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Portland, Oregon

Wine Tasting & Winery Tours

Our most recommended Portland, Oregon Wine Tasting & Winery Tours

Portland: Mount Hood Wine and Waterfalls Full-Day Tour

1. Portland: Mount Hood Wine and Waterfalls Full-Day Tour

Enjoy a full-day tour to discover the beautiful landscapes of the wine-growing regions near Portland. After pickup at your accommodation, travel through the verdant landscape of Willamette Valley, known for its hazelnuts, berries, Christmas trees, and Pinot Noir wine. Continue to the foothills of the western Cascades and ascend to the treeline on Mount Hood, the highest peak in Oregon. Spend an hour at the historic Timberline Lodge, built by local artisans during the Great Depression. Explore the interpretive displays, go hiking, or play in the snow, even in summer.  Afterward, drive to Hood River Valley to arrive at the first winery on the tour. Eat a farm-to-table lunch while enjoying a wine tasting at a boutique vineyard with a view of Mount Hood. Learn about wine production in the region and visit 1 other winery in the Columbia Gorge or Columbia Valley areas.  Travel through the Columbia Gorge and admire the towering basalt cliffs, before stopping at Multnomah Falls. Explore the tallest waterfall in Oregon during the 30-minute stop, where you can walk up to the Benson Bridge, visit the interpretive center, or peruse the gift shop. Afterward, you’ll head back to Portland to be dropped off at your hotel.

From Portland: Willamette Valley Character Wineries

2. From Portland: Willamette Valley Character Wineries

Meander the wine appellations of the Willamette Valley, and discover vineyards and tasting rooms that stand out, not only for the views and the character of their wine, but the intriguing personalities (both human and non-human) involved. You and your small group will learn background on the history, terroir, and character of Willamette Valley wine from your interpretive guide. This day trip is a customized tour of 3-4 wineries in the Willamette Valley. You’ll travel south and west of Portland, as your guide takes you through the farmland of the Willamette Valley, one of the richest valleys in the world, known for its hazelnuts, berries, Christmas trees, and Pinot Noir. You may stop at a farm stand to get farm-fresh eggs or fruits, nuts, & vegetables.  You'll be served a lunch platter at the second winery, accounting for your dietary needs. You'll wander through the rolling hills of multiple Willamette Valley sub-AVAs, passing through charming little villages, while making stops at some of the most unique boutique wineries. Afterwards, you’ll head back to Portland to be dropped off at your hotel.

Portland: Silver Falls Hike and Wine Tour

3. Portland: Silver Falls Hike and Wine Tour

Hike the forests and waterfalls of the Willamette Valley, discover the natural and cultural history of the area, and get intimate with the most renowned wine region for Pinot Noir in North America, on a small-group tour. Together with the other members of your group, learn about the history, terroir, and character of Willamette Valley from your naturalist guide.  In the morning, travel south of Portland as your guide takes you through the verdant landscape of Willamette Valley, known for its hazelnuts, berries, Christmas trees, and Pinot Noir wine. Arrive at Silver Falls State Park, the "crown jewel" of the Oregon State Park system. Hike under, beneath, above, and around waterfalls along the Trail of 10 Falls with your guide, before stopping for a picnic lunch. After your picnic lunch, you'll wander through the rolling hills of Willamette Valley, passing through charming little villages. Make 2 stops at unique boutique wineries. You may stop at a farm stand to get farm-fresh eggs or fruits, nuts, and vegetables. Finally, head back to Portland and be dropped off at your hotel.

From Portland: Willamette Valley Full-Day Wine Tour

4. From Portland: Willamette Valley Full-Day Wine Tour

Learn about wine and enjoy the flavors of northwest Oregon on a wine tour of the lush Willamette Valley, home to over 400 wineries. Characterized by its range of varietals and ideal climate for pinot noir grapes, explore the picturesque beauty of the valley with a local tour guide. Departing from downtown Portland, head to a unique wine-growing region just southwest of the city. Get picked up from your hotel and introduced to a hand-picked selection of 3 to 4 wineries in the picturesque Willamette Valley. Let an expert guide your way from winery to winery, as they fill you in on the dense and intriguing history of the valley's wine scene. Learn about the Willamette Valley's geography and climate, and how they relate to the winemaking process. Stroll through beautiful vineyards at each winery. Taste a variety of wines, including regionally famous pinots, chardonnays, and Rieslings. Each tour varies depending on the season, group, and offerings. But the 3-4 wineries visited can include The Four Graces, Alexana, Lemelson Vineyards, Cana's Feast Winery, WillaKenzie Estate, Lenné Estate, and Argyle Estate. Along with the wine, feast on a delicious wine country picnic-style lunch.

From Portland: Columbia Gorge Hike and Winery Lunch

5. From Portland: Columbia Gorge Hike and Winery Lunch

Hike the forests and steppes of the Columbia Gorge, discover the natural and cultural history of the area, and get intimate with the most climatically diverse wine region in the USA on this small-group tour. Together with the other members of your group, learn about the history, terroir, and character of Columbia Gorge wine from your wine industry-honed interpretive guide. This day trip is a customized tour of up to 15 km of hiking, depending on the physicality of the group, 2 tasting room visits, and a visit to the Columbia Gorge Discovery Center and Museum. In the morning, travel east of Portland as your guide takes you through the dramatic cliffs, terraces, and monoliths of the Columbia Gorge, a sea-level passage through the Cascades, containing the highest density of hanging waterfalls in the world. Stop at a fruit stand or fish stand for a bite to eat if you wish. After spending the morning hiking this sublime landscape, stop for lunch at a boutique winery, where you can taste wine in a historic building with a fascinating story. After lunch, visit the Columbia Gorge Discovery Center and Museum, where you can peruse the interpretive displays for more in-depth information on the natural and cultural history of the Columbia Gorge. Afterward, wander through the valleys, terraces, and synclines of the Columbia Gorge wine region, passing through charming little villages, while making another stop at a unique winery. Finally, head back to Portland and get dropped off at your hotel.

Frequently asked questions about Portland, Oregon Wine Tasting & Winery Tours

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Other Sightseeing Options in Portland, Oregon

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What people are saying about Portland, Oregon

Overall rating

5.0 / 5

based on 84 reviews

What an amazing day and great way to experience the true beauty in Oregon! Our guide at Terran Travels was Ben. He was friendly, knowledgeable and fun! Multnomah Falls was spectacular and the views on the way to Mt. Hood were breathtaking. The wineries we stopped at, especially Wy'East vineyards for lunch was beautiful and had have great wine! We really enjoyed the stop at the fruit stand and had fun exploring the shop and garden. Look no further, this is your tour!

Such an amazing way to spend a day. It was great to have someone else organizing the day and transporting us. Marcus has so much knowledge! We hiked the Trail of 10 Falls, then had about an hour break at the lodge and gift shop while the van was retrieved, before heading to two vineyards. Tip: a case of wine flies free on Alaska Airlines! You just need to buy the right packing materials before you get to the airport. Silver Falls State Park and Oregon are beautiful!

It was a fun day, with beautiful scenery, good wine, great food and lovely company! Our guide, Cher, kept us on track and was very knowledgeable.

Wineries were out of this world, scenic splendour, great wine and attentive staff. Definitely recommend a visit!

Great day, many stops. Enjoyed wine tasting, tour of Mt Hood was excellent.