A Versatile Dress With Boots The Banana Republic Flare-Sleeve Sweater Dress ($139) is the dressed-up piece I bought for winter, but I love that it's still comfy, too. Here I paired it with booties for a more elevated look. Image Source: bananarepublic.gap.com Banana Republic Flare-Sleeve Sweater Dress $139 from bananarepublic.gap.com Buy Now