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Weekend Trip to Oregon Coast and Wine Region

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My husband and I are traveling to Portland in Early October for a Business Conference but would like to see some of the surrounding area the weekend before.

We will be leaving Portland on Friday mid-afternoon and driving to the Coast, staying in Cannon Beach Friday night. How far North should we start our drive? Is Astoria too far?

On Saturday we will continue our Coastal Drive and then head back across to Dundee where we will enjoy the Wine Region on late Saturday and all of Sunday. How far down the Coast should we drive before cutting back across to Dundee?

Any info would greatly help! Also any "hidden gems" for food, coffee and wine would be great as well.

Thank you in advance!

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