Events

Featuring National Headliners Cash Levy & Mark Brady  at The Venue at Lost Oak Winery

Get ready for the funniest night of the year! Join us for an elite double-headliner comedy showcase. We are bringing the best of Hollywood, Comedy Central, and late-night TV directly to our Tasting Room for one night of world-class stand-up. Doors open at 6:00 PM for wine and pre-show bites, with the show starting at 7:00 PM.

Meet the Headliners

We’ve curated a lineup that features two sought-after names in the industry:

Cash Levy

Known as one of the finest improvisers in the business, Cash’s credits are a "who’s who" of comedy. You’ve seen him on the CBS Late Late Show, Comedy Central, Comics Unleashed, and FOX Sports.

• Special Features: Watch his one-hour specials "Crowd Control" on AXStv and "Game of Chance" on Drybar Comedy.
• Fun Fact: He is a "Best of the Fest" winner and a contributing writer for the Critics Choice Awards. You might also know him from the popular podcast, Cashing in with T.J. Miller.

Mark Brady

Mark is a rising star with a massive digital following. He has been featured on Apple TV, Prime Video, and Comedy Dynamics.

• The Specials: Catch his hit specials "Incognito" and "For The Birds."
• On the Road: Mark has shared the stage with comedy giants like Nate Bargatze, Tom Segura, and Andrew Schulz.
• YouTube Sensation: As 1/3 of the Hummy’s VR Comedy channel, he boasts over 236,000 subscribers and 24+ million views!

Wine, Food, and Big Laughs

What’s a comedy show without great fuel?

• The Sip: Our full selection of award-winning Lost Oak wines will be available by the glass or bottle.
• The Eats: We are thrilled to host Big Pappas food truck onsite, serving up delicious comfort food to keep you satisfied throughout the set.

Event Snapshot & Tickets

This event is expected to sell out quickly due to the high caliber of talent. Secure your seats now!

• Event: Lost Oak Winery Comedy Night
• Date: Friday, February 20, 2026
• Time: Doors open 6:00 PM | Show at 7:00 PM – 9:00 PM
• Location: The Venue at Lost Oak Winery
• Food Truck: Big Pappas
• Tickets: Purchase Your Tickets Here

Important Information

Tickets are available online only via Eventbrite. Per TABC regulations, no outside alcohol is permitted on the property. Guests must be 21+ to consume alcohol. 👉 Grab your tickets, call your friends, and get ready to laugh until it hurts!

Wine Club Pick-Up Party 

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

Join us on Saturday, February 21, 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. 

Congratulations to our last winners from the November pick-up party

Event Details:

• Date: Saturday, February 21, 2026
• Time: 1–4 PM
• Food Truck: Cousins Maine Lobster beginning at noon until they run out
• Live Music: Devin Leigh

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, live music, and local flavor.

Saturdays and Sundays 3:00 pm & 4:30 pm for a Limited Time Only

Exclusive Weekend Tastings

For a limited time only, we invite you to join us on Saturdays and Sundays to discover the perfect harmony between the season’s most iconic flavors and our award-winning Texas wines.

The Winter Elevated Tasting Menu

Indulge in a guided journey through four premium pairings, each designed to highlight the unique characteristics of our seasonal selections:

• Gewürztraminer 2024 Paired with a refreshing grapefruit, mozzarella, and pesto skewer to highlight the wine's bright, floral notes.
• Mourvédre Rosé 2023 Paired with a crisp apple topped with chive & onion cream cheese and Texas pecans for a perfect balance of savory and sweet.
• New Release Shiraz Be among the first to taste our highly anticipated new release, paired with a toasted baguette, soppressata, sage derby cheese, and kalamata olives.
• Dolce Rouge 2023 A decadent finale featuring a locally made chocolate truffle that perfectly complements the rich, sweet profile of the wine.

The Ultimate Tasting Experience

Whether you’re a wine aficionado or simply looking for a sophisticated way to celebrate the weekend, this elevated experience offers a refined experience. Relax in our beautiful winery setting and savor a guided journey that captures the essence of the season.

Event Details & Availability

Due to the intimate nature of these tastings, availability is strictly limited. We recommend booking your spot early to ensure you don't miss out on this seasonal highlight!

• When: Saturdays & Sundays (Limited Time Only)
• Tasting Times: 3:00 PM & 4:30 PM
• Price: $35 per person
• Age Requirement: 21+ only

👉 Book Your Elevated Tasting Experience Now! Ages 21+ only. For parties larger than 10 guests, please contact us at uncorked@lostoakwinery.com

Limited availability. Book your elevated tasting experience today and savor the essence of the winter season with every bite and sip.

Test

Elevate your weekend with an evening of soulful sounds and premium pours! Join us in Burleson for a special installment of "Live in the Lounge,"

Start your Saturday night right at The Tasting Room, where the atmosphere is warm, the wine is flowing, and the music is always top-tier.

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Event Schedule

• Date: Saturday, February 21, 2026

• Time: 5:00 PM – 8:00 PM

• Location: The Tasting Room, Burleson, TX

• Featured Artist: The Furgos

The Tasting Room Experience

Why spend your Saturday anywhere else? The Lounge offers a refined yet comfortable setting designed for conversation and discovery.

• Texas Wine Selections: Choose from our menu of  award-winning Texas wines

• Small Bites: Pair your drinks with our curated selection of charcuterie and light bites from our new menu.

• Saturday Social: The ideal spot for a date night, a gathering with friends, or meeting fellow wine enthusiasts in the community.

Wine Club Pick-Up Party 

It’s time to celebrate another Wine Club release at Lost Oak Cellars!

Join us on Sunday, February 22, 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, February 22, 2026
• Time: 1–4 PM
• Food Truck: Cousins Maine Lobster beginning at 1:00 pm until they run out
• Live Music: Tiny Jazz

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 Cellars in Boerne as we toast our amazing Wine Club community with an afternoon of wine, live music, and local flavor.

Saturdays and Sundays 3:00 pm & 4:30 pm for a Limited Time Only

Exclusive Weekend Tastings

For a limited time only, we invite you to join us on Saturdays and Sundays to discover the perfect harmony between the season’s most iconic flavors and our award-winning Texas wines.

The Winter Elevated Tasting Menu

Indulge in a guided journey through four premium pairings, each designed to highlight the unique characteristics of our seasonal selections:

• Gewürztraminer 2024 Paired with a refreshing grapefruit, mozzarella, and pesto skewer to highlight the wine's bright, floral notes.
• Mourvédre Rosé 2023 Paired with a crisp apple topped with chive & onion cream cheese and Texas pecans for a perfect balance of savory and sweet.
• New Release Shiraz Be among the first to taste our highly anticipated new release, paired with a toasted baguette, soppressata, sage derby cheese, and kalamata olives.
• Dolce Rouge 2023 A decadent finale featuring a locally made chocolate truffle that perfectly complements the rich, sweet profile of the wine.

The Ultimate Tasting Experience

Whether you’re a wine aficionado or simply looking for a sophisticated way to celebrate the weekend, this elevated experience offers a refined experience. Relax in our beautiful winery setting and savor a guided journey that captures the essence of the season.

Event Details & Availability

Due to the intimate nature of these tastings, availability is strictly limited. We recommend booking your spot early to ensure you don't miss out on this seasonal highlight!

• When: Saturdays & Sundays (Limited Time Only)
• Tasting Times: 3:00 PM & 4:30 PM
• Price: $35 per person
• Age Requirement: 21+ only

👉 Book Your Elevated Tasting Experience Now! Ages 21+ only. For parties larger than 10 guests, please contact us at uncorked@lostoakwinery.com

Limited availability. Book your elevated tasting experience today and savor the essence of the winter season with every bite and sip.

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

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.

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Event Details: Save the Date!

• When: Wednesday, February 25, 2026

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

• Admission: Free to attend—no reservations required!

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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.

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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.