This is one of my favorite dresses! It's perfect for autumn and the colors are just gorgeous. I am in the large, it runs slightly looser in the bust / bodice but this length is perfect. Stay TTS unless you need length.
The boots run true to size. I'm in the wide calf and love the extra room! I've linked a similar pair under $100 as well.
This is my favorite purse from Madewell right now! The color is super versatile as well -- more than you'd expect!