Live Music

Concert on the Lawn time! Enjoy an evening with the Kaitlyn Jewett Band!  The Tasting Room will be serving up charcuterie, paninis and flatbreads to enjoy with your favorite award-winning Texas wine! Relaxing on the lawn, on the patio, or in the cellar room. Concerts on the lawn are free to attend, no reservation required. As always, no outside alcohol is permitted on the property per TABC regulations. See you there!

Enjoy an evening of live music with Marshall Bex! Enjoy award-winning Texas wine while snacking on charcuterie.  Free to attend, no reservation required. See you there! ~ cheers!

It's a party, and you're invited! Come pick up your wines, taste our new releases, and enjoy live music by Suzy & Woodrow!   Cousin's Maine Lobster will be in the vineyard with mouth-watering meals! Attending the party is free for all wine-club members. As always, our Enthusiast members may bring up to four guests and our Aficionado members may bring up to six guests free of charge.   See you there ~ Cheers!

It's a party, and you're invited! Come pick up your wines, taste our new releases, and enjoy live music by Chad Leedy!   The tasting room will be serving charcuterie and paninis, plus Tre Pizza will deliver! Attending the party is free for all wine-club members. As always, our Enthusiast members may bring up to four guests and our Aficionado and Vault Members members may bring up to six guests free of charge.   Food and drink available for purchase.  See you there ~ Cheers!

An evening of live music with Andy Garcia! Enjoy award-winning Texas wine while snacking on charcuterie.  Free to attend, no reservation required. See you there! ~ cheers!

Join us for an exciting night with Spjork!  A danceable delicacy of mashups + remixes, one that’s best eaten with a spjörk. Hibachigo Food Truck will be in the vineyard with delicious eats.  The Tasting Room will have charcuterie, paninis or flatbreads to enjoy with your favorite award-winning Texas wine. Relax on the lawn, on the patio, or in the cellar room. Concerts on the lawn are free to attend, no reservation required. As always, no outside alcohol is permitted on the property per TABC regulations. See you there!

It's a party, and you're invited! Come pick up your wines, taste our new releases, and enjoy live music by The Texas High Road Duo! Attending the party is free for all wine-club members. As always, our Enthusiast members may bring up to four guests and our Aficionado members may bring up to six guests free of charge.   See you there ~ Cheers!

Celebrate Mother’s Day at Lost Oak Winery with Suzy & the Sissies – Live Music, Mimosas, Market in the Vines & More! Looking for the perfect way to celebrate Mother’s Day in Texas wine country? Join us at Lost Oak Winery for a fun-filled afternoon of live music, shopping, and award-winning Texas wines! On Mother's Day, we’re excited to welcome the talented Suzy & the Sissies to the lawn for a free outdoor concert you won’t want to miss. Bring Mom out to relax on our scenic lawn or cozy patio with a glass of your favorite Lost Oak wine. Sip refreshing mimosas, snack on delicious charcuterie, and enjoy bites from the Fifty Fifty Food Truck, serving up flavorful eats all afternoon. Make your day even more special by exploring our Market in the Vines — the perfect opportunity to shop unique gifts, local artisan goods, and last-minute treasures for Mom. Admission is free, and no reservations are required. Bring a blanket or lawn chair and enjoy the afternoon with us! Whether you're celebrating your mom, yourself, or just looking for a relaxing way to spend the day, Mother’s Day at Lost Oak Winery is the place to be. Concerts on the lawn are free to attend, no reservation required. As always, no outside alcohol is permitted on the property per TABC regulations. See you there!

Spend your Memorial Weekend Saturday with us. We're open 12–10 pm. Have a glass of wine, or sangria and challenge your friends and family to a friendly lawn game. Vineyard & Winery Tours at 1 pm and 3 pm while availability lasts — Walk the vines, explore the production facility, and taste the difference Enjoy a Live Concert on the Lawn from 6-9 pm — Bring a lawn chair or blanket  and your dancing shoes. Free to attend and please no outside alcohol permitted, per TABC regulations

Concert on the Lawn time! Enjoy an evening with Local Yoakam Trio, tribute!  The Tasting Room will be serving up charcuterie, paninis and light bites to enjoy with your favorite award-winning Texas wine! Relaxing on the lawn, on the patio, or in the cellar room. Concerts on the lawn are free to attend, no reservation required. As always, no outside alcohol is permitted on the property per TABC regulations. See you there!

  Dueling Pianos is back!  Join us for this one-of-a-kind interactive Dueling Pianos show with the Eighty Eights performing live popular songs from the classics to today’s hits on the Lost Oak Winery lawn. Boomers Kitchen food truck will be on-site for dinner. Get your tickets by clicking here! This show is Ages 21+ only. All food and wine are sold separately from the ticket price.  Tickets are non-refundable.  

Wine Club Pick-Up Party  🌊☀️ It’s a Beach Party at Lost Oak Cellars, and You’re Invited! 🍷🦪 Calling all Lost Oak Winery Wine Club Members—it’s time to celebrate summer in true coastal style! Join us on Sunday, for our Wine Club Pick-Up Party at the winery in Boerne, Texas—this time with a fun Beach Party Theme! Come pick up your wine club selections, sip on our latest wine releases, and taste what’s new in the tasting room. The vibe will be lively, beachy, and filled with great music, great wine, and great company. 🎷 Live Music by Tiny Jazz – Relax or dance along to smooth jazz sounds that set the perfect summer tone. 🧀 Charcuterie & Light Bites – Our tasting room will be serving gourmet snacks and seasonal small plates to pair with your favorite wines. 🦪 Pinchy’s will be on-site for a classic oyster shuck experience—fresh, flavorful, and full of summer vibes! RSVP is not required, just show up ready to relax, connect, and celebrate the season with your fellow wine lovers. 📍 Lost Oak Winery – Boerne, Tx 🗓️ Sunday, June 22 🕑 1:00 PM – 4:00 PM 🎶 Live Jazz | Oyster Shuck | Great Wine This exclusive event is FREE for Wine Club Members. Per TABC regulations, no outside alcohol is permitted on property. Slip on your beach hats and flip-flops and join us for one of the best wine club events. See you there – Cheers!