An Overview of Southern Oregon Wine Festivals and Events

Southern Oregon boasts a rich heritage, with its population of local wine dating back to the mid-1800s. Today, this area is a hub for world-renowned festivals and events at vineyards, wineries, and more. Whether you’re a wine enthusiast seeking to savor and explore exceptional varietals or you just want to explore this stunning region, we have an exciting list of wine festivals and annual events in Southern Oregon.

5 Must-Attend Southern Oregon Wine Festivals and Events

These Southern Oregon events attract both locals and travelers from all over. Let’s delve into a selection of the most beloved gatherings that showcase the best of the area’s wine scene and broader cultural offerings.

1. Applegate Valley Uncorked Barrel Tour

The Applegate Valley is located just west of Jacksonville and Medford, OR. Every year, the Applegate Valley Vintners Association (AVVA) hosts their Uncorked Barrel Tour. It’s a self-guided wine tour that 18 distinct wineries of Applegate Valley participate in. You’re free to visit any of them throughout the day, and they all offer an appetizer, wine tasting, and an educational opportunity to learn more about the art of winemaking.

This year, the event is scheduled for Saturday, May 18, 2024, from 11 a.m. – 4 p.m.

2. Heart of the Rogue Festival

Located in Downtown Medford, the Heart of the Rogue Festival features everything the Rogue Valley offers: eye-catching art, delicious food, local live music, and (of course) wine! The celebration also includes two sporting events, the Rogue Marathon and Bikes N’ Brews

In 2023, the festival was held during the second weekend of October. Stay tuned for the 2024 dates by visiting the official website.

3. Wine, Food, and Live Music at DANCIN Vineyards

DANCIN Vineyards produces some of the most acclaimed wines in the region, including their internationally recognized Chardonnay and Pinot Noir varieties. If you don’t want to take our word for it, check out all the awards and press features here, including some from Wine Enthusiast, The New York Times, Forbes, and more. 

As for fun-filled events, DANCIN hosts “Wine, Food & Live Music” every Friday night from 5 – 7 p.m. Sip on incredible wines, pair them with deliciously curated menu items, and enjoy live music provided by local and regional artists — all while soaking in picturesque views of the Rogue Valley’s gorgeous natural landscapes. 

This Memorial Day from 5 – 7 p.m., DANCIN is hosting a new event you won’t want to miss – a Salmon Bake! Watch as the culinary team cooks salmon on stakes over the in-ground fire pit at the edge of the DANCIN Terrace. The fixed menu will include a four-course meal and a curated wine pairing with each course. Plus, you’ll be able to listen to live music from Jeff Kloetzel! 

This experience will require reservations that can be made by clicking here.


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4. Britt Music and Arts Festival

The Britt Music and Arts Festival is the Pacific Northwest’s premier outdoor music event, with dozens of concerts every summer. The performance venue in Jacksonville is a naturally formed amphitheater on the hillside estate of 19th-century photographer Peter Britt. 

Concerts feature world-class artists in every genre — classical, jazz, blues, folk, bluegrass, world, pop and country. Past performers include Chicago, Culture Club, Brandi Carlile, Janis Ian, Joan Jett, Peter Frampton, Diana Ross, Pat Benatar, Diana Krall, Kris Kristofferson, Earth Wind & Fire, Steve Martin, Cindy Lauper, and Heart, just to name a few. 

Concerts take place from June through September, and tickets can be purchased here.

5. Jacksonville Wine and Dine Festival

This fall, the picturesque Bigham Knoll in Jacksonville will transform into a wine lover’s paradise at the Jacksonville Wine and Dine Festival. The event offers an exclusive opportunity to savor 7 tastings from 11 renowned Jacksonville wineries, providing a diverse palette of regional flavors. With the addition of unlimited food tastings from 11 local restaurants, attendees can indulge in a perfect pairing of exquisite wines and gourmet bites. 

This event promises not just great wine and food, but also a vibrant community spirit. Live musical performances from the Neon Velvets and Danielle Kelly Soul Project will elevate the ambiance. 

The festival takes place on September 21 from 1 p.m. to 6 pm at Bigham Knoll, and early bird tickets are just $70. Secure yours here

Immerse Yourself in Wine Country at The Vineyards at Stage Pass

If you want to immerse yourself in wine country, attending these Southern Oregon wine festivals and events is a great way to do it. And by building a custom home in our gated community at The Vineyards at Stage Pass, you’ll settle down in a central location to all of them!

Contact our team today to learn more about life among the vines and the amenities that accompany it.