Sip & Paint Pottery Party with Benjamin!
2026-06-18 17:00 - 19:00 (America/Los_Angeles) | RoxyAnn Winery, 3283 Hillcrest Rd, MEDFORD, Oregon, 97504, 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 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.

Pups & Pours: Doggie Dash Demo
2026-06-19 10:00 - 14:00 | Oregon
Doggie Dash is Southern Oregon’s mobile dog-running service, offering safe and structured runs on non-motorized treadmills.
They will be at the winery on from 10 am to 2 pm, and when you purchase an intro run for just $10, you will receive 10% off a cup of coffee at Roxy Coffee or a glass of wine at RoxyAnn Winery.

MUSIC + WINE SERIES FEATURING Mercy
2026-06-19 18:00 - 20:00 | RoxyAnn Winery, 3283 Hillcrest Rd, MEDFORD, Oregon, 97504, United States
Join us at RoxyAnn Winery for a Friday night of dancing and fun as we welcome Southern Oregon’s Mercy to the tasting room! Based in beautiful Southern Oregon, Mercy Featuring Lynda Day is one of the premier acts in the region. Attending a Mercy performance is more than just attending a concert or dancing at your favorite club or winery. Rather, it’s an experience…

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
2026-06-20 15:00 - 17:00 | RoxyAnn Winery, 3283 Hillcrest Rd, MEDFORD, Oregon, 97504, United States
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 how it works:
We’ll have a regular show every month through August, and then the 8 monthly winners* will be featured in the semi-final September show, each playing 3 songs. The top three vote getters will then go on to play a Friday in October, sharing a two hour finale and getting paid $100 for a 30 min set!
In addition we’ve added a $15 RoxyAnn Gift Card for for the second most votes every month.
Sound Good? Email Rick Millward at rocknm@charter.net to reserve your spot in the show and start your quest for a paid gig! Be sure to tell your friends, fans and family to come out and support your performances!
* For this contest you can only win once this year, but you’ll have 8 chances
A tie will be decided with a coin toss
One vote per performer or audience member
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.
This event is free and we do not take reservations for attending this specific event, so we recommend arriving early to claim your spot! Call the Tasting Room at (541) 776-2315, Option 1 with any questions.

MUSIC + WINE SERIES FEATURING Jared Gutridge
2026-06-21 16:00 - 18:00 | RoxyAnn Winery, 3283 Hillcrest Rd, MEDFORD, Oregon, 97504, United States
Rogue Valley based duo of acoustic singer/songwriters.
Join us at RoxyAnn Winery for a Sunday afternoon of dancing and fun as we welcome Southern Oregon’s Jared Gutridge 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!

Member Monday (still open to the public!)
2026-06-22 16:00 - 19:00, 2026-06-29 16:00 - 19:00 | 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 Bingo
2026-06-24 18:00 - 20:00 | RoxyAnn Winery, 3283 Hillcrest Rd, MEDFORD, Oregon, 97504, United States
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! Music theme will be announced prior to the event and dressing up is encouraged! Best dressed will win a $20 gift card.
This event is FREE entry, but this event fills up fast so reserve your spot now! (541) 776-2315, Option 1. Bring cash to purchase bingo cards and arrive early; they sell out fast! Then settle in to your seats, order food and grab your drinks.

MUSIC + WINE SERIES FEATURING Blue Lightning
2026-06-26 18:00 - 20:00 | RoxyAnn Winery, 3283 Hillcrest Rd, MEDFORD, Oregon, 97504, United States
Established over 30 years ago in Ashland Oregon, Blue Lightning has evolved into a high energy dance band with tight grooves and lush vocal harmonies.

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 Vanessa Finney Jazz Duet
2026-06-28 16:00 - 18:00 | RoxyAnn Winery, 3283 Hillcrest Rd, MEDFORD, Oregon, 97504, United States
Vanessa is a singer based in Ashland, OR.
Join us at RoxyAnn Winery for a Sunday afternoon of dancing and fun as we welcome Southern Oregon’s Vanessa Finney 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 The Fret Drifters
2026-07-03 18:00 - 20:00 | RoxyAnn Winery, 3283 Hillcrest Rd, MEDFORD, Oregon, 97504, United States
The Fret Drifters are acoustic madness!

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.

Tickets are $15. Please call the Tasting Room to reserve your seats now at (541) 776-2315, Option 1 or buy online HERE.

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