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  • Crafts & Corks: Glitzy Pumpkin Painting with Downtown DIY

    Boerne

    Add a little sparkle to your fall décor with a one-of-a-kind Glitzy Pumpkin Painting!

    In this fun, beginner-friendly workshop, guests will create a dazzling pumpkin painting using vibrant acrylic paints, chunky glitter, and oversized gems for a one-of-a-kind piece. Whether you prefer classic autumn colors or bold Halloween-inspired hues, you'll have the freedom to make your pumpkin uniquely yours. No painting experience is needed. We'll guide everyone step by step, making this the perfect creative outing for friends, date night, or anyone looking to enjoy an evening of art, wine (sold separately by Lost Oak Cellars), and a little extra sparkle.
    What's a Crafts & Corks without the corks?

    Enjoy our full menu during the event, including:

    Texas Wine Menu: Choose a glass (or a bottle to share!) of our award-winning reds, whites, and rosés. Or try one of our new ciders or sparkling wines! Gourmet Shareables: Pair your creative process with savory charcuterie boards and light bites from our updated food menu.

    Event Details at a Glance

    Date: Thursday, October 15, 2026 Time: 6:00 PM – 8:00 PM Feature: Crafts & Corks with Downtown DIY Craft: Glitzy Pumpkin Painting Admission: 👉 Register Here (Space is limited!)

    Grab your favorite people and get ready for a creative night with Downtown DIY at Lost Oak Cellars! See you at the winery!

  • Chili Cook-Off

    Boerne

    Calling all chili champions!

    Gather your family, friends, or fellow Wine Club members and compete for the title of Lost Oak Wine Club Chili Cook-Off Champion! Wine Club teams will bring their best homemade chili recipes to be sampled by our guests throughout the afternoon. Visitors will have tasting access to sample each team's chili and cast their vote for their favorite. Pair your chili with your favorite Lost Oak wines, enjoy live music, and spend a beautiful fall afternoon at the winery. Whether you're competing or simply coming to taste and vote, it's the perfect way to celebrate the season with great food, great wine, and great company.

    Interested in competing?

    Wine Club members can register a chili team by completing our Wine Club Team Entry Form. Space is limited, so reserve your team's spot early! 

    Event Details:

    Date: Saturday, October 17, 2026 Time: 2:00 - 5:00 PM Admission: Event is free to attend and open to the public. Wine Club Members register your chili team here.

  • Jazz Friday with Noah Peterson

    Boerne

    Enjoy a smooth and sophisticated evening of live jazz

    Join us on Friday, October 23rd, from 7:00 PM to 10:00 PM for an unforgettable night.

    Live Jazz with Noah Peterson

    Composer/Saxophonist Noah Peterson is a rare presence in the musical world. His unique voice is rooted in his compositions and his explorations into many genres and styles of music. His jazz repertoire of original works includes good-time, down-home blues, groovy boogaloos, haunting and lovely ballads, and up-tempo swing.

    Charcuterie Boards & Light Bites available from our menu

    Sip on your favorite Lost Oak wines and enjoy delicious charcuterie while soaking in the laid-back vibes. Whether you're looking for a date night idea, a group outing, or simply a reason to unwind with great music and wine, Jazz Friday at Lost Oak Cellars is the perfect way to do it.  

    Event Highlights:

    • Free to attend – no tickets or reservations needed
    • Outdoor Weingarten seating available
    • Family- and pet-friendly atmosphere
    • First-come, first-served seating
    Please remember: No outside alcohol allowed per TABC regulations.