Q.The new stems on my Virginia creeper are drying up and dying in spite of watering. Also lots of the leaves have tiny holes – prob
ably from insects. What can I do? Also lots of the leaves have small holes – probably from a bug of some sort. What can I do?

Certified GKH Gardening Expert
This sounds like shothole fungus, from the description. This will be made worse by watering more. In fact, this is usually the cause of the illness.
I recommend applying wettable sulfur and dolomitic lime to kill off the infection, and repair the pH of the soil.
Only water when the soil is almost completely dry, or really just during dry spells.
This article will give you more information on the care of these: https://www.gardeningknowhow.com/ornamental/vines/virginia-creeper/virginia-creeper-maintenance.htm