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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. 

APRIL
10
Alissa Weaver @ South Stage Cellars
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APRIL
10
Justa Duo @ Trium Wines
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APRIL
10
Mercy Trio @ Dos Mariposas Vineyard
The Mercy Trio leans into blues and soul influences with smooth vocals and tight musicianship. A groove-forward set with steady…
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APRIL
10
Pear-a-Fare
The fertile Rogue Valley produces a palette of exceptional flavors for the table. The Pear A Fare events celebrate the…
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APRIL
10
Roadsters @ RoxyAnn Winery
Join us at RoxyAnn Winery for a Friday night of dancing and fun as we welcome Southern Oregon’s Roadsters! With…
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APRIL
11
Ann Kelly Duo @ South Stage Cellars
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APRIL
11
Danielle Kelly & Paul Turnipseed @ Remotion Wine
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APRIL
11
Jared Gutridge Duo @ StoneRiverVineyards
Join StoneRiver Saturday night for a special guest appearance by JARED GUTRIDGE DUO! Enjoy great live music, delicious food, award-winning…
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APRIL
11
Jim Friend @ Walkabout Brewing
Walkabout Brewing Company and The Oregon Booking Agency present: Jim Friend 6:00-8:00 pm - Lawn (Weather Permitting) / Covered Patio (Either way) Genre:…
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APRIL
11
Steamkettle String Band @ Dunbar Farms
Steamkettle Trio features Heidi Martin on rhythm guitar and lead vocals, Dan Fellman on lead guitar and Eric Nelson on…
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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,…
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APRIL
12
Brisbane Duo @ Belle Fiore Estate Winery
Help us kick off Hope’s Birthday Weekend with an evening of great wine, great company, and soulful live music from…
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APRIL
12
Femme Fatale @ RoxyAnn Winery
Femme Fatale is an acoustic duo blending soulful harmonies, playful energy, and a mix of classic and modern hits. They…
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APRIL
14
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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APRIL
15
Paul Turnipseed @ South Stage Cellars
Music plus Wine & Dine!
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APRIL
15
Wine & Comedy @ RoxyAnn Winery
Join us for a monthly Comedy Night, Age 18+ only: Fine Wines & Punch Lines! Host: Nick Meier, Featuring: Mike Spark,…
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APRIL
16
Cribbage League!
Peg your way to victory at Rellik Winery! Grab a partner and join us for the Rellik Winery Cribbage League! Whether…
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APRIL
16
Oysters & Ales @ Bella Union
Oysters & Ales is back for our 28th season at Bella Union! Every Thursday from October through April, join us…
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APRIL
16
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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APRIL
17
Bubbles & Blooms Market @ Naumes Suncrest Winery
Spring evenings, bubbly in hand, and a market full of magic. 🌸 Join us at the Bubbly & Blooms Market for…
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APRIL
17
Encore Five @ RoxyAnn Winery
Encore Five has a mission to provide quality, heart-felt music entertainment delivered in a professional manner. Join us for a relaxing…
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APRIL
17
Keenan Pruitt @ South Stage Cellars
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APRIL
17
Pups & Pours @ RoxyAnn Winery
Doggie Dash is Southern Oregon’s mobile dog-running service, offering safe and structured runs on non-motorized treadmills. They will be at the…
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APRIL
17
Shine On Band @ Dunbar Farms
Americana Grateful Dead
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APRIL
17
String Time @ Paschal Winery
Romantic Strings by Candlelight ~ Friday Apr 17, 2026 World-class cellist Michal Palzewicz brings his friends Abigail Wilensky, Katie Wasko,…
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APRIL
17
The Shabby Guys @ Trium Wines
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APRIL
18
12 Bars Deep Live @ Dunbar Farms
With a deep love of blues, these seasoned musicians have backgrounds in a wide range of musical styles. 12 Bars…
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APRIL
18
Alois & AJ @ South Stage Cellars
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APRIL
18
Ambrose & Galfano @ Walkabout Brewing
Walkabout Brewing Company and The Oregon Booking Agency presents: Ambrose & Galfano 6:00-8:00 pm - Lawn (Weather Permitting) / Covered Patio (Either…
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APRIL
18
Pozitronics @ Naumes Suncrest Winery
Join us for an electrifying evening with Pozitronics – Ladies of Rock at Naumes Suncrest Winery. Doors open at 4pm •…
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APRIL
18
Tristan Moonbow & Jack Worman @ Remotion Wine
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APRIL
19
Live Music @ RoxyAnn Winery
Featuring Emily Horn & Mike Kelley. Acoustic. Moody. Soulful. Join us at RoxyAnn Winery for a Sunday afternoon of live music…
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APRIL
19
Music Bingo @ Hummingbird Estate
Join us at Hummingbird for music bingo from 3-5pm. The event is free but seating is limited so please RSVP…
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APRIL
22
Jeff Kloetzel @ South Stage Cellars
Live music plus Wine & Dine!
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APRIL
22
Musical Bingo @ RoxyAnn Winery
Join us at RoxyAnn Winery for a fun and family-friendly game of Musical Bingo in the tasting room! Play along…
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APRIL
24
Bouray @ Dunbar Farms
Bouray is an upbeat scifi-infused funk outfit from Ashland, OR. Their original music would be the space-age equivalent to herbie…
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APRIL
24
Jen & Mark @ South Stage Cellars
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APRIL
24
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.…
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APRIL
24
Steve Shine Trio @ Trium Wines
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APRIL
25
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…
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APRIL
25
Mountain Top Sound @ Remotion Wine
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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…
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APRIL
25
Spring Winemaker's Dinner @ Punch House
Prepare to join us for a dining and wine tasting experience will be nothing short of magical ✨ We start with…
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APRIL
26
Kristin & Robbie @ RoxyAnn Winery
Join us with talented Robbie Dacosta as he teams up with the incredible Kristen Calvin Gordon for a great evening…
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APRIL
29
Aaron Reed @ South Stage Cellars
Live music plus Wine & Dine!
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APRIL
29
Musical Bingo @ RoxyAnn Winery
Join us at RoxyAnn Winery for a fun and family-friendly game of Musical Bingo in the tasting room! Play along…
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MAY
1
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…
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MAY
2
Jackalope Blue @ Dunbar Farms Winery
Jackalope Blue is a magical musical collaboration between Rogue Valley singer-songwriters Dave Brendlinger and Joan Campbell. With solid harmonies and…
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MAY
2
Kentucky Derby Party @ Ravissant Cellars
Don your finest hat, place your bets, and get ready for the thrill of a lifetime. The gates fly open,…
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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…
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MAY
2
VinylTap @ Dunbar Farms
VinylTap is Southern Oregon’s Premier Power trio! VinylTap’s shows feature the greatest music ever released on vinyl. Our variety of…
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MAY
2
VinylTap @ Dunbar Farms
VinylTap is Southern Oregon’s Premier Power trio! VinylTap’s shows feature the greatest music ever released on vinyl. Our variety of…
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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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MAY
5
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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MAY
8
Salsa Brava @ Paschal Winery & Vineyard
Join us for the first show of the season and groove to Salsa, Bachata, Cha-cha and more! So much joy…
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MAY
9
Tres Palomas @ Dunbar Farms
Tres Palomas is comprised of Mari Simone on vocals, Sean Chon on upright bass and Jason Wolverton on guitar, specializing…
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MAY
10
Mother's Day Brunch @ Vista 222
Celebrate Mom with brunch, live jazz, and vineyard views at Vista 222! 📅 Sunday, May 10, 2026 ⏰ 10 AM – 2…
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MAY
16
Evening Shades @ Dunbar Farms
Evening Shades live @ Dunbar Farms. Be there or be square. All ages. Arrive early to save a spot and…
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MAY
16
Southern Oregon Polish Festival
Come hungry. We’re bringing the best Polish flavors to Southern Oregon: Classic Comforts: Pierogi, Borscht, and Bigos stew. The Goods: Kielbasa and…
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MAY
16
Spring Uncorked Wine Tour
Come celebrate growing season with a self-guided tour of the Applegate Valley Wine Country. Spring is the perfect time to…
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JUNE
5
Southern Oregon Classic
Golf tournament, Culinary Feast and Auction and live Music -- the best way to kick off summer!
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JUNE
6
Brews, Bluegrass & BBQ
Each year, Rogue Valley Food System Network partners with vendors of delicious barbecue, locally brewed beers and ciders and popular…
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JUNE
6
The Brothers Reed @ Naumes Suncrest Winery
Great music, amazing wine!
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JUNE
7
The Brisbane Project @ Dos Mariposas Vineyard
Join us for an unforgettable afternoon of live blues and Texas rock at Dos Mariposas Vineyards & Lavender Farm! We’re bringing…
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JUNE
10
Feel Good Fair
This isn't your average fair-It's a magical gathering designed to spark joy, create connections, and leave you feeling lighter than…
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JUNE
13
SoHumane's Miles for Mutts
Lace up, leash up, and join us for the very first SoHumane Miles for Mutts. Walk through the stunning grounds…
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JUNE
14
Turnip the Beet! @ Fry Family Farm
Rogue Valley Farm to School’s annual benefit concert, Turnip the Beet, is right around the corner! Join us at Fry…
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JUNE
19
Lavender Dreams - Pick, Paint & Pour Party
Save the date! More details and tickets coming soon. Super chic Tote Bag that you paint yourself!
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