I enjoy entering my quilts in shows, but I have a thick skin when it comes to the input of the judges. I have watched a judge go through the quilts to go in a show, she had only 8 hours to judge 400+ quilts. I saw her judge one of my quilts, and she did award it a ribbon, but she spent only 2 minutes looking at a king-sized monster. So, you have to take the judges' opinions with a grain of salt. Just enter for the fun of it, to support your local group!
Having said that, one thing that gives me pause in entering small, local shows: they have no insurance for your quilt! They want me to have it covered under my homeowners policy, which is just another phone call for me to have to make, and do I have to have the quilt appraised? Do I have to pay extra on my premium?