Casa Olea | Sherwood
Sitting directly above the former tasting room at Olea Vineyards, Casa Olea is a boutique loft bungalow offering panoramic vistas of the surrounding vines. Guests can pair private estate tastings with relaxed evenings beside the outdoor fire pit. Start the day with breakfast at Fat Milo’s (map it) and end at the intimate Italian bistro, Mason. Spend the day discovering nearby farms, such as Carriage House Lavender (map it), just across the street. Continue wine tasting at a curated collection of wineries and wine bars in Old Town Sherwood: 503 Uncorked (map it), J. Rallison Cellars (map it), Barking Frog (map it) and Olea Vineyards’ (map it) new tasting room.
Sosta House | Beaverton
Situated at the historic Ponzi Family Estate, Sosta House (map it) offers a modern bed-and-breakfast experience surrounded by vines planted in 1969 by Oregon wine pioneers, Dick and Nancy Ponzi. Run by the family’s third generation, a stay at Sosta House includes daily breakfast, Sunday and Thursday night wine dinners and access to a restorative outdoor barrel sauna and cold plunge pool. Next door is the family’s winery, Winery Lane Collective (map it), a collaborative hub featuring boutique producers, Hamacher Wines, Suzor Wines and Lerzi Wines under one roof. Local culinary options are nearby, while days can be spent exploring Cooper Mountain Nature Park (map it) or wine tasting at Cooper Mountain Vineyards (map it).
