The gray flannel suit already feels like a deal. No other suit breaks apart quite as easily, allowing the jacket and pants to be worn separately. And this version, by L.L. Bean Signature, is the ideal cold weather suit. Not only is it crafted from a rich and rugged wool with a touch of stretch—making sweater layering possible and comfortable—but the price is almost hard to believe. The fully lined two-button jacket has a slightly tailored fit with lapels that are neither too wide nor too thin and the trousers can be cuffed for no extra charge. With the money you save, take your new winter suit to the tailor and ensure a perfect fit by making any necessary adjustments (taking in the sleeves a touch here or bringing in the waist there). After all, when you only wear a suit for a few months out of the year, you really don't want to dip into your savings to pay for it.

Jacket,
$185

Pants, $109;
both by L.L. Bean Signature