Quirky Mittens
These fun mittens are the perfect hide-and-seek accessory. He’ll have fun fooling his friends while counting—and they’ll scurry about that much faster.
To buy: Oeuf NYC Eyes Mittens, $68
Pom-Pom Hat
There’s something about a pompom hat that makes hearts melt. This cerulean style will keep his ears toasty at the park, long after the sun goes down.
To buy: Blue Pompom Hat, $42
Alpaca Pullover
Pieces that get a lot of wear from season to season are worth the splurge. Make this beautiful handmade sweater the “go-to” piece you throw on him whenever he’s headed out the door.
To buy: Mor Mor Pullover, $98
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Grandpa Cardigan
You might be tempted to buy this splurge-worthy grandpa sweater in the biggest size, hoping to “make it work.” With a shawl collar and a gold-tone pocket, you’ll covet it every time it’s broken out.
To buy: Nico Nico Yale Cardigan, $160
Fur-Free Shrug
She’ll learn to shun fur early in life with this wooly multicolored shrug. Way cooler than the real thing, it will pair well with both a sweet dress or jeans and a tee.
To buy: April Showers Ilya Collar, $88
Arm Warmers
Throw these arm warmers in your bag for those days when she insists on wearing short sleeves. Once the chill kicks in, she’ll realize that mom really does know best.
To buy: Old Rose Mimi Fingerless Mittens, $34
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Orange Jumper
Layer these sweet knit overalls over your favorite onesie to keep baby snuggly all winter. As cozy as a blankie, it'll be a great substitute for when he’s not curled up in his crib.
To buy: Kids Case Playsuit, $78
Chunky Purple Cardigan
A chunky knit cardigan is a wardrobe staple no matter your age. This “mottled” version is perfectly gender-neutral: It’s a great topper for cargo pants, or it can be thrown over the daintiest of dresses.
To buy: Rockefella Mottled Jacket, $66
'Mary Jane' Socks
It doesn’t get more darling than this: knit socks with built-in Mary Janes. And they will dress up the mini-est of footsies, just in time for the holidays.
To buy: Ouef NYC Knit Mary Jane Sock Booties, $58
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Yellow-and-Gray Scarf
Infinity scarves are already a favorite among grown-ups so it was only a matter of time for them to find their way to kid’s closets. This one—a gorgeous contrast of mandarin and gray—could easily be mistaken for something you’d own.
To buy: Orange and Gray Infinity Scarf, $59
Metallic Ribbed Hat
A dash of metallic will add that little zing to any ensemble, and this ribbed hat will do just the trick. Roll it up on warmer days or keep it pulled over ears when the chill factor soars.
To buy: Zara Two Tone Metallic Hat, $13
Rainbow Mittens
Sibs will love wearing these colorful matching mittens for the first snowball fight of the year. Made from Italian wool and mohair, they’ll add a serious dose of style to your front yard.
To buy: Rainbow Mittens, $29
