Plan your Oregon Wine Country vacation

A paved road through a large vineyard
Vacation rental located in Oregon Wine Country

Over 77,000 tons of grapes were crushed in Oregon in 2017, resulting in 3.6 million cases of wine sold, according to the Oregon Wine Board. That’s a lot of wine. Oregonians are rightfully proud of the state’s vineyards, which specialize in world-class pinot noir—the Willamette Valley’s long rainy season and well-draining soil of the Red Hills create ideal conditions for it. And at just 40 miles outside of Portland, the vineyard-laden hills of Yamhill County are an accessible destination for just about anyone within a flight’s distance of PDX.

Like Portland, the Oregon Wine Country is best experienced from the perspective of a local. We tapped into Vacasa’s Oregon roots to put together this guide to wineries and vacation rentals for your Oregon Wine Country getaway.

Aerial view of vineyards in Oregon Wine Country

Bergstrom Wines

Kick off your Oregon Wine Country vacation with a stop at Bergstrom Wines’ tasting room in the Chehalem Mountains. This established winery offers several lovely pinot noir options, as well as chardonnay for those who prefer white wine. For an elevated experience, make an appointment to visit Bergstrom’s vineyard in Dundee, where you’ll receive a comprehensive two-hour tour and tasting.

Carlton Winemakers Studio

Carlton Winemakers Studio

For a uniquely personal experience, visit the Carlton Winemakers Studio in Carlton, OR. Sixteen vintners work under one (stunning) roof, creating a communal atmosphere where you can sample a variety of different wines. Reserve a seated tasting ahead of time for a more immersive leap into the Studio’s offerings. You could easily spend hours here, making it an excellent centerpiece for a weekend stay in a Carlton vacation rental.

Wine barrel for Chehalem Wines

Chehalem Wines

In the heart of charming Newberg, you’ll find Chehalem Wines’ tasting room. Enjoy the in-town winery’s pinot noir, pinot gris, chardonnay, riesling, and whatever else they’re pouring. The tasting room also features a wine bar, open in the evenings. Book a private tour of the winery ahead of time for a tasting of seven to eight current offerings, a cheese and charcuterie pairing, and a visit to the vineyard.

Adelsheim Vineyard located in Oregon Wine Country

Adelsheim Vineyard

Adelsheim Vineyard, nearly 50 years old, is the perfect legacy choice for your Oregon wine country vacation. Adelsheim’s curated experiences are not to be missed: make a wine and cheese reservation for up to four people, join experts for a Saturday Seminar, or take a morning vineyard trek with a tour guide. In any case, you’ll have a delightful wine tasting at this revered Newberg establishment.

The Argyle Winery tasting room

Argyle Winery

Argyle’s elegant tasting room is a must-see during your Oregon Wine Country vacation. This elegant winery offers a range of pinot noir, chardonnay, riesling, and sparkling wines, many available for sampling at a walk-in tasting. The lofty ceilings and airy feel of the tasting house make this Dundee winery a wonderful place to linger for the afternoon. Whether you’re coming from Portland or from across the country, a visit to Argyle will relax you and elevate your palate.

Top Oregon Wine Country vacation rentals

You might also like...

a couple holding hands walking along an oregon beach
Cozy up in these nine romantic Oregon vacation homes
Vacasa dog: Oscar at the Oregon Coast
Vacasa dogs’ favorite pet-friendly vacation rentals on the Oregon Coast
Mountain above a forested valley
Our favorite hiking spots near Cannon Beach
mother wearing her baby while holding hands with her older daughter while hiking
Best off-the-grid vacations for outdoor adventurers