Open for Thanksgiving week!  Bring your family that is visiting from out of town to the Winery as a family outing. - or -  Escape from your family that is visiting from out of town to the Winery (just kidding... maybe).  Pick up that last-minute wine you need to serve for Thanksgiving, or just stock up for the week. Whatever the reason... come see us!

• Monday closed
• Tuesday - open 2-8 pm with live music by Sean Slater from 5-8 pm
• Wednesday - open 2-8 pm with live music by Jamie Varela from 5-8 pm
• Thursday - Closed!  Happy Thanksgiving!
• Friday - Open 1-11 pm with live music by Jonas Brand from 7-10 pm.  Black Friday specials too!
• Saturday - Open 12-11 pm - it's Small Business Saturday with Tabletop Bakery, Twisted Lizard Mercantile and live music by Hunter Billingsley from 7-10 pm.
• Sunday - open 12-8 pm

Tis the season - cheers!

It's the most wonderful time of the year!  Boerne transforms into a Hallmark Christmas Town for the holidays - and it starts NOW!  with Dickens on Main, downtown Boerne transforms into a vintage holiday wonderland, complete with live music and performers, lights, food, kids activities and SNOW along Main Street!  Come enjoy all the holiday charm of Boerne, and be sure to make a stop at Lost Oak Winery.  We even have a Holiday wine with an adorable Christmas label.  With a Holiday Red and a Holiday White, we have something for everyone.  Sip on a glass in the tasting room and take some home as gifts or for your holiday parties.  One stop shopping!  Make the night sweeter with live music from Jonas Brand Friday and Hunter Billingsley Saturday from 7-10 pm.  Open late - 'til 11 pm!

Happy Saturday!  You made it through Thanksgiving!  You made it through Black Friday!  You've been living off turkey and stuffing for 48 + hours.  Come out to Lost Oak Winery for Vino and Calhoun's Country Smoke!  (aka not turkey!).  Free Concert on the Lawn by the Chasing Texas Band.  Fat Face Full will be here for you to stuff your face with NOT Thanksgiving leftovers!  And More shopping!  We've got a great lineup of vendors to browse and finish up your Christmas shopping.

• Country Pickens
• Beth Noah Handmade Cards
• Blue Door Bake Shoppe
• Courtney Thomas- Once Upon a Time Vacations
• Orr (farm fresh eggs, soaps, lotions)
• Salsas
• Holiday wine makes the perfect gift

Take a day off from the rush and RELAX!

SOLD OUT! Get ready to unleash your creativity this Christmas season at Lost Oak Winery! Join us for an evening of painting your own festive wine glasses while sipping on delicious holiday wines. GET YOUR TICKETS HERE BEFORE THEY SELL OUT!  

Weihnachts in Boerne: A Magical Family Tradition!  Lost Oak Cellars will have live music from 7-10 pm.  Open late - 'til 11 pm! Come enjoy all the holiday charm of Boerne, and be sure to make a stop at Lost Oak Winery.  We even have a Holiday wine with an adorable Christmas label.  With a Holiday Red and a Holiday White, we have something for everyone.  Sip on a glass in the tasting room and take some home as gifts or for your holiday parties.  One stop shopping!  The highlight of Weihnachts Weekend is the 37th annual Weihnachts Parade taking place Saturday, December 7, at 6 p.m., when downtown will light up with nearly 100 floats spreading holiday cheer along Boerne’s Main Street. Bring a chair if you'd like to sit along the parade route, or enjoy strolling up and down the Hill Country Mile all evening! Our shops, breweries, bistros and more will be open late, with plenty of opportunities to grab a drink, sweet treat or snack. Be sure to make reservations for meals and lodging where available during these busy nights!  Another Weihnachts Weekend favorite is the annual Stocking Stroll, taking place Friday and Saturday, December 6 and 7.

SOLD OUT!  Step into the Merry season with some decorated cookies! Join Frosted Delights to teach you all you need to know about how to decorate some “Sleepy Santa" sugar decorated cookies. Learn how to achieve some extra texture with icing or sanding sugar that Frosted Delights uses as one of her techniques on daily basis to create masterpieces for your celebrations. Bring your girls for an evening of fun, cookie decor instruction and of course….WINE! There is also a Christmas surprise! All supplies for this class will be provided: 5 cookies, 5 different colors icing and tools that are needed to complete the class. Wine sold separately. Minimum age per attendee is 10 and accompanied with an adult. Each attendee who wishes to participate will need to purchase a class otherwise you will miss all the fun and just observe. Get your tickets by clicking here from Frosted Delights here before they sell out! Tasting room closes at 7pm tonight

Live music from 7-10 pm.  Open late - 'til 11 pm! Come enjoy all the holiday charm of Boerne, and be sure to make a stop at Lost Oak Winery.  We even have a Holiday wine with an adorable Christmas label.  With a Holiday Red and a Holiday White, we have something for everyone.  Sip on a glass in the tasting room and take some home as gifts or for your holiday parties.  One stop shopping! Your Boerne Retail & Restaurant Owners Association is bringing you a magical weekend of Christmas celebration with A Toast to Olde Town in Boerne! t's a merry mistletoe weekend in Boerne. Celebrate our olde town heritage with live music, Christmas-y beverages, and strolling carolers.  Toast to Olde Town weekend is hosted by the Boerne Retail & Restaurant Owners Association. Thank you for Shopping, Dining, Drinking, and Staying LOCAL!! We greatly appreciate your business!

Enjoy a glass of warm mulled wine - or wassail - at Lost Oak Cellars while taking in all the Christmas joy Boerne has to offer!  A Toast to Olde Town is Saturday, Dec 14, 2024 from 4:00 - 8:00 pm Put the “toast” into your “Toast to Olde Town Weekend!”  Stop and savor hot, Christmasy wassail, and more as you enjoy some late-night shopping.  Strolling carolers will be popping into all of the participating businesses. Lost Oak Cellars will have live music from 7-10 pm and is open 'til 11 pm.  Come enjoy all the holiday charm of Boerne, and be sure to make a stop at Lost Oak Winery.  We even have a Holiday wine with an adorable Christmas label.  With a Holiday Red and a Holiday White, we have something for everyone.  Sip on a glass in the tasting room and take some home as gifts or for your holiday parties.  One stop shopping! Your Boerne Retail & Restaurant Owners Association is bringing you a magical weekend of Christmas celebration with A Toast to Olde Town in Boerne! t's a merry mistletoe weekend in Boerne. Celebrate our olde town heritage with live music, Christmas-y beverages, and strolling carolers.  Toast to Olde Town weekend is hosted by the Boerne Retail & Restaurant Owners Association. Thank you for Shopping, Dining, Drinking, and Staying LOCAL!! We greatly appreciate your business!

Live music from 2-5 pm. Come enjoy all the holiday charm of Boerne, and be sure to make a stop at Lost Oak Winery.  We even have a Holiday wine with an adorable Christmas label.  With a Holiday Red and a Holiday White, we have something for everyone.  Sip on a glass in the tasting room and take some home as gifts or for your holiday parties.  One stop shopping! Your Boerne Retail & Restaurant Owners Association is bringing you a magical weekend of Christmas celebration with A Toast to Olde Town in Boerne! t's a merry mistletoe weekend in Boerne. Celebrate our olde town heritage with live music, Christmas-y beverages, and strolling carolers.  Toast to Olde Town weekend is hosted by the Boerne Retail & Restaurant Owners Association. Thank you for Shopping, Dining, Drinking, and Staying LOCAL!! We greatly appreciate your business!