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. 

SEPTEMBER
3
Marshall Thompson Duo @ DANCIN Vineyards
Great music, outstanding wine and stunning views!
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SEPTEMBER
5
Bim Jeam and the Sadness at Hummingbird Estate
Live music and wine on our terrace!
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SEPTEMBER
5
Erika Flockoi @ Punch House Wine
Live music with the beautiful free spirit and rocking guitarist Erika FLockoi of @erikajamz
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SEPTEMBER
5
Jeff Kloetzel @ DANCIN Vineyards
Great music, outstanding wine and stunning views!
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SEPTEMBER
5
Mercy Duo live @ Dunbar Farms
he Mercy Duo features the world class vocals of Southern Oregon’s own Lynda Day, a seasoned, veteran singer who is…
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SEPTEMBER
5
Mitchell Brothers @ Dos Mariposas Vineyard
Bring a slice of Medford’s musical heritage to your Sunday afternoon with The Mitchell Brothers a dynamic duo formerly known…
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SEPTEMBER
5
Steve Shine Trio @ Trium Wines
Trium Wines in Talent
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SEPTEMBER
5
The Brisbane Project @ RoxyAnn Winery
Celebrate the beauty of late summer with an evening of soulful blues and smooth grooves as The Brisbane Project takes…
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SEPTEMBER
6
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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SEPTEMBER
6
Chasing Keridwyn @ Dos Mariposas
Swing into summer with Chasing Keridwyn, Southern Oregon’s own purveyors of driving bluegrass. With shimmering solos, soaring harmonies, and a…
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SEPTEMBER
7
Andy Cassad @ Dos Mariposas
Let Andy Casad lead you through a tapestry of heartfelt songwriting and acoustic mastery. A Medford native and multi-genre veteran…
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SEPTEMBER
7
Nick Garrett-Powell @ Naumes Suncrest Winery
Music, food and great wine! Reservations recommended by calling 541-608-1755
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SEPTEMBER
8
Shae & Jenni Feminine Dynamism @ DANCIN
Shae Celine & Jenni Davis present an alluring set of enchanting music, full of soulful harmonies and magical moments perfect…
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SEPTEMBER
9
Trivia Night at The Copper Plank
Join us for trivia Tuesdays at The Copper Plank! Come strain your brain and drink while you think. Round up…
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SEPTEMBER
10
Jared Gutridge Duo @ DANCIN
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SEPTEMBER
10
Live Music with Mountaintop Sound at Common Block
Kick back on the patio with live music on Wednesday evenings at Common Block! Each week this summer, we're alternating…
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SEPTEMBER
12
A Band of Brothers @ Trium Wines
Trium Wines in Talent
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SEPTEMBER
12
BrewFest @ The Expo
With over 70 taps to choose from, the BrewFest is constantly flowing with a remarkable selection of award-winning microbrews from…
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SEPTEMBER
12
Danielle Kelly & Paul Turnipseed @ DANCIN
Great music, outstanding wine and stunning views!
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SEPTEMBER
12
Jeff Kloetzel @ Dos Mariposas
Spend your afternoon with Jeff Kloetzel, a singer-songwriter who blends smooth vocals, rhythmic guitar, and heartfelt storytelling. From thoughtful originals…
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SEPTEMBER
12
The Fret Drifters @ Del Rio Vineyards
Come spend your Friday night with us sipping on your favorite Del Rio wines while listening to the Fret Drifters!…
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SEPTEMBER
13
Daniel Nickels Band @ Dos Mariposas Vineyards
The Daniel Nickels band is back at Dos Mariposas! Great wine, food and plenty of their signature Rockin' Americana!
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SEPTEMBER
13
🍷🍴 Jacksonville Wine & Dine Festival 🎶
Join us for the 2nd annual Jacksonville Wine & Dine Festival! Featuring wine tastings from the 8 wineries of the…
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SEPTEMBER
13
Hearts & Vines Dinner and Auction
Welcome to Hearts & Vines Foundation, a regional Southern Oregon non-profit organization dedicated to funding community-based youth and family programs…
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SEPTEMBER
13
Hersey Street Jazz Project @ Dunbar Farms
Hersey Street Jazz Project is a southern Oregon jazz band made up of David Bylsma on cello, Tom Reilly on…
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SEPTEMBER
13
Oktoberfest @ Mt. Ashland
Join us for Mt. Ashland’s inaugural Oktoberfest celebration! Enjoy Oom Pah Pahs, food trucks, an outdoor beer garden, live music, traditional…
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SEPTEMBER
13
Oregon Honey & Mead Festival
Attendees will learn about pollinators, botanical aspects of honey production, native plants, native bees, research findings on honey…
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SEPTEMBER
13
Oregon Honey Festival Festival with Mountaintop Sound
Bees & Bluegrass, nothing better than that at the beautiful Edenvale Estate!
SEPTEMBER
13
Red Corvette Prince Tribute @ BrewFest
The wait is over - The Red Corvette is coming to Brewfest! 🍻 Get ready for an epic Prince tribute experience…
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SEPTEMBER
13
The Giantess @ Naumes Suncrest Winery
September is packed with reasons to join us at Suncrest! From live music on the lawn to creative nights with…
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SEPTEMBER
14
David Brendlinger @ Naumes Suncrest Winery
September is packed with reasons to join us at Suncrest! From live music on the lawn to creative nights with…
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SEPTEMBER
14
Joanna Serenko @ Wooldridge Creek Vineyard
Following our wine club release party, Joanna Serenko is making a special stop at Wooldridge while she's on her west…
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SEPTEMBER
15
Lisa & Dean @ DANCIN Vineyards
Great music, outstanding wine and stunning views!
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SEPTEMBER
17
David Pinsky @ DANCIN Vineyards
Great music, outstanding wine and stunning views!
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SEPTEMBER
19
Bingo & Brews @ The Expo
Purchase your Bingo Packet on our website and get a free BINGO dauber AND one 🍻free beer tasting🍻 from our…
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SEPTEMBER
19
Dave Brendlinger at Hummingbird Estate
Live music and wine on our terrace!
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SEPTEMBER
19
Friday Nights at the Pavilion
FRIDAY Nights at the Pavilion Join us in the Outdoor Pavilion at the Children's Museum of Southern Oregon every third friday…
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SEPTEMBER
19
Giantess @ DANCIN Vineyards
Great music, outstanding wine and stunning views!
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SEPTEMBER
19
Kristen & Robbie @ Trium Wines
Trium Wines in Talent
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SEPTEMBER
19
Oktoberfest @ The Copper Plank
Join us to celebrate in Bavarian Style!!!! We will have German Bier, Food Specials and lots of cheer. Celebrate in…
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SEPTEMBER
20
Fermentopia @ Phoenix Civic Center
Discover a symphony of complex flavors; from cheese to chocolate, miso to pickles, kimchi to cider, hot sauce to sauerkraut,…
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SEPTEMBER
20
Frankie Hernandez Band @ Walkabout Brewing
Walkabout Brewing Company and The Oregon Booking Agency present: Frankie Hernandez Band 6:30-8:30 pm - Lawn / Patio Genre: Soul, Funk, Reggae Rock…
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SEPTEMBER
20
Justa Duo @ Naumes Suncrest Winery
September is packed with reasons to join us at Suncrest! From live music on the lawn to creative nights with…
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SEPTEMBER
20
Noche Latina! @ Paschal Winery
Just Dance! DJ Fresa will be hosting the event! $10 Admission at the door. No reservations required!
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SEPTEMBER
21
Ashland Aloha Festival
Enjoy a relaxing afternoon at the Ashland Aloha Festival. The festival has something for everyone: hands-on cultural workshops for all…
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SEPTEMBER
21
Jeff Kloetzel @ Naumes Suncrest Winery
Join us for an afternoon of live acoustic soul and groove with local favorite Jeff Kloetzel! We’re turning up the…
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SEPTEMBER
21
Simple Dreams @ Dos Mariposas Vineyard
As the season changes, join us for an afternoon of heartfelt music by Simple Dreams at Dos Mariposas Winery. Linda…
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SEPTEMBER
24
Mercy Duo @ DANCIN Vineyards
Great music, outstanding wine and stunning views!
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SEPTEMBER
25
Sip & Paint Pottery @ Naumes Suncrest Winery
September is packed with reasons to join us at Suncrest! From live music on the lawn to creative nights with…
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SEPTEMBER
26
Jeff Kloetzel & Bob Evoniuk @ Dunbar Farms
C'mon out for some upbeat twang with these guys! This guitar/dobro duo has lots of energy, and covers all kinds…
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SEPTEMBER
26
Jones at Hummingbird Estate
Live music and wine on our terrace!
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SEPTEMBER
26
Sonido Alegre Band @ Trium Wines
Trium Wines in Talent
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SEPTEMBER
27
The Rosa Lees @ Dos Mariposas
Come enjoy an afternoon of amazing local wine, beautiful scenery, and live music at one of the well-known stops along…
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SEPTEMBER
28
Simple Dreams @ Belle Fiore Winery
Simple Dreams – Linda & Friends A Tribute to Linda Ronstadt, Fleetwood Mac, Journey & Heart Live at Belle Fiore…
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SEPTEMBER
28
The Pozitronics @ Naumes Suncrest Winery
September is packed with reasons to join us at Suncrest! From live music on the lawn to creative nights with…
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OCTOBER
2
The Evening Shades @ The Copper Plank
Bitter hops, sweet noise. Evening Shades brings a wall of indie/alt rock you can drink to. Don't miss out! What…
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OCTOBER
4
Rogue Valley Lions Wine Walk
Our Rogue Valley Lions Club 2025 Harvest Edition Wine Walk is on October 4th from 4:00 to 7:30. This will…
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OCTOBER
4
Talent Harvest Festival
54 years of celebrating Southern Oregon community, the delicious harvest bounty and stunning Rogue Valley autumn. Featuring a HUGE farmer…
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OCTOBER
4
The Brothers Reed @ Dunbar Farms
Join the Bros as they pay tribute to the late great John Prine! Seating is first come first serve on the…
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OCTOBER
5
Hope Fest 2025
Join us at RoxyAnn Winery on October 5, 2025 at 1:00 PM for a day filled with hope and community spirit as we raise…
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OCTOBER
8
Allison & Victor @ DANCIN
Great music, outstanding wine and stunning views!
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OCTOBER
11
The Rosa Lees @ Dunbar Farms
The Rosa Lees hail from the hills of sunny Southern Oregon and trace a distinct line between their music and…
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OCTOBER
11
The Rosa Lees @ Dunbar Farms
The Rosa Lees hail from the hills of sunny Southern Oregon and trace a distinct line between their music and…
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OCTOBER
12
Blues Revue @ RoxyAnn Winery
Four Bands in one afternoon. 12 Bars Deep with a Harmonica Blow-off, Broadway Phil and The Shouters, Duke Street, and…
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OCTOBER
18
90's Dance Party @ The Copper Plank
R) 🥳 90's Jams All Night Long 🥳 U) Three Category Costume Contest S) Phat Costumes and Dance Prizes H) Pro Photos –…
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OCTOBER
26
Icons of Horror Drag Show @ Butterfly Club
Halloween just got more ICONIC! Cabaret Risqué welcomes you back for their Second Spooky Season showcase at Medford’s only Speakeasy;…
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