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Saks Fifth Avenue Preppy Plates

Saks Fifth Avenue Preppy Plates

Make mealtime a wee bit less nightmarish with a personalized table setting for your little one with these Preppy Plates from Saks ($50). We’re thinking… Read more »


Lacoste Boy’s Large Croc Sweater

Lacoste Boy’s Large Croc Sweater

Later alligator. Go back in time and rock it old school with this Boy’s Cotton/Wool Sweater from Lacoste featuring their iconic “Large Croc” ($98). Let… Read more »



J. Crew Cashmere Baby Sweater

J. Crew Cashmere Baby Sweater

You can never introduce the Prep luxury of cashmere to your offspring too early. Keep your wee one cozy through the end of winter with… Read more »


Infant Toggle Hooded Coat

Infant Toggle Hooded Coat

As anyone who has children knows, you can’t really trust them to do anything right, at least not until they are in the mid-thirties. To… Read more »



Polo Ralph Lauren Pony Print Girls Rain Boots

Polo Ralph Lauren Pony Print Girls Rain Boots

The classic LL Bean Duck Boot is considered an acquired taste by some. For a picky UrbanPrepstress-in-training, may we suggest the Polo Ralph Lauren Pony… Read more »


Pink flower smocked fleece jacket

Pink flower smocked fleece jacket

A great up and comer based in oh-so-Preppy Darien, Little Follies has become a staple in the UP offspring’s wardrobe. Their Pink Flower Smocked Fleece… Read more »


J.McLaughlin Girls Ribbon Skirt

J.McLaughlin Girls Ribbon Skirt

Just because we’re in the sweltering, dog days of summer, doesn’t mean the kiddies need to look like they were dressed at Wal-Mart. J.McLaughlin’s Girl’s… Read more »


Pottery Barn Kids Harper Nursery Bedding

Pottery Barn Kids Harper Nursery Bedding

With its classic, tailored grosgrain trim, Pottery Barn Kids Harper Nursery Bedding (from $25) is the perfect antidote to a world full of Disney princess,… Read more »


Just Ducky A-line Jumper

Just Ducky A-line Jumper

Just Ducky Originals, based in Asheville, NC, produces Prep-tastic custom children’s clothing, right here in the USA. Their Girls’ A-line Jumper in corduroy (from $56)… Read more »


Castaway Girls White Skirt with Yellow Bees

Castaway Girls White Skirt with Yellow Bees

Bees are a Preppy embroidery motif oft overlooked for “cuter” animals such as lobsters and whales. The gang at Nantucket-based Castaway clothing (founded by the… Read more »


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