We've stayed at Hotel Healdsburg, Bardessono, Vintage Inn and Meadowood in the last couple years. We keep going back to Meadowood and just returned from a visit last weekend. It is a little bit rustic. Most rooms are amongst the trees and have gravel paths (and some stairs) to get to them. But the interiors are up to date and provide good amenities. The service is top notch.
I liked Bardessono as it is new, quite modern and in Yountville. But my wife found it a little cold and sterile. The floors are concrete and the rooms are a little spartan.
I agree with Baghoarder that the French Laundry is an excellent experience. Also highly recommend The Resturant at Meadowood. They just reopened and are better than ever. Both are pricey, but if you are into Fine Dining they are among the best.