Ellen - Portugal is on our short list also.

We are headed to the hills of Chianti Hills about 15 miles north of Siena in April, 2020
The farm is outside the town of Vagliagli.

Beerman - we may have to meet in Fredericksburg on January 4 @ 2 PM for some wine/beer to enjoy a repeat.... but this time in basketball.

I would vote for Williamsburg on your short list.
Recommend going down RT 3 through the Northern Neck and cut over to RT 17 in Irvington
There is a great oyster house near the bridge in Irvington called "Merroir" https://www.rroysters.com/restaurants/merroir
Hard to beat a dozen oysters and cold beer (or a bottle of champagne)