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Eating in Oregon/Washington

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My wife and I are taking a vacation in June and are driving from our home in Northern California up through Oregon to Seattle, then turning around and coming back. Question I have is what restaurant suggestions due y'all have? Our itinerary has us staying in:
Eugene, OR
Astoria, OR
Seattle, WA
Portland, OR
Jacksonville, OR
I'm particularly interested in a very nice and romantic establishment in either Jacksonville or Medford, OR as it will be our anniversary while we're there. We love all types of food. My wife LOVES seafood - crab in particular, while I'm a big steak guy so a good suggestion for each would be much appreciated. Also, any good wine bars or place for cocktails (not a young adult hip club type place, but something a bit more professional and refined) would be great as well.

Thanks in advance!

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  1. Belly in Eugene. Le Pigeon in Portland.

      1. Astoria - Baked Alaska

        1. I second the Belly suggestion in Eugene. I haven't eaten at Jacksonville Inn, but you will have many more options in Ashland. One new-ish place that we love is Cowboy Cafe.

          -Amy
          http://ourhomeworks.com/

          2 Replies
          1. re: ourhomeworks

            If you mean New Sammy's, they should eat lunch there. The Jacksonville Inn is perfect for an anniversary.

            1. re: bbqboy

              New Sammy's Cowboy Bistro isn't exactly new (or even new-ish): it's been around since 1989. They have done some pretty extensive remodeling in the last few years, though, adding on another room and starting lunch service.

          2. When in Seattle I suggest blocking out time to walk the Pike Place Market (and eat) combined with a visit to the Sculpture park- you can walk down from the market and along the waterfront and piers to get there... also a walk up Pine street and into the heart of downtown would be good to ( you can continue up Pine until you hit Capitol Hill and Broadway area). I suggest trying a Tom Douglas Restaraunt (The Palace Kitchen, Dahlia's Lounge, Lola's) and a few unique places, start ups, or hole in the walls-

            These lists might help-
            http://www.yelp.com/list/from-out-of-...
            http://www.yelp.com/list/best-places-...
            http://www.yelp.com/list/wandering-th...
            http://www.yelp.com/list/fun-or-adven...

            Also- Regarding wine bars and drinks downtown- Spur, Purple, Black Bottle, Quinn's

            1. Jacksonville: We've had great meals at Gogi's.

              Wine bars: In Ashland there is Liquid Assets. Good selections, some food. There's a new winery-owned wine bar that we haven't tried yet, on The Plaza.