Truth be told, fall is the best season in New York City. It’s not too hot, so you can walk from the High Line to Hudson Yards without breaking a sweat; not too cold, so you aren’t forced to ride the subway in your parka with everyone else packed in like sardines. In fact, it’s just right for a leather jacket, broken-in pair of jeans, and your best asphalt-kicking boots. Sartorially speaking, this season can last from early September to late November, so there are almost 100 days to experiment with autumn outfits.
Of course, the standard NYC fashion-girl off-duty uniform would be, well, a little too uniform without a few accents and accessories that make it unique to the individual. Our favorite way to mix up the standard fall look is on-trend footwear.
Below, you’ll find 12 pairs of boots that fashion girls are already wearing this season—a few of which will even carry us into winter thanks to waterproof materials and elevated treads. After all, when you’re an NYC girl, it’s essential to have several pairs of boots that were made for walking up and down Manhattan.
Who says New Yorkers aren't practical? We are—sometimes. This affordable boot is great for a crosstown, puddle-jumping commute.
These boots go with everything—and they're a steal on sale.
I own five different pairs of Chelsea boots. Just find a basic black style and fit that suits you, and then buy it in a couple of fun patterns.
Leopard is a neutral, even in the concrete jungle. Trust us.
You don't have to be a postal worker in 1900s England to know that Dr. Martens make a workhorse of a shoe. This combat style with extra lift is a fashion-girl favorite.
If a more utilitarian combat style is your jam, try these Frye boots on for size.
Another boot that carries you from day to night, uptown to downtown, and everywhere in between.
The perfect combination of witchy and Windsor, if we do say so.
The croc effect is here to stay for another season. We love these sleek boots in dark brown.
If you are going to invest in only one pair of Chelsea boots, this is it. Just be sure to take care of the leather after stomps in rainy weather.
These striking white cowgirl boots will seriously stand out in a crosswalk.
Buttery leather perfection! These might be too nice to wear on the street. Taxi, please.
For more fall boots worth incorporating into your wardrobe, check out:
The Fall Boot Outfits That Are All Over NYC
4 Big Fall Boot Trends Our Readers Are Already Wearing
3 Fall Boot Styles That Will Be Everywhere in 2 Months
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These $50 Old Navy Zipped Boots Are Just as Chic as the $1500 Pair I Have Been Coveting Since Last WinterThey're on sale for $30 right now.
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I'll Let You In on a Secret: By Mid-Month, These 4 Shoes From Madewell Will Be Completely Sold OutRun.
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Looking Chic in Cropped Jeans This Winter Means Wearing This Boot Style and ColorElizabeth Olsen would know.
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Sorry, Crewneck Tees—in 2026, Everyone With Taste Will Be Layering Sweaters Like ThisThe recipe for a perfect winter outfit.
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My Sister Asked Me What She Should Buy From Amazon—30 Fashionable Items I SuggestedBasically, everything on my Black Friday wish list.
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Elizabeth Olsen's The Row Boots Are Chic, But These Ones Cost $1360 LessIt's girl math.
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The Ashley Olsen Way to Make Simple Black Coats Look Chic, Not BoringIt's so easy, yet so impactful.
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If Chic Sweater-and-Jeans Outfits Are the Goal, Don't Miss These Standout Picks From Zara, Madewell, J.Crew, andReplica StoreHere's to a stylish fall and winter.
