Sip, Shop, Stroll & Stay Wine Walk
Saturday, November 22nd, 2025
12-5pm
Historic downtown Oakland, Oregon
Mark your calendar for this popular annual event!
Reserve your wine walk passport and commemorative glass ($20) online via the button below, or purchase them at Triple Oak Wine Vault or Oakland Flour Mill Antiques and Gifts the day of the event.
Enjoy delicious beverage tastings, snacks, shopping and conversation while touring historic Oakland, Oregon. Non-alcoholic beverage options can be found at various participating stops.
Spend the afternoon shopping the local storefronts, artisans, vintage and antique collectors, garden and home decor vendors and crafters. Find all of the above at Oakland Flour Mill Antiques & Gifts and Olde Town Antiques . Get a head start on holiday shopping!
Want to make it a weekend getaway? Stay at The Ranch Motel for a vintage a-frame experience just 10 miles north on I5, or stay in the heart of downtown Oakland, Oregon at The Wine Room Airbnb.
While you’re in town, start your morning with a cozy sip and bite to eat at Oakland Coffee Co., and find a tasty lunch or dinner at The Lamplighter Cafe & Lounge.
While alcoholic beverage tastings are only available to those 21 years and older, this event is open for all ages.