Glass House Winery & Brewery

Glass House Winery & Brewery Glass House Winery & Brewery is a boutique winery and brewery in the heart of the Monticello Wine Trail in central VA. Art
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Glass House Winery is a boutique winery in the heart of the Monticello Wine Trail in central Virginia. We craft artisan wines made from grapes grown on our property and in our region. With 15 acres under vine, we have chosen grapes that bring out the best of the terroir in our region. We cultivate these grapes with meticulous care, while striving to treat the Earth as respectfully and gently as po

ssible in the process. With a tropical flair, artisan wines and chocolates, and a very distinctive setting, Glass House is a one-of-a-kind winery. We offer estate wines, blends, a very unique chocolate wine and Glass House Winery’s own brand of handmade chocolates. Our beautiful 48 acres include a winery, tasting room, lake with floating dock, B&B, glass house conservatory, and our Bottle Building! Escape to the tropics at Glass House Winery in Free Union, VA.

Celebrate Father's Day with the awesome acoustic sounds of The Po***cks. It's always a rocking good time when the trio o...
06/18/2026

Celebrate Father's Day with the awesome acoustic sounds of The Po***cks. It's always a rocking good time when the trio of Jason Po***ck, Thomas Gunn, and Maryline Meyer-Po***ck are here in our tropical space! Bring your Dads, families, and friends. They'll thank you for it! Sunday, June 21st, from 2 to 5pm. Open to all. No cover.

We are super excited to welcome the Jazz Connection to our tropical space for their very first time. Bring the gang and ...
06/17/2026

We are super excited to welcome the Jazz Connection to our tropical space for their very first time. Bring the gang and a picnic, select your favorite GHW&B wines and brews, and enjoy a stellar night of fabulous jazz tunes inside the lush confines of our conservatory! Saturday, June 20th, from 5 to 8pm. Open to all. No cover.

"The Jazz Connection is a contemporary jazz quartet playing jazz standards and jazz versions of popular tunes, often with guest performers. We'll always have something inspiring or nostalgic for you to hear, and occasional surprises. Come join us for a good time."

Jazz Connection's featured musicians for this June 20th performance:
Victor Lee on sax and flute
David Weiss on keyboard
Mitch Sams on bass
Mark Lee on drums

We are super stoked to have Susie & The Pistols returning to our (tropical) 'glass corral' stage, and you better believe...
06/16/2026

We are super stoked to have Susie & The Pistols returning to our (tropical) 'glass corral' stage, and you better believe that they'll have their musical 'sites' set on you! Susannah Hornsby, Andrew Green, Paul Rosner, and Michael Clem will be aiming for you with their awesome 'cajun-tonk' sounds...it's their ammo of choice! Friday, June 19th, from 6 to 8:30pm. Open to all. No cover.

Sweet Jane's Kitchen will be onsite offering their incredibly delicious Maryland style Crab Cake Sandwiches. Service begins at 5:30pm.

It's going to be a super cool Sunday Fun Day here in the tropics of Free Union with Willie DE treating us to his awesome...
06/11/2026

It's going to be a super cool Sunday Fun Day here in the tropics of Free Union with Willie DE treating us to his awesome bluesy rock sounds. Sunday, June 14th, from 2 to 5pm. Open to all. No cover.

Our live music events typically take place within the beautiful space of the glass conservatory, our indoor tropical oasis. On occasion, the music may perform outdoors, under the eaves of the back deck. Both indoor and outdoor seating is available first come, no reservations.

Picnics are welcome throughout the property, barring any outside alcohol. We have plentiful seating areas indoors and outdoors, across all areas of the winery/brewery property. Feel free to bring your blankets/chairs. Pop up tents and personal grills are permitted for use in the overflow grassy tailgate and picnic areas.

It's going to be a sensational Saturday evening with Swansong returning to our tropical oasis here in Free Union. Swanso...
06/11/2026

It's going to be a sensational Saturday evening with Swansong returning to our tropical oasis here in Free Union. Swansong performers will be Rene Sanchez (piano/keyboards), Ben Figgs (cello), Chance Morris (drums/percussion), and guest performer Abbi Beall (viloin). A truly amazing ensemble treating all to their 'classical, rock, soundscapes, soundtracks, jazz, and tango'. Saturday, June 13th, from 5 to 8pm. Open to all. No cover.

Spice up the start to your weekend with the sizzling sounds of Beleza. The effervescent and vivacious duo of Madeline an...
06/09/2026

Spice up the start to your weekend with the sizzling sounds of Beleza. The effervescent and vivacious duo of Madeline and Berto Sales will have us on our feet and grooving to their 'funkalicious samba soul music' inside the lush confines of our tropical conservatory. Friday, June 12th, from 6 to 8:30pm. No cover. Open to all.

We are happy to welcome Carrie's Soul Food Truck to our tropical space for their first time. They'll be cooking up a menu of their incredibly tasty dishes with service beginning at 5pm.

The Golden Trumpets are playing at Glass House this week!
06/09/2026

The Golden Trumpets are playing at Glass House this week!

*Please note the earlier music times of 1 to 4pm.*It's going to be an extra special Sunday Fun Day in the tropics of Fre...
06/04/2026

*Please note the earlier music times of 1 to 4pm.*

It's going to be an extra special Sunday Fun Day in the tropics of Free Union with singer/songwriter Theocles treating us all to his fantastic music. Sunday, June 7th, from 1 to 4pm. No cover. Open to all.

Join us for what's sure to be a super fun Saturday evening here in the tropics of Free Union with Michael Clem (of Eddie...
06/03/2026

Join us for what's sure to be a super fun Saturday evening here in the tropics of Free Union with Michael Clem (of Eddie From Ohio) and Paul Bell (of The Nighthawks). This mega talented duo will be entertaining all with their fantastic folk tunes, and, of course, a hearty dose of MC's fabulous charm! Saturday, June 6th, from 5 to 8pm. Open to all, no cover.

Picnics are welcome throughout the property, barring any outside alcohol. We have plentiful seating areas indoors and outdoors, across all areas of the winery/brewery property. Feel free to bring your blankets/chairs. Pop up tents and personal grills are permitted for use in the overflow grassy tailgate and picnic areas.

t's going to be an incredible Friday night with Dara James and the Soul Disciples returning to our slice of Free Union p...
06/02/2026

t's going to be an incredible Friday night with Dara James and the Soul Disciples returning to our slice of Free Union paradise! Featuring Dara James on guitar and vocals, Eric Franzen on organ, and Jeff Louderback on drums. They'll be preaching to us all with their awesome Blues, R&B, and a whole lot of SOUL! Friday, June 5th, from 6 to 8:30pm. Open to all. No cover.

There is no food truck scheduled for this date. Picnics are welcome throughout the property, barring any outside alcohol. We have plentiful seating areas indoors and outdoors, across all areas of the winery/brewery property. Feel free to bring your blankets/chairs. Pop up tents and personal grills are permitted for use in the overflow grassy tailgate and picnic areas.

Address

5898 Free Union Road
Free Union, VA
22940

Opening Hours

Monday 12pm - 5:30pm
Wednesday 12pm - 5:30pm
Thursday 12pm - 5:30pm
Friday 12pm - 9pm
Saturday 12pm - 8pm
Sunday 12pm - 5:30pm

Telephone

+14349750094

Website

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