Celebrate the sweetest week of the year in the heart of the Texas Hill Country. Whether you are planning a romantic date, a "Galentine’s" outing with your best friends, or a sophisticated solo treat, join us for our exclusive Valentine’s Week Chocolate Pairing Experience!

Event Snapshot & Details

No reservations are required for this walk-in tasting experience. Simply stop by during our regular business hours to enjoy this limited-time flight!

• Event: Valentine’s Week Wine & Chocolate Pairing
• Dates: Tuesday, Feb 10 – Sunday, Feb 15, 2026
• Experience: Guided flight of 4 wines paired with 4 gourmet chocolates.

Visit Lost Oak Cellars

Experience the award-winning tradition of Lost Oak Winery right here in Boerne, perfectly positioned for your downtown stroll. Note: Per TABC regulations, no outside alcohol is permitted. Guests must be 21+ to consume alcohol. *Available chocolate selections are subject to change

A Five-Day Celebration of Decadence

There is no more iconic duo than rich, artisanal chocolate and award-winning Texas wine. Join us for our Valentine’s Week Chocolate Pairing Experience! Starting Wednesday, February 11th through Sunday, February 15th, our Tasting Room will feature a specially curated flight designed to ignite your senses. Whether you are celebrating a romantic date, a "Galentine’s" outing with friends, or simply treating yourself, this limited-time pairing is the ultimate way to savor the season.

The Art of the Pairing: What to Expect

We’ve meticulously selected four of our premier Lost Oak wines to pair with four distinct chocolates. While the specific menu is a surprise you’ll have to taste to believe, expect a journey through:

• Skip the Valentine's Day rush! With the pairing available from Wednesday to Sunday during business hours, you can celebrate on the day that fits your schedule best.
• Atmosphere: Our Tasting Room offers a warm, inviting, and sophisticated environment perfect for conversation and relaxation.

Event Snapshot & Details

No reservations are required for this walk-in pairing experience, but we recommend arriving early—especially on the weekend—as these seasonal flights are highly popular!

• Event: Valentine’s Week Wine & Chocolate Pairing
• Dates: Wednesday, Feb 11 – Sunday, Feb 15, 2026
• Experience: Self-guided flight of 4 wines paired with 4 gourmet chocolates.

*Chocolate selections are subject to change

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

The Ultimate "Gals" Night Out or Romantic Mid-Week Date

Looking for the perfect way to kick off Valentine’s week? Whether you’re celebrating with your "besties" for "Galentine’s" Day or seeking a unique date night experience, join us or our Valentine’s Paint & Sip!

In partnership with The Art Lab, we are bringing you a hands-on, heart-centered workshop where our Tasting Room transforms into an inspiring art studio where the wine flows and the creativity knows no bounds.

Paint Your Heart Out (Literally!)

This isn't your average painting class. This year, we’re going dimensional! You will be painting your very own heart-shaped canvas. Whether your style is vibrant and floral, deeply romantic, bold and modern, or completely abstract, you have the freedom to create a piece that speaks to your soul.

Why you'll love this event:

• Expert Instruction: No experience? No problem! The Art Lab provides step-by-step guidance to help you create a masterpiece.

• The Perfect Pairing: Sip on award-winning Lost Oak Winery Texas wine while you paint (available for purchase).

• Memorable Atmosphere: Enjoy a relaxed evening filled with laughter, great music, and creative energy.

• Custom Decor: Walk away with a beautiful, custom heart canvas—perfect for your Valentine's home decor!

Event Snapshot & Tickets

Space is limited for this exclusive DIY workshop. We highly recommend booking early to secure your spot!

• Date: Wednesday, February 11, 2026

• Time: 6:00 PM – 7:30 PM

• Host: The Art Lab

• Experience: Heart-shaped canvas painting (Beginner Friendly)

👉 Register Now & Grab Your Tickets Here!

Get ready to test your music knowledge and sing your heart out! Join us for a special Valentine’s Edition of Music Singo on Wednesday, February 11, 2026. From 6:00 PM to 8:00 PM, we’re turning up the romance with "Love Song Singo," hosted by the high-energy team at Challenger Entertainment. It’s the perfect mid-week date night, "Galentine’s" hangout, or fun outing for anyone who loves a good throwback ballad or a modern love anthem.

The Perfect Mid-Week Date

There’s no better way to celebrate the week of Valentine’s than with a glass of award-winning Texas wine and a room full of people singing along to the classics. Our Tasting Room provides a cozy, intimate atmosphere perfect for unwinding after work.

• Sip & Socialize: Enjoy our full selection of wines by the glass or bottle.
• Light Bites: Pair your wine with our artisan charcuterie boards or seasonal snacks.
• Free to Play: Admission to Music Singo is complimentary for all guests!

Event Snapshot & Details

• Event: Love Song Singo (Music Bingo)
• Date: Wednesday, February 11, 2026
• Time: 6:00 PM – 8:00 PM
• Host: Challenger Entertainment

Join Us in Downtown Boerne

Located in the heart of the historic district, Lost Oak Cellars is your destination for great wine and community fun. Note: Per TABC regulations, no outside alcohol is permitted. Guests must be 21+ to consume alcohol. 👉 Bring your "Special Someone" or your favorite singing partner—we'll see you for Singo!

Wednesdays & Thursdays for a Limited Time Only

Experience the best of  the season at Lost Oak Cellars with our exclusive Winter Elevated Tasting/Wine Pairing Experience, available exclusively Wednesdays and Thursday. Enjoy the season's best flavors, along with award-winning Texas wines, thoughtfully paired to showcase the beautiful flavors of the season.

Perfect for wine enthusiasts and food lovers alike, these elevated tastings are designed to tantalize your taste buds and enhance your appreciation of our award-winning 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.

Availability is limited. Reserve your elevated tasting experience today and make your fall weekends unforgettable.

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 tasting room setting and savor a guided journey that captures the essence of the season.

Event Details & Availability

We recommend booking your spot early to ensure you don't miss out on this seasonal highlight!

• When: Wednesdays & Thursdays (Limited Time Only)
• Tasting Times: 7:00 - 8:00 pm
• Price: $35 per person
• Age Requirement: 21+ only

👉email uncorked@LostOakWinery.com to schedule your elevated tasting experience - walk-ins welcome. 

Various times are available 

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 Holidays with every bite and sip.

Thursdays in Boerne Just Got Better!

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

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
• Feature Deal: 50% Off Glasses of Wine
• Live Music: Andy Garcia

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.

Wednesdays & Thursdays for a Limited Time Only

Experience the best of  the season at Lost Oak Cellars with our exclusive Winter Elevated Tasting/Wine Pairing Experience, available exclusively Wednesdays and Thursday. Enjoy the season's best flavors, along with award-winning Texas wines, thoughtfully paired to showcase the beautiful flavors of the season.

Perfect for wine enthusiasts and food lovers alike, these elevated tastings are designed to tantalize your taste buds and enhance your appreciation of our award-winning 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.

Availability is limited. Reserve your elevated tasting experience today and make your fall weekends unforgettable.

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 tasting room setting and savor a guided journey that captures the essence of the season.

Event Details & Availability

We recommend booking your spot early to ensure you don't miss out on this seasonal highlight!

• When: Wednesdays & Thursdays (Limited Time Only)
• Tasting Times: 7:00 - 8:00 pm
• Price: $35 per person
• Age Requirement: 21+ only

👉email uncorked@LostOakWinery.com to schedule your elevated tasting experience - walk-ins welcome. 

Various times are available 

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 Holidays with every bite and sip.

Who says February has to be all about roses and slow dances? We’re flipping the script! Join for the ultimate UnValentine’s Dance Party. Whether you’re happily single, proudly taken, or just completely "over it," this night is dedicated to high-energy beats, great wine, and loving yourself. It’s Friday the 13th—let's make it legendary!

High-Energy Entertainment & "Un-Romantic" Fun

We’re clearing the floor and turning up the volume for a night of pure fun. Here is what we have in store:

• Black Tie Events DJ: Our favorite DJ is back to spin high-energy beats that will keep you on the dance floor all night. No slow songs here—just pure party vibes!
• Breakup Bingo: Join in for a round of our signature Breakup Bingo. It’s fast, it’s funny, and there are great wine prizes up for grabs.
• Themed Photos: Grab your besties and snap some memories at our curated "UnValentine" themed photo stations.
• Frosted Delights Cookies: Enjoy custom-made UnValentine’s cookies by Frosted Delights. They’re sweet, sassy, and perfectly themed for the night.

Have a glass (or a bottle!) of your favorite Lost Oak Texas wine as you toast to friendship and fun.

Event Snapshot & Details

• Event: UnValentine’s Dance Party
• Date: Friday, February 13, 2026 (Friday the 13th!)
• Time: 6:00 PM – 9:00 PM
• Entertainment: Black Tie Events DJ
• Feature: Breakup Bingo & Frosted Delights Cookies

Join the Party

Admission is complimentary! Wine, food, and cookies are available for purchase. Note: Per TABC regulations, no outside alcohol is permitted on the property. Guests must be 21+ to consume alcohol.

Who says February has to be all about roses and slow dances? We’re flipping the script! Join for an UnValentine’s Party. Whether you’re happily single, proudly taken, or just completely "over it," this night is dedicated to great wine, and loving yourself. It’s Friday the 13th—let's make it legendary! Have a glass (or a bottle!) of your favorite Lost Oak Texas wine as you toast to friendship and fun.

Event Snapshot & Details

• Event: UnValentine’s Party
• Date: Friday, February 13, 2026 (Friday the 13th!)
• Time: 7:00 PM – 10:00 PM
• Food Truck: Luckey G's Bistro

Note: Per TABC regulations, no outside alcohol is permitted on the property. Guests must be 21+ to consume alcohol.

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

This Valentine’s Day, transcend the traditional dinner date and step into the heart of Argentina. A One-night-only collaboration with ArgentumTX: an extraordinary Seven-Course Passed Wine Dinner centered around fire, flavor, and artisanal Texas wine. Starting at 6:00 PM, our Tasting Room will transform into a vibrant Argentine social experience. Unlike a standard seated dinner, this immersive, passed-course format allows you to mingle, explore, and engage with the and fellow wine enthusiasts while savoring world-class Argentine traditions.

The Art of Argentine Fire (Asado)

ArgentumTX brings the bold traditions of the "Asado" to the Hill Country. From open-fire grilling to refined plating, this menu showcases premium cuts and iconic flavors—each meticulously paired with a Lost Oak wine selected to elevate the experience.

The Seven-Course Degustation Menu

Paso/Course 1: Provoleta (queso provolone) con crema de higos, miel y avellanas, acompañada de verduras glaseadas Provoleta (provolone cheese) with fig cream, honey, and hazelnuts, served with glazed vegetables. Paso/Course 2: Empanada de carne y empanada de estofado con chimichurri Duo of Empanadas (Beef and Stew) served with authentic chimichurri. Paso/Course 3: Bruschetta de choripán con chimichurri y salsa criolla Bruschetta with chorizo, chimichurri and creole sause Paso/Course 4: Picaña con ensalada de rúcula, peras caramelizadas y aceto agridulce Picanha Steak with arugula salad, caramelized pears, and sweet-and-sour balsamic glaze. Paso/Course 5: Ribeye al grill con vegetales Grilled Ribeye served with seasonal vegetables. Paso/Course 6: Cerdo entero asado a la cruz con puré de batatas, caramelo y crema Whole Fire-Roasted Pork (Asado a la Cruz) with sweet potato purée, caramel, and cream. Paso/Course 7: Traditional Argentine Crêpe with dulce de leche, chocolate, and sweet cream ice cream. Panqueque argentino con dulce de leche, chocolate y helado de crema con frutos rojos

Event Details & Reservations

Due to the intimacy of our Boerne Tasting Room, seating is extremely limited.

• Date: Saturday, February 14, 2026
• Time: 6:00 pm - 9:00 pm
• Price: $150 (All-inclusive of 7 courses and wine pairings)

👉 Reserve Your Seat at the Table – Book Now!

This is more than a dinner - it's a celebration of craftsmanship, culture, and community

Note: This is a high-demand event. Reservations are non-refundable but transferable. 21+ only