Upcoming Events
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Upcoming Events *
Hours: Wednesday - Saturday 4-10pm
LIVE MUSIC - Dug Cox & Mike Agostini
Not yer grandpa's country... we do it all... SmokeWagon is the finest Country Americana Rock out there. .. Ya'll need to check out our original songs and come out to the show to hear a few of your favorite classics... No Cover
LIVE MUSIC - BlackSmith Neighbors
BlackSmith Neighbors
BlackSmith Neighbors is a three-piece Americana band from Oregon’s Willamette Valley, blending Country, Rock, Blues, Gospel, and Folk into a sound that’s both soulful and dynamic. With Bob Black on guitar, Jeff Smith on bass, and Chuck Neighbors on percussion, their rich vocal harmonies and rhythmic energy bring every performance to life. Their setlist features a mix of familiar favorites and hidden gems from well-known artists, keeping audiences engaged and tapping along. BlackSmith Neighbors is quickly becoming a favorite at wineries, taphouses, and community events. This is a band that delivers music with heart, soul, and serious groove—don’t miss them.
Silverton's Annual Goblin Walk
Ollie’s Joins the Goblin Walk
Halloween Night • 4–6 PM • No Tricks, Just Treats
Ollie’s Wine & Whiskey Bar is proud to be part of Silverton’s beloved Goblin Walk—a safe, spirited way for kids to trick-or-treat around town. From 4 to 6 PM on Halloween night, we’ll be handing out treats to all the little goblins, ghouls, superheroes, and storybook royalty who stop by.
Look for the Goblin Walk pumpkin sign in our window to know we’re ready with goodies and grins!
Whether you're tiny and costumed or just young at heart, Ollie’s is here to make your Halloween magical.
A Christmas Carol
A Christmas Carol by Charles Dickens like you have never seen before.
Adapted by Silverton's own Doug Ousterhout
Step back to 1843 as longtime theater teacher Doug Ousterhout (Mr. O) brings this holiday classic to life in a one-man adaptation of A Christmas Carol.
Stage 207 will be transformed into a dark, immersive world where every candle flicker and ghostly whisper pulls you deeper into Scrooge’s journey.
Your reserved ticket includes three themed cocktails (or mocktails):
• The Scrooge Sour
• The Ghost of Christmas Past
• The Tiny Tim Toddy
Join us for an unforgettable evening of storytelling, spirits, and seasonal magic.
LIVE MUSIC - Lane Norberg
Lane Norberg is a singer-songwriter from Portland, OR. Originally from Montana, Norberg recorded and released his first EP after graduating college. In 2018, Norberg relocated to Portland, OR, where he has quickly gained many faithful fans, playing hundreds of shows and touring all over the western US. Norberg has made a name for himself in Portland's vibrant local scene, winning the 2019 Local Roots Music Northwest Songwriting contest, performing at the 2023 Portland Folk Festival at the historic McMenamins Crystal Ballroom, and opening for national touring acts like Forest Blakk and Jon McLaughlin.
In 2021, Lane Norberg recorded and released his first full-length album, "Coming to Life" in Nashville, TN, working with some of the best musicians in the industry. Upon its release, the album was featured on the SiriusXM The Pulse show 'Train Tracks' hosted by Pat Monahan of Train and was named the September 'Album of the Month' by Local Roots Music NW. Since then, Norberg has released several singles including "Lose the Light", which was nominated for "Best Folk or Americana Song" by PNW Music Awards.
Norberg's indie-folk sound has been described as "James Taylor meets John Mayer", and he has a knack for writing a killer love song. Through warm vocals, catchy hooks, and intentional songwriting, Lane Norberg is an experience sure to leave you smiling
LIVE MUSIC - Dug Cox & Mike Agostini
Not yer grandpa's country... we do it all... SmokeWagon is the finest Country Americana Rock out there. .. Ya'll need to check out our original songs and come out to the show to hear a few of your favorite classics... No Cover
Sip & Cinema - Big Lebowski
SIP & CINEMA
Join us for a cozy movie night featuring Big Lebowski on the big screen, complete with themed cocktails or mocktail and gourmet popcorn.
Cost $15 per person doors open at 6:30pm.
Price includes:
Popcorn
Cocktail
Mocktail
Music BINGO Night Cancelled for September
Join us for Music Bingo Night at Ollie’s Wine & Whiskey Bar.
Date Night Comedy Night
DATE NIGHT JUST GOT A LOT MORE FUN!
Join us at Ollie’s for an Interactive Date Night Comedy Night — where YOU might become part of the show!
Bring your favorite date, your best friend, or just come ready to laugh. Expect comedy, audience interaction, a few surprises, and a night you’ll be talking about afterward!
Just $10 at the door
Drinks flowing
Food available
Lots of laughs
Perfect date night
Come grab a drink, grab a seat, and get ready to be part of the comedy!
Ollie’s Wine & Whiskey Bar
Stage to Glass. Good times guaranteed
LIVE MUSIC - Nathan Myers
Born in the Pacific Northwestern United States, in the High Desert of Central Oregon, Nathan Myers comes from a rich musical background and brings a unique style of music that he has dubbed "Indi-Acoustic".
From a very young age Nathan was exposed to Classical, Country, Jazz and the Pop Rock music of the times. He was always involved with music growing up, from singing with his family at church and the local boys choir, to playing drums in Middle School band and playing guitar with friends in high school bands and beyond.
Murder in the Pizzeria - Murder Mystery Game
Whether you’re a seasoned sleuth or just in it for the wine and atmosphere, “Murder in the Pizzeria” promises a unique night out in Silverton. Bring your friends, sharpen your instincts, and get ready for a mystery worth savoring.
LIVE MUSIC - Dug Cox & Mike Agostini
Not yer grandpa's country... we do it all... SmokeWagon is the finest Country Americana Rock out there. .. Ya'll need to check out our original songs and come out to the show to hear a few of your favorite classics... No Cover
South Salem High 40th Class Reunion
Welcome Mighty Saxons! No-Host evening with live DJ spinning all the 80’s favorites. Light snacks provided all alcohol are on your own. Can’t wait to see you!
Sip & Cinema - Dirty Dancing
SIP & CINEMA
Join us for a cozy movie night featuring Dirty Dancing on the big screen, complete with themed cocktails or mocktail and gourmet popcorn.
Cost $15 per person doors open at 6:30pm.
Price includes:
Popcorn
Cocktail
Mocktail
Cliff Creek Winemaker Dinner
Step into the enchanting world of Moulin Rouge as Ollie's presents an unforgettable five-course winemaker dinner. Each course is artfully paired with exceptional wines, celebrating the glamour and romance of Parisian cabaret. Salad Lyonnaise paired with 2024 MRV (white wine) Chilled Pea and Mint Soup paired with 2024 Rose of Cab Franc Cheese Plate with Baguette paired with 2020 Cabernet Savignon Duck Val au Vent paired with 2019 Cabernet Franc Pot de Cr'eme paired with 2020 Syrah
Whiskey School
WHISKEY SCHOOL IS BACK
Class is officially back in session at Ollie’s…
August 14 7PM
Join us for Whiskey School—an interactive tasting experience where you’ll sip, learn, and level up your whiskey game.
Whether you’re a seasoned whiskey lover or just getting started, this is your chance to explore different styles, flavors, and find your new favorite pour. Guided tasting, Fun, relaxed atmosphere, Great company & even better whiskey. Seats are limited, so grab yours early! $25 at the door
Private Event: Silverton HS 30th Reunion
🎉 Private Event at Ollie's Wine & Whiskey Bar 🎉
Silverton High School 30-Year Reunion 🍷🥃
We're excited to host the Silverton High School 30-Year Reunion for an evening of reconnecting, reminiscing, and celebrating!
Please Note:
🔒 The stage and event space will be closed to the public for this private event.
🍷 The bar will be serving reunion guests throughout the evening.
🎶 No public live music or stage entertainment during this event.
We appreciate your understanding as we celebrate this special milestone with the Class of '96. Regular programming will resume at our next scheduled event.
Cheers to 30 years of memories! 🥂
Ollie's Wine & Whiskey Bar’s Birthday!!
Ollie’s Wine & Whiskey Bar Turns ONE! (and it’s Stephanie’s birthday too)
Join us as we celebrate the 1st Anniversary of Ollie’s Wine & Whiskey Bar with a full day of great drinks, great company, and a toast to an amazing first year!
