Sitting on the patio on a Sunday afternoon, a glass of pinot noir at your elbow, you drink in the view of the ripe vines — or perhaps the autumn color in the vineyards. You’re considering buying a bottle of this fine wine, or maybe a whole case. Somewhere in the back of your mind, you might even be pondering a career change; “winemaker” has a nice ring to it. The last thing you’re thinking about is leaving this lovely spot, this perfect afternoon, this memory-making moment. Wouldn’t it be great if you didn’t have to? While not every vineyard in Oregon has the facilities to let you stay the night and weigh your inspired thinking, some do. These fine Oregon wineries invite you to kick back and stay awhile.
When you’re ready to take a bottle of Oregon wine country home with you, remember that Oregon wines fly free on Alaska Airlines.
Tualatin Valley
With a name meaning “little rest” in Italian, Sosta House opened in 2023 on hallowed winemaking ground. The cozy, modern bed and breakfast is located in Beaverton about 30 minutes west of downtown Portland next door to Hamacher Vineyard, one of the oldest vineyards in Oregon — planted by Oregon wine pioneers Dick and Nancy Ponzi in 1969. The bed and breakfast is owned by Nico and Mia Ponzi Hamacher, siblings who grew up in the house while their mom and family worked in the winery next door. Come for the vineyard ambiance as well as the sauna and cold plunge experience, crackling fireplace and daily breakfasts by chef Mia Ponzi Hamacher.
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Willamette Valley
One of the valley’s newest vineyard offerings is The Grange Estate, perched above the Black Walnut Inn & Vineyard in the Dundee Hills. Open since June 2024 with nine elegant rooms, the property offers sweeping views of the region’s pinot noir and chardonnay vines. James Beard Award-nominated executive chef Chase Williams leads the culinary offerings, inspired by local, seasonal ingredients and procured wine pairings. The property features curated artwork and furnishings from local artisans, makers and antique stores for an immersive experience.
A luxurious stay awaits at Durant at Red Ridge Farms in Dayton. You can book a stay in the two-bedroom Stoneycrest Cottage, situated among the vines, with a view of Mt. Hood from the veranda.
Stoller Estate’s Wine Country Farm House in Dayton gives a warm welcome for up to 12 guests with a gourmet kitchen and five bedrooms, less than a mile from the winery and tasting rooms. It’s surrounded by farmland on the southern end of Stoller Estate, guaranteeing a peaceful and convenient luxury retreat. Looking for something more cozy? Stoller’s Wine Country Cottage accommodates up to six people, and just down the hill from their winery and tasting room. Sit outside the cottage with views of the vineyard and pond, and dine outdoors on a small patio. A third option is the Stoller Estate House, for up to eight guests. It’s a short walk from the tasting room, in the heart of the winery surrounded by grape vines.
Not far, the spacious inn at Youngberg Hill Vineyards & Inn in McMinnville can set the stage for a quiet escape. In-room fireplaces and discounted wine tastings accompany every reservation, and gourmet breakfast is available as an optional upgrade. Take in the beauty of the Coast Range from the expansive deck. The organic pinot noir, pinot gris and pinot blanc produced here are LIVE and Salmon Safe-certified.
Rogue Valley
Troon Vineyard, a Biodynamic and organic-certified vineyard in the Applegate Valley, offers a luxury stay in their three-bedroom, two-bath cottage in the vineyard. If you’re curious about this style of winemaking, there’s no better place to explore. All of their wines are fermented only with native yeasts, without any commercial yeasts, acids, sugar, enzymes or additives.
The original farm house on the Weisinger Family Winery property has been part of the estate since the early 1900s, and offers all of the comforts of home. The cottage includes a fully equipped kitchen, complimentary bottle of wine and local cheese basket, complimentary tasting and discount on wine purchases, barbecue and hot tub — all just steps away from the pinot noir vineyard. Sorry, no children or pets are allowed.
Umpqua Valley
Just over two hours west of Crater Lake National Park, you can indulge in a stay at the Reustle Prayer Rock Vineyards Carriage House in Roseburg. The two-bedroom, two-bath home is furnished with French antiques, and amenities including a large gym and complimentary wine tasting. Stroll the vineyards and the gardens, picnic at the pond and catch the sunset.
