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4 Days in Portland - Wineries, Hiking and more

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My wife and I are headed to Portland on October 10th for 4 days for our 25th Wedding Anniversary. I have been to Portland for business and love downtown. However, my wife has not been there and neither of us have been in the outlying areas.

Our primary focus initially was wine tasting. However, I don't think either of us will want to do this for 4 days straight. We want to mix winery visits, exploring/hiking the best areas, and checking out downtown Portland.

So, what would you recommend? What are the best parts of the Willamette Valley to visit for wine? Should we have our base in Portland, or stay in Portland on our last night and be out of town?

Could really use some ideas of how to use the time well and have a good selection of wine tasting and exploring the beauty of the area.

Thanks!

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