What about winterizing? Do you still put straw over the plants? Or bring them into a garage? I am totally new to this.

What are you wishing to winterize? Fruit trees, berries?

To echo northof53, what kind of plants, what cultivar and/or rootstock, how big/old are they, what climate are you in?

Unless you’re growing in a zone that the pants aren’t suited to, you don’t usually need to do much to protect them in the winter. Your zone 5b does get pretty cold, but is it Rocky Mountains 5b, Midwest 5b, Northeast 5b?