The most important thing about fall/winter foundation is realizing that you skin is different colors at different times of the year, self-tanner or not. Make adjustments accordingly! As soon as you feel like your summer foundation is getting a bit too dark for your fading tan, switch to a lighter color. There is nothing worse then someone wearing the wrong color foundation (unless its also not blended well)!
If you have dry to normal skin, choose a hydrating foundation in the fall and winter months. These come in every form, from tinted moisturizers, to medium and full coverage formulas.
For a high quality, hydrating foundation that also has built-in SPF, I love Bobbie Brown's Moisture Rich Foundation SPF 15. Another great thing about this foundation is that its buildable, and can go from medium to full coverage.