In the interest of providing the most accessible and enjoyable music experience for our customers, we kindly ask that you please call our tasting room to make a reservation, even for events with no cover charge. If you choose not to make a reservation, we recommend you arrive early and we will do our utmost to accommodate your party. Please note, if you have not arrived 15 minutes after the start of the performance, we may need to give away your table. Thank you for your understanding!

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  • Comedy: Fine Wines & Punch Lines

    RoxyAnn Winery 3283 Hillcrest Rd, MEDFORD, Oregon, United States

    Join us for a monthly Comedy Night, Age 18+ only: Fine Wines & Punch Lines! Host: Nick Meier & Headliner: Jordan Cerminara $20 per person, please text Kendyl for tickets at 541-414-8050 or scan the QRC on the poster. Grab a glass of wine or […]

    $20

  • Sip & Paint Pottery Party with Benjamin!

    RoxyAnn Winery 3283 Hillcrest Rd, MEDFORD, Oregon, United States

    Grab your bestie and join us for an artsy night of drinks, fun and creativity!  Benjamin, your fearless leader for the evening, will guide you with the basics and then the design is up to you! Unleash your inner artist and take home a gorgeous […]

    $50.00

  • FREE MUSIC + WINE SERIES FEATURING Encore Five

    RoxyAnn Winery 3283 Hillcrest Rd, MEDFORD, Oregon, United States

    Join us at RoxyAnn Winery for a Friday night of dancing and fun as we welcome Southern Oregon's Encore Five to the tasting room! Listen to live dance-worthy music while sipping on some delicious & award-winning wines, or crisp & refreshing beer from the tap: […]

  • Rick Millward Presents Open Mic

    RoxyAnn Winery 3283 Hillcrest Rd, MEDFORD, Oregon, United States

    The RoxyAnn Open Mic will be on Saturday, February 21st, and we’ve come up with a way to make 2026 bigger and more exciting. Next October the top 3 from the previous 8 month’s shows will win a paid date on a Friday Night at […]

  • MUSIC + WINE SERIES FEATURING Connor Reese

    RoxyAnn Winery 3283 Hillcrest Rd, MEDFORD, Oregon, United States

    Join us for a relaxing Sunday afternoon: listen to amazing music while sipping on some delicious & award-winning wines, or crisp & refreshing beer from the tap! Make a night of it and grab some dinner from our on-site food trucks or our light plated […]

  • Member Monday (still open to the public!)

    RoxyAnn Winery 3283 Hillcrest Rd, MEDFORD, Oregon, United States

    Calling all RoxyAnn Winery Wine Club Members! Now, you can enjoy Member Monday every Monday! Every week from 4pm to 7pm, come enjoy time with other RoxyAnn Winery Wine Club Members, and special $5 pricing on that month's Member Monday picks! Are you not enjoying […]

  • Musical Bingo

    RoxyAnn Winery 3283 Hillcrest Rd, MEDFORD, Oregon, United States

    Join us at RoxyAnn Winery for a fun and family-friendly game of Musical Bingo in the tasting room! Play along while sipping on some delicious & award-winning wines, a crisp & refreshing beer from the tap, or a mocktail. Grab all your friends and make […]

  • FREE MUSIC + WINE SERIES FEATURING Lisa & The Dynamics

    RoxyAnn Winery 3283 Hillcrest Rd, MEDFORD, Oregon, United States

    Lisa & The Dynamics is a 4 piece band that plays an amazing selection of live music for any occasion. Join us at RoxyAnn Winery for a Friday night of dancing and fun as we welcome Southern Oregon's Lisa & The Dynamics to the tasting […]

  • Spring Wine Club Release Party

    RoxyAnn Winery 3283 Hillcrest Rd, MEDFORD, Oregon, United States

    Save the date for a classic RoxyAnn Wine Club Release Party experience! Take in some soothing ambient live music while enjoying a multi-course plated wine & food pairing, featuring our award-winning RoxyAnn wines and delicious bites from local Chef Evan. Our new Sauvignon Blanc will […]

  • Spring Wine Club Release Party

    RoxyAnn Winery 3283 Hillcrest Rd, MEDFORD, Oregon, United States

    Save the date for a classic RoxyAnn Wine Club Release Party experience! Take in some soothing ambient live music while enjoying a multi-course plated wine & food pairing, featuring our award-winning RoxyAnn wines and delicious bites from local Chef Evan. We will be hosting seatings […]

FOR YOUR CONVENIENCE, WE ALLOW MOST RESERVATIONS AND TICKETS TO BE REFUNDED UP TO 24 HOURS PRIOR TO AN EVENT. HOWEVER, IF IT IS WITHIN 24 HOURS OF THE EVENT WE WILL BE UNABLE TO ISSUE YOU A REFUND. SOME SPECIAL EVENTS WILL BE FINAL SALE, BUT THESE EXCEPTIONS WILL BE NOTED IN THE EVENT INFO. FOR HELP WITH RECEIVING A REFUND, OR FOR GENERAL QUESTIONS ABOUT OUR UPCOMING EVENTS, PLEASE CALL US TODAY AT (541) 776-2315, OPT 1