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WINE & BEER TASTING IN MEDFORD, OR

Some of the Rogue Valley's finest boutique wineries can be found right here in Medford. Spend the day wine tasting through town, or venture out and experience the whole valley on one of our unique Southern Oregon Wine Trails. Check out our Medford Ale Trail for all the best places to try the local brew.

A group of friends enjoying wines

A group of friends drinking beer

Pint Rider in Downtown Medford

WINE & BREWERY TOURS

WINE & BEER EVENTS IN THE ROGUE VALLEY

UPCOMING EVENTS

SEPTEMBER

28

The Scottish Fish @ Dos Mariposas Vineyards

The Scottish Fish are making their way back along the West Coast and we are one of their favorite stops…

OCTOBER

1

End of Summer Music : The Brothers Reed

Free Community Concert - The Brothers Reed Oct 1st 5-6:30pm Circadian Cellars- Wine available to purchase - ON and OFF…

OCTOBER

1

Traditional Irish Music @ Dunbar Farms

Join us for our first live music performance of the year! A company of talented musicians jam with traditional Irish…

OCTOBER

2

Talon @ Schmidt Family Vineyards

Join us on October 2nd from 5pm to 8pm as we host live music by local duo, Talon! FREE live music…

OCTOBER

3

First Annual Sip & Stroll for Polio

Help eradicate polio one tasting at a time during Medford Rogue Rotary Club’s First Annual “Sip & Stroll for Polio”…

OCTOBER

3

Oktoberfest

Tap & Vine at 559 is hosting Oktoberfest at The Village Medford Center. Join us for German Food, Beer & Bands This…

OCTOBER

3

OKTOBERFEST

What can you expect? 🍖 Delicious Food: Savor traditional Oktoberfest treats and more! 🎶 Live Music: Enjoy festive tunes to get you…

OCTOBER

3

Rogue Valley Lions Wine Walk

The 4th Annual Harvest Wine Walk is just around the corner, join the Rogue Valley Lions for a special evening…

OCTOBER

3

Sip & Stroll for Polio

“Sip & Stroll for Polio” is a creative way for people to enjoy a variety of drink tastings in downtown…

OCTOBER

4

Canto Sol @ RoxyAnn Winery

Dan and Grant play a variety of Latin music, everything from Flamenco to Tango, including traditional Spanish and Mexican music,…

OCTOBER

7

Allison & Victor @ DANCIN

OCTOBER

9

Jeff Kloetzel @ Dunbar Farms

Jeff Kloetzel blends steady acoustic rhythms with warm vocals and a thoughtful mix of originals and covers. His performances are…

OCTOBER

9

John Jons @ Schmidt Family Vineyards

Join us on Friday, October 9th as we host live music featuring John Jons from 5pm to 8pm! John describes…

OCTOBER

9

Mercy @ RoxyAnn Winery

Based in beautiful Southern Oregon, Mercy Featuring Lynda Day is one of the premier acts in the region. Attending…

OCTOBER

10

Harvest Hayride & Winery Tours @ Schmidt Family Vineyards

Don’t miss our annual Harvest Hayride and Winery Tours on Saturday, October 10th, 2026 from 12pm to 4pm. Tours include…

OCTOBER

10

Talent Maker City's 10 Year Anniversary Party

Ten years ago, Talent Maker City opened its doors with a simple idea: to create a place where people could…

OCTOBER

10

The Have Nothings @ Dunbar Farms

Traveling all the way from Flagstaff Arizona, this duo have nothing but musical talent! This two-piece acoustic folk duo specialize in…

OCTOBER

10

The Rogue Marathon

Second weekend in October! findmymarathon.com ranks this course as the FASTEST IN OREGON! We are looking forward to this fall…

OCTOBER

11

Dennis Konecny @ RoxyAnn Winrey

Join us at RoxyAnn Winery for a Sunday afternoon of dancing and fun as we welcome Southern Oregon’s Dennis Konecny…

OCTOBER

15

Autumn Magic - Witch Bell Wreath & Decoupage Pumpkin Workshop

October 15 - Autumn Magic - Step into the beautiful surroundings of Paschal Winery for an enchanting evening of…

OCTOBER

16

33 String Drive @ Dunbar Farms

33 String Drive is a six-piece Bluegrass/Americana band from Southern Oregon that includes fiddle, banjo, mandolin, guitar, Dobro and upright…

OCTOBER

16

Forks & Friends Stroll

This ten-day culinary experience invites residents and visitors to explore the diverse flavors of Downtown Medford. Throughout the week, participating…

OCTOBER

16

Jared Gutridge @ Schmidt Family Vineyards

Jared Gutridge is a Rogue Valley based acoustic singer/songwriters est. in 2013. https://www.facebook.com/Jaredgutridgemusic FREE live music 5-8pm Tasting room open noon-8pm Kitchen open…

OCTOBER

16

Steely Dean @ Dos Mariposas

Steely Dean returns to Dos Mariposas for new tune offerings and the same stellar performance SD fans have come to…

OCTOBER

17

Bales & Ales @ Common Block Brewing

Head to the patio for an afternoon of pumpkin carving, corn hole, seasonal beers, fall food specials and live music…

OCTOBER

17

Pozitronics @ Apple Outlaw Ciderey

For the first time ever, The Pozitronics are bringing their funky, feel-good grooves to Apple Outlaw in the Applegate/Jacksonville area!…

OCTOBER

17

The Fret Drifters @ Dunbar Farms

The Fret Drifters are an original band from Southern Oregon showcasing futuristic acoustic guitar. This event is family friendly and free…

OCTOBER

23

Malinka Live @ Dunbar Farms

High-vibe Eastern European folk and beyond with a modern flavor! Romani, Balkan, Slavic, Latin and original music, with groovy, funky…

OCTOBER

24

Nick & Shae Live @ Dunbar Farms

The dynamic duo of Shae Celine and Nick Garrett-Powell, two of Southern Oregon's most prolific vocalists perform harmony arrangements of…

OCTOBER

24

Soft E Experience @ Dunbar Farms

OCTOBER

30

Pozitronics RoxyAnn Halloween Party

Come dressed in your Halloween best and dance the night away with The Pozitronics! 💃🕺🎶 👻 COSTUME CONTEST + PRIZES! 👻 So…

OCTOBER

31

Halloween Party with Robbie Dacosta Band

You ready for a rocking good time? Robbie Dacosta and his band will help us celebrate Halloween! Activities include: -Free live…

OCTOBER

31

The Pozitronics Padigan Halloween Show

We’re going out with a BOO! 👻 Join The Pozitronics for our FINAL Halloween event of the season and Halloween Show…

NOVEMBER

13

Steven Swift Solo @ Dunbar Farms

Steve will be sharing some really old and extremely new tunes! Who knows who will join him on stage! It's…

CLICK HERE TO SEE ALL EVENTS

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