3 Days in Oregon Wine Country

Arrive in Dundee, Oregon by rental car and ease into wine country at your own pace as the rolling vineyards of the Willamette Valley come into view. Begin your first afternoon with a tasting at Sokol Blosser Winery, a Dundee classic known for its sustainable practices, beautiful hilltop setting, and elegant Pinot Noir. Continue on to Stoller Family Estate, where expansive vineyard views, a modern tasting room, and approachable yet refined wines make it a perfect second stop.

If you’re staying in a vacation rental, swing by Red Hills Market to pick up essentials like locally roasted coffee, fresh pastries, and breakfast items to enjoy the next morning. After checking in and settling into your accommodations, unwind from travel and let the day slow down. End the evening with dinner at Trellis—or opt for takeout if you’d rather enjoy a cozy night in—savoring seasonal, thoughtfully prepared dishes that pair beautifully with the region’s wines and set the tone for a relaxing wine country stay.

Day two is all about slowing down and fully embracing the rhythm of Dundee wine country. Start your morning at a relaxed pace—sleep in, enjoy coffee at your rental, read a good book, or head out for a peaceful walk or run surrounded by vineyard views. With no rush, it’s the perfect way to ease into another day of tasting.

Late morning or early afternoon, make your way to Durant Vineyards at Red Ridge Farms, where wine tasting is paired with light snacks and a visit to the Durant Olive Mill for a guided olive oil tasting. The beautiful gardens, Mediterranean feel, and sweeping hilltop views make this stop a full sensory experience. Later in the afternoon, visit the Dundee Wine Library for an intimate, educational tasting highlighting multiple Willamette Valley producers, then continue on to Le Cadeau Vineyard, known for its expressive Pinot Noir and warm, welcoming hospitality.

In the evening, head to Tina’s—a beloved local spot and a true Dundee favorite. Known for its cozy, unpretentious atmosphere and seasonal, thoughtfully prepared dishes, Tina’s focuses on fresh, local ingredients and comforting flavors that pair perfectly with Oregon wine. It’s the ideal place to unwind after a day of tasting, enjoy a relaxed dinner, and soak in the charm of the local wine country community.

Day three continues the relaxed pace that makes Dundee and the Willamette Valley so special. Begin with another slow morning—enjoy coffee, take in the vineyard views, or head out for a gentle walk or run to soak up the fresh Oregon air before the day’s tastings begin.

Late morning, visit The Eyrie Vineyards, one of the most iconic wineries in Oregon and a pioneer of Pinot Noir in the Willamette Valley. The tasting experience here is both refined and educational, offering a deeper appreciation for the region’s history and winemaking philosophy. From there, head into McMinnville for lunch at La Rambla, a lively Spanish-inspired restaurant known for its tapas, bold flavors, and vibrant atmosphere—perfect for sharing plates and lingering over a relaxed midday meal.

In the afternoon, return to Dundee for a tasting at the Haakon-Lenai Tasting Room, where handcrafted wines are paired with thoughtfully curated charcuterie. The intimate setting makes it an ideal place to slow down and savor each pour. As evening approaches, settle in for a memorable night at En Tirage, a champagne and cocktail lounge known for its focus on sparkling wines and bubbly. With a curated selection of Champagne-style pours, craft cocktails, and elevated small plates, it’s the perfect place to toast the end of your wine country getaway and celebrate with a little sparkle.