Events

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!

Southern Charm at Lost Oak Winery

Get ready to break out your best Derby hat and dress to impress! Join us on Saturday, May 2, 2026, for a memorable afternoon of Kentucky Derby Day fun, live music, and great wine at Lost Oak Winery.

Derby Day Details

We are pulling out all the stops to make this Saturday fabulous:

• Live Music by Aurora Bleu: We are delighted to welcome back the incredible Aurora Bleu for a solo performance of your favorite tunes, providing the perfect soundtrack for the afternoon.

• Derby Hat Contest: Don’t just dress up—show us your flair! We’ll be hosting our famous Derby Hat Contest, and one lucky winner will walk away with a fabulous prize for the most stylish and creative look. Dress to impress is the motto for the day!

• Today's Feature: Wear your best Kentucky Derby-Style hat and receive 50% off one glass of wine during the event!

• Wine & Cocktails: Pair your sophisticated look with a glass (or bottle!) of our estate-grown reds, whites, and rosés. Be sure to try our creative wine-based cocktails/mocktails as well.

• Tasting Room Bites: Explore gourmet selections from our updated food menu, featuring artisanal charcuterie boards and savory shareables.

 Event at a Glance

• Date: Saturday, May 2, 2026

• Time: 1:00 PM – 4:00 PM

• Location: Lost Oak Winery, 8101 County Rd 802, Burleson, TX

• Activities: Kentucky Derby Day Fun, Aurora Bleu Live.

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

Grab your friends, don your hats, and explore our new menu! We can’t wait to celebrate Kentucky Derby Day with you on Saturday. We’ll see you at the Mile!

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!

Wine Club Pick-Up Party 

It’s time to celebrate another Wine Club release at Lost Oak Winery in Burleson!

Join us on Sunday, May 3, 2026, from 1–4 PM in the Tasting Room

Pick up your Club Wine and sip your favorite award-winning Texas favorites. 

Members who pick up their wine during the party get to register to win a mystery case of library wines. 

Event Details:

• Date: Sunday, May 3, 2026
• Time: 1–4 PM
• Food Truck: Santos Tacos

Wine Club Pick-Up Parties are the perfect way to enjoy your latest wines, mingle with fellow members, and spend a relaxing afternoon at the winery.

TABC Reminder: Per TABC regulations, no outside alcohol is permitted on the property.

Raise a glass with us at Lost Oak Winery in Burleson as we toast our amazing Wine Club community with an afternoon of wine, and local flavor.

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!