A man could make much worse choices than these five suits for his winter wardrobe (and, for a sixth, a gray pick and pick double breasted would round things out nicely).
Beginning on the far left, there's a dark brown tweed that's conservative enough for all but the most formal occasions. In a three roll top configuration with jetted pockets, the color goes nicely with black shoes. Notice how the pocket square relates to nothing else but harmonizes nonetheless.
Next right, a single breasted two button blue serge with a ticket pocket for a bit of visual interest. The white pocket square is simple so it doesn't conflict with the red carnation.
In the center, a double breasted gray pin stripe, also with a ticket pocket. That should answer the question that's often asked about ticket pockets and double breasteds. They are fine with city cuits.
To the right of center, a double breasted gray chalk stripe flannel worn with maroon hose and a bow tie. The gray dress shirt is rarely seen today.
Finally, at the far right, we have a racy blue two button single breasted peak lapel with a windowpane overcheck worn with brown shoes.