The North Face Tanacross Cardigan Hooded Sweater - Women's - $80.47

No, you really shouldn't wear your favorite hoodie out to a dinner at a fancy resort restaurant, but nobody would look twice if you were to throw The North Face Women's Tanacross Hooded Cardigan Sweater on over your dress. Actually, they may take a second look at this classic wool cardigan with a vintage jacquard knit pattern on the shoulders, but for all the right reasons - $80.47