Jacksonville Inn Wine Tasting
2026-03-13 16:00 - 18:00 (America/Los_Angeles) | OR
Join us for a FREE wine tasting at Jacksonville Inn. We will be pouring two whites and two red wines!
https://www.eventbrite.com/e/friday-tasting-pebblestone-tickets-1984438825948?aff=ebdsoporgprofile
See you on Friday,
March 13th, 4 pm to 6 pm

JONES
2026-03-13 17:00 - 19:00
Are you tired of the same old music and looking for something fresh and exciting?
Look no further than J O N E S!
Led by the dynamic duo of Joshua Jones and Shelley Kristen Jones, this talented musical pair brings over 20 years of experience to the stage. With Joshua’s incredible guitar skills and Shelley’s powerful voice and songwriting abilities, J O N E S is redefining the musical landscape.
Get ready to rock, dance, and sing along to their unique spin on Classic Rock, R B, Pop, Folk, Country, and Jazz Standards. Don’t miss out on the musical experience of a lifetime – come see J O N E S perform.
See you on Friday,
March 13th, 5 pm to 7 pm
Reservations Recommended
Call 541-512-1655

Jeff Kloetzel
2026-03-15 15:00 - 17:00
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 with timeless ballads, all delivered with sincerity and care.
Drawing from pop, rock, folk, blues, and contemporary island influences, Jeff’s music offers a laid-back yet engaging listening experience that feels both comforting and fresh. Whether you’re quietly enjoying a glass of wine or softly singing along to a song you know by heart, his heartfelt performances provide the perfect soundtrack for a relaxed and welcoming start to the year.
See you on Sunday,
March 15th, 3 pm to 5 pm
Reservations Recommended
Call 541-512-1655

Jen Ambrose & Jon Galfano
2026-03-20 17:00 - 19:00
Join us at Pebblestone Cellars for a memorable Friday evening 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, Plenty Of Nothin To Do, alongside inspired takes on classics by The Beatles, Elton John, and Led Zeppelin. From soulful moments to familiar favorites that invite you to sing along, this performance offers something for every music lover.
Settle in, sip, and enjoy an evening where great music, great wine, and great company come together. We can’t wait to share this special evening with you at Pebblestone Cellars.
See you on Friday
March 20th, 5 pm to 7 pm
Reservations Highly Recommended
Call 541-512-1655

Ukulele Jam - March 2026
2026-03-21 14:00 - 16:00
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 can also sing along while enjoying a glass or bottle of wine. Local ukulele instructor Tish McFadden will again lead the jam.
If the weather is cooperative, the Jam will be held outside on the tasting room deck; spectators are welcome to enjoy the Jam from our lawn area seating.
Songbooks are available. All acoustic instruments and voices are welcome as well as just those that just want to enjoy the JAM.
Call Tish at 541-840-8075 for more information.

Paper Moon Duo
2026-03-22 15:00 - 17:00
We are super thrilled to have the Paper Moon Duo back in the tasting room this weekend. Check out the QR code to hear some of their magical tunes!
See you on Sunday
March 22nd, 3 pm to 5 pm
Reservations Recommended
Call 541-512-1655

Femme Fatale
2026-03-27 17:00 - 19:00
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.
Carla sings, plays guitar (including bass guitar) and keyboard. Kathryn sings and plays guitar and banjo. We both dabble in a bit of percussion too! Carla has a few originals which they sometimes play. They plan on co-writing more originals in the near future. But most of all, they play for the sheer delight of sharing our favorite music with the crowd!
We’re thrilled to welcome Carla and Kathryn back—they bring an electric energy to the stage every single time and know exactly how to turn a great evening into a full-on celebration. Get ready for an uplifting night of fantastic music, good vibes, and plenty of reasons to smile. Join us this Sunday for great tunes, great company, and another unforgettable night at the winery!
See you on Friday,
March 27th, 5 pm to 7pm
Reservations Highly Recommended
Call 541-512-1655

2nd Annual Bear Creek Wine Trail Festival
2026-03-28 12:00 - 18:00
Join us and 12 other wineries at Belle Fiore Winery for the 2nd Annual Bear Creek Wine Trail Festival!
Enjoy tastings from all 13 Bear Creek Wine Trail wineries, live performances by Jason Wolverton (12-2:30 PM) and Jon Galfano (3:30-6 PM), and a relaxed atmosphere perfect for wine lovers and friends alike. Each ticket includes a commemorative glass, seven wine samples, and a Bear Creek Wine Trail Passport valid for one year of tasting-room adventures.
Watch video on YouTube
Early bird tickets ($45 through March 14; $50 after) See the link below for more information and tickets! Hurry before they’re gone!
PURCHASE TICKETS

John Ivey
2026-03-29 15:00 - 17:00
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 the stage.
Music has been a constant thread throughout John’s life. He picked up the guitar at age ten and began writing songs just a few years later. With more than four decades of experience, he continues to perform original music shaped by rich life experiences and heartfelt storytelling. Join us at Pebblestone for another memorable performance and enjoy the depth, talent, and authenticity of this remarkable artist.
See you on Sunday,
March 29th, 3 pm to 5pm
Reservations Recommended
Call 541-512-1655

Cathy Bolton
2026-04-03 17:00 - 19:00
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 and invite you to relax, sway, or even dance along.
Throughout her career, Cathy has recorded ten albums of both original and cover songs, with her work featured on two Windham Hill Records compilation albums alongside artists like Yanni, George Winston, and Jim Brickman. She’s also opened for Nashville stars Toby Keith and Dan Seals, adding to her impressive musical journey.
At Pebblestone, Cathy will share a lovely mix of her own songs and timeless favorites from artists such as John Denver, Dolly Parton, Joan Baez, The Beatles, Joni Mitchell, Bob Dylan, Emmylou Harris, Chris Stapleton, Miranda Lambert, Lainey Wilson, Mary Chapin Carpenter, and more.
See you on Friday
April 3rd, 5 pm to 7 pm
Reservations Recommended
Call 541-512-1655

Easter Sunday
2026-04-05 12:00 - 17:00
Open today ☀️

Waxin' Moon
2026-04-10 17:00 - 19:00
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 energy that’ll have you smiling, toe-tapping, and maybe even stepping onto the dance floor.
For this special performance, Waxin’ Moon expands from duo to quartet with Jim Doren on conga and Mark Longshore on bass—both from Encore Five—adding extra groove and depth to an already lively set. Enjoy a wide-ranging songbook featuring music by Linda Ronstadt, Sam Cooke, The Eagles, Ray Charles, Fleetwood Mac, Bob Seger, The Shirelles, The Beatles, Janis Joplin, Carole King, Norah Jones, Elvis, and more.
Rob also performs keyboard, guitar, and vocals with Medford’s five-piece classic rock band Encore Five, where Julie also shines as lead vocalist—bringing that same chemistry and talent to every Waxin’ Moon show. 🍷🎶
See you on Friday!
April 10th, 5 pm to 7 pm
Reservations Recommended
Call 541-512-1655

Shybo
2026-04-12 15:00 - 17:00
Settle in for a enjoyable Sunday afternoon 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, the duo performs a charming mix of originals and beloved classics from artists like Cat Stevens, The Beatles, Neil Young, Gordon Lightfoot, and more. It’s the perfect soundtrack for sipping wine, tapping your toes, and enjoying a laid-back afternoon among friends. 🍷🎶
See you on Sunday!
April 12th, 3 pm to 5 pm
Reservations Recommended
Call 541-512-1655

Gil René
2026-04-17 17:00 - 19:00
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 all-original album, Las Vegas Rain, showcasing his distinct voice and songwriting style. Now based in the beautiful Rogue Valley, he continues to share his eclectic repertoire with audiences across Oregon, bringing authenticity, joy, and a hint of nostalgia to every show.
From beloved classics to inspired originals, Gil René’s music resonates with audiences of all ages—turning each performance into a memorable celebration of music.
See you on Friday!
April 17th, 5 pm to 7 pm
Reservations Recommended
Call 541-512-1655

Ukelele Jam
2026-04-18 14:00 - 16:00
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 can also sing along while enjoying a glass or bottle of wine. Local ukulele instructor Tish McFadden will again lead the jam.
If the weather is cooperative, the Jam will be held outside on the tasting room deck; spectators are welcome to enjoy the Jam from our lawn area seating.
Songbooks are available. All acoustic instruments and voices are welcome as well as just those that just want to enjoy the JAM.
Call Tish at 541-840-8075 for more information.
See you on Saturday!
April 18th, 2 pm to 4 pm

Sterling 2
2026-04-19 15:00 - 17:00
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. No drum machines, no backing tracks—just two outstanding artists creating rich, engaging music the way it was meant to be heard.
See you on Sunday!
April 19th, 3 pm to 5 pm
Reservations Recommended
Call 541-512-1655

Jen Ambrose & Jon Galfano
2026-04-24 17:00 - 19:00
Join us at Pebblestone Cellars for a memorable Friday evening 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, Plenty Of Nothin To Do, alongside inspired takes on classics by The Beatles, Elton John, and Led Zeppelin. From soulful moments to familiar favorites that invite you to sing along, this performance offers something for every music lover.
Settle in, sip, and enjoy an evening where great music, great wine, and great company come together. We can’t wait to share this special evening with you at Pebblestone Cellars.
See you on Friday!
April 24th, 5 pm to 7 pm
Reservations Highly Recommended
Call 541-512-1655

Gary Dunsmoor
2026-04-26 15:00 - 17:00
Join us at Pebblestone Cellars for a beautiful afternoon where great music meets good cheer! Gary Dunsmoor brings his vibrant blend of blues, rock, funk, R&B, and heartfelt acoustic melodies to the stage. Whether you’re in the mood to relax with smooth, soulful tunes or dance to high-energy rhythms, Gary’s dynamic performance has something for everyone.
Sip on our exquisite wines, soak in the atmosphere, and let the music move you. It’s sure to be a night of harmony, laughter, and memories—one you won’t want to miss!
See you on Sunday!
April 26th, 3 pm to 5 pm
Reservations Recommended
Call 541-512-1655

Sonido Alegre
2026-05-01 17:00 - 19:00
As always we are thrilled to have Sonido Alegre back in the tasting room. With Charles Guy’s roots in North Carolina’s bluegrass and soul, blended beautifully with Linda Powers’ mastery of the violin from her Gypsy swing days, this duo promises a lively performance that will get your toes tapping and your spirits soaring!
Experience the rich tapestry of original music infused with Latin, Spanish, flamenco, and Gypsy influences, along with popular folk rock favorites. The tasting room at Pebblestone Cellars will be alive with energy, just like our delicious wines—each sip mirroring the vibrant melodies you’ll hear. Don’t miss out on this joyous celebration of music and craftsmanship; grab your friends and join us for a day that promises to be filled with laughter, rhythm, and unforgettable memories!
See you on Friday!
May 1st, 5 pm to 7 pm
Reservations Recommended
Call 541-512-1655

Shine On Trio
2026-05-03 15:00 - 17:00
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 Beatles, Bob Dylan, Van Morrison, and more.
With their blend of intricate musicianship and smooth three-part harmonies, Shine On takes you on a laid-back, feel-good musical journey that perfectly pairs with a glass of wine and good company. Whether you’re a long-time Deadhead or simply love classic tunes with heart and soul, this is a show you won’t want to miss.
Come experience the magic of Shine On—where timeless music meets unforgettable vibes.
See you on Friday!
May 3rd, 3 pm to 5 pm
Reservations Recommended
Call 541-512-1655

12 Bars Deep
2026-05-08 17:00 - 19:00
We are stoked to have the 12 Bars Deep band back in the tasting room this weekend! They will cover a variety of genres, including Blues, RB, and swing, by some of the top artists you know and love. With years of live performance experience, Twelve Bars Deep is sure to bring a mix of music that will get the party started.
Join us for a lovely evening of wine, food, and dance!
See you on Friday!
May 8th, 5 pm to 7 pm
Reservations Recommended
Call 541-512-1655

Stardust Trio
2026-05-10 15:00 - 17:00
Get ready to uncork an unforgettable afternoon on the deck with Stardust Jazz, where world-class music meets handcrafted wines in an beautiful outdoor setting! With the delightful vocals of Ruth Cohen, the mesmerizing guitar of Tim Church, and the smooth bass of Steve Fain, this talented ensemble is ready to serenade your senses! Adding a special touch, the soulful saxophone melodies of guest artist Paul Schmeling will take you on a melodious journey through jazz and pop from around the globe.
Don’t let this harmonious opportunity slip through your fingers—make your reservations now to ensure you join us for a night filled with delightful sips and sweet sounds! Bring your loved ones and create beautiful memories while we toast to good times and great tunes at Pebblestone Cellars!
See you on Sunday!
May 10th, 3 pm to 5 pm
Reservations Recommended
Call 541-512-1655

Mark Hill Trio
2026-05-15 17:00 - 19:00
Join us for an unforgettable evening as we celebrate the vibrant sounds of Mark Charles Hill, a beloved fixture of the Rogue Valley music scene for over two decades! With roots tracing back to California and a rich tapestry of Folk, Rock, Country, Gospel, and Bluegrass influences, Mark’s performances are a delightful blend of heartfelt storytelling and toe-tapping melodies. Imagine savoring our exquisite Pebblestone Cellars wines while being serenaded by captivating covers of legends like John Denver and James Taylor.
This is more than just a concert; it’s a unique experience where wine and music come together in perfect harmony. With limited seating available inside the tasting hall, don’t miss your chance to enjoy this magical evening, connecting with both the artistry of winemaking and the soulful tunes of Mark Charles Hill. Let’s raise a glass and celebrate the joy of music and wine together!
See you on Sunday!
May 15th, 5 pm to 7 pm
Reservations Recommended
Call 541-512-1655

Ukelele Jam
2026-05-16 14:00 - 16:00
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 can also sing along while enjoying a glass or bottle of wine. Local ukulele instructor Tish McFadden will again lead the jam.
If the weather is cooperative, the Jam will be held outside on the tasting room deck; spectators are welcome to enjoy the Jam from our lawn area seating.
Songbooks are available. All acoustic instruments and voices are welcome as well as just those that just want to enjoy the JAM.
Call Tish at 541-840-8075 for more information.
See you on Saturday!
May 16th, 2 pm to 4 pm

Holly Gleason
2026-05-17 15:00 - 17:00
Get ready to uncork an unforgettable afternoon as we welcome the enchanting Holly Gleason to Pebblestone Cellars! With her melodious voice and a treasure trove of diverse compositions, Holly takes us on a nostalgic journey that’s as refreshing as a crisp glass of our handcrafted wine. Her funky EP “Miracle Mile” and the soulful “Light Show” are just a sip of what to expect, as she serenades us with romantic ballads that celebrate the beauty of unconditional love—perfectly paired with every pour! With a delightful mix of sweet humor and poignant introspection, Holly’s performances are like a fine wine—starting with light-hearted banter and transitioning to soul-stirring emotions that will leave you feeling bubbly inside. So, gather your friends and join us for a night filled with music, laughter, and community at Pebblestone.
Let’s raise a glass to the beautiful melodies of Holly Gleason!
See you on Sunday!
May 17th, 3 pm to 5 pm
Reservations Recommended
Call 541-512-1655

Jen Ambrose
2026-05-22 17:00 - 19:00
Get ready to uncork an unforgettable afternoon at Pebblestone Cellars, where the atmosphere is as inviting as a warm hug and music by the incredibly talented Jen Ambrose that is sure to strike a chord. Her playlist is a unique blend of Blues, Jazz, Americana, and Rock that will have you tapping your toes and raising your glass. From her original tunes off her latest album, Plenty Of Nothin’ To Do, to beloved classics spanning from Bonnie Raitt to Led Zeppelin, there’s something for every music lover to enjoy.
Pair her mesmerizing melodies with our fine wines, and you’ve got the perfect recipe for a memorable outing! So gather your friends and family, and create some beautiful memories together because at Pebblestone, we believe that great music and fine wine make the best duet!
See you on Friday!
May 22nd, 5 pm to 7 pm

Reservations Recommended
Call 541-512-1655

Cathy Bolton
2026-05-24 15:00 - 17:00
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 and invite you to relax, sway, or even dance along.
Throughout her career, Cathy has recorded ten albums of both original and cover songs, with her work featured on two Windham Hill Records compilation albums alongside artists like Yanni, George Winston, and Jim Brickman. She’s also opened for Nashville stars Toby Keith and Dan Seals, adding to her impressive musical journey.
At Pebblestone, Cathy will share a lovely mix of her own songs and timeless favorites from artists such as John Denver, Dolly Parton, Joan Baez, The Beatles, Joni Mitchell, Bob Dylan, Emmylou Harris, Chris Stapleton, Miranda Lambert, Lainey Wilson, Mary Chapin Carpenter, and more.
See you on Sunday!
May 24th, 3 pm to 5 pm
Reservations Recommended
Call 541-512-1655

John Galloway
2026-05-29 17:00 - 19:00
https://pebblestonecellars.biz/wp-content/uploads/2026/05/Jon-Galloway.mp4

Something new is on the horizon.
A brand-new band is forming with Jon Galloway bringing fresh energy, new sounds, and a vision that’s just getting started.
Details coming soon. Stay tuned.
See you on Friday!
May 29th, 5 pm to 7 pm
Reservations Recommended
Call 541-512-1655
