Calendar

Sep
2
Mon
Picking and Picnicking- Labor Day Monday September 2nd
Sep 2 @ 12:00 pm – 5:00 pm
Picking and Picnicking- Labor Day Monday September 2nd

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 and/or veggies. Be sure to stop in the Tasting Room to pick up your favorite Glass House Winery wines and chocolates to complete your picnic. GRILL USE IS FREE — FIRST COME/FIRST SERVE

    PARTICIPATE IN ANY and/or ALL of the planned activities:

    12 to 4:30pm – CHOCOLATE AND WINE PAIRINGS (limited seating) *REGULAR CHARGES APPLY*
    ~ A guided chocolate and wine paired tasting
    ~ Reserve a time slot, walk-ins accepted based on availability

    1 to 5pm PICKING — bring your own clippers and containers

    ~ PICK YOUR OWN CONCORD GRAPES *FREE* :
    Concords last a good while when refrigerated. Learn the BEST way to enjoy Concords, and what a fascinating fruit they are.

    ~ PICK YOUR OWN HARDY KIWIS *FREE*:
    Small quantity harvest, but spectacular tasting. Not long lasting. Few people have had hardy kiwis, which taste mostly like kiwis but look completely different.

    2 to 5pm BEHIND THE SCENES *FREE* :
    ~ Sample fermenting wine — fizzy and yeasty!
    ~ Grape Stomping — a chance to stomp some grapes (this activity will only take place on Monday). Maybe fun, maybe a bit gross, but you can say you’ve done it. By the way, there are places in the world — Portugal notably — where grapes are still regularly stomped. Often they hire local futbol teams to stomp back and forth in giant stomping bins.

    4pm VINEYARD WALK and TOUR *FREE* — with lots of info on how grapes grow.

    THE GLASS HOUSE WINERY EXPERIENCE — Chocolate, wine, grapes and more — ALWAYS!

Sep
6
Fri
Scuffletown with 106 Street food truck
Sep 6 @ 6:00 pm – 9:00 pm
Scuffletown with 106 Street food truck
Sep
8
Sun
John Rimel
Sep 8 @ 3:00 pm – 5:30 pm
John Rimel
  • 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 Rimel at — https://johnrimelmusic.com/

    …and keep up with John Rimel Music via Facebook —
    https://www.facebook.com/johnrimelmusic/

    Picnics are welcome, barring any outside alcohol. Your favorite Glass House Winery wines and chocolates, as well as a fantastic selection of packaged gourmet foods, are readily available for purchase inside the Tasting Room.

    Glass House Winery opens at noon. There are plenty of picnic seating options both indoor and out, tables/chairs first come.

Sep
13
Fri
Bobby Midnight Band with Mouth Wide Open food truck
Sep 13 @ 6:00 pm – 9:00 pm
Bobby Midnight Band with Mouth Wide Open food truck
Sep
15
Sun
Willie DE Solo Acoustic
Sep 15 @ 3:00 pm – 5:30 pm
Willie DE Solo Acoustic
  • 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/
Sep
20
Fri
Midnight Buzz with Blue Ridge Pizza Co.
Sep 20 @ 6:00 pm – 9:00 pm
Midnight Buzz with Blue Ridge Pizza Co.
  • 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 pizza oven, cooking up delicious wood-fired pizzas to order.

    Picnics welcome, barring any outside alcohol. Glass House Winery wines and chocolates, as well as an assortment of packaged foods, are readily available inside the Tasting Room.

Sep
22
Sun
Genna Matthew
Sep 22 @ 3:00 pm – 5:30 pm
Genna Matthew
  • 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 sound is both timeless and current, blending pure, sweet vocals with lyrics that strike a chord. She grew up in the lush music community of Charlottesville, Virginia, and was influenced from a young age by the sounds of the area’s Folk and Americana scene.
    Genna’s bittersweet writing sugarcoats wistful lyrics with layers of honeyed vocals and warm harmonies. Her latest EP, ‘My Old Habits’, released in 2016, features prominent instrumentalists including Johnny Stubblefield (Parachute), Sam Wilson (Sons of Bill), Chris Pandolfi (Infamous Stringdusters), Butch Taylor (Dave Matthews Band), and Matt Wood (Erin and the Wildfire).
    In 2018 she traded the Blue Ridge Mountains for the Spanish coast, where she is currently pursuing her Masters in contemporary music performance at Berklee College of Music’s Valencia campus. These travels have inspired her next EP, which features many of the talented artists she has met abroad, and will be released in 2020. ~~~~~

    Learn more about Genna Matthew and her music at — https://gennamatthewmusic.com/

    …and keep up with her via her Facebook page at —
    https://www.facebook.com/GennaMatthewMusic/

CART Fundraiser!
Sep 22 @ 6:00 pm – 9:00 pm
CART Fundraiser!
  • 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.
Sep
27
Fri
Jon Spear Band with 106 Street food truck
Sep 27 @ 6:00 pm – 9:00 pm
Jon Spear Band with 106 Street food truck
Sep
29
Sun
Michael Clem and Rusty Speidel
Sep 29 @ 2:00 pm – 4:30 pm
Michael Clem and Rusty Speidel
  • 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 at – http://michaelclem.com/

    …and follow on Facebook at – www.facebook.com/michaelclemtrio

    Picnics are welcome and encouraged. You’ll find your favorite Glass House Winery wines and chocolates, as well as an assortment of packaged foods, inside the tasting room.

    Glass House Winery will be open from noon until 9pm on this Sunday, 9/29.

    No cover, regular tasting fees apply. Tables/chairs first come, no reservations.
    ~~~~~~~~~~~~
    Please note that this afternoon music event is earlier than usual and will be followed by a special evening event — Sept. 29th, 5-9pm
    Tribute to Vaughan Mairs featuring music by Mando Mafia and Scuffletown, as well as various other local musicians. There will be no cover and the event is open to the public. Two Brothers Southwestern Grill will be onsite for the tribute event.

Vaughn Mairs Tribute
Sep 29 @ 5:00 pm – 9:00 pm
Vaughn Mairs Tribute
  • 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 for the event which will take place from 5pm to 9pm.

  • Two Brothers Southwestern Grill food truck will be onsite to help with dinner plans, offering a menu of their incredibly delicious dishes. Picnics are also welcome.

    In loving memory of the amazing Vaughan Mairs. His spirit will forever be felt in our hearts and in the tropical conservatory where he played numerous times with Scuffletown over the past 8+ years!

Oct
4
Fri
Ken Farmer and The Authenticators with Two Brothers Southwestern Grill Food Truck!
Oct 4 @ 6:00 pm – 9:00 pm
Ken Farmer and The Authenticators with Two Brothers Southwestern Grill Food Truck!
Oct
6
Sun
Central Virginia Blues Society Jam
Oct 6 @ 2:00 pm – 5:00 pm
Oct
11
Fri
Susie and The Pistols with Mouth Wide Open food truck
Oct 11 @ 6:00 pm – 9:00 pm
Susie and The Pistols with Mouth Wide Open food truck
Oct
13
Sun
Greg Ward
Oct 13 @ 3:00 pm – 5:30 pm
Greg Ward