There are 16 wineries that participate in the Mt. Hood Territory Wine Trail, spanning from Mt. Hood to the Willamette Valley, to the communities of Lake Oswego and West Linn just outside Portland. With so many wineries within a 30 minute drive of Portland, the Wine Trail makes it easy to plan your perfect wine weekend. Mix and match days from the itineraries below to customize your tasting tour. If you plan your trip right, you’ll be able to redeem exclusive discounts at 8 wineries in a weekend to earn your Mt. Hood Territory stainless steel wine tumbler! Most wineries in Mt. Hood Territory are open May - November, with several open year-round. If you're planning to visit in winter, we've also compiled a Cellar Season winter wine tasting itinerary. Check the hours for each winery before you go, especially if you are planning your trip for the winter or spring. Plan your transportation and be sure to have a designated driver, rideshare or tour driver to safely enjoy the full tasting experience. And of course, download the Wine Trail passport before you go!