monthly every 2nd Wednesday) is a great way to meet new people, try something new, and enjoy handcrafted wine and food in a relaxed, welcoming space.

Live Music! Ray Castro

Friday, Jun 12th, 7 - 9PM

Ray “Mr. Swiftie” Castro is making his debut at The Urban Winery!He’ll be playing a full night fun acoustic covers of all of your favorite hits from the 90s and 2000s, as well as a some Taylor Swift covers mixed in for the Swifties in the crowd!Expect to hear some Green Day, Matchbox 20, Gin Blossoms, Counting Crows, Goo Goo Dolls, U2, Sublime, Hootie & the Blowfish and many more of your favorites from 90s & 2000s rock/alternative radio to bring you back to those times.Ray plays a fun and upbeat show, so it’ll definitely be a good time!

Live Music! Gayle Harrod Band

Saturday, Jun 13th, 7 - 9PM

The band has been performing throughout the DMV region and beyond since 2017, with an exciting and memorable setlist that covers Blues, Soul, R&B, Motown and Popular favorites from the early 1900’s to present and captivating audiences, from the young to the young at heart.

Corks and Cars Show with live music

Sunday, Jun 14th, 11AM - 3PM

Corks and Cars Show. Spend the day at The Urban Winery of Silver Spring, where classic car aficionados and all guests can revel in vintage vehicles while sipping on fine wines, (beers and spirits along with mocktails too) and enjoying great food. Live music featuring the Take Two Duo from noon-2pm

Local musicians Chris Mauro and Vince Campenella have performed in various bands over the years, covering Classic Rock, Top 40, Country, Bluegrass, and Jazz. As the duo Take Two, they have played together for thirteen years, performing a variety of favorite Oldies, Top 40, and Country songs. Their repertoire includes artists ranging from Jimmy Buffett and Toby Keith to Chicago and Emerson, Lake & Palmer.

Live Music! David Scott Weaver

Friday, Jun 19th, 7 - 9PM

David Scott Weaver is an award-winning singer-songwriter who crafts tunes in a range of genres from Americana to Folk, Bluegrass, and more

Live Music! Sarah Driver

Saturday, Jun 20th, 7 - 9PM

Join her on a ride across time (60s to 90s to today!), styles (rock, folk, R&B!), and vibes (ineffable). The unifying element? Over a decade's worth of experience singing, guitaring, and overall musicing. Drop by the show. Sarah will be having a blast and you will too.

Live Music! Van Williamson Trio

Friday, Jun 26th, 7 - 9PM

The group plays jazz staples by Duke, Miles, Chick, Vernon Duke, Gershwin, Cole Porter, etc., and music by John Scofield, Luiz Bonfa, Antonio Jobim, et al. Plus a few old rocker instrumentals, an occasional country tune, ballads, blues, etc. Individual members have performed at Blues Alley, 49 West, the Kennedy Center, various arts councils and festivals, on cruise ships, street parties, community parks, etc.

Live Music! Billy James Herrington

Friday, Jun 26th, 7 - 9PM

Beginning private instruction at age six Billy has been a lifelong musician playing professionally since his teens. Along the way he has been in bands that opened for national acts including Joe Bonamassa, Delbert McClinton, Bo Didley, Derek Trucks, just to name a few. Also has played Beale St. as a semifinalist in Memphis several times for the International Blues Competition.