RoxyAnn Winery

Member Monday (still open to the public!)
2025-09-01 16:00 - 19:00, 2025-09-08 16:00 - 19:00, 2025-09-15 16:00 - 19:00, 2025-09-22 16:00 - 19:00, 2025-09-29 16:00 - 19:00, 2025-10-06 16:00 - 19:00, 2025-10-13 16:00 - 19:00, 2025-10-20 16:00 - 19:00 (America/Los_Angeles) | RoxyAnn Winery, 3283 Hillcrest Rd, MEDFORD, Oregon, 97504, 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 the perks of the RoxyAnn Winery Wine Club yet?! Sign up to become a member today and enjoy…
4 FREE tastings per month, and a FREE tasting for up to 2 guests!
Discounts on glasses, bottles, and cases of wine!
10% off tap beers in the Tasting Room!
10% off weekly live music events!
Exclusive venue rental pricing!
Invitations to private RoxyAnn Winery events + parties!
SO MUCH MORE!
To learn more or to sign up for our Wine Club and start enjoying Member Perks TODAY click HERE

MUSIC + WINE SERIES FEATURING Brisbane Project
2025-09-05 18:00 - 20:00
Join us at RoxyAnn Winery for a Friday night of dancing and fun as we welcome Southern Oregon’s Brisbane Project 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: grab all your friends and make a night of it!
This event is free, but we are taking reservations so please call the Tasting Room to reserve your spot! (541) 776-2315, Option 1

We encourage you to come a little early to settle in to your seats, order food, grab your drinks, and get ready to dance the night away!

Fall Wine Club Release Party
2025-09-06 14:00 - 18:00, 2025-09-07 14:00 - 18:00
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 at 2pm and 4pm on both Saturday, September 6th and Sunday, September 7th
We hope you’ll join the fun and spend a lovely afternoon savoring your favorite wines with other neighborhood wine enthusiasts! Sip, mingle, and make some memories in our beautiful patio spaces. And don’t forget, you can bring guests to share the afternoon with you!
Make sure you call now to reserve your seats: (541) 776-2315, Opt 1 We can’t wait to see you all there!
Are you interested in scoring an invite, but you’re not a Wine Club Member yet? Join our club today and get your Release Party invite PLUS start enjoying membership perks immediately! Get 10% off your favorite wines, receive discounts on merch and venue rentals, get first dibs on specials and promotions, and so much more!
Just visit our website today at: https://roxyann.com/wine-club/

MUSIC + WINE SERIES FEATURING Sharaya Summers and Aimee Norvell
2025-09-12 18:00 - 20:00
Join us at RoxyAnn Winery for a Friday night of dancing and fun as we welcome Southern Oregon’s Sharaya Summers and Aimee Norvell 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: grab all your friends and make a night of it!
This event is free, but we are taking reservations so please call the Tasting Room to reserve your spot! (541) 776-2315, Option 1

We encourage you to come a little early to settle in to your seats, order food, grab your drinks, and get ready to dance the night away!

SATURDAY SPECIAL MUSIC + WINE SERIES FEATURING Ben Rice!
2025-09-13 18:00 - 20:00
Join us at RoxyAnn Winery for a special Saturday night special of dancing and fun as we welcome Ben Rice 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: grab all your friends and make a night of it!
The event is $20 per person. Please call the Tasting Room to reserve your spot! (541) 776-2315, Option 1 or click here

We encourage you to come a little early to settle in to your seats, order food, grab your drinks, and get ready to dance the night away!

MUSIC + WINE SERIES FEATURING Nick Garrett-Powell and Shae Celine
2025-09-14 16:00 - 18:00
Join us at RoxyAnn Winery for a Sunday afternoon of dancing and fun as we welcome Southern Oregon’s Nick Garrett-Powell and Shae Celine to the tasting room! Listen to live music while sipping on some delicious & award-winning wines, or crisp & refreshing beer from the tap: grab all your friends and make a night of it!
This event is FREE but we are taking reservations, so please call the Tasting Room to reserve your spots! (541) 776-2315, Option 1

We encourage you to come a little early to settle in to your seats, order food, grab your drinks, and get ready to dance the night away!

Sip & Paint Pottery Party with Benjamin!
2025-09-18 17:00 - 19:00
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 piece of functional art.

Delicious wine and charcuterie pairings are also served in the tasting room, so come ready to enjoy some fabulous drinks, good food, and pottery fun!

To make reservations please visit the link: https://www.roguestoneware.com/shop/sipandpaintpottery/8

* Ticket price includes mug, paint/sgraffito supplies & workshop with Benjamin. Drinks sold separately.

MUSIC + WINE SERIES FEATURING Gunstock Red - SOLD OUT!
2025-09-19 18:00 - 20:00
Join us at RoxyAnn Winery for a Friday night of dancing and fun as we welcome Southern Oregon’s Gunstock Red 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: grab all your friends and make a night of it!
The event is $10 per person, please call the Tasting Room to reserve your spot! (541) 776-2315, Option 1.

We encourage you to come a little early to settle in to your seats, order food, grab your drinks, and get ready to dance the night away!

MUSIC + WINE SERIES FEATURING Dennis Konecny
2025-09-21 16:00 - 18:00
Join us at RoxyAnn Winery for a Sunday afternoon of dancing and fun as we welcome Southern Oregon’s Dennis Konecny to the tasting room! Listen to live music while sipping on some delicious & award-winning wines, or crisp & refreshing beer from the tap: grab all your friends and make a night of it!
This event is FREE but we are taking reservations, so please call the Tasting Room to reserve your spots! (541) 776-2315, Option 1

We encourage you to come a little early to settle in to your seats, order food, grab your drinks, and get ready to dance the night away!

MUSIC + WINE SERIES FEATURING Shakedown
2025-09-26 18:00 - 20:00
Join us at RoxyAnn Winery for a Friday night of dancing and fun as we welcome Southern Oregon’s Shakedown 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: grab all your friends and make a night of it!
This event is free, but we are taking reservations so please call the Tasting Room to reserve your spot! (541) 776-2315, Option 1

We encourage you to come a little early to settle in to your seats, order food, grab your drinks, and get ready to dance the night away!

Rick Millward Presents Open Mic
2025-09-28 15:00 - 17:00, 2025-10-25 15:00 - 17:00
Join us at RoxyAnn Winery as we welcome Rick Millward to the tasting room!
Singer/Songwriter Rick Millward lived and worked on the West Coast until moving to Nashville in 2000. He was part of the Music City songwriter community, collaborating with other artists and producing over 30 projects in his boutique studio, including two EMMY nominated soundtracks. Now in Southern Oregon, Rick has discovered a vibrant local music scene centered around the many tasting rooms. His records, “Limited Edition”, “Home For Good” and “Loveland” are available on Spotify and other streaming platforms and his new album, “Solo”, is in progress.
This event is free, but we are taking reservations so please call the Tasting Room to reserve your spot! (541) 776-2315, Option 1

MUSIC + WINE SERIES FEATURING Roadsters
2025-10-03 18:00 - 20:00
Join us at RoxyAnn Winery for a Friday night of dancing and fun as we welcome Southern Oregon’s Roadsters! Listen to live dance-worthy music while sipping on some delicious & award-winning wines, or crisp & refreshing beer from the tap: grab all your friends and make a night of it!
This event is free, but we are taking reservations so please call the Tasting Room to reserve your spot! (541) 776-2315, Option 1

We encourage you to come a little early to settle in to your seats, order food, grab your drinks, and get ready to dance the night away!

MUSIC + WINE SERIES FEATURING Connor Reese
2025-10-05 16:00 - 18:00
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 menu in the tasting room.

This event is FREE but we are taking reservations so call the Tasting Room to reserve your seats now at (541) 776-2315, Option 1

We encourage you to come a little early to settle in, order food, grab your drinks, and get ready to dance the night away!

MUSIC + WINE SERIES FEATURING Rogue Suspects: Bonnie Raitt Tribute
2025-10-10 18:00 - 20:00
This show highlights Bonnie’s music throughout the ages. With a strong country feel, this show will also lean hard into her slide-guitar Blues & Funk while keeping the house Rocking all night long.
Featuring singer Shae Céline, and an all-star lineup band. Shae has toured with Jefferson Starship guitarist Craig Chaquico and appeared on stage with Jack Johnson. Her debut album is produced by Whitney Huston and Aretha Franklin’s producer Narada Michael Walden. The backline musicians include Pat Traver’s ‘Cold Blood’ keyboardist Don Harriss, virtuoso guitarist Jesse Kennemer (whose latest album is produced by Steve Miller Band Drummer/Producer Gary Mallaber), Bassist/Producer Greg Frederick (Monterey Jazz/Blues Festival Alumni, whose long list of collaborations includes R&R Hall of Fame artist Bo Diddley, Grammy Winners Bud Cockrell, Craig Chaquico, Jack Johnson, Brandon Fields, and Koko Taylor). And Drummer extraordinaire David Bolen (whos extensive experience and knowledge in the industry keeps this show in the pocket).
GENRE: A BLEND OF COUNTRY, BLUES-ROCK, & FUNK
MEMBERS INCLUDE: Shae Céline, Don Harris, Jesse Kennemer, Greg Frederick, & David Bolen.
Join us at RoxyAnn Winery for a Friday night of dancing and fun as we welcome Southern Oregon’s Rogue Suspects to the tasting room for their stunning Bonnie Raitt Tribute show! Listen to live incredible, dance-worthy music while sipping on some delicious & award-winning wines, or crisp & refreshing beer from the tap!

Grab all your friends and make a night of it! Cover charge is $20 so call the Tasting Room to reserve your seats! (541) 776-2315, Option 1

We encourage you to come a little early to settle in to your seats, order food, grab your drinks, and get ready to dance the night away!

Rogue Blues Society: Octoberfest Blues Revue
2025-10-12 14:00 - 18:00
Join us at RoxyAnn Winery as we host the Rogue Blues Society’s 2025 October Blues Revue!
Headliners include: Ben Rice & the PDX Hustle w/ guest Alvon Johnson, Duke Street, Broadway Phil & the Shouters, and 12 Bars Deep
GATES OPEN AT 1 PM
MUSIC STARTS AT 2 PM
TICKETS: https://www.rogueblues.org/tickets/

MUSIC & WINE SERIES FEATURING Vinyl Tap
2025-10-17 18:00 - 20:00
Join us at RoxyAnn Winery for a Sunday afternoon of dancing and fun as we welcome Vinyl Tap to the tasting room! Listen to live music while sipping on some delicious & award-winning wines, or crisp & refreshing beer from the tap: grab all your friends and make a night of it!
This event is FREE but we are taking reservations, so please call the Tasting Room to reserve your spots! (541) 776-2315, Option 1

We encourage you to come a little early to settle in to your seats, order food, grab your drinks, and get ready to dance the night away!

We Groove for William: `70s Casino Night at RoxyAnn Winery
2025-10-18 17:00 - 21:00
Join us at RoxyAnn Winery on October 18 at 5pm for a `70s Groovy Casino Night to benefit We Will for William.

If you’re not familiar with our cause, William is a 7-year-old Oregonian living with a rare form of muscular-dystrophy that currently has no treatment options. Cure Rare Disease (CRD) is on track to develop a new gene therapy to help William and others like him, but they need your support.

Tickets are $150 and can be purchased directly from https://one.bidpal.net/ww4

To find out more about William and previous events like We Row for William, please visit: https://www.wewillforwilliam.org/

Watercolor & Wine At RoxyAnn
2025-10-19 12:00 - 14:00
Watercolor & Wine is back again for more watercolor adventures at the beautiful RoxyAnn Winery! All skill levels are welcome, and no experience is needed. So enlist your friends who would like to spend a relaxing afternoon painting and sipping wine.
The cost is $40 per person, which includes all necessary art supplies, plus a delicious glass of award-winning wine!
REGISTER NOW: Call (541) 702-7911

FREE MUSIC + WINE SERIES FEATURING Encore Five
2025-10-19 16:00 - 18:00

MUSIC + WINE SERIES FEATURING Blue Lightning
2025-10-24 18:00 - 20:00
Join us for a Friday night full of good times, dancing and fun! 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 menu in the tasting room.

This event is FREE but we are taking reservations so call the Tasting Room to reserve your seats now at (541) 776-2315, Option 1

We encourage you to come a little early to settle in, order food, grab your drinks, and get ready to dance the night away!

MUSIC + WINE SERIES FEATURING Dave Brendlinger
2025-10-26 16:00 - 18:00
