There are some great wineries popping up in San Diego, specifically in the Escondido area. Wine map: https://sandiegowineries.org/explore/interactive-map
Mia Marie Vineyards
15036 Highland Valley Rd, Escondido, CA 92025, USA
San Diego has home to many local craft beers all over the county. https://www.sandiego.org/articles/breweries/san-diego-breweries.aspx
Hiking
There are endless options for outdoor hiking activities in San Diego. October will likely still be very hot and dry, especially on inland/east county hikes: go early and bring lots of water. Coastal hiking generally is cooler, though still hot, and has nice sea breezes.