I do most of my camping in Michigan. I share your concern with too long a trailer. I have a 28-foot with full size bunks which is basically 30-feet stem to stern (Aerolite 282DBHS) (by the way, it has the door and storage area you talked about). The challenge of getting into sites is usually because of obstructions around the site (trees, bushes, etc.). I think 28-feet is the perfect compromise, not too long, not to short. With your skills as a truck driver you shouldn't have any problem getting into properly sized sites. I pick sites that are suitable for 35-feet and I while it can be challenging at times I have always be able to get onto the site.