Live Music

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

Sunday Music Magic with Crutcher and Dunsmoor! Join us for an unforgettable afternoon as Allen Crutcher and Gary Dunsmoor take the stage together, fueled by their shared passion for music and songwriting! Allen, a talented multi-instrumentalist, weaves beautiful stories through his artfully crafted lyrics, capturing the essence of love, friendship, and the joy of life ... Read more

Settle in for a enjoyable Friday evening at Pebblestone Cellars, where live music and fine wine come together beautifully. We’re excited to welcome local favorites Shybo and Twisted Vines to the stage, bringing their smooth, easy-listening sound to the winery. Featuring the soulful vocals of Shybo Torres and the groovy bass lines of Jeff Avila, ... Read more

Join Waxin’ Moon for a fun-filled afternoon of classic folk and rock favorites from the 60s and 70s, with a splash of blues and timeless standards that are sure to get everyone singing along. Founded by Julie Raefield on powerful lead vocals and Rob Bremer on keys, guitar, and vocals, Waxin’ Moon brings an infectious ... Read more

Femme Fatale is Carla Bauer and Kathryn Crystal-Maitas. Carla is a native South African who has lived in the US for 26 years; Kathryn is from Chicago. They are both self-taught and don’t read music - we play by ear and perform an eclectic mix of tunes from the 60’s through to the present day. ... Read more

Join us at Pebblestone Cellars for a memorable Sunday afternoon as Jen Ambrose and Jon Galfano take the stage with their dynamic, genre-blending sound. Featuring flute, guitar, and keyboard, this talented duo creates rich, layered melodies that pair beautifully with a glass of our handcrafted wines. Their set includes original songs from Jen’s latest album, ... Read more

Shine On Trio brings together talented musicians Steve Shine, John Galloway, and Cathy Dorris for a mellow, music-filled afternoon celebrating Grateful Americana. Featuring Steve Shine on guitar, John Galloway on bass, and Cathy Dorris on drums, the trio weaves rich three-part harmonies through beloved songs from the Grateful Dead and Jerry Garcia, along with classics ... Read more