Street Style: Sweater Dressing

Fall is creeping in, bringing with it crisper air, crunchy leaves and sweater season! We love the trend of sweater dressing from head-to-toe, outfitting yourself in bulky knits, cozy leggings, cute little sweater shorts and trading in summery maxis and rompers for sweater maxis and overalls. Our senior photographer captured some great sweater dressing street style inspiration right here at the Navy Yard!

I could live in the Americana Sweater Jumper all fall and winter long! It looks awesome over a seamless layering top with boots.

Here the comfy Poconos Sweater Legging and Easy Days Off-The-Shoulder Sweater are dressed up with a pair of funky platforms!


Double up by wearing the Vermont Knit Sweater Shorts over a pair of cozy leggings! Worn here with the lovebug thermal, fringe crossbody and Jonesy Heeled Hiker Boot.


We love layering a sweater maxi dress over a pretty, lacey maxi skirt! Worn with a bib necklace and platforms.


Love this casual-cool look of striped sweater shorts over tights with an oversized sweater and tall boots!


A look I will be wearing a lot this fall and winter – denim cutoffs over the Poconos Sweater Legging! Worn here with the flannel cuff thermal, crocheted plaid button down, brit boot and weekender bag (and a seriously rad van).

Shop all sweater dressing.


  1. Everyone looks so great AND comfortable. Can’t wait to try out sweater dressing once the weather cools down :) That jumper in the first picture is amazing. And don’t even get me started on those sweater leggings! So cute :)

  2. PLEASE PLEASE let me know where the she got her funky shoes they are awesome picture number 2!! PLEASE love free people gotta have those leggings!

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