Rogue Valley Events for the First Weekend of June

The weather is heating up and so are the events. From the First Friday Art Walk, Trivia night, Gold Dust Days, Zine Fest, Brews Blues and BBQ, and lots of great local music.
Featured music this week is from the John Dough Boys.
Featured Events
- Jun 6th 5:00 PM - 8:00 PMFirst Friday Art Walk - Downtown Ashland
Ashland’s monthly First Friday Art Walk features diverse artwork displays throughout downtown galleries and venues from 5:00 p.m. to 8:00 p.m. This community celebration of visual arts allows…
- Jun 6th 5:00 PM - 7:00 PMTrivia Night at Local Vines Wine Bar - Local Vines Wine Bar, Medford
Local Vines Wine Bar hosts its weekly trivia challenge with a $5 buy-in for cash prizes. The evening begins with social hour at 5pm followed by games starting at 6pm. This community gathering…
- Jun 6th 5:00 PM - 7:00 PMJared Gutridge at Daisy Creek Vineyard - Daisy Creek Vineyard, Medford
Jared Gutridge brings his musical talents to the picturesque Daisy Creek Vineyard for an evening of live entertainment. The venue provides a relaxed atmosphere where guests can enjoy local wines…
- Jun 6th 6:00 PM - 8:00 PMJohn Dough Boys at RoxyAnn Winery - RoxyAnn Winery, Medford
Southern Oregon’s own John Dough Boys take the stage at RoxyAnn Winery for an evening of dancing and musical entertainment. The $15 cover charge includes access to award-winning wines and craft beer…
- Jun 7th 11:00 AM - 4:00 PMSouthern Oregon Zine Fest 2025 - Bellview Grange, Ashland
The Southern Oregon Zine Fest celebrates independent publishing and alternative media with free admission to this community gathering. Local and regional zine creators showcase their work in this…
- Jun 7th 10:00 AM - 5:00 PMGold Dust Days - Gold Hill
A community festival celebrating Gold Hill’s history with live music, vendors, food, and family-friendly activities. While specific bands aren’t listed, expect local musicians to add to the…
- Jun 7th 2:00 PM - 8:00 PMBrews, Bluegrass & BBQ 2025 at RoxyAnn Winery - RoxyAnn Winery, Medford
RoxyAnn Winery hosts their annual Brews, Bluegrass & BBQ festival featuring four bluegrass bands: 33 String Drive, The Rosa Lees, Late for the Train, and Thunder Ridge. The family-friendly event…
- Jun 8th 3:00 PM - 5:00 PMJeff Kloetzel at Dos Mariposas Vineyards - Dos Mariposas Vineyards, Medford
Jeff Kloetzel returns for a Sunday afternoon “Music by the Pond” performance at Dos Mariposas Vineyards. His acoustic guitar artistry provides the perfect ambiance for wine tasting in the vineyard’s…
- Jun 8th 5:30 PM - 7:30 PMThe Rogue Hot Club at Belle Fiore - Belle Fiore Winery, Medford
The Rogue Hot Club brings their energetic gypsy jazz sound to Belle Fiore Winery, performing Minor Swing and upbeat jazz tunes. This talented ensemble blends jazz and gypsy influences to create music…