My friend Shannon and I went to a great little winery so close to DC! It is in Clifton and is called Paradise Springs. It was so quaint and quiet in the outskirts of Main Street, Clifton has such a small country town charm to it (but can be really overpriced) this place was great, affordable wine that was DELICIOUS. They give you the option to bring a picnic (or they have cheese/sandwhiches/meats) and the provide plenty of chairs and tables around the vineyard or out on the deck. It was raining when we went but the deck is covered so everything worked out great.
Every Friday they have live music and I think they are doing a free movies series out on the lawn Saturday nights. If you are looking for something near by and can’t stand the crowds at other wineries, this is the place to go!