I hope this isn't too late. There are lots of interesting places to eat in Portland. Some of my favorites include Beaker & Flask, Le Pigeon, Little Bird, Kin, Tabla, Toro Bravo, Paley's Place, Laurelhurst Market, and Serratto.

As far as wineries, I'd try to make appointments with some smaller producers like Belle Pente or Cameron if you have the time and advance notice. If not, there are a number of wineries that keep regular tasting hours now along Highway 99 in Dundee, but traffic can get pretty bad on weekends.

If you'd like more specifics or have time to meet up for a glass of wine, email me.