Squarespace 7 has just been announced, and I'm using the Beta version now to give it a whirl. Writing is simple and editing is intuitive. Adding images, not so much. Must read the instructions!
Addition: 11/25/14. Experiment with Native template. Added image as per instructions.
Addition: 11/26/14. Experiment with Avenue template, which has a blog-page sidebar. Dates also appear at the top of each blog post.