There’s nothing more frustrating than finding a gorgeous pair of shoes and realizing how impractical they are for walking in for more than a few minutes. The college version of ourselves would have bought them anyway because “they’re just so cute,” but over the years, we’ve learned how to resist the urge and walk away. Not to worry though, there is a silver lining: comfy-cute pairs of sneakers, lace up flats, and booties are just as fashionable. We’ve styled a few of our favorite pairs for walking around the city and linked some of our favorite styles below.

on Kelsey::
Boots: c/o Hush Puppies
Scarf: ASOS // see similar, similar
Jeans: Flying Monkey
Purse: Goodnight Macaroon
on Erica::
Boots: c/o Hush Puppies
Jeans: LOFT
Sweater: BP
Tote: c/o Sole Society


Shop our favorite comfy booties for the season: