A Very Rad Reptile

Do scaly creatures top his list of the coolest things ever? In that case, outfit him in a sweater with a snake slithering up the front. Bonus: It’s machine washable.
To buy: Boden USA, $54
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Fall for These

We’re crushing hard on these slouchy jeans. Why? Hearts, pink topstitching and a tiny bow add just the right amount of sweetness to faded denim.
To buy: H&M, $19.95
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Right on Track

Sprinkle this classic button-down into his T-shirt heavy wardrobe. And those railroad stripes are bound to please your train-obsessed tyke.
To buy: Carters, $15.60
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Tailor Made

Mademoiselle will love the look of this jaunty three-button blazer. Made of French terry, it’s comfy enough to accommodate her jungle gym antics.
To buy: Hanna Anderson, $55
Color Us Impressed

Cashmere and kids aren’t words we usually use in the same sentence. However, we bend the rules for this baseball sweater that comes in subtle hues like mint, camel and cobalt.
To buy: J. Crew, $49.50
Leader of the Pack

Little ladies, start your engines. Speed through the school day in this asymmetrical motorcycle-inspired jean jacket.
To buy: OldNavy, $29.94
For Every Day of the Week

Because he can never have too many pairs of jeans (kind of like you-know-who), load up on canvas denim in autumnal shades.
To buy: Gap, $34.95
Bloom Town

Flowers and forest animals grace this twirly cotton skirt. The fact that each appliqué is cut by hand makes it all the more precious.
To buy: Boden USA, $54
All Buttoned Up

Prepare for crisp weather in this corduroy-collared coat. With room for layering atop sweatshirts, this color-blocked barn jacket should see him through much of the chilly season.
To buy: Peek Kids, $58
Flower Power

Ladybugs and bees flit across this smocked tunic; top off skinny jeans or leggings with it for an easy, bohemian outfit.
To buy: Polarn O. Pyret, $32
For the Brainiest of the Bunch

He shows you how to program your phone and aces every spelling test. Genius, indeed. Celebrate his smarts with a vintage-inspired tee that says it all.
To buy: Osh Kosh for $8
Pretty Please

One day she’s climbing trees; the next, she’s organizing tea parties. Cater to both her tomboy and frill-seeking sides with this heather grey sweatshirt trimmed in lace.
To buy: Lands' End, $29
Nothing to Sneeze At

Arm yourself with echinacea and vitamin C; cold season is right around the corner. Might as well embrace the inevitable with this graphic screen-printed crewneck.
To buy: Tea Collection, $24.50
A Savvy Splurge

If there’s one dress you buy for fall, let it be this one. Sewn up in classic tartans and buffalo plaids, it shouts back-to-school loud and clear. Plus, roomy proportions mean she’ll be able to wear it next year.
To buy: Kallio NYC, $85
Bright Idea

A jolt of neon green elevates this black-and-white fleece to fashion statement territory.
To buy: H&M, $24.95