Portland, Oregon
Wine Tasting & Winery Tours

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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: Columbia Gorge Hike and Winery Lunch

4. 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.

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What people are saying about Portland, Oregon

Overall rating

5.0 / 5

based on 84 reviews

My husband and I are planning on moving to Oregon in a few years and came out for a long weekend to explore the area. We signed up for a full day winery tour and definitely got more than we bargained for. Marcus from Terran Tours was not only a fun tour guide but extremely knowledgeable about the areas we toured, the history and most importantly the wines of the region . It was a fantastic day and enabled us to narrow our search to what area we want to settle. We were lucky to get a private tour and therefore Marcus was able to be very flexible with how we wanted to structure the day! I highly recommend this tour for tourists or even residents who want to get out of the city. You are guaranteed to pick up some interesting fact that you didnt know before. Also, the wineries he chose were fantastic, we even joined one of their clubs! I look forward to going back and booking another tour with Terran Tours soon! Happy Traveling!

Wonderful trip - and Marcus was one of the best guides we have had on any tour. He set the tone well in introducing our other fellow day trippers, was Incredibly knowledgeable without talking non stop, had a great sense of humor, and he clearly knows the right spots to visit. As for the 2 wineries? Small, boutique and great tastings along with a lovely charcuterie lunch, and as Marcus has worked at a winery in another ‘past life’(!) he added to that experience too. Perfect day, as was the weather although that was outside of Marcus’ skill set!! Thankyou!

Marcus, our guide was a wealth of information from history to fauna and flora, geology, ecology, imports/exports, to interesting facts along the way. His knowledge of wine and growing fruit, different types of ciders, wine, beer was extensive. He connected personally with each member of our tour equally and made the information conversational rather than instructional. Marcus is a safe and very confident driver (the sound system for the tour was perfect throughout the Mercedes). Pizza and wine lunch delicious and timely.

If you are debating to take this tour versus any other tour in Oregon , I hope you take My advice and book this specific tour with Terran Travels.

Everything went as advertised. The tour guide was very knowledgeable and pleasant. I would recommend this tour without reservation.