30 Best Preppy Gifts That’ll Make Anyone Feel Like Old Money

Pearls have long been associated with preppy style, meaning that your giftee probably has a strand or two sitting around—perfect for pairing with these delicate gold-and-pearl earrings from internet-beloved brand Mejuri.

Is there any outfit that couldn’t benefit from a velvet headband bedecked with the most perfect bow? We think not.

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Add a monogram—there are eight options style fonts to choose from—to this eye-catching jewelry case for your jet-setting bestie. After all, you can never go wrong with a personalized gift.

TikTok’s skin care side is obsessed with these puffy pink headbands, which elevate beauty routines to just the right level of extra. If you need a gift for tweens, you won’t find anything more viral—or budget-friendly.

Forget Stanley tumblers—if you really want to make a preppy person’s day, go for a loud Lilly Pulitzer pattern instead.

Whether they’ve got several pickleball outfits to choose from or they’re brand-new to the sport, this gorgeous set of paddles will inspire them to hit the court immediately.

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Kule’s sporty tote bag features a detachable shoulder strap and plenty of room for tennis rackets—but it’s also a perfect everyday bag, for that matter.

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Every guy in your life could use another crisp polo shirt in his wardrobe, and Lacoste’s iconic option is the best of the bunch. (It beats a plain white T-shirt any day.)

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Yes, this makeup bag happens to look a ton like a similar style from Stoney Clover Lane—but at a fraction of the cost. Thanks, Amazon!

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While your entire list might be set on preppy clothes, what about cute pajamas? This set features a print inspired by The Nutcracker, meaning it’s a standout holiday gift.

This landmark book, first published in Japan in 1965, captures the sartorial genius of students at elite American universities as they forged the look that’s now known as Ivy style. It’s a must-read for anyone with a penchant for prep.

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Pulling double duty as a customized gift and a cozy piece of home decor, this bold monogram blanket is a perfect present for college students who love the preppy aesthetic.

While you might be struggling to shop for people who have everything, you can impress them with a present for their pets. This adorable puffer—in a heritage plaid print, no less—will keep their pup warm all winter long.

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Even if a full Barbour coat isn’t in the budget, you can still grace your giftee with a treat from the English heritage brand. Everyone can use a compact crossbody, and that little embroidered logo only makes it better.

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No one should take on cold weather without at least one great fair isle sweater, which looks especially great while sipping a cocktail in a ski chalet. This one is 70% alpaca, meaning it’s exceptionally soft.

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Make their nightly cocktail that much more special with this set of monogrammed napkins, which will turn any amateur bartender into a full-blown mixologist.

Can’t decide on the right preppy Christmas gifts? Just treat your favorite prep to this eye-catching robe, which features a toile print inspired by a ski lodge.

A signet ring is always a hit, and this take from Catbird—an internet-beloved brand specializing in dainty jewelry—is just the kind of unique gift that your wife or best friend deserves.

We’ll let you in on a secret: This Jo Malone perfume is Kate Middleton’s go-to fragrance. Anyone on your list who’s obsessed with the royals will be proud to own a bottle.

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A great sweatshirt is a pillar of preppy style, and this one from Anthropologie (which is available with cities like Philly, Paris, and London) is just about perfect.

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Bows are currently everywhere—just peep these fall fashion trends—so there’s more reason than ever to lean into Blair Waldorf styling with this satin barette that’s perfect for holiday parties.

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The perfect gift for the writer or hostess in your life, this personalized stationery makes every letter or shopping list feel like the most important thing in the world.

Young giftees will appreciate the mix of new and old in this corduroy cap: retro lettering and a nod to après-ski culture are completely classic, while the color combination takes things in a more fun direction.

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The appeal of a super-soft fleece pullover is universal, of course, but the heritage-inspired print and quarter-zip design are catnip for the preps among us.

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A spa day is always in order—even if it’s at home. Treat your favorite teenager to some necessary self-care with these terry house slippers, then throw in a few sheet masks for good measure.

Any fragrance collector worth their salt probably loves Twilly already—but have they had a chance to test out the just-released Tutti Twilly? This gift set includes the floral, fruity scent in full- and travel-size perfume bottles, plus a body lotion.

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Need a showstopper of a birthday gift or anniversary present? Look no further than this gold-tone watch from Tory Burch, which features a bracelet strap that’s all the rage right now.

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