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  • True Crime & Wine

    Boerne

    True Crime & Wine: John Matthews 

    Pour yourself a glass and prepare to be captivated — True Crime & Wine: The Eyeball Killer comes to Lost Oak Cellars on Friday, August 21, 2026, from 6:30 PM - 8:00 PM. Purchase tickets here!
    Join John Matthews, owner of Cassaro Winery and highly decorated 40-year law enforcement veteran, for a behind-the-scenes look and firsthand account of his capture of Dallas’ most notorious serial killer- the Eyeball Killer. Learn about Oak Cliff in the 1980s and 90s, the investigation, the arrest, and the unusual evidence that brought down a serial killer and ended his reign of terror. During this interactive presentation, true crime lovers will have an opportunity to profile - along with John - the crimes, victims, and locations of these horrific attacks.

    Event Details

    Date: Friday, August 21, 2026
    Time: 6:30 PM - 8:00 PM
    Location: Tasting Room - Lost Oak Cellars
    Tickets: Tickets are available now — reserve your seat before this intimate event sells out!

    The Lost Oak Experience

    Sip on your favorite award-winning Texas wine from Lost Oak Winery as you take in this one-of-a-kind evening. Our Tasting Room in Boerne, TX provides an intimate and welcoming setting that makes this event feel like an exclusive gathering of fellow true crime enthusiasts. Whether you are a longtime fan of the genre or simply curious about one of Dallas's most infamous cases, this is an evening you will not soon forget.
  • Music Singo

    Music Singo Downtown Boerne
    Boerne

    Music Singo — Every Wednesday, 6–8 PM

    Bingo just got a whole lot more fun — and a whole lot more musical.

    Join us every Wednesday from 6:00 to 8:00 PM at Lost Oak Cellars for Music Singo, presented by Challenge Entertainment! It's the fast-paced, song-filled twist on classic bingo that has everyone singing, laughing, and competing for prizes — all with a glass of Texas wine in hand. Instead of numbers, guests listen for clips of popular songs, sing along with friends, and mark the matching titles on a free SINGO card. With multiple rounds each night, there are plenty of chances to win — and even more chances to show off your music knowledge. Perfect for groups, date night, after-work fun, and anyone looking for a spirited tasting room experience on the Hill Country Mile. Free to attend, free to play!

  • Music Singo

    Music Singo Downtown Boerne
    Boerne

    Music Singo — Every Wednesday, 6–8 PM

    Bingo just got a whole lot more fun — and a whole lot more musical.

    Join us every Wednesday from 6:00 to 8:00 PM at Lost Oak Cellars for Music Singo, presented by Challenge Entertainment! It's the fast-paced, song-filled twist on classic bingo that has everyone singing, laughing, and competing for prizes — all with a glass of Texas wine in hand. Instead of numbers, guests listen for clips of popular songs, sing along with friends, and mark the matching titles on a free SINGO card. With multiple rounds each night, there are plenty of chances to win — and even more chances to show off your music knowledge. Perfect for groups, date night, after-work fun, and anyone looking for a spirited tasting room experience on the Hill Country Mile. Free to attend, free to play!

  • Music Singo

    Music Singo Downtown Boerne
    Boerne

    Music Singo — Every Wednesday, 6–8 PM

    Bingo just got a whole lot more fun — and a whole lot more musical.

    Join us every Wednesday from 6:00 to 8:00 PM at Lost Oak Cellars for Music Singo, presented by Challenge Entertainment! It's the fast-paced, song-filled twist on classic bingo that has everyone singing, laughing, and competing for prizes — all with a glass of Texas wine in hand. Instead of numbers, guests listen for clips of popular songs, sing along with friends, and mark the matching titles on a free SINGO card. With multiple rounds each night, there are plenty of chances to win — and even more chances to show off your music knowledge. Perfect for groups, date night, after-work fun, and anyone looking for a spirited tasting room experience on the Hill Country Mile. Free to attend, free to play!

  • Music Singo

    Music Singo Downtown Boerne
    Boerne

    Music Singo — Every Wednesday, 6–8 PM

    Bingo just got a whole lot more fun — and a whole lot more musical.

    Join us every Wednesday from 6:00 to 8:00 PM at Lost Oak Cellars for Music Singo, presented by Challenge Entertainment! It's the fast-paced, song-filled twist on classic bingo that has everyone singing, laughing, and competing for prizes — all with a glass of Texas wine in hand. Instead of numbers, guests listen for clips of popular songs, sing along with friends, and mark the matching titles on a free SINGO card. With multiple rounds each night, there are plenty of chances to win — and even more chances to show off your music knowledge. Perfect for groups, date night, after-work fun, and anyone looking for a spirited tasting room experience on the Hill Country Mile. Free to attend, free to play!

  • Music Singo

    Music Singo Downtown Boerne
    Boerne

    Music Singo — Every Wednesday, 6–8 PM

    Bingo just got a whole lot more fun — and a whole lot more musical.

    Join us every Wednesday from 6:00 to 8:00 PM at Lost Oak Cellars for Music Singo, presented by Challenge Entertainment! It's the fast-paced, song-filled twist on classic bingo that has everyone singing, laughing, and competing for prizes — all with a glass of Texas wine in hand. Instead of numbers, guests listen for clips of popular songs, sing along with friends, and mark the matching titles on a free SINGO card. With multiple rounds each night, there are plenty of chances to win — and even more chances to show off your music knowledge. Perfect for groups, date night, after-work fun, and anyone looking for a spirited tasting room experience on the Hill Country Mile. Free to attend, free to play!

  • Music Singo

    Music Singo Downtown Boerne
    Boerne

    Music Singo — Every Wednesday, 6–8 PM

    Bingo just got a whole lot more fun — and a whole lot more musical.

    Join us every Wednesday from 6:00 to 8:00 PM at Lost Oak Cellars for Music Singo, presented by Challenge Entertainment! It's the fast-paced, song-filled twist on classic bingo that has everyone singing, laughing, and competing for prizes — all with a glass of Texas wine in hand. Instead of numbers, guests listen for clips of popular songs, sing along with friends, and mark the matching titles on a free SINGO card. With multiple rounds each night, there are plenty of chances to win — and even more chances to show off your music knowledge. Perfect for groups, date night, after-work fun, and anyone looking for a spirited tasting room experience on the Hill Country Mile. Free to attend, free to play!