Looking for a high-energy midweek escape? Join us for Music Singo at Lost Oak Cellars in the heart of downtown Boerne. Presented by Challenge Entertainment, this isn't your average bingo night—it’s a musical spin on the classic game that will have the whole tasting room singing along.

Event Details: Save the Date!

• When: Wednesday, May 13, 2026

• Time: 6:00 PM – 8:00 PM with Challenger Entertainment

• Admission: Free to attend—no reservations required!

What is Music Singo?

Instead of listening for a number, you’ll listen to clips of your favorite popular songs. If the song title is on your free SINGO card, mark it off! It’s fast-paced, interactive, and perfect for groups or a unique date night.

Sip and Win!

Make it a full Hill Country experience by enjoying everything our Boerne Tasting Room has to offer:

• Award-Winning Texas Wine: Sip on your favorites by the glass or bottle.

• Artisan Bites: Pair your wine with delicious charcuterie boards and light bites from our tasting room menu.

• Prizes: Winners of each round walk away with fantastic prizes.

• Historic Atmosphere: Relax in our beautiful building, recognized as a Texas Treasure, located just steps from Boerne’s Hill Country Mile.

Unwrap Your Next Favorite Wine at Lost Oak Cellars

Get ready to fall in love this Friday night! We're hosting a unique mystery wine experience: "Blind Date with a Bottle."

Our Tasting Room becomes the setting for an adventurous evening where every bottle is wrapped and waiting to be discovered. Choose your “date” based on a few playful clues, uncork the surprise, and see if it’s love at first sip.

This is the perfect event to grab your friends (or bring a real date!) and enjoy a fun, laid-back night of unexpected pours and new favorites. No reservations are required—just come thirsty and adventurous.

 Meet Your Perfect Match

We have a full selection of mystery bottles, each covered and ready for your discovery. Each bottle is priced specially for this event and is waiting to reveal itself:

• Playful Clues: Every wrapped bottle features a brief, mischievous description. Is it "bold and barrel-aged" or "crisp and perfect for a picnic"? Use your intuition and the clues provided to select the pour that speaks to you.

• 10% off mystery bottles: Enjoy an exclusive 10% discount on your selected blind date bottle during this event.

• A Night of Discovery: Share the anticipation with friends and discover a new favorite Lost Oak vintage without any preconceived notions.

 Explore More at Lost Oak Cellars

While you enjoy your "Blind Date," take advantage of everything our Boerne Tasting Room has to offer:

• Award-Winning Texas Wines: From our premier estate-grown reds to refreshing, crisp whites.

• Cocktails & Mocktails: Try our creative wine-based cocktails or our refreshing, handcrafted mocktails.

• New Food Menu: Satisfy your appetite with gourmet selections from our updated menu, featuring artisanal charcuterie boards and savory shareables.

Event Details at a Glance

• Date: Friday, May 8, 2026

• Time: 7:00 PM – 10:00 PM

• Location: Lost Oak Cellars, 111 Rosewood Ave, Boerne, TX

• Feature: Mystery Wine Pairing and Discovery.

• Discount: 10% off all mystery bottles!

• Admission: Open to the public; no reservations required!

Are you ready to uncork the unexpected? Grab your favorite people, explore our new menu, and discover your perfect match at Lost Oak Cellars. See you at the Mile!

Thursdays in Boerne Just Got Better!

Half-Off Wine, Live Music, and Local Pop-Up Shopping Every Thursday.

Grab your girls and make Thursdays your new favorite night out! Join us at Lost Oak Cellars Boerne, TX, every Thursday from 6:00 PM – 9:00 PM for our exclusive Ladies Night. It’s the perfect retreat to unwind, socialize, and enjoy the best of the Hill Country.

50% Off Glasses of Wine & Live Entertainment

We’re celebrating our ladies with an incredible deal: enjoy 50% off all glasses of wine throughout the evening! Sip on your favorite Lost Oak varietals while listening to the soulful sounds of talented local musicians.

Shop Local: Featured Pop-Up Vendors

Each Ladies Night features unique finds from local creators.  It’s the perfect opportunity to shop local while you "wine down."

Event Snapshot & Details

• Event: Ladies Night (Recurring every Thursday)
• Time: 6:00 PM – 9:00 PM
• Location: Lost Oak Cellars
• Live Music: Nef Hernandez
• Feature Deal: 50% Off Glasses of Wine

No reservations are required—just bring your friends and get ready for a night of wine, music, and wonderful memories! We can’t wait to see you at the wine bar.

Looking for a high-energy midweek escape? Join us for Music Singo at Lost Oak Cellars in the heart of downtown Boerne. Presented by Challenge Entertainment, this isn't your average bingo night—it’s a musical spin on the classic game that will have the whole tasting room singing along.

Event Details: Save the Date!

• When: Wednesday, May 6, 2026

• Time: 6:00 PM – 8:00 PM with Challenger Entertainment

• Admission: Free to attend—no reservations required!

What is Music Singo?

Instead of listening for a number, you’ll listen to clips of your favorite popular songs. If the song title is on your free SINGO card, mark it off! It’s fast-paced, interactive, and perfect for groups or a unique date night.

Play and Win Wine!

Make it a full Hill Country experience by enjoying everything our Boerne Tasting Room has to offer:

• Award-Winning Texas Wine: Sip on your favorites by the glass or bottle.

• Artisan Bites: Pair your wine with delicious charcuterie boards and light bites from our tasting room menu.

• Prizes: Winners of each round walk away with fantastic prizes.

• Historic Atmosphere: Relax in our beautiful building, recognized as a Texas Treasure, located just steps from Boerne’s Hill Country Mile.

Gather your amigos and get ready to toast to Cinco de Mayo on the Historic Hill Country Mile!

It’s the perfect midterm "Wine Down" designed for maximum relaxation and festive fun. Whether you are coming straight from work or kicking off a night on the town, we have everything you need to keep the party going.

Sips, Snacks, and Sangria

We are pulling out all the stops to make your Tuesday evening memorable:

• Signature Sangria: Enjoy our famous house-made Texas Sangria—the quintessential refreshing sip for a spring evening.

• Complimentary Chips & Salsa: No Cinco de Mayo party is complete without the classics! We’ll be serving up fresh chips and salsa alongside your drinks while supplies last.

• Full Wine Menu: Explore our complete selection of award-winning Texas estate-grown reds, whites, and rosés.

• Patio Vibes: Take in the sunset and the charm of downtown Boerne from our comfortable Tasting Room or patio.

Explore More at Lost Oak Cellars

While you celebrate, don't forget to take advantage of our other amenities:

• Cocktails & Mocktails: Try our creative wine-based cocktails or our refreshing, handcrafted mocktails.

• New Food Menu: Satisfy your appetite with gourmet selections from our updated menu, featuring artisanal charcuterie boards and savory flatbreads.

Event Details at a Glance

• Date: Tuesday, May 5, 2026 (Cinco de Mayo!)

• Time: 5:00 PM – 8:00 PM

• Location: Lost Oak Cellars, 111 Rosewood Ave, Boerne, TX

• Feature: House-made Sangria and Chips & Salsa.

• Admission: Open to the public; no reservations required!

Don't miss the festive fun! Grab your friends, explore our new menu, and toast to Cinco de Mayo with a glass of signature sangria at Lost Oak Cellars. We can’t wait to celebrate with you!

Celebrate the leading lady in your life with an elegant escape to the vineyard! Mother's Day Macaroon & Wine Pairing event all week long with walk-in availability.

Whether you are honoring Mom, a mother figure, or simply treating yourself (because you deserve it!), join us in the Tasting Room for a sophisticated flight designed to delight the senses.

The Perfect Pairing Experience

We’ve curated a limited-time tasting that brings a touch of charm. This self-guided pairing features:

• Four Artisanal Macaroons: Hand-selected, delicate French cookies in seasonal flavors.

• Four Award-Winning Wines: Each macaroon is perfectly matched with one of our signature estate-grown or Texas-sourced wines to enhance every note.

• Walk-In Availability: No reservations required! Simply stop by during our regular business hours, Wednesday through Sunday, to enjoy this special feature.

Sip, Savor, and Stay Awhile

While you enjoy your pairing, explore everything else our Burleson Tasting Room has to offer:

• Full Wine Menu: From crisp whites to bold, barrel-aged reds.

• Cocktails & Mocktails: Try our seasonal wine-based cocktails or a refreshing, handcrafted mocktail.

• New Food Menu: Extend your stay with gourmet selections from our new food menu, featuring artisanal charcuterie boards.

Event Details at a Glance

• Dates: Wednesday, May 5 – Sunday, May 10, 2026

• Time: Available all day during regular Tasting Room hours.

• Feature: 4 Macaroons paired with 4 Wines.

• Availability: Walk-in only, while supplies last!

• Price: $20

Treat Mom to something sweet. Whether it's a midweek surprise or a Sunday celebration, our Macaroon & Wine pairing is the perfect way to say "I love you." We can’t wait to celebrate the amazing women in our community all week long!

Get ready for the most exciting two minutes in sports, right here in the heart of Boerne!

Whether you are stopping by for a pre-party toast or staying to watch the main event, we are bringing a touch of Louisville luxury to the Texas Hill Country.

The Race Day Experience

We are turning up the excitement for Derby Day with a schedule designed for maximum fun:

• Watch the Race Live: We will have the Kentucky Derby coverage streaming live in the Tasting Room. Come cheer on your favorite horse surrounded by fellow fans.

• Derby Day Watch Party: Make Lost Oak Cellars your official Derby headquarters. We offer a relaxed yet festive atmosphere to enjoy the spectacle.

• Pre-Party Sips: Just stopping by the Mile? Our Tasting Room is the perfect place to kick off your afternoon with a refreshingly sophisticated vibe.

Half-Price Glasses for Headwear

We are celebrating the tradition of the Derby with an exclusive feature just for you:

• Wear Your Derby Hat, Save Big: Any guest who visits us wearing their festive Kentucky Derby hat on May 2nd will receive 1/2 price on a single glass of wine! From elaborate fascinators to classic fedoras, show us your best headwear and enjoy the savings.

Sip, Savor, and Celebrate

While you enjoy the racing, explore the full range of hospitality at our Boerne location:

• Award-Winning Texas Wines: From crisp, chilled whites to our most celebrated Hill Country reds.

• Cocktails & Mocktails: Not in a wine mood? Enjoy our seasonal wine-based cocktails or our refreshing, handcrafted mocktails.

• New Food Menu: Pair the afternoon with gourmet selections from our new food menu, featuring artisanal charcuterie boards, savory shareables, and delicious snacks.

Event Details at a Glance

• Date: May 2nd, 2026 6:00 pm

• Time: Open during regular business hours; Race coverage

• Feature: Derby Watch Party & Pre-Party.

• Promotion: 1/2 Price Glass of Wine for guests in Derby Hats!

Experience the excitement of the "Run for the Roses." Grab your biggest hat, gather your friends, and head to Lost Oak Cellars for an unforgettable Derby Day celebration!

A Full Day of Live Music! 🎵

Get ready for a full day of incredible sounds and Hill Country vibes! On Saturday, May 2, 2026, Lost Oak Cellars in Boerne is proud to participate in the second annual Music on the Mile.

This family-friendly event is a true showcase of local talent and venues, and we are throwing open our Tasting Room doors from Noon to 10:00 PM to host an unforgettable, non-stop musical journey. Grab your friends, explore our updated menu, and experience a soulful day where great taste meets authentic Texas sounds.

Meet the Music: Three Incredible Acts!

We have curated a diverse and dynamic lineup, featuring three distinct artists, ensuring the perfect soundtrack for every part of your day:

12:00 PM - 3:00 PM: Lynnwood King

Kick off your afternoon with the gritty and soulful sounds of Lynnwood King. Delivering a masterclass in Blues, Rock, and Country, he blends impassioned vocals with raw, heartfelt interpretations of deep cuts and beloved covers. Prepare for a performance that is both nostalgic and refreshingly modern, made to be felt.

3:30 PM - 6:30 PM: Calamity Janes

As the sun begins to set, the energy shifts to pure, authentic Country with the Calamity Janes. This dynamic group brings tight harmonies and a lively stage presence to the Tasting Room, delivering a set packed with foot-stomping classics and contemporary favorites. Get ready for a performance where great taste meets raw, inviting energy.

7:00 PM - 10:00 PM: Bill Goodge (Classic Rock)

We are honored to welcome the incredible Bill Goodge to the Lost Oak stage. Bill is a seasoned performer based in Texas who brings immense soul, power, and storytelling to his sets. He is renowned for his dynamic solo acoustic performance style, delivering rich and unique interpretations of Classic Rock hits from the golden eras of the '60s through the '00s.

Prepare for a set that seamlessly shifts between the legendary sounds of Pink Floyd, The Beatles, Alice in Chains, Foo Fighters, Bad Company, and The Allman Brothers—just to name a few—all reimagined in a raw, intimate acoustic format.

Bill brings decades of grounded, genuine stage experience to our intimate setting. His performance is not just music; it’s a journey through time, shaped by personal connection, thoughtful guitar work, and a deep respect for the stories behind the songs.

Explore More at Lost Oak Cellars

While you enjoy the continuous live performances and the relaxed, sophisticated ambiance of our Boerne Tasting Room, take advantage of everything else we have to offer:

• Texas Estates Wine Menu: From premier estate-grown reds to refreshing white blends and rosés.

• Artisanal Charcuterie Boards: Pair your sips with savory plates and shareables from our gourmet menu.

Event Details at a Glance

• Date: Saturday, May 2, 2026

• Time: 12:00 PM – 10:00 PM

• Feature: Music on the Mile and Non-Stop Live Music.

• Music Lineup:

  • Lynnwood King (Blues, Rock, Country) Noon- 3:00 pm

  • Calamity Janes (Country) 3:30 - 6:30 pm

  • Bill Goodge (Classic Rock) 7:00 - 10:00 pm

• Admission: Open to the public; no reservations required!

Are you ready for the perfect day-to-night pour? Grab your favorite people, explore our updated menu, and experience Music on the Mile!