What Do I Wear? 4 Outfits For Hard-To-Dress-For Winter Scenarios

It seems as though any time the temperature dips below 50 degrees, the simple act of getting dressed becomes a months-long battle between looking good versus staying warm. Do I want to spend the evening shivering in a too-thin, seasonally inappropriate dress that garners an onslaught of compliments? Or do I want to pile on everything I own and become a Joey? 

Throw in a situation, like the first holiday fête you’ve been invited to in years, and the whole thing feels exponentially difficult to navigate. But don’t stress: Aesthetics and warmth don’t need to be opposing forces nor are they mutually exclusive. With the right layers, brought to you by Cuddl Duds, every hard-to-dress-for winter scenario is all at once very achievable. We pinpointed four such instances, from dining outside to first-date hikes, and pieced together the outfits that do it all. Click through to shop our winter outfit ideas, ahead.