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H and I are hoping to spend 4-5 days in Oregon, likely over Memorial Day. We want split the time between wine country and the coast. And that's really all the planning I've done so far 
Soooo... Any recs on wineries? Places to stay in Willamette Valley or the coast? Budget is still flexible at this point.
Re: Oregon wine country
This is my list of Willamette Wine Trip.
Wineries -
Bella Vida - LOVED. Great grounds, very kind and fun pourer (she was the owner, her husband and she up and moved to Willamette from AZ and decided.... let's buy a vineyard... very funny, GREAT interesting pinots. She gives the grapes to different wine makers for them to essentially create something with it, then they bottle it, it's amazing that such differences can come from the same grape! We bought the triad of 08 (one grape, three wine makers, all pinots)
Erath - meh. I think our experience (even if the tasting was free courtesy of our B/B) was hampered because this is the "to go" vineyard. They're one of the most popular, so expect to be rushed. we bought the award winning Syrah here, it was lovely!!!
Dobbs - FUN FUN FUN. OMG, this vineyard had this Griffin Pinot (he names the wines after his kids, which is sad because some of the wines were far superior!!!) that was OUTSTANDING. Also, Wine By Joe, their "plebe" for the masses wine, was surprisingly good. We bought a fair amount here! We also had the coolest poorer (Orien, imagine, I still remember the name!) that was too much fun, and knew his wine!!!
Four Graces - I have never drank a more delicate pinot. I don't want to open the bottles that i bought here, because they're that good. I could literally smell all these flowers coming from each tasting....
De Ponte - this i remember being one of our last ones. I was a bit drunkish already, but I remember their 07 pinot to be outstanding. grounds are GORGEUS
Domaine Serene - Same as Erath, this is the most popular vineyard (GORGEOUS grounds) the wines were good, but I don't know.... we didn't buy anything here, oddly enough. they were kind of pricey too.. meh, i didn't find them to be ground breaking. great taste, but beyond that... ? nothing that blew my mind, but evidently it blew everyone else's mind, they must be picking up something that i'm not... good deal, i didn't really want to drop $90 on a bottle..
Winter's Hill - here I bought muscato. SWEET WINE, for christ sake, which i never buy. EVEN THAT was good here. also, their cinnamon roasted hazelnuts pair up so well with the wine!!!!!!!!!!! we also bought the 08 pinot and the syrah.
White Rose - Probably my fave. It's like a cave on the top of the world, with wines made with dragons. Probably the more expensive of the bunch, but MAN, it's worth it. it's really in the middle of nowhere, filled with lavender fields.... this is "my interpretation" of a "classic" pinot that doesn't go out of style, like james bond and his tailored suit.
Trisateum - This photojournalist turned winemaker, makes REALLY good pinot gris, has beautiful grounds, and has a mini gallery in his tasting room... it's perfect (getting there is an adventure in of itself, it's not paved (the roads)
Canas Feast - OMG the BEST pinot/sangiovese, and really good restaurant (italian) attached.
Oh, and the majority of these are in Dundee, which is ~30 mins from Portland. The only ones that are NOT in Dundee (a bit further away) are in Carlton (Penner Ash, Trisateum, Canas Feast and Carlton Wine Studio). Most wineries wave fees if you buy a wine, but note, most tasting fees are $20... blast!
Where to eat - Farm to Fork - DELICIOUS for picnic lunches to go around while driving and tasting wines.. (ha)
http://www.joelpalmerhouse.com/
The Painted Lady - This was our splurge, it's a tasting menu based restaurant.... but dear god, the service, the fine dining, it was out of this world.
http://www.thepaintedladyrestaurant.com/
Honestly, one day is more than enough to visit the wineries in Dundee/Newberg/etc. Stay at the Allison (it's $$ but so nice!), get a limo to drive you for the day, and then spend the rest of your time at the beach or in Portland.
For the coast, either Cannon Beach or Lincoln City are my two favorite adult towns to visit. CB is very expensive, while LC is more affordable but still great food. CB is really easy drive from Portland, or LC is a really easy drive from "wine country", so it depends on if you are coming into Portland or not.
CB Hotel, my favorite is the SurfSand resort. It's amazing (but $$). Their bathtub is big enough for 2 adults to fit comfortably...loooove this place.
In LC I really like the Coho Oceanfront Inn, it's brand new, oceanfront, etc. Lil Sambos is THE place for breakfast, and Pier 101 is fabulous for dinner, as is Kyllos. If you want a condo, it's a little more money, but we love this place, each condo has it's own private hot tub looking out on the ocean!, and have rented through Keystone many times : http://www.keystonevacationsoregon.com/site/ExploreArea/17648/Vacation-Property-Overviews.aspx
Also, make sure to block out a few hours to drive to Multnomah Falls. It's stunning and a must-see for tourists. There are also some fabulous wineries out that way, Naked Winery and Cathedral Ridge are my two favorites near the Falls.
If you do come up in April or early May, Tulip Fest is worth seeing, it's miles and miles of gorgeous tulips...a nice afternoon, grab a glass of wine and walk through the flowers. If you do May or June, the International Rose Gardens are gorgeous and have a nice view of the city.