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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. 

JUNE
30
Trivia Night @ The Copper Plank
Join us for trivia this Tuesday at The Copper Plank! Come strain your brain and drink while you think. Round up…
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JUNE
30
Walkabout Brewing Cornhole League
STARTING TUESDAY MAY 5TH!! 🌽🌽CORNHOLE LEAGUE!🌽🌽 Secure your spot today! Join us every Tuesday from 6pm-8pm. Friends. Fun. Beer. Cheers! 🍻
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JULY
1
Danielle Kelly & Paul Turnipseed @ DANCIN
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JULY
1
Music Bingo @ RoxyAnn Winery
Join us at RoxyAnn Winery for a fun and family-friendly game of Musical Bingo! Play along while sipping on some…
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JULY
1
Phil Reed @ Padigan Wines
One half of local duo The Brothers Reed, and winner of the 2025 Tucson Folk Festival Songwriter Competition. Raised in a…
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JULY
2
Dr. Pain & the Remedy @ Trium Wines
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JULY
2
Stillwater Road @ Belle Fiore Winery
This is our debut for Belle Fiore winery! Hope to see you there!
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JULY
2
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…
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JULY
2
Xtreme Bar Bingo @ Rocky Tonk Saloon
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JULY
3
Art & Music @ Schmidt Family Vineyards
Enjoy local musicians and artisans on the beautiful grounds every Friday this summer!
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JULY
3
Barn Bats @ Dos Mariposas Vineyards
The Barn Bats bring spirited bluegrass picking, rich harmonies, and Americana favorites together for a lively start to your holiday…
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JULY
3
Jeff Kloetzel @ DANCIN Vineyards
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JULY
3
Saucy @ Dunbar Farms
All our shows are family friendly. Unless otherwise noted, all our shows are free to attend. No outside food or…
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JULY
4
Encore Five @ Red Lily Vineyards
Enjoy live music, great wine and cheeseburgers on the Fourth of July!
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JULY
4
Rogue Suspects (Aretha Franklin Show)
Celebrate the Fourth of July with Rogue Suspects as they bring a high-energy mix of classic rock favorites, big vocals,…
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JULY
5
Case Watson @ RoxyAnn Winery
Case is a vocalist, songwriter, & producer. Join us at RoxyAnn Winery for a Sunday afternoon of music and fun…
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JULY
5
Nick Garrett-Powell @ Dos Mariposas Vineyards
Nick Garrett Powell creates a full-band sound using live looping, soulful vocals, and impressive acoustic guitar work, making every performance…
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JULY
6
Shae & Jenni @ DANCIN
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JULY
7
Jared Gutridge Duo @ Common Block Brewing
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JULY
8
Justa Duo @ DANCIN Vineyards
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JULY
10
Jared Gutridge Duo @ South Stage Cellars
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JULY
10
Mercy Duo @ DANCIN Vineyards
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JULY
10
Phil Reed @ Weisinger Family Winery
Evening Concert on the Deck with Phil Reed. Food available from Wilder Cooking Food Truck. First come open seating no…
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JULY
10
Pozitronics @ RoxyAnn Winery
The Pozitronics are southern Oregon’s premier “all-you-can-dance” band playing a unique mix of classic rock, R&B, and funk, with love,…
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JULY
10
Rogue Suspects: Aretha Franklin Tribute
Come join us at Del Rio for a special Friday night with The Rogue Suspects paying tribute to the one…
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JULY
10
The Honey Pot @ Trium Wines
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JULY
11
Jared Gutridge Duo @ Dwell Wines
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JULY
11
John Ivey @ Weisinger Family Winery
Enjoy the afternoon drinking wine on the deck, charcuterie board and the lovely John Ivey performing live on the deck.…
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JULY
11
Phil Reed @ Red Lily Vineyards
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JULY
12
Encore Five @ RoxyAnn Winery
Encore 5 has a mission to provide quality, heart-felt music entertainment delivered in a professional manner. Join us to listen to…
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JULY
12
Jared Gutridge Duo @ Padigan Wines
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JULY
12
Tony Brussat & Lawrence Newcomb @ Weisinger Family Winery
Enjoy live music on the deck from Tony Bussat and Lawrence Newcomb while enjoying award winning wines and delectable charcuterie…
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JULY
13
Lisa & Dean @ DANCIN Vineyards
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JULY
15
Fine Wines & Punch Lines @ RoxyAnn Winery
Join us for a monthly Comedy Night, Age 18+ only: Fine Wines & Punch Lines! $20 per person, please text Kendyl…
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JULY
15
Jared Gutridge @ DANCIN Vineyards
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JULY
15
Jared Gutridge @ DANCIN Vineyards
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JULY
17
Giantess @ DANCIN Vineyards
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JULY
17
Jared Gutridge Duo @ Hummingbird Estate
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JULY
17
Justa Duo @ Dos Mariposas Vineyards
Just A Duo pairs smooth harmonies with familiar favorites, creating a relaxed performance that's easy to enjoy from beginning to…
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JULY
17
Salsa Brava @ Paschal Winery & Vineyard
Join us for a joyful party dancing and grooving to Salsa, Bachata, Cha-cha and more! Doors open at 6:30 Salsa dance lesson…
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JULY
17
Sonido Alegre Band @ Trium Wines
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JULY
17
VInyl Tap @ RoxyAnn Winery
Southern Oregon’s premier Power Trio. Performing the best music ever released on vinyl. Rock and Roll you all know and…
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JULY
18
Eliana Summer Music Nights
Join us for our first Summer Music Night, an unforgettable evening of live music, wine, and outdoor entertainment. Enjoy a…
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JULY
18
Jared Gutridge Duo @ Wanderlust Vineyard
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JULY
18
Larry Wheatley @ Weisinger Family Winery
Come enjoy Larry Wheatley live and award wining wines.
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JULY
18
Mike Brons & Turn West @ Red Lily Vineyards
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JULY
19
Jared Gutridge Duo @ Paschal Winery
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JULY
19
Tres Palomas @ RoxyAnn Winery
Tres Palomas plays Bossa Nova and international classics. The trio – Mari Simone on vocals, Sean Chon on upright bass,…
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JULY
20
Danielle Kelly & Paul Turnipseed @ DANCIN
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JULY
22
Jared Gutridge Duo @ Local Vines
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JULY
22
Shae & Jenni @ DANCIN
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JULY
24
Dennis Konecny @ Rellik Winery
Come grab a glass (or bottle!) of your favorite Rellik Winery wine and settle in for a perfect Friday evening!
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JULY
24
HopStone @ Dos Mariposas Vineyards
HopStone blends rock and Americana influences with strong harmonies and polished musicianship for a fun Friday evening show.
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JULY
24
Justa Duo @ DANCIN Vineyards
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JULY
24
Pizza, Pinot & Jeff Kloetzel
Join us July 24th from 5-7pm as we welcome Jeff Kloetzel to our stage! Housemadwe, pizzas, special pricing on Pinot…
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JULY
24
Saucy @ RoxyAnn Winery
Saucy, a renowned local Southern Oregon musical group, joins us at RoxyAnn Winery for a Friday night of dancing and…
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JULY
24
Steve Shine Trio @ Trium Wines
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JULY
25
Niejsa @ Red Lily Vineyards
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JULY
26
Two of a Kind @ RoxyAnn Winery
Two of a Kind is a Rogue Valley acoustic duet featuring John Dickerson (of Honeypot) & Bridget Best. They’re bringing…
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JULY
27
David Pinsky & Phil Newton @ DANCIN
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JULY
29
Lisa & Dean @ DANCIN Vineyards
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JULY
31
Brisbane Project @ RoxyAnn Winery
Join us at RoxyAnn Winery for a Friday night of dancing and fun as we welcome Southern Oregon’s Brisbane Project…
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JULY
31
Marshall Thompson Duo @ DANCIN Vineyards
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JULY
31
Mercy Duo @ Trium Wines
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JULY
31
The Brothers Reed @ Del Rio Vineyards
The Brother's Reed take the stage again! Sure to be a good night with friends, music and your favorite bottle…
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AUGUST
1
Pozitronics @ Red Lily Vineyards
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AUGUST
3
Shae & Jenni @ DANCIN
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AUGUST
5
Jared Gutridge @ DANCIN Vineyards
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AUGUST
7
Jeff Kloetzel @ DANCIN Vineyards
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AUGUST
10
Justa Duo @ DANCIN Vineyards
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AUGUST
12
Mercy Duo @ DANCIN Vineyards
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AUGUST
14
Giantess @ DANCIN Vineyards
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