Boots: These boots are Frye, which I know is a little bit expense, but if you wait for them to be on sale, they are totally worth it. I have had this pair for 6 years and they are still in perfect conditions and I wear them all the time!
Sweater: A simple cashmere pull over is an awesome layering piece;
Flannel: check out Madewell for flannel's this fall;
Necklace: similar one here