Events

Saturdays and Sundays 3:00 pm Beginning September 20th for a Limited Time Only

Experience the best of  fall at Lost Oak Winery with our exclusive Fall Elevated Tasting/Wine Pairing Experience. Enjoy the season's best flavors, from crisp apples to warm spices and savory prosciutto, along with award-winning Texas wines, thoughtfully paired to showcase the beautiful flavors of the season.

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

Price is $35 per person.  Age restriction is 21+ 

👉 Learn more and book now: 

Open with Live Music by Joe O’Conner

On Monday, October 13, 2025, we’ll be open from 12:00 PM to 6:00 PM, with live music from Joe O’Conner from 2:00 PM to 5:00 PM

What to Expect

• Relax in the scenic vineyard setting of Lost Oak Winery

• Enjoy a glass or bottle of award-winning Texas wine

• Live performance by talented local musician Joe O’Conner

• Patio, lawn, and tasting room seating available

• Admission: Free to attend, no reservations required

Why Visit Lost Oak Winery on a Holiday Monday?

Enjoy an afternoon of live music, fine Texas wine, and a relaxed holiday atmosphere. Whether you’re spending time with friends, family, or simply treating yourself, Lost Oak Winery is the perfect way to make the most of your day off.

Make plans to join us on October 13th for a Monday holiday filled with music, wine, and the beauty of Lost Oak Winery.

Looking for a relaxing way to enjoy your day off? Lost Oak Cellars in Boerne will be open from 12–6 PM on the holiday Monday. Stop by the tasting room, sip award-winning Lost Oak wines, and unwind in the beautiful Texas Hill Country.

Whether you’re meeting friends, taking a break from a long weekend, or simply want to enjoy a glass of wine in a welcoming space, our tasting room is the perfect holiday destination.

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

Wednesdays | 4–6 PM | Lost Oak Cellars

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

Wednesdays & Thursdays for a Limited Time Only

Experience the vibrant flavors of fall with our Fall Elevated Tasting menu, available exclusively Wednesdays and Thursdays. Indulge in a curated selection of wines paired with fresh, seasonal fruit and artisan treats. 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.

Availability is limited. Reserve your elevated tasting experience today and make your summer weekdays escapes unforgettable.

Price is $35 per person.  Age restriction is 21+ 

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

Various times are available 

Our Fall Pairing Menu:

1. Mourvèdre Rosé 2023
   Paired with a crisp green apple slice topped with chive & onion cream cheese, tender roasted chicken, a drizzle of balsamic glaze, and locally sourced microgreens.

2. Sangiovese 2022
   Paired with creamy pumpkin ricotta blended with garlic and sea salt, topped with fresh sage, and served with buttery crackers.

3. Crimson Oak NV
   Paired with warm toasted ciabatta layered with ripe tomato, savory prosciutto, a touch of smoky barbecue sauce, and a sprinkle of fresh rosemary.

4. Sweet Moscato 2023
   Paired with juicy pear slices dusted with cinnamon sugar, drizzled with caramel, and finished with a crunch of toffee pieces.

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

Wednesdays & Thursdays for a Limited Time Only

Experience the vibrant flavors of fall with our Fall Elevated Tasting menu, available exclusively Wednesdays and Thursdays. Indulge in a curated selection of wines paired with fresh, seasonal fruit and artisan treats. 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.

Availability is limited. Reserve your elevated tasting experience today and make your summer weekdays escapes unforgettable.

Price is $35 per person.  Age restriction is 21+ 

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

Various times are available 

Our Fall Pairing Menu:

1. Mourvèdre Rosé 2023
   Paired with a crisp green apple slice topped with chive & onion cream cheese, tender roasted chicken, a drizzle of balsamic glaze, and locally sourced microgreens.

2. Sangiovese 2022
   Paired with creamy pumpkin ricotta blended with garlic and sea salt, topped with fresh sage, and served with buttery crackers.

3. Crimson Oak NV
   Paired with warm toasted ciabatta layered with ripe tomato, savory prosciutto, a touch of smoky barbecue sauce, and a sprinkle of fresh rosemary.

4. Sweet Moscato 2023
   Paired with juicy pear slices dusted with cinnamon sugar, drizzled with caramel, and finished with a crunch of toffee pieces.

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

Unwind with an evening of wine and live music. Enjoy a relaxing night in the Tasting Room with a special solo performance by Olivia Joy.

Sip your way through our award-winning Texas wines, enjoy a glass of refreshing sangria or a handcrafted winearita, and pair your drinks with charcuterie boards and light bites available from our new menu in the Tasting Room. Choose a cozy table indoors, relax on the patio, or spread out on the lawn for the perfect fall evening.

Event Details:

• Date: Thursday, October 16, 2025

• Time: 6–9 PM

• Music: Olivia Joy (solo)

• Admission: Free – No reservation required

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

Make Wine Down Thursday at Lost Oak Winery your midweek tradition and join us for a night of live music, Texas wine, and community with Olivia Joy.