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The Eugene area is a great place to explore Oregon wines. Within just a few miles of town you can visit many different wineries, with many different approaches to tasting room style and types of wines. Here is a good cross section of what's available:
http://www.pfeiffervineyards.com Very warm reception, simply outstanding reserve pinots.
http://www.benton-lane.com Once again, great pinots (is there a pattern here?) in a laid back setting
http://www.SweetCheeksWinery.com OK, the wines here are only average, but the ambiance and view can't be beat. Friendliest place in the state.
http://www.silvanridge.com Eugene's original winery and still the best. Excellent wines at excellent prices in an elegant, relaxed atmosphere. A staple for locals.
http://www.KingEstate.com No tour of Eugene area wineries is complete without a visit here. Excellent wines, and facilities that would fit into Napa.
http://www.SunshineLimoService.com Great tour company. Drivers and phone staff are very knowledgeable about area wineries.
You should plan on spending 5 to 8 hours on your tour, visiting about one winery per hour or so (don't rush to see as many places as you can cram into the day - you'll forget them all). Bring a lunch - there are many great places to enjoy a picnic along the way.
Don't forget - even tasting wine can impair your driving. So bring a designated driver or hire a driving service.