Jimmy Fretwell is an alt-country Americana songwriter whose music feels instantly lived-in. Rooted in folk, country, and American roots traditions, his songs balance timeless songwriting with a fresh, contemporary edge.With warm vocals, steady storytelling, and melodies shaped by years of performing, Jimmy delivers songs that […]

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

JustaDuo provides music with true soul, heartfelt tunes and songs that ring with familiarity. Alois Henderson and Albert Lee comprise the easy listening duo. Enjoy live music while sipping on some delicious & award-winning wines, or crisp & refreshing beer from the tap: grab all […]

We will be closing early on Monday, August 24th, so our hardworking staff can enjoy some time off together for a staff appreciation event. Thank you for your understanding and we'll see you again tomorrow for regular hours!

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 […]

Join us for an evening of family fun at the winery. We'll have family-friendly food options including Pizza Mia & Hawaiian Snow shave ice, bounce house entertainment for the kids and of course delicious wines and beer on tap for the adults. FREE to attend. […]

Join us at RoxyAnn Winery for a fun and family-friendly game of Musical Bingo! 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 a night of it! […]

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 […]

Join us to celebrate 25 years of great wine and great people at RoxyAnn Winery! Everyone is welcome! From 3-6 pm on Saturday, August 29th. We'll have an outdoor stage and kickin' live music by Gunstock Red. We'll have Taco's Michel taco truck on site […]

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 […]