Update:
I have added a few more to the list I wanted to share.
The first is Lewis Winery. This place was nice. It is appointment only, so call ahead. It is a relatively small tasting room and winery just west of Johnson City off 290. It was nice to sit out side on their patio and they had a decent view of the valley. The staff was really great and the folks that poured us the wine actually were part of making it. They weren't some diva explaining how you are mispronouncing the varietal.
As far as the wine goes, it was really good, but I will add a qualification. Not much on the tasting list jumped out at me. Their whites were good, but not as good as some of the others I have had around the area. Then they got to their Tempranillo blend. It was ok, not great. Our server then explained that they had a few extra bottles open that weren't on the menu. They were the single estate vintages that also went into the blend. They were really great. One of the estate ones I did not like, and I think it was the one that pulled down the blend on the tasting menu for me. The rest were great and you will recognize the names of the vineyards, like Newsom and Lost Draw. Really nice and full bodied, yet mellow enough to enjoy on their own. We bought several bottles of each and joined the wine club. I hope to keep getting bottles like that in the future.
Our server then recommend Calais. It is owned by a french guy just up the road. We called ahead and he said to come to the room and gave us his address. We turned into a driveway which had no marker other than a truck with a sign parked out front. We drove past the small tasting room. The place was such a small, dug-in bunker looking building that we thought it wasn't the tasting room. But, the doors were nice and upon further review we realized it wasn't just storage. Anyway, we get out and went inside. It was basically just this guy from Calais, France who is in their making wine. He was in Dallas but moved to the hill country to start again. It was a cool experience. He was fermenting grapes at the back of the room and we talked about different wine, politics, etc, with him and the other two folks there. He is all about living the American dream and enjoying making wine here. We liked several of his wines but I was the biggest fan of his barrel aged Rousanne. Very few places in Texas age their whites in oak and to find a buttery, creamy roussane with a great flavor was nice. I was hoping he had a rose, but he already sold out. After laughing about the need for a Frenchman to have a good rose, he commented that he was really surprised when he moved here. While in Dallas, no one would buy his rose. When he got here, he sold out of it very quickly. Anyway, I would recommend this place if you really want to get off the path and enjoy a more intimate experience enjoying good wine with a guy who just loves making it. He sources most of his grapes from the high plains.
Kuhlman, also an appointment only place just a little further up 290, but they said they were expanding to have more casual experience in another tasting room. They had a pretty unique experience. Your wine pairing was served with small bites of food with different flavors. Our server was a certified sommelier who walked us through each wine. Then you would take a bite and you could see how it changed the profile of the wine. She then explained what type of wines go with what type of foods, etc. I loved it. My drinking partner found it to be a little too structured. They just wanted to drink wine. But, the wine was good, and we bought several bottles and joined the wine club. Some of their juice is still sourced out of the Sonoma, but several were sourced from the high plains. It was fun.
Finally, Lost Draw. Their tasting room is next door to the HEB in Fredericksburg. It was fun as well. They have some of the largest vineyards in the state up in the high plains, and decided to start making wine. It was unpretentious and some of the wines were pretty good. If you could only visit one winery, this wouldn't be the one I recommend. But definitely worth a visit if you are in town. I enjoyed their tempranillo and they had a pretty good rose. I think they are definitely one to come back to because I think they are going to get better as they keep making wine.