One great trip is to fly into Portland, and drive through Oregon wine country (look around Yamhill County, and Hwy. 18), do a few tastings and maybe stay one night on the way. Try this site.

Then, arrive at the coast and head south, to Newport, which is home to the Oregon Coast Aquarium. Here’s one B & B I’ve heard great things about. About 10 miles south of there, near Waldport, is a great little spot called the Cliff House. The owners’ names are Bud and Sharon.