No one knows how to dress for winter like an East Coaster. New Jersey–based content creator Allison Whalen is no exception. Her Instagram feed offers a master class in everyday layering, featuring an endless array of luxe sweaters, laid-back flannel, artfully draped scarves, and cozy footwear. "Living in New Jersey, it can definitely get really cold, but I try to make an effort to get outside everyday,” she tells us. "Having warm footwear makes a huge difference in my morning routine.”
Her go-to shoes for surviving even the coldest days of the season without going into hibernation mode are Sperry boots. They’re incredibly comfortable, cozy, and can tackle any terrain, snow included. Read on to see how she’s expertly styling them this season.
"Sperry’s Plushwave 3D Boots are the perfect pick for a winter hike,” Whalen explains of her first look. "They’re so comfortable while still keeping my feet warm! I styled them with an all-black look and a bright-pink beanie for a pop of color!”
"I absolutely love the faux-fur accents on Sperry’s Torrent Lace Up Boots,” Whalen exclaims. "I styled them in a casual, everyday outfit I’d typically wear with snow boots. I think a sweater and leggings with a cute pair of snow boots is the most perfect winter OOTD!”
"I styled these sherpa-lined duck boots for a rainy day spent running errands,” she says of her last look. "I love how the blue in my jacket complements the gray boots!” (We’ll also award bonus points for the well-coordinated umbrella addition.)
SHOP MORE SPERRY BOOTS
These are giving après-ski vibes.
These boots are no match for rainy days.
BRB—we’re buying these for upcoming snow days.
This color-blocking is a 10 out of 10.
This under-$100 pick is so easy to style.
Attention bold dressers: this pair is for you.
-
I’m a Fashion Editor— 7 Elevated Fall Basics I Know Stylish Dressers Will WearShop everything from penny loafers to trousers.
-
A Good Book, a Library Card, and This New Madewell Collab Unlock a Stylish Fall WardrobeCheeky graphic tees, pretty polo sweaters, and chore coats brought to you by the New York Public Library.
-
Hold the Black Ankle Boots—Florence Pugh's Airport Shoes Are Way TrendierA big step up.
-
A Tightly Curated List of the Best New Boots From Zara, J.Crew, and ReformationThe cream of the crop.
-
If the Goal is Sophisticated and Functional, Wear These 5 Chic Jean-and-Boot OutfitsStay on trend from now through winter.
-
Avoid Looking Dated in Black Jeans and Flat Boots by Adding This Specific Jacket TrendEmma Roberts just provided the perfect blueprint.
-
Not Sneakers, Not Ballet Flats: The Winter Shoe Trend It Girls Are Wearing With White Jeans AlreadyEvery It girl's wardrobe includes at least one pair.
-
Starting in 2027, Cool Girls Will Wear All-Black Outfits With This Specific Pop of ColorAs seen on Zoë Kravitz.
-
Spotted In Paris: 3 Flat-Shoe Trends That Look Rich and ClassicNot a kitten heel in slight.
-
The 29 Best Boots on the Internet Right Now, PeriodAnkle, knee-high, wedge, kitten-heel, leather, suede—the gang's all here.
