RoxyAnn Winery

FREE MUSIC + WINE SERIES FEATURING Encore 5
2025-07-20 16:00 - 18:00 (America/Los_Angeles) | RoxyAnn Winery, 3283 Hillcrest Rd, MEDFORD, Oregon, 97504, 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 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!

Winery Is Closed Today!
2025-07-19
The Winery will be closed today as we have a staff outing to honor our amazing team! We can’t wait to serve you during our usual hours tomorrow: see you then!

FREE MUSIC + WINE SERIES FEATURING Blue Lightning
2025-07-18 18:00 - 20:00

Sip & Paint Pottery Party with Benjamin!
2025-07-17 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.

Member Monday (still open to the public!)
2025-07-14 16:00 - 19:00, 2025-07-07 16:00 - 19:00, 2025-06-30 16:00 - 19:00, 2025-06-23 16:00 - 19:00, 2025-06-16 16:00 - 19:00, 2025-06-09 16:00 - 19:00, 2025-06-02 16:00 - 19:00
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

FREE MUSIC + WINE SERIES FEATURING Deluxe
2025-07-13 16:00 - 18:00
***Due to the extreme heat expected tomorrow and for the safety of the band and our patrons, we have canceled this event. Please stay safe and come enjoy a glass of wine inside our tasting room.***

Watercolor & Wine At RoxyAnn
2025-07-13 12:30 - 15:00, 2025-06-15 12:30 - 15:00
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

Open Mic Hosted by Rick Millward
2025-07-12 15:00 - 17:00, 2025-06-28 17:00 - 19:00
Our RoxyAnn Open mics have been a smashing success! We’ve had great lineups, a full house and some terrific performances, so add this event to your calendars because it’s a RoxyAnn can’t-miss!

We are limited to 15 acts so be sure to arrive at 2:30 to get signed up and settled in.

Bring all your friends and get ready to sip some wine, hear some incredible musical performers, and have a ball of a Saturday afternoon! Don’t forget, the act with the most applause wins the tip jar!

FREE MUSIC + WINE SERIES FEATURING Redwood Empire
2025-07-11 18:00 - 20:00

Family Night at RoxyAnn!
2025-07-08 16:00 - 19:00
It’s another fantastic✨Family Night at RoxyAnn Winery! ✨
Keep enjoying all the summer here at RoxyAnn with another incredible evening of family fun.
You and your family can look forward to…
🎵 Live music or entertainment
🌊 Water Slide or Bounce House (weather depending)
🍷 Delicious wines & beer on tap for adults
🍕 Different local food trucks to keep things tasty
🍦Ice cream
🎲 Yard games
🍿 Free popcorn
Adults get to kick back and enjoy an evening of beautiful scenery and delicious drinks, while kids get to take part in planned activities, yard games, and munch on tasty treats from local food vendors.
And don’t forget to mark your calendars for our Back-To-School-Bash on August 26th!! ☀️
If you have questions or need more information, please call our Tasting Room at (541) 776-2315, Opt 1

FREE MUSIC + WINE SERIES FEATURING Mike Brons Easy 70's Covers
2025-07-06 16:00 - 18:00

Winery Is Closed Today!
2025-07-04
The Winery will be closed today so our staff can celebrate Independence Day with the families & loved ones. Have a very safe and happy 4th! We’ll see you all tomorrow during our usual business hours, opening at 12pm!

FREE MUSIC + WINE SERIES FEATURING Dave Brendlinger
2025-06-29 16:00 - 18:00

FREE MUSIC + WINE SERIES FEATURING Robbie DaCosta
2025-06-27 18:00 - 20:00
Join us for a fun-filled Friday night to kick off your weekend! Listen to some amazing music while sipping on delicious, award-winning wines. Or enjoy a crisp & refreshing beer from the tap! Make a whole 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!

FREE MUSIC + WINE SERIES FEATURING Dennis Konecny
2025-06-22 16:00 - 18:00

FREE MUSIC + WINE SERIES FEATURING Dr. Pain & The Remedy
2025-06-20 18:00 - 20:00

FREE MUSIC + WINE SERIES FEATURING Connor Reese
2025-06-15 16:00 - 18:00

MUSIC + WINE SERIES FEATURING Rogue Suspects: Tina Turner Revue
2025-06-13 18:00 - 20:00
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 Tina Turner Revue 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 OR order your tickets online 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!

Summer Kickoff Family Night!
2025-06-10 16:00 - 19:00
It’s the moment you’ve all been waiting for… ✨Family Night is BACK at RoxyAnn Winery! ✨
On June 10th we will be kicking off the summer season, and you can expect all the fun & games from last year, PLUS SOME!
Make sure you’ve marked your calendars for June 10th, July 8th, and August 26th!
You and your family can look forward to…
🎵 Live music or entertainment
🌊 Water Slide or Bounce House (weather depending)
🍷 Delicious wines & beer on tap for adults
🍕 Different local food trucks to keep things tasty
🍦Ice cream
🎲 Yard games
🍿 Free popcorn
Adults get to kick back and enjoy an evening of beautiful scenery and delicious drinks, while kids get to take part in planned activities, yard games, and munch on tasty treats from local food vendors.
Stay tuned for more details and get ready to celebrate families and FUN IN THE SUN this summer! ☀️
If you have questions or need more information, please call our Tasting Room at (541) 776-2315, Opt 1

Brews, Bluegrass & BBQ 2025
2025-06-07 14:00 - 20:00
The 2025 line-up features four bluegrass bands:
2:00 – 3:00pm 33 String Drive
3:30 – 4:30pm The Rosa Lees
Intermission: Dance Your Grass Off Dance Contest
5:00 – 6:00pm Late for the Train
6:30 – 7:30pm Thunder Ridge
7:30 – 8:00pm Grand Finale
Each year, Rogue Valley Food System Network partners with vendors of delicious barbecue, locally brewed beers and ciders and popular bluegrass bands to bring you an afternoon of food education, celebration and connection. This annual event supports Rogue Valley Food System Network’s work and mission to connect people with locally grown food and locally owned businesses.
FAMILY-FRIENDLY TICKET PRICE! Pre-sale tickets are only $20 each with FREE admission for kids 15 & under. Ticket includes admission only. Food and beverage available for purchase separately. Tickets will be $30 at the door. Doors open at 1:30pm.
GET YOUR TICKETS HERE!

MUSIC + WINE SERIES FEATURING John Dough Boys
2025-06-06 18:00 - 20:00
Join us at RoxyAnn Winery for a Friday night of dancing and fun as we welcome Southern Oregon’s John Dough Boys 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! Cover charge is $15 so call the Tasting Room to reserve your seats! (541) 776-2315, Option 1 OR order your tickets online 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!

Summer Wine Club Release Party
2025-06-01 14:00 - 17:30
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, May 31st and Sunday, June 1st.
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/
