I was lucky that my chile plants made it through last winter. Below freezing temperatures happen sometimes, but the temperature doesn't stay that low for long. So, I didn't have to start from scratch.
My attempt at tomatoes last year was a bust, and none survived the winter. I've read you have to bring them inside when it gets cold, but I don't have a setup for that. I'm encouraged by the number of flowers they are producing. I hope it will be a better year.