Grape harvest in progress, grapes, wine, wineries,

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

FEBRUARY

6

Grant Ruiz @ Trium Wines

Enjoy music and hand crafted wines from the Rogue Valley

FEBRUARY

6

Jared Gutridge @ Padigan Wines

FEBRUARY

6

Jeff Kloetzel @ DANCIN Vineyards

Sit back with sounds from fan-favorite Jeff Kloetzel Music at the tasting room from 5PM to 7PM this Friday, February…

FEBRUARY

6

The Brisbane Project @ RoxyAnn Winery

Live blues performance by The Brisbane Project 🎸 Delicious glasses, flights, and bottles from RoxyAnn’s vineyard 🍷 A fun, relaxed environment—bring friends…

FEBRUARY

7

Bryan Oliver @ Jacksonville Inn Wine Lounge

Great music in a cozy setting!

FEBRUARY

7

Nick Garrett-Powell @ South Stage Cellars

FEBRUARY

7

Robbie DaCosta @ Remotion Wine

We can’t believe we have been in the Orth House for 2 years! Come celebrate with us. Live…

FEBRUARY

8

Jared Gutridge @ Paschal Winery

FEBRUARY

8

The Big Game on The Big Screen @ Dos Mariposas

Come watch The Big Game on our BIG SCREEN at Dos Mariposas Vineyards and let us do the work instead.…

FEBRUARY

10

Conrad @ Jacksonville Inn Wine Lounge

Great music in a cozy setting!

FEBRUARY

11

Jared Gutridge Duo @ South Stage Cellars

FEBRUARY

12

Oysters & Ales @ Bella Union

Oysters & Ales is back for our 28th season at Bella Union! Every Thursday from October through April, join us…

FEBRUARY

12

Wine & Cheese Pairing @ Hummingbird Estate

We're teaming up with Gourmet Hostess and Andrea Breault for a Hummingbird wine and cheese pairing on Thursday Feb. 12…

FEBRUARY

13

Alissa Weaver @ South Stage Cellars

FEBRUARY

13

Carla Bauer & Dan Roux @ Trium Wines

Enjoy music and hand crafted wines from the Rogue Valley

FEBRUARY

13

Galentine's Day @ Gold Rush Brewing

Gold Rush Brewery and Delish are joining together to host a Galentine's Day celebration, and you’re invited. As two women-owned…

FEBRUARY

13

Galentine's Sip & Shop @ Naumes Suncrest Winery

Get ready for an enchanting evening of friendship and indulgence. Sip exceptional wines from Naumes Suncrest Winery, enjoy live music…

FEBRUARY

13

Romantic Strings by Candlelight @ Paschal Winery

tring quartet, cello, candles, wine, and thou? World-class cellist Michal Palzewicz brings his friends Abigail Wilensky, Katie Wasko, and Kris Yenney…

FEBRUARY

13

Shakedown @ RoxyAnn Winery

ShakeDown is a Southern Oregon Classic Rock n Roll cover band that plays 70’s, 80’s to current classic rock tunes.…

FEBRUARY

14

Cathy Bolton @ South Stage Cellars

FEBRUARY

14

Jeff Kloetzel @ Naumes Suncrest Winery

Valentine’s Day at the Winery Live music by Jeff Kloetzel + wine + views = perfect date

FEBRUARY

14

Nathan Stone @ Jacksonville Inn Wine Lounge

Great music in a cozy setting!

FEBRUARY

14

The Pozitronics Funky Disco Valentine's Ball

Back by popular demand! The Pozitronics return to Belle Fiore Winery with their Funky Disco Dance Party—now as a special…

FEBRUARY

15

Bryan Oliver Trio @ RoxyAnn Winery

Join us for a relaxing Sunday afternoon: listen to amazing music while sipping on some delicious & award-winning wines, or…

FEBRUARY

17

Conrad @ Jacksonville Inn Wine Lounge

Great music in a cozy setting!

FEBRUARY

18

Fine Wines & Punch Lines @ RoxyAnn Winery

Join us for a monthly Comedy Night, Age 18+ only: Fine Wines & Punch Lines! Host: Nick Meier & Headliner:…

FEBRUARY

18

Jeff Kloetzel @ South Stage Cellars

FEBRUARY

19

Drag Bingo with Miss Jaxon

We're bringing one of our favorite events back this one time only! Free to Attend - Bingo Cards will be available…

FEBRUARY

20

Encore Five @ RoxyAnn Winery

oin us at RoxyAnn Winery for a Friday night of dancing and fun as we welcome Southern Oregon's Encore Five…

FEBRUARY

20

Jared Gutridge @ Schmidt Family Vineyards

FEBRUARY

20

Jen Ambrose @ Trium Wines

Enjoy music and hand crafted wines from the Rogue Valley

FEBRUARY

20

John & Jean Mazzei @ South Stage Cellars

FEBRUARY

21

Mike Whipple Trio @ Jacksonville Inn Wine Lounge

Great music in a cozy setting!

FEBRUARY

21

Rogue Suspects @ Paschal Winery

7pm-9pm (doors open at 6pm) Cover $15 at the door Please call to reserve your table: 541.535.7957 This event fills up fast. Jennifer Abdo, Greg…

FEBRUARY

22

Adam Gabriel @ Jacksonville Inn Wine Lounge

FEBRUARY

22

Connor Reese @ RoxyAnn Winery

Join us for a relaxing Sunday afternoon: listen to amazing music while sipping on some delicious & award-winning wines, or…

FEBRUARY

24

DJ B @ Jacksonville Inn Wine Bar

Great wine in a cozy setting!

FEBRUARY

25

Femme Fatale @ South Stage Cellars

FEBRUARY

26

Evening Shades @ Copper Plank

Our first concert of 2026 will be at the amazing @thecopperplank on 2/26. Get tickets now

FEBRUARY

27

Adam Gabriel @ Dos Mariposas

FEBRUARY

27

Jared Gutridge @ DANCIN Vineyards

FEBRUARY

27

Kevin Conness @ Trium Wines

Enjoy music and hand crafted wine from the Rogue Valley

FEBRUARY

27

Lisa & The Dynamics @ RoxyAnn Winery

Lisa & The Dynamics is a 4 piece band that plays an amazing selection of live music for any occasion.…

FEBRUARY

28

Adam Gabriel @ Remotion Wines

FEBRUARY

28

Clayton J Scott @ South Stage Cellars

FEBRUARY

28

Jen Ambrose & Mark Johnson @ Jacksonville Wine Lounge

Great music in a cozy setting!

FEBRUARY

28

Music Bingo @ Hummingbird Estate

Join us from 3-5pm for an afternoon of music bingo featuring tunes from your favorite musicals, screen & stage. The…

MARCH

1

Connor Reese @ Tap & Vine at 559

LIVE Music Returns with Connor Reese kicking off our 2026 Music Series on the Tap & Vine Patio! No cover…

MARCH

4

Phil Reed (of the Brothers Reed) @ Tap & Vine at 559

Tap & Vine 559at 559 welcomes Phil Reed of The Brothers Reed for a special midweek patio session. Soulful vocals,…

MARCH

6

Oregon Chocolate Festival

For one weekend only, taste, learn, and indulge in all things chocolate and beyond! Explore the two-day marketplace with artisan…

MARCH

13

The Fret Drifters @ Paschal Winery

A night of exquisite music in a stunning, candlelit setting. Surrounded by hundreds of candles, Andy Casad and Nick Garrett-Powell…

MARCH

22

Ukrainian Folk Songs @ Paschal Winery

Inna Kovtun ( from Kyiv, Ukraine ) is a leading authority on traditional Ukrainian folk music, a master of music,…

APRIL

11

The Rosa Lees @ Dos Mariposas

The Rosa Lees bring together a love for bluegrass, old-time, and roots music with loads of inventive instrumentation and sweet,…

APRIL

25

Oregon Cheese Festival

Taste and buy cheese, drinks, and accompaniments from artisan and specialty producers from Oregon and beyond. Treat yourself to beverages…

MAY

2

Roam the Rogue

All wineries will be pouring award-winning wines and ticket holders will get to enjoy special pricing for wine purchases at…

MAY

3

Jacksonville Wine Cruise

Recently highlighted by Forbes as “the charming, wine-soaked cousin of the big cities,” join the Jacksonville Wine Cruise on…

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