Jacket styles vary and choices should be based on what looks best on your body type. The lines of the jacket should be simple if the fabric has a lot of "action". Big, bold prints or even smaller designs need to be kept simple. Shapes are easier seen in medium to light plain colors. Remember that black and any other deep dark colors do not show detail but body outlines. Darker colors tend to recede while lighter and brighter colors draw out.
Simple styles work best with lots of outfits. Jackets range from boxy to very fitted and from short lengths to almost knee lengths. Necklines vary from closed up to the neck to open to the bust line.
Short necks look good in cardigan styles.
Long necks can wear blazer and tailored styles.
Broad shoulders should not wear the cropped jackets--those that end above the waist.
Those with smaller bosoms will find the short jackets flattering being fitted or bolero type. They can also pull off wearing vests and capes nicely.
Those with large bosoms need to stay away from cropped jackets but can look great in cardigan styles and capes.
Those with short waists will not benefit from the cropped jackets.
Long waists will find cardigan styles, cropped jackets and the more fitted jackets flattering.
Large hips should stay away from the cropped jackets as it accents the hips.
Of course the skinny frame can wear most any jacket style and look good.
Large frame should stay away from anything very short.
Vogue patterns has a simple guide that they use for their patterns and helping you determine if a certain pattern is suitable for you. Notice the four black shapes to the right of the pattern and click on the (About Figure Flattery) words and it will take you to the explanation.
I found Burda Pattern that I am eager to try--Burda 6760. The shirtwaist skirt will be made flared and longer. The short jacket looks interesting enough to try first in a muslin. I may prefer the longer fitted length with long sleeves and no pockets to wear on cool days. It is a very simple style and should not take long to sew together. I was able to download this pattern from SewingPatterns. com as we live quite a distance from fabric stores. If you sign up for their emails, sometimes you can download a variety of patterns for very reasonable prices.
Here is another jacket made in a heavier fabric that would be flattering on a lot of figures.
This is an interesting cape that should go nicely when the really cold times are past. You can find it available here. Check the images of this pattern made by others on the net, lots of clever sewing!
Vogue makes the classic cardigan style in Vogue7975
Simplicity also offers a blazer/tailored jacket in Simplicity 2246
McCalls has a nice jacket pattern suitable to wear during cold weather. The style is basic and flattering to many figure types.
As for classics and minimizing the amount of clothing, find a style that you like and that looks good on you. Get a trusted friend to go shopping with you and find a color that will go with most all of your clothes. Keep the lines simple and one that you can add scarves or other accessories to for dressing up or keeping warm. A good weight for winter is a lined woolen fabric if you are wearing it as your outer wear. If you wear a heavy coat over a jacket then choose a lighter fabric for wearing indoors when business buildings, etc. are cooler. Try to figure out the most use possible in the best quality fabric and classic design for a decent price. In some areas now, there may be sales on winter wear as stores are already getting spring and summer items out.