Live Music

Ann Kelly and Mark Ross We’re excited to welcome Ann Kelly and Mark Ross back to the Pebblestone Tasting Room for another unforgettable performance. Ann—an acclaimed vocalist and songwriter originally from California—brings a captivating blend of pop, jazz, and blues, delivered with her signature dark and soulful style. She’ll be accompanied by her husband, Mark ... Read more

Get ready for an unforgettable afternoon of music with Shine On, a talented trio bringing their own unique spin to Grateful Americana. Featuring Steve Shine on guitar, John Galloway on bass, and Cathy Dorris on drums, Shine On delivers a soulful, harmony-rich sound that celebrates the legendary music of the Grateful Dead, Jerry Garcia, The ... Read more

We are delighted as always to have Cathy back in the tasting room! With over three decades of performing experience, Cathy Bolton brings audiences a warm, heartfelt musical style that blends folk, country, light pop, blues, and even a hint of Irish influence. She intuitively connects with her listeners, creating performances that soothe the soul ... Read more

As a solo acoustic artist, Gil delivers a thoughtfully balanced set—crowd-pleasing covers everyone knows and loves, heartfelt originals that highlight his skill as a songwriter, and the occasional unexpected tune to keep things fresh. His performances go beyond music, inviting listeners into stories filled with emotion, connection, and song. In 2019, Gil released his debut ... Read more

Join us for the Jam! The Ukulele Jam is happening again! The Ukulele Jam is gaining in popularity now and is usually attended by 25 to 30 or more ukulele players strumming and singing through a number of popular songs and enjoyed by an growing audience of fans. They are great to watch but you ... Read more

Get ready for an unforgettable evening of live music with singer-songwriter and cover artist Jeff Kloetzel. A favorite throughout the region, Jeff is known for his rhythmic guitar work, soulful vocals, and engaging stage presence that instantly draws audiences in. His performances span a wide range of styles, from upbeat modern favorites to timeless classic ... Read more

Get ready for an unforgettable evening at Pebblestone Cellars as the dynamic duo, Jen Ambrose and Jon Galfano, light up the stage with their electrifying performance! Picture this: the enchanting sounds of flutes, the strumming of guitars, and the rich melodies from the keyboard filling the air, all while you sip on our handcrafted wines ... Read more

Bekkah McAlvage is an Ashland-native country-folk singer/songwriter whose music is deeply inspired by the raw beauty of Southern Oregon. Blending country, folk, and indie influences, she captivates audiences with a soulful, haunting voice and a gift for thoughtful storytelling. Her songs echo forests, rolling hills, and the free-spirited heart of an outlaw troubadour, creating an ... Read more

Ease into the new year with an evening of live music from singer-songwriter and cover artist Jeff Kloetzel. A well-loved presence in the region, Jeff is known for his rhythmic guitar style, smooth, soulful vocals, and an easygoing stage presence that creates an inviting atmosphere from the first song. His sets thoughtfully blend familiar favorites ... Read more

Sterling 2 is a duo born from the group Sterling Jazz, featuring vocalist and percussionist Margaret Reno alongside keyboardist and vocal harmony specialist Noah Widoff. Together, they perform an eclectic mix of timeless favorites—drawing from jazz standards, R&B, blues, and a touch of pop. With Sterling 2, what you hear is completely live and authentic. ... Read more

We’re delighted to welcome back John Ivey, a multi-talented musician and artist whose creativity is reflected in every part of his life. As diverse as his music, John’s background includes time as a paraglider pilot and instructor, cabinet maker, contractor, and now a skilled luthier—crafting instruments with the same care and artistry he brings to ... Read more

Join us for the Jam! The Ukulele Jam is happening again! The Ukulele Jam is gaining in popularity now and is usually attended by 25 to 30 or more ukulele players strumming and singing through a number of popular songs and enjoyed by an growing audience of fans. They are great to watch but you ... Read more