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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. 

SEPTEMBER
16
Fine Wines & Punch Lines @ RoxyAnn Winery
Our comedy night is back!! Join us this Wednesday for a night of Comedy!! The show is FREE! 2 drink minimum🍷 Grab…
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SEPTEMBER
16
Hopstone @ Local Vines Wine Bar
SEPTEMBER
16
Palate to Palette
Stroll, Sip & Savor! Wander through The Village Medford Center and immerse yourself in a lively celebration of art, wine, live…
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SEPTEMBER
17
Barks & Brews
Great beer, photo opps, furry friends and giveaways! Come help celebrate National Service Dog Month and learn more about Dogs…
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SEPTEMBER
17
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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SEPTEMBER
17
Xtreme Bar Bingo @ Rocky Tonk Saloon
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SEPTEMBER
18
Daniel Nickels Band @ Dos Mariposas Vineyards
Start your weekend off right with the Daniel Nickels Band! Modern Country, some Americana and a lot of heart…
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SEPTEMBER
18
Mercy Duo @ Trium Wines
Alright!!!!🎵Mercy Duo🎶This Friyyeeyy Sept 18th@5pm!!! A Fantastic time together💃🏻🕺 There will be yummy wines, cold beers, ciders, seltzers, bubbles, epic Latin…
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SEPTEMBER
18
Shine On Band @ Dunbar Farms
SHINE ON will be performing Grateful Dead and Jerry Garcia Band music.
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SEPTEMBER
18
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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SEPTEMBER
19
Blue Lightning @ Dunbar Farms
Blue Lightning is a high-energy dance band with lush vocal harmonies and epic grooves, all designed to get you out…
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SEPTEMBER
19
Boots & BBQ with Dr. Pain & the Remedy
Grab your boots, bring your appetite, and get ready for a night of BBQ, wine & live music! Join us…
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SEPTEMBER
19
Clayton Joseph Scott @ Eliana Wines
Clayton will be at Eliana Wines on August 16 from &-9pm. We will have Allium Wood fired pizza for…
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SEPTEMBER
19
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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SEPTEMBER
19
Moulin Ruch
Come celebrate the magic of flight in the Applegate Valley on September 19th at LongSword Vineyard! Costumed paragliders, Hang Glider landings,…
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SEPTEMBER
19
Mt. Ashland 2026 Oktoberfest
🍺 Mt. Ashland Oktoberfest is back! 🥨 Join us for the 2nd Annual Oktoberfest at Mt. Ashland Ski Area for a…
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SEPTEMBER
19
Open Mic - Semi-Final Show!
The RoxyAnn Open Mic will be this Saturday, and we’ve come up with a way to make 2026 bigger and…
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SEPTEMBER
19
Wonder Woods Renaissance Faire
Prepare thyself for a grand array of merchants peddling themed wares, delectable eats and libations to delight the senses, and…
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SEPTEMBER
20
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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SEPTEMBER
20
HopStone @ Dos Mariposas Vineyards
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SEPTEMBER
20
Sunday Summer Market
This Sunday at the Troon Sunny Summer Market — all summer Sundays from Noon to 4 p.m. An amazing group…
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SEPTEMBER
25
The 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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SEPTEMBER
26
The 2026 KS Wild Annual Dinner
We invite you to celebrate our shared public lands for KS Wild and Rogue Riverkeeper's biggest fundraiser and party of…
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SEPTEMBER
26
The Brothers Reed @ Dunbar Farms
The Brothers Reed, Saturday September 26th, 6-8pm The Brothers Reed are back at Dunbar Farms! Folk/Bluegrass/Americana with edgy sibling banter, The…
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SEPTEMBER
26
The Brothers Reed @ Dunbar Farms
The Brothers Reed, Saturday September 26th, 6-8pm The Brothers Reed are back at Dunbar Farms! Folk/Bluegrass/Americana with edgy sibling banter, The…
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SEPTEMBER
26
The Roadsters @ Walkabout Brewing
Walkabout Brewing Company and The Oregon Booking Agency present: The Roadsters 6:00-8:00 pm - Lawn Genre: Rock / Country / Pop / Dance The…
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SEPTEMBER
27
Jeff Kloetzel @ RoxyAnn Winery
Jeff has been the local opening act at the renowned Britt Festival for artists such as America, Chicago, Natalie Merchant,…
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SEPTEMBER
27
Petty Thievery @ Dos Mariposas Vineyard
Tom Petty tribute band
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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…
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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”…
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OCTOBER
3
OKTOBERFEST
What can you expect? 🍖 Delicious Food: Savor traditional Oktoberfest treats and more! 🎶 Live Music: Enjoy festive tunes to get you…
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OCTOBER
3
Oktoberfest
Tap & Vine at 559 is hosting Oktoberfest at The Village Medford Center. Join us for German Food, Beer & Bands This…
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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…
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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…
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OCTOBER
7
Allison & Victor @ DANCIN
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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…
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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…
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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…
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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…
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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…
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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…
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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…
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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…
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OCTOBER
24
Soft E Experience @ Dunbar Farms
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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…
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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…
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Every May, Oregon Wine Month invites wine lovers to raise a glass to one of the most diverse and exciting wine regions in the country. While the Willamette Valley often steals the spotlight, those in the know are heading south,…  Read More
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