Southside District is home to several of the area's most elaborate estate wineries. If you're looking for that idyllic vineyard vibe, this is the spot. Some wineries offer food alongside their tasting menus and in-depth winery tours. It's pampering and educational.
Interestingly enough, Southside is lower in elevation than the rest of the valley which means it experiences more severe winter frosts. Thus, many of the wineries here bury a cane each winter as "insurance." A severe frost in Walla Walla Valley will kill a grape vine.