Here's the best single source for winery info:
http://www.wallawallawine.com/node/16Some of my favorite wineries in the south of town:
Trust
http://www.trustcellars.com (Tell Steve Brooks that Shorty sent you)
Amavi
http://www.amavicellars.com/tasting-room/ (Tell Patty that Shorty sent you and try the Ceres)
Rulo
http://www.rulowinery.com/wine.html (Tell Vicki and Kurt that Becky and Shorty sent you)
Pepper Bridge
http://www.pepperbridge.com/ (outstanding Cabs & Merlot)
Also worth stopping at in the area are Waters, Saviah and Va Piano.
If you like big Merlots, visit Northstar.
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EAST of town and the Airport area:
Do not miss Walla Walla Vintners
http://wallawallavintners.com (If Gordy or Myles are there, tell them Shorty sent you)
K Vintners
http://www.kvintners.comIn the airport area which is just on the north side of High 12 from the above wineries:
Dunham, Five Star Cellars, Buty, SYZYGY,
Downtown try:
Seven Hills, Bergevin Lane, and the Vintage Wine Cellar
Marcus Whitman Hotel has a very nice bar.
West of town there are new wineries at Cougar Crest and Waterbrook. Terrific wines @ Long Shadows.
Slightly further west are side by side wineries of note:
Woodward Canyon
http://www.woodwardcanyon.comand L'Ecole 41
http://www.lecole.comThat should be enough to keep you busy for awhile!
As soon as you can make dinner reservations, especially for Saffron, Brasserie 4 or T Mac, DO IT.
Everything books up in summer.
Enjoy
Shorty