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The 2022 Sherwood Wine Festival will be held on Friday and Saturday, August 5th and 6th.

There is a Winemaker's dinner on Friday evening. Happy Hour will be 4:00 - 5:00 pm and the dinner will be 5:00 - 8:00 pm. The food will be provided by Chef Shannon Johnson of Trees. 


Saturday’s festival will include wine, beer, food, and music. The fun starts at noon and ends at 7:00pm.


Sherwood Center for the Arts 

22689 SW Pine Street
Sherwood, OR 97140 

Friday Night Entertainment

Our event starts with a Winemaker’s Dinner on Friday, August 5, 2022. There will be wine and food pairings from a variety of wineries and Chef Shannon Johnson of Trees Restaurant and Catering. Happy Hour begins at 4:00 pm on Friday, with the Winemaker Dinner following from 5:00 - 8:00 pm. Proceeds go toward supporting the mission of the Rotary Club of Sherwood.

Tickets for the Wine Maker's Dinner are $125 per person and include a free wine glass.



Matt Brown Blue Eyed Soul


Matt Brown is an old soul, and that is evident in the music he creates. With a voice seasoned by influences such as Ray Charles and Bill Withers and guitar styling steeped in the tradition of Eric Clapton and Stevie Ray Vaughan, Brown’s artistry is filled with as much blue-eyed soul as his baby blue Fender Telecaster, “Stella Blue.”


Matt is originally from a small dairy town in Washington State, he is now building a home there for his family. Brown has opened for acts like Chris Isaak, Huey Lewis, Train, Michael Franti and many others. Brown recently worked with two-time Grammy award winning, Scott Underwood, on his album, 'Get It Right’.


Saturday Entertainment

The Sherwood Wine Festival will showcase local Sherwood wineries and restaurants while raising money to support the philanthropic projects supported by the Rotary Club of Sherwood. A General Admission ticket gives you access to the festival.

Ticket Prices

Admission 21+ (Includes Wine Glass while supplies last) $20

Admission 6-20 years old $7

Admission < 5 years old Free


Siena Christie Vancouver Singer Songwriter

Maiah Wynne Portland Singer Songwriter

Barrie Dempsey Singer Songwriter

Siena Christie is a Vancouver based singer songwriter who aspires to write songs that listen. Siena Christie writes and sings modern country-folk songs, but all her friends say she sounds like a Disney princess. She lives in Vancouver, Washington on Chinookan land with her partner, who frequently plays viola alongside her.

Maiah Wynne captivates audiences worldwide with the alluring and enigmatic duality present in her music. An award-winning singer, songwriter, and multi-instrumentalist, Maiah delivers powerful and universally resonant lyrics with a hauntingly beautiful voice layered in sophisticated and emotive folk/pop soundscapes.


Her vocal quality conveys a rare combination of opposing elements that contribute to a timeless and genuinely unique signature sound with wide appeal - simultaneously delicate and strong, light and dark, “pretty-but-raw.” (The Missoula Independent)


Oregon Public Broadcasting described her song Sleep as “a gorgeous piece of orchestral folk pop that hides a sinister lyrical theme,” and KEXP wrote of Maiah’s “dusky, delicate voice brimming with emotion.” Varied timbres of dulcimer, keyboards, mandolin, ukulele, banjo, guitar, harp guitar, and percussion reveal her multi-talented musical facility, and amplify her ethereal vocal lines.

Award winning singer/songwriter Barrie Dempsey plays more than just electric and acoustic guitar. His musical talents include flute, harmonica, piano, lead and harmony vocals. Big songwriting influences for him are John Prine, J.J. Cate, Jackson Browne, and James Taylor among others.

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