Which men’s ugly Christmas sweater is best? Ugly holiday sweaters have been around for decades. From Chevy Chase in “National Lampoon’s Christmas Vacation” to throwing ugly Christmas sweater parties, these festive pullovers have journeyed a long way. Though they are still referred to as “ugly,” holiday sweaters are sought after by those looking to win contests for the tackiest one at the party. Whether you need an ugly Christmas sweater that is a winner or just looking for a conversation starter, there’s a sweater out there for you.