Show Them How Much You Care With These Thoughtful Gifts

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Photographed by Gregory Harris, Vogue, November 2018

The most memorable gifts are ones that strike a meaningful cord, remind us of fond memories, or are truly one-of-a-kind. So we’re shopping the very best sentimental and thoughtful gifts this holiday season, and we’ve rounded up something for everyone on your list—go ahead and skip those generic gift ideas. From the friend who seemingly has it all to the mother-in-law you’re trying to impress, a thoughtful gift can come in many shapes and forms and doesn’t have to break the bank. While we love a good monogrammed moment—think luxurious pillowcases, travel bags—often the most thoughtful gifts are the ones that your giftee will use regularly. For the cook in your life, perhaps it’s a beautiful dutch oven that sits atop their stove and becomes their go-to pot, or maybe it’s a natural wine subscription for the wine enthusiast in your life. And for the coworker you don’t know too well? Don’t fret; a letterpress monogrammed card with a thoughtful note on why you love working with them is an unexpected and simple token of your appreciation.

Here, 36 sentimental and thoughtful gifts to shop now for everyone on your list—from meaningful stocking stuffers to stylish monogrammed gifts.

For Your Coworker

Finding a gift for your coworker that they’ll love could be a tricky task, especially if you don’t know their favorite hobbies or tastes. A meaningful card or fun puzzle to keep them busy over the holiday break are two fool-proof options this season.

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Rifle Paper Co. Wild Rose blank notepad

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Ordinary Habit Lucy green "Peace and Sweetness" puzzle

For Your Mother-in-Law

For that picky someone or mother-in-law you’re trying to impress, opt for something monogrammed, functional, and luxurious-like a crossbody bag from Cuyana in a lovely suede.

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Cuyana Double Loop bag

For the Cook in Your Life

Treat the cook in your life to some kitchen upgrades that will last a lifetime; an Our Place dutch oven (that will look lovely even when brought to the table) or a beautiful set of Berti knives will do the trick.

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Our Place the Perfect pot

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Berti white-handled Italian kitchen knives

For the Gardener

For the avid gardener or budding green enthusiast, a thoughtful gift for their adventures in the garden will definitely delight.

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Picnic Time garden tote and tools

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Arber holistic plant care kit

For Your Sister

Try a pretty perfume like Chanel’s Coco Mademoiselle or a dainty gold necklace for your sister this season—sentimental gifts for them to use or wear daily.

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Chanel Coco Mademoiselle eau de parfum

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Mejuri Satellite necklace with white sapphires

For Your Best Friend

For a meaningful best friend gift, wrap up something unexpected like a beautifully framed zodiac print by Sunday Lane or a set of Eberjey’s soft-soft pajamas.

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Eberjey Gisele monogram long pajama set

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Emily Draws Things zodiac print

For Your Friend Who Has It All

For the friend who has it all, a monogrammed gift is the way to go—whether it’s a cozy throw or a chic leather AirPods case.

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Azzo handmade monogram AirPods Pro case

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Matouk Pezzo initial throw

For the Hostess

Don’t show up empty-handed to your next holiday soiree and gift your hostess something memorable-like a monogrammed cheese board for their next fête or a set of delicious olive oil, honey, and vinegar to enjoy in the days to come.

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Mark and Graham painted stripe cheese board

Brightland the Luminous capsule

For the Traveler

For your jet-setting loved ones, gift them a luxurious travel accessory that will remind them of you while on the road.

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Louis Vuitton My LV Heritage passport cover

Paravel monogrammed See-All vegan leather-trimmed canvas cosmetics case

For the Fashionista

Prada’s beloved bucket hat or a Saint Laurent AirPods holder is the perfect gift for your fashion-forward friend.

Prada logo-embellished shell bucket hat

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Saint Laurent tweed AirPods Pro holder

For the Coffee Lover

Upgrade your coffee lover’s routine with a subscription to Driftaway Coffee or an Ember Mug to help them enhance their morning brew.

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Driftaway coffee subscription

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Ember Mug² in white

For the New Mom

Whether you missed sending a gift to the new mom in your life or want to send another thoughtful one, try a monogrammed keepsake box or meaningful gift bundle by Simone LeBlanc.

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Simone LeBlanc Mom & Baby box

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Savor monogram Georgia baby keepsake box

For Your Secret Santa

For a secret Santa gift, something edible is always a good idea—like, say, our very own panettone or a beautiful blooming rose tea.

Replica Handbag Store classic panettone

The Qi Shangri-la rose whole flower tea

For the Wine Connoisseur

Give the gift that keeps on giving with a natural wine club subscription from Mysa and a set of beautifully crafted glasses to accompany.

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Mysa natural wine club

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Nomad Fuum four-piece crystal white wine glassware set

For the Minimalist

For the minimalist, gift them an on-theme book on living the less-is-less life and maybe a slick Porto handbag.

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Minimalista: Your Step-by-Step Guide to a Better Home, Wardrobe, and Life by Shira Gill

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Porto the mini pouch

For the Baker

Whether it’s a complete bakeware set or a beautifully crafted marble rolling pin, the baker in your life will surely be inspired to get baking.

Caraway 11-piece bakeware set

Hawkins New York marble rolling pin

For the Someone Special

For that special someone, a personalized gift is just the ticket. A beautiful photo book of memories or a personalized locket are two meaningful ways to show you care this season.

Artifact Uprising layflat photo album

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Catbird yellow gold Dollhouse locket