Curling Vine Winery www.curlingvinewinery.com —formerly Stone Hill Winery is the oldest in town and they do a very nice tour and tasting. The store has lots of interesting things and it is a fun free stop.
Mount Pleasant Winery www.mountpleasantwinery.com is newer and seems nice. It may have changed, but their tastings were not free when we visited.
St James Winery has long been a southern MO favorite and FINALLY has opened a wonderful winery and restaurant in Branson. St. James Velvet Red is my personal favorite. The tasting experience here is exceptional! The staff is very knowledgeable and entertaining! I highly recommend this one. www.stjameswinery.com The restaurant is good and now has a patio as well. Super nice place to visit!
There is Wine garden off Hwy 265 that we have not tried yet but hope to soon. www.lindwedelwinegarden.com/