What do you and trees have in common? You’re both dropping green this season — only you’re doing it in the name of fall shoes.
![]() | Good to Be Plaid Plaid is like Splenda for fall fashion: Add a pinch to anything, like See by Chloé lace-up booties ($350), and the whole ensemble gets a lot sweeter. |
![]() | Smokin’ Quack From work to wetland, L.L.Bean’s fleece-lined Ducktrap boots ($179) combine nylon, leather, and rubber for unpredictable weather days. |
![]() | Easy Rider If it ain’t broke, don’t fix it — but feel free to add some back-strap detail. Cynthia Vincent’s classic flat riding boots ($395) are a stable staple. |
![]() | Tip the Scales Pair reptilian oxfords ($145) with a fedora, a blazer, or both, and you’ll look like a chameleonaire. (That style is so loud, we’re swangin’.) |
![]() | Business, Casual Step aside, mullet. The penny-keeper and rubber heel on Sperry Top-Sider Darlington shoes ($110) scream business in the front, party in the back. |
If you’re as crazy about fall footwear as we are, keep clicking for more of the season’s smartest.













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