Paint & Sip: Sunflower Wine Glass

Burleson
Wednesday, August 6 | 6–7:30 PM

Celebrate summer in full bloom with a creative evening at Lost Oak Winery! Join for our seasonal Paint & Sip event, where you’ll design and paint your very own sunflower wine glass—just in time for the dog days of summer.

No Experience Needed – Just Bring Your Creativity Whether you're an experienced artist or just looking to try something new, this class is designed for all skill levels. Our friendly instructors will guide you step-by-step in painting a bright, summery sunflower onto a keepsake wine glass you’ll be proud to take home.

Wine Down with a Midweek Escape Grab your besties and enjoy a relaxing Wine Down Wednesday surrounded by the vineyard views. Sip on our award-winning Texas wines or cool off with a wine-a-rita or house-made sangria while you paint your masterpiece.

 Tickets Include: All painting supplies and instruction One stemmed wine glass to paint and take home 👉 CLICK HERE TO GET YOUR TICKETS BEFORE THEY SELL OUT!

Time: 6:00 – 7:30 PM Wine sold separately through our tasting room

TABC Reminder: All beverages must be purchased on-site. No outside alcohol is permitted per TABC regulations.

This fun and relaxing Burleson paint & sip event is the perfect excuse to get creative, sip something delicious, and celebrate the sunny side of life. Whether you’re planning a girls’ night out, a midweek date, or a solo adventure, we promise an evening full of color, laughter, and great wine.

🌻 Space is limited—reserve your spot today and let your creativity bloom!

Crafts & Corks DIY Class

Boerne

Get creative with your wine time! Join us at Lost Oak Cellars in Downtown Boerne, TX for a fun and artistic evening.

 

🖌️ Event Date:
📅 Wednesday, August 6th, 6-8 pm

 

Sip, swirl, and create your very own custom wine glass while enjoying your favorite Lost Oak wines in the heart of Boerne’s charming Main Street district. Whether you're a seasoned artist or just in it for the wine and fun, this is the perfect girls' night, date night, or solo outing to unwind and get inspired.

 

🎟️ Tickets include:

  • All painting materials

🎨 Limited spots available – grab your tickets here and let your creativity flow with wine in hand!

Lost Oak Live with Jeremy Parsons

Boerne
Live Music Night with Jeremy Parsons | Lost Oak Cellars Thursday August 7th | 6-9 pm Join us for a relaxing evening filled with Texas wine, great music, and good vibes! Enjoy the acoustic sounds of Jeremy Parsons. Live Music by Jeremy Parsons Jeremy's sound is the perfect soundtrack for your evening in the vineyard. Kick back, sip wine, and let the music carry you into the weekend. Sip & Savor Indulge in our full selection of award-winning Texas wines, or cool off with a refreshing house-made Sangria or frozen Wine-a-Rita—the perfect pairing for a summer night. Charcuterie & Light Bites Our tasting room will also offer delicious charcuterie boards and light snacks, ideal for grazing while enjoying the music. Relaxing Atmosphere Take in the show from our twinkle-lit patio, cozy tasting room, or out on the lawn under the Texas sky. 🎟️ Free to Attend | No Reservation Required Time: 6:00 – 9:00 PM (or insert event time) 🚫 TABC Reminder: Outside alcohol is not allowed. All beverages must be purchased on-site, in compliance with TABC regulations. Bring your friends, grab a glass, and enjoy a night of live music and Texas hospitality at Lost Oak Cellars. Whether you're a wine lover, music fan, or just looking for something fun to do in Boerne, this is the perfect way to unwind. See you there—cheers! 🍷

The King Lives! Elvis Tribute Show

Burleson
This event is held inside at the Lost Oak Winery Event Center.  The KING LIVES!!  Elvis is in the building! Kraig Parker's international award-winning tribute to Elvis Presley, a truly authentic and tasteful world-class show that has astonished audiences for over 20 years.  His powerful voice, electric stage moves, and tasteful charisma has left fans "All Shook Up" and screaming for more! The combined styles of love songs, blues, gospel, country and rock pleases Elvis fans and audiences of all kinds. Entertainment industry critics have frequently exclaimed their praises and admiration for the talented and professional performances that this transformative tribute brings forth. For Elvis fans of all ages, Kraig Parker is more than an impersonator, he brings the ultimate Elvis experience! Boomers Kitchen will be on site for dinner, and there will be plenty of wine for sale at the bar.  Food and wine are sold separately. Ages 21+ only.  This event starts 7:00 pm and the doors open at 6:00 pm to get seated.  Get Your Tickets Here (Tickets are non-refundable.) Kraig has performed world-wide in major arenas and top venues from the United States to the U.K., France, Canada, Belgium, Finland, Denmark, Germany and Sweden. He has received countless top reviews from news media and radio personalities. He has won many performance awards over the years, including the Elvis Extravaganza in 2005 and 2007. He has also headlined shows on the strip in Las Vegas. His performances have thrilled audiences at concert venues, festivals, special events, nightclubs, casinos, performance halls, and even cruise ships. He has even crooned while accompanied by major symphony orchestras - the Phoenix Symphony, Detroit Symphony, Mississippi Symphony, Ft. Worth Symphony, Pacific Symphony, Buffalo Symphony, and Yakima Symphony.

Swiftie Night on the Lawn

Burleson
Saturday, August 9 | 7–10 PM

Calling all Swifties! Get ready for a magical, music-filled evening. We’re celebrating all things Taylor Swift with an epic Swiftie Night you won’t want to miss.

DJ Aaron of Artubus Entertainment will be spinning non-stop Taylor Swift hits, from Love Story to Cruel Summer, Shake It Off, Style, and everything in between. Whether you're a casual fan or a full-on Eras Tour expert, this is your chance to dance, sing, and celebrate T-Swift in true vineyard style. Arbutus Entertainment logo

Dress to Impress – Taylor Style! Wear your best Taylor Swift-inspired attire and enter our costume contest for a chance to win fun prizes! Channel your favorite era or iconic look—we’re talking cowboy boots, sequins, red lipstick, friendship bracelets, and all the sparkle you’ve got.

Drinks for Every Era Enjoy house-made sangria, wine-a-ritas, and a special Swiftie-themed mocktail for all ages. Our full list of award-winning Texas wines will also be available by the glass or bottle.

Food Truck: Love Life & Pizza Fuel up with delicious artisan pizza served fresh on-site—because pizza + Taylor Swift = perfection.

🎟️ Free to Attend | All Ages Welcome 🕖 Time: 7:00 – 10:00 PM

TABC Reminder: All wine and beverages must be purchased on-site. No outside alcohol is permitted per TABC regulations.

Whether you're Team Folklore, Lover, or Reputation, gather your fellow Swifties for a night of music, dancing, wine, and unforgettable vibes. It’s going to be fun for all ages and a night you’ll never shake off! 📸 Tag us @lostoakwinery in your Swiftie fits!

Lost Oak Cellars Live with Andy Garcia

Boerne
Spend your Thursday evening in the Texas Hill Country with a glass of wine in hand and live music in the air at Lost Oak Cellars in Boerne, TX. Join us on Saturday, August 9th from 7:00 to 10:00 PM Live Performance by Andy Garcia Set the perfect tone for a relaxing evening. Award-Winning Texas Wines Savor your favorite Lost Oak wines, produced right here in the Lone Star State. From refreshing whites to bold reds, we have something to satisfy every palate. Charcuterie & Light Bites Enhance your night with gourmet charcuterie boards, and light bites—available from our tasting room menu. The Lost Oak Experience in Boerne Enjoy the music in the cozy cellar room, or take in the ambiance under twinkle lights on the Weingarten. This is Hill Country at its best. 🎟️ Free Event | No Reservation Needed Gather your friends and make it a night to remember—no tickets or RSVP required. Important Reminders:
  • In compliance with TABC regulations, no outside alcohol is allowed on-site.
  • Seating is first come, first served—arrive early to grab your favorite spot.
  • Family-friendly atmosphere. Wine service is for guests 21+ only.
Make your evening special with live music, handcrafted wine, and Hill Country hospitality at Lost Oak Cellars in Boerne—a top destination for Texas wine events and live entertainment.
Wine Down in the Weingarten Wednesdays

Wednesday Happy Hour

Burleson

Wednesdays | 4–6 PM | Lost Oak Winery 

 

Unwind with us midweek every Wednesday from 4:00 to 6:00 PM for our relaxing and flavor-filled happy hour.

 

Happy Hour Special – 50% Off Wine by the Glass!
Take advantage of our exclusive midweek deal—enjoy 50% off individual glasses of wine from 4–6 PM. It’s the perfect excuse to try something new or enjoy your Lost Oak favorite at half the price.

 

Sip Award-Winning Texas Wines
Pair your wine with a delicious selection of charcuterie boards, and light bites, all crafted to complement our handcrafted wines.

 

Wine Club Perk:
Wine Club Members receive a complimentary tasting of featured wines —just one more reason to stop by and savor the experience.

 

Just Relax 
Whether you're lounging on the lawn, taking in the beautiful surroundings on the patio, or catching up with friends in the tasting room, This is the perfect way to pause and enjoy your week.

 

Free Admission | No Reservations Required

 

TABC Reminder:
Outside alcohol is not permitted on the property. All wine must be purchased on-site.

 

Happy Hour Fine Print:

  • Available Wednesdays from 4:00–6:00 PM only

  • Discount applies to individual glasses of wine

  • Bottle purchases not included

  • Multiple discounts may not be combined

Hat Painting With Pauly

Boerne
Wednesday, August 13 | 6–8 PM

Unleash your creativity at one of the most unique and stylish events in Boerne —Hat Painting with Pauly is happening at Lost Oak Cellars.

Design Your Own Custom Hat Join Pauly, a beloved regional artist, for a hands-on experience where you’ll transform a blank hat into a bold, wearable piece of art. Whether your vibe is western flair, boho chic, or vibrant summer tones, Pauly will guide you step-by-step to bring your vision to life.

Sip While You Style This creative evening pairs perfectly with a glass of award-winning Lost Oak wine. Enjoy your favorite vintage, a refreshing sangria, or a frozen wine-a-rita from the tasting room while you paint.

Details: Includes hat, all art supplies, and expert instruction from Pauly Pauly painting a hat.

Wine sold separately through the tasting room Event Time: 6:00 – 8:00 PM

TABC Reminder: All wine and beverages must be purchased on-site. No outside alcohol permitted in accordance with TABC regulations.

Whether you're looking for a fun night out, a creative date idea, or a chance to learn something new, Hat Painting with Pauly at Lost Oak Cellars is an unforgettable experience that blends art, wine, and Hill Country charm.

Come make a memory—and a masterpiece!

Annual Harvest Fiesta & Grape Stomp

Boerne
Annual Harvest Fiesta & Grape Stomp | Saturday, August 16 | 6–10 PM

Celebrate the spirit of harvest in the Texas Hill Country at one of our most iconic events—Lost Oak Cellars’ Annual Harvest Fiesta & Grape Stomp. This is an annual event that has been going for 18 years at Lost Oak Winery, Burleson, TX, and now we are continuing the tradition with our Boerne location. Join us for the fun!

Kick off the evening with our traditional grape stomp, channel your inner Lucy for our I Love Lucy costume contest, then stick around for live music, award-winning Texas wine, refreshing sangria, and gourmet food.

Event Highlights:

Grape Stomp – Grab your spot and stomp grapes just like Lucy! Registered stompers receive a commemorative Harvest Fiesta tote bag (limited to 50 participants).

Live Music by Matt Kersh – Enjoy an evening of soulful country music from 7:00 to 10:00 PM.

Sangria + Texas Wine – Sip on house-made sangria or your favorite Lost Oak varietal.

Food Truck: NunChux – Serving bold, flavorful dishes to fuel your fiesta! "I Love Lucy" Dress-Up Contest – Come dressed as your favorite grape-stomping TV icon for a chance to win fun prizes.

🕕 Schedule: 6:00–7:00 PM: Grape Stomp (30-minute time slots) 7:00–10:00 PM: Live Music + Fiesta

🎟️ Free to Attend | Grape Stomp Registration Required Space is limited for the stomp! Only 50 tickets will be sold and include your time slot and commemorative tote. 👉 Reserve Your Spot for the Grape Stomp

🚫 TABC Reminder: Outside alcohol is not permitted. All wine and beverages must be purchased on-site, in compliance with TABC regulations.

Whether you're stomping grapes, dancing under the stars, or just sipping and savoring, the Harvest Fiesta at Lost Oak Cellars is a must-attend summer event in Boerne wine country. Come make memories at this fun, family-friendly celebration of wine, music, and tradition!

This family-friendly event supports the Center for ASD and is made possible with the generous support of Galliant Autism, Josh Hanna – State Farm, and others.

Center for ASD logo  Gallian Autism logo  Josh Hannah Logo

Bring your friends and family and celebrate the spirit of harvest with Lost Oak Cellars!