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!

Fa-la-la-la-la BINGO! Come join us for an evening of Christmas Music Bingo!  Listen to your favorite Christmas music, mark off the songs on your card, and yell BINGO to win great Christmas prizes!  Free to attend and free to participate. Cheers!

Fa-la-la-la-la BINGO! Come join us for an evening of Christmas Music Bingo!  Listen to your favorite Christmas music, mark off the songs on your card, and yell BINGO to win great Christmas prizes!  Free to attend and free to participate. Cheers!

It's gonna get ugly at Lost Oak Winery for this fun Ugly Sweater party.  DJ Double VV will be rocking out with the best tunes to dance to while you flaunt your holiday attire!  Hungry?  Hibachigo will be serving up deliciousness! Champion and runner up prizes will be awarded for bets (ugliest?) sweater and best ugly dancer! See you on the dance floor!  ** Ages 21+ Only!

It's gonna get ugly at Lost Oak Winery for this fun Ugly Sweater party.  Rock out with the best tunes to dance to while you flaunt your holiday attire! Champion and runner up prizes will be awarded for bets (ugliest?) sweater and best ugly dancer! See you on the dance floor!

It's Kinder Fest In Boerne!  Live music Saturday from 7-10 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 all the family fun right to you! It’s Christmas vacation! Bring the kids for a weekend full of Christmas fun! The Dickensian era was beautiful, but on this child-friendly weekend, everyone is encouraged to show off their ugly Christmas sweaters, silly Christmas pajamas, and Whoville hairdos.