Calendar

No reservations Harmonica wizard Gary Green, beautiful and soulful singer/songwriter Calie Garrett, and brilliant songwriter/folk musician Justin Storer combine their amazing talents to entertain all in the tropics of the glass conservatory. Sunday, September 1st, 2:30-5pm. (*please note, the event times are earlier for this …

PICKING and PICNICKING @ Glass House Winery, DAY #2 – Labor Day Monday, September 2nd Come over and have a labor day picnic here! Our big grill will be on and ready to for you to cook up your picnic items — grilled meat, fish …

No reservations Find Scuffletown music here: http://www.scuffletownmusic.com/ Find 106 Street food truck here: https://www.facebook.com/106streetfood/

No reservations Singer/Songwriter John Rimel returns to Glass House Winery. Entertaining all with his multi genre originals to include Americana, Rock, Blues, Folk, Country, and Gospel. Live inside the tropics of the glass conservatory, Sunday, September 8th from 3 to 5:30pm. Learn more about John …

No reservations Find Bobby Midnight Band here: https://bobbymidnightband.com/ Find Mouth Wide Open food truck here: https://www.mwofoodtruck.com/

No reservations Willie DE is back with his awesome bluesy rock sounds! Performing live in the Glass House Winery tropical conservatory, Sunday, September 15th, from 3 to 5:30pm. Find Willie DE music here: https://williede.com/

No reservations band returns to Glass House Winery on Friday September 20. Filling the tropical conservatory with their awesome rock/country sounds live from 6 to 9pm. Keep up with the band via Facebook — https://www.facebook.com/TheMidnightBuzzBand/ Blue Ridge Pizza Co. will be onsite with their mobile …

No reservations Having just completed a year of music study in Spain, singer-songwriter Genna Matthew returns to the tropics of Free Union. She’ll be entertaining all with her Indie Pop-Rock sounds, live inside the glass conservatory from 3 to 5:30pm. Singer-songwriter Genna Matthew’s indie folk-pop …

Join us for a special Sunday evening as we host Charlottesville Area Riding Therapy for an evening of wine and fun! Tickets $25 in Advance, $30 at the door.  Each ticket includes two glasses of wine.

No reservations Find Jon Spear Band here: https://www.jonspearband.com/about Find 106 Street food truck here: https://www.facebook.com/106streetfood/

No reservations Michael Clem and Rusty Speidel return to the tropics of Free Union. Entertaining all with their folk tunes and a bit of MC charm sprinkled in between the music! Sunday, September 29th, 2-4:30pm! (*note earlier times than usual) Learn more about the music …

Glass House Winery is honored to be the location for this special tribute to Vaughan Mairs on Sunday, September 29th, with appearances by Scuffletown, Mando Mafia, and other area musicians. The Glass House Winery Tasting Room, Tropical Conservatory, and Bottle Building will all be open …