Glass House Winery &amp; Brewery

Father’s Day Brunch with Chef Tim

Sun, Jun 21, 202612:00 PM

Brunch with Chef Tim is now a monthly event at the Glass House Bed & Breakfast. For June, we’re celebrating Father’s Day! One seating, 12 guests, four courses with drink pairings.

The Pollocks

Sun, Jun 21, 20262:00 PM

Chickenhead Blues Band [no food truck, picnics welcome]

Fri, Jun 26, 20266:00 PM

Robert Jospé Trio

Sat, Jun 27, 20265:00 PM

Jon Spear (solo)

Sun, Jun 28, 20262:00 PM

Jon Spear (solo)Robert Jospé Trio picnics welcome]Chickenhead Blues Band [no food truck The Pollocks Willie DE (solo acoustic)### Theocles Dara James the Soul Disciples [no food truck Ty Burkhardt Liz Barnes/Barbara Martin Quartet [Brick City Kitchen food truck]Lockjaw Classic Rock Band [Wings on Wheels BWW food truck]The Wavelength trio Lisa Carter!Sweet Jane’s Kitchen Crab Cakes Midnight Buzz Matt Draper Gina Sobel female led vocal covers of R&B Perennial Collection Randy Johnston the talented singer/songwriter couple Brian Franke FarAway Sara Davenport Chickenhead Blues Band Brick City Kitchen Food Truck live inside our tropical oasis classic rock covers as well as Jason Burke originals Jasone Burke Band

Recent Past Events at Glass House Winery & Brewery

Willie DE (solo acoustic)Sun, Jun 14, 2026

Beleza with Carrie’s Soul Food Truck (1st time @ Glass House!)Fri, Jun 12, 2026

Theocles (solo)Sun, Jun 7, 2026

Michael Clem and Paul BellSat, Jun 6, 2026

Dara James and the Soul Disciples [no food truck, picnics welcome]Fri, Jun 5, 2026

Ty BurkhardtSun, May 31, 2026

Liz Barnes/Barbara Martin Quartet [Brick City Kitchen food truck]Sat, May 30, 2026

Lockjaw Classic Rock Band [Wings on Wheels BWW food truck]Fri, May 29, 2026

The Wavelength trio with special guest, Lisa Carter!Sat, May 23, 2026

Midnight Buzz with Sweet Jane’s Kitchen Crab CakesFri, May 22, 2026

Gina Sobel and Matt DraperSun, May 17, 2026

Perennial CollectionSat, May 16, 2026

Ken Farmer & The Authetnticators – No Food TruckFri, May 15, 2026

Mother’s Day Brunch at the Glass House Bed & BreakfastSun, May 10, 2026

Randy JohnstonSun, May 10, 2026

Artists Who Have Performed at Glass House Winery & Brewery

Other Upcoming Events Near Glass House Winery & Brewery

Senior Softball: The Retreads

Second-Wind Band

Music in The Atrium - Stan Hamrick

Pride Daytime Movie - Milk

Party Bridge

Piano Music with Bill Porter

Trivia

Moving Forward to the Future

Smooth Sailing Ballroom · Charlottesville

Bachata Group Class

Selvedge Brewing · Charlottesville

Trivia Night