Spend a 3-Day Weekend In Oregon Wine Country

Looking to sip and sample your way through Oregon Wine Country? The Willamette Valley boasts more than 700 wineries and tasting rooms, from cozy wine bars in charming downtown cores to sun-dappled patios surrounded by rolling hillsides covered in vineyards.

Plan the perfect wine weekend in Oregon Wine Country with this guide to wining and dining your way through the Willamette Valley—complete with recommended sip stops, memorable experiences, and overnight stays.

Day 1: North Willamette Valley | Day 2: North Valley to Salem | Day 3: Salem and Beyond

Start your weekend by arriving in the northern Willamette Valley—where communities like McMinnville, Newberg, Dundee, and Carlton produce and pour award-winning wines in scenic vineyards and cozy tasting rooms.

This is where the region’s first pinot noir grapes were planted in the 1960s—and decades later, the northern Willamette Valley remains a winemaking icon the world over.

Adelsheim Vineyard near Newberg / photo courtesy of Kent Derek Studio

If you’re new to wine, start with our beginner’s guide to wine tasting—complete with planning tips, etiquette, and ideas for making the most of your time. Consider an outing with a local outfitter (like Black Tie Tours or First Nature Tours) for a guided, behind-the-scenes experience.

In the north Willamette Valley, you'll find nearly 400 wineries—from boutique artisans to expansive estates. For small-batch wines, The Carlton Winemakers Studio provides shared space, equipment, and resources to more than a dozen local winemakers. Just outside Newberg, meanwhile, Adelsheim Vineyard has been crafting award-winning wines since 1971 and hosts a spacious estate that overlooks nearby vineyards.

For more inspiration, check out the Willamette Valley Wineries Association; there, you can search for tasting rooms and filter the results by a variety of offerings—such as whether they’re family-friendly or dog-friendly, host live music, and so forth.

Farmers across the Willamette Valley produce more than 170 crops each year, many of which show up on dinner plates and in wine glasses at destinations you'll visit this weekend. Consider a stop for fresh fare at U-Pick farms, as well as farm stands and markets—and take a deep dive into our creative culinary offerings with farm-to-table experiences.

Our farmers provide fresh, seasonal ingredients to restaurants around the region. The Joel Palmer House Restaurant creates culinary works of art based on sustainable, regional ingredients—primarily wild mushrooms—in Dayton. Nearby, Hayward crafts upscale Northwest fare with seasonal ingredients in McMinnville. Red Hills Market dishes hearty sandwiches, creative pizzas, and a fun wine selection in Dundee. Kick back with handmade pasta dishes at Rosmarino Osteria Italiana in Newberg.

Preparing pizza at Red Hills Market in Dundee

Whether you're staying on a working farm, in a chic downtown hotel, or in a refurbished vintage trailer, here are a few iconic overnight stays in the north Willamette Valley. For more inspiration, check out our guide to luxurious lodgings in Oregon Wine Country and stylish boutique hotels.

Inn the Ground and pairs environmentally friendly practices with a touch of luxury in Oregon Wine Country. Enjoy floor-to-ceiling windows, on-site farm tours, and daily breakfasts crafted from farm-grown ingredients.

If you're looking for a glamping adventure, try one of the three-dozen fully refurbished trailers at The Vintages Trailer Resort just outside Dayton—complete with fire pits, cruiser bikes, and an on-site market selling wine from local producers.

In downtown McMinnville, the luxe Atticus Hotel features works from local artists in studio rooms and penthouses alike, offers temperature-controlled wine refrigerators, and serves fresh, local dishes in an on-site lounge.

Today’s travels take you just 30-45 minutes south to Salem—providing plenty of time to sip your way through even more acclaimed wineries en route to Oregon’s state capital.

Take Highway 99W south from the northern Willamette Valley for easy access to most of the region’s wineries. Highlights include the sustainably minded Left Coast Estate (residing in the midst of an oak grove and pouring popular varietals alongside wood-fired pizzas) and Durant Vineyards—which pours estate-grown pinot noir, sparkling wines, rosé, and other popular selections in a laid-back tasting room.

Once in Salem, stop into the ground-breaking Willamette Valley Vineyards—which hosts one of the region’s most beautiful tasting rooms. Afterward, wrap up your day’s wine tour with a tasting flight at the Mexican-American family-owned Cória Estates—whose patio offers sunset views of the Oregon Coast Range to the west. Learn more in our guide to wine tasting around Salem and Albany.

Cória Estates in Salem / Photo by Dylan VanWeelden and courtesy of Travel Oregon

If you didn’t fill up on pizza at Left Coast Estate, treat yourself to lunch or dinner at laid-back eateries in Salem.

Taproot Lounge and Cafe dishes a wide range of vegetarian- and vegan-friendly pub grub in an upbeat environment, the hip Fork Forty Food Hall brings together a handful of food vendors and an on-site bar for a globetrotting culinary experience, and Happy Bibimbap House serves a variety of fresh, flavorful Korean dishes.

At the northern edge of Salem, the award-winning Don Froylan Creamery incorporates its artisan Mexican cheeses into nachos, quesadillas, and other appetizing dishes. 

Choose between a pair of hotels in downtown Salem.

The Grand Hotel in Salem sits on the site of a hotel that had welcomed guests since 1870; today, “The Grand” (as it’s most commonly known) hosts upscale rooms and suites within a short walk of several restaurants and nightlife spots in downtown.

Nearby, the Holman Hotel (pictured) offers a chic experience with a variety of modern touches just a short walk from the banks of the Willamette River.

The Holman Hotel in Salem

Your long weekend in Oregon Wine Country comes to an end today—but the fun doesn’t have to. Whether you’re heading north toward Portland, driving east across the Cascade Range, flying home, or continuing south, here are a few ideas for making the most of your final day of wine tasting in the Willamette Valley.

Xicha Brewing in Salem

Start your day with a hearty meal at Word of Mouth Neighborhood Bistro in Salem—dishing classic American breakfast fare (typically with fresh-baked, scratch-made bread, biscuits, and pancakes).

For a light lunch, try the Latin American-inspired food and drink menu at Xicha Brewing in North Salem. In addition to a well-rounded lineup of quality craft beers, Oregon's only Latino-owned brewery dishes taquitos, empanadas, Cubano sandwiches, a variety of tacos, and a rotating lineup of specials.

For more, learn about supporting Hispanic-owned businesses around Salem and Woodburn.

Today’s winery suggestions are based entirely on your day’s plans:

Heading north? St. Josef's Winery has been growing grapes since 1978 and today hosts an Old World-styled winery—complete with outdoor seating next to an on-site pond. (For other ideas, learn more about wineries at the eastern edge of the Willamette Valley and in the foothills of Mount Hood.) In nearby Canby, Oregon City Brewing's Canby Beer Library—housed in a converted library—pairs award-winning craft beer with fare from seven on-site food carts.

Further east, the charming Pudding River Wine Cellars pours its wine in a converted barn that's surrounded by a manicured vineyard.

King Estate Winery near Eugene

And if your travels take you south, consider a side trip to the wineries and tasting rooms of the southern Willamette Valley around Eugene. King Estate Winery is the largest biodynamic-certified vineyard in North America (and is among the region’s best biodynamic wineries), while the Oregon Wine LAB is an urban tasting room in Eugene that pours house-made wines and small-batch selections from boutique wineries across the region.

If you’re flying home, learn about Alaska Airlines and its Oregon Wine Flies Free program—which lets you register and check a case of wine for no charge.

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