A sign for Ollie's Wine & Whiskey Bar featuring a glass of red wine, a bottle of wine, and a glass of whiskey with ice beside a wooden barrel.

Silverton's newest gathering place for kindred spirits.

Pouring Pawsativity, one glass at a time!

Hours: Wednesday - Saturday 4-10pm

Sip. Savor. Stay Awhile.

From curated wines and small‑batch whiskeys to live music and local events, Ollie’s is where Silverton comes together. Join us for a drink, a story, and a taste of Oregon hospitality.

Experience Ollie’s

Step inside the charm of Ollie’s Wine & Whiskey Bar, where Silverton’s historic downtown meets handcrafted flavor and community spirit. In this featured segment from American Dream TV (Season 10, Episode 7), host Ashlee Mecham visits Ollie’s to chat with us and capture the heart behind our space — from our curated wine and whiskey selections to the laughter and live music that fill our nights.

Meet Ollie

Ollie was no ordinary dog—he was truly one of a kind. Half cattle dog, half chocolate lab, and 100% heart, he lived life with boundless energy and joy. Though he left us far too soon at just five years old, Ollie filled every moment with love, laughter, and adventure.

He was more “people” than pup fiercely loyal, always ready to snuggle, and happiest when surrounded by friends. Ollie loved his snacks, pup shakes, and the pure bliss of riding shotgun with his head out the sunroof. Camping trips and car rides were his greatest joy, and if you so much as said the word “cow,” he’d light up with excitement, ready to chase the world.

Ollie will always be remembered as a free spirit, most often found off-leash, running full of life, and loving fiercely. His paw prints remain forever on our hearts.

What's Happening at Ollie's

Events you won’t want to miss!

Wine & Wag Wednesdays

Wednesdays
Your midweek just got a whole lot cuter. Bring your pup, sip on our Wednesday wine specials, and enjoy a tail‑wagging good time.
Because great wine is better with great company… and four paws make it perfect. 🐶
LIVE MUSIC @ Ollie's

Great drinks, good vibes, and the best local sounds. Join us for a night of live music, tasty bites, and a crowd that knows how to have fun.
2026 SIP & CINEMA

SIP & CINEMA movies coming to Ollie’s in 2026! More details to come.
First Thursday LIVE Comedy

Kick off the month with laughs at Ollie’s Wine & Whiskey Bar in Silverton. Come early, grab your favorite pour, and settle in for a comedy night that always hits the spot.