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Toddler Holiday Clothes I Actually Got Compliments On Last Year

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Dressing a toddler for the holidays sounds cute until you're wrestling a squirming kid into a scratchy sweater at 7 AM. If you've ever bought an adorable outfit only to have your kid rip it off before you even got to grandma's house, this is the line...
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Holiday Party Outfits That Survived Mashed Potatoes

Last Christmas my daughter wiped sweet potato casserole down her entire front five minutes into dinner. These pieces either cleaned up fast or hid the damage so well nobody noticed.

 
Daphne Kensington profile picture
Grab this if your kid is the type who spins in circles all night. My daughter wore it to two different parties and the tulle held up through both. Looks way more expensive than it is.
Girls Dresses Cat & Jack | Toddler
 
Daphne Kensington profile picture
Put this on my 3-year-old and my mother-in-law literally gasped. Soft enough that he didn't claw at it all evening. Pair it with dark jeans and you've got the cutest holiday look with zero fight.
Boys Cat & Jack Blazers & Jackets
 
Daphne Kensington profile picture
Use this for the family photo situation where everyone needs to look put together. The velvet is stretchy so your kid can still climb furniture at grandma's house without a meltdown.
Cat & Jack Velvet Dresses | Styles, Sizes & Colors
 
Daphne Kensington profile picture
Toss this on with khakis and suddenly your toddler looks like a tiny investment banker. The fabric is soft enough that my son actually kept it on for three straight hours, which is a personal record.
Toddler Boys' Long Sleeve Button-Down Shirt - Cat & Jack
 
Daphne Kensington profile picture
Perfect for the kid who wants to sparkle at every holiday gathering. Sequins stayed put even after my daughter sat on the floor playing with wrapping paper for 45 minutes straight.
Cat & Jack : Toddler Girls' Skirts
 
Daphne Kensington profile picture
Snap this onto any plain shirt and suddenly you have a holiday outfit. My son wore the bowtie for exactly 20 minutes but the photos were worth every second.
Boys' 3pk Suspender Set - Cat & Jack™ - Black
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Cozy Layers for Freezing Relatives' Houses

My in-laws keep their house at 62 degrees and act like that's normal. These layers kept my kids warm without turning them into an overstuffed marshmallow who can't move their arms.

 
Daphne Kensington profile picture
Keep this in the diaper bag for any house that feels like a walk-in freezer. The cable knit looks classic in photos and it's machine washable, which you will absolutely need.
Cat & Jack Toddler Girl Cardigans
 
Daphne Kensington profile picture
Layer this over literally anything and it looks intentional. My kid lived in this from November through February. Wish I'd bought two because the laundry turnaround was tight.
cat and jack toddler boy winter vest
 
Daphne Kensington profile picture
Try this for the grandparent who wants matching family photos. The pattern hides every crumb and stain, which is honestly why I picked it in the first place.
Fair Isle Sweater for Toddler Boys & Girls
 
Daphne Kensington profile picture
For the kid who refuses anything that isn't soft. My daughter calls hers the "bear shirt" and asks for it by name. It's warm enough to skip a coat on mild days.
Cat & Jack Sherpa Jackets
 
Daphne Kensington profile picture
Throw this over a onesie when you need to go from casual to holiday-ready in 30 seconds. Easy to get on and off, which matters more than any parent wants to admit.
Cat & Jack Cardigans for Girls & Toddlers - Sizes 0-3M to XL
 
Daphne Kensington profile picture
Wear this under a sweater or on its own with jeans. The waffle texture gives it that cozy holiday feel without looking like pajamas, though my son did sleep in it twice.
Cat & Jack Henley T-Shirts: Boys' & Girls' Sizes

Christmas Morning Pajamas They'll Actually Sleep In

I used to buy the cutest holiday PJs only to find out the fabric felt like cardboard to my kid. These are the ones that passed the toddler comfort test and still looked good in the morning chaos photos.

 
Daphne Kensington profile picture
Get these in early November because they sell out fast. The flannel is soft from the first wash and the buttons are actually toddler-proof, meaning they can't strip naked at 3 AM.
Kids Plaid Pajama Sets | Cat & Jack, Art Class, & More
 
Daphne Kensington profile picture
Perfect if your whole family wants matching PJs without looking like a catalog ad. Sizing runs a little big so you can get two holiday seasons out of one pair if you buy smart.
Hearth & Hand with Magnolia : Matching Family Pajamas
 
Daphne Kensington profile picture
Snag these for the kid who picks their own clothes. The gingerbread print was the only thing my son would willingly put on for two weeks straight. Held up to daily washing too.
Cat & Jack Pajamas | Kids' & Toddler Sets
 
Daphne Kensington profile picture
For cold houses and kids who kick blankets off every single night. The zipper goes from ankle to chin so midnight diaper changes don't require a full wrestling match.
Cat & Jack Zip-Up Pajamas | Adaptive Reversible Designs
 
Daphne Kensington profile picture
Pair these with the adult version and your holiday card is basically done. The cotton is thick enough to feel warm but breathable so your kid doesn't wake up sweaty at 2 AM.
Kids Buffalo Plaid Pajamas | Soft & Cozy Sets
 
Daphne Kensington profile picture
Use this instead of footed PJs if your toddler is between sizes. My daughter wore hers every night from Thanksgiving to New Year's and it was the only thing that kept her covered all night.
Cat & Jack Toddler Fleece Clothes

Holiday Shoes That Don't Cause a Tantrum

Getting shoes on a toddler is already a negotiation. Getting FANCY shoes on a toddler during the holidays nearly broke me. These are the ones that went on without tears and stayed on past the front door.

 
Daphne Kensington profile picture
Try these if your kid loves sparkly things but you hate the idea of spending real money on shoes she'll outgrow in six weeks. They slip on fast and she actually walked in them.
cat and jack ballet flats toddler
 
Daphne Kensington profile picture
Grab these a half size up so they last through every holiday event. My son wore them to a wedding after Christmas too. They look like real dress shoes but feel like slippers inside.
Cat & Jack Toddler Boy Loafers
 
Daphne Kensington profile picture
Classic enough for formal events, sturdy enough for a toddler who runs everywhere. The velcro strap means your kid can put them on herself, which buys you five minutes of peace.
Cat & Jack Mary Jane Shoes for Kids
 
Daphne Kensington profile picture
For the kid who flat out refuses dress shoes. These look put-together enough for holiday dinner but feel like sneakers, which is the only reason my son cooperated.
Toddler Shoes Cat and Jack | Sandals | Sneakers
 
Daphne Kensington profile picture
Pair these with tights and a dress for a look that works from church to playground. The side zipper means you're not fighting with laces while your kid wiggles away from you.
Cat & Jack : Girls' Boots
 
Daphne Kensington profile picture
Keep a pair in the car for when your kid rips their shoes off the second you buckle them in. These are warm, grippy on the bottom, and cute enough for indoor holiday parties.
Cat & Jack slipper socks for kids

Accessories That Finish the Look in 10 Seconds

Sometimes you're running late and your kid is wearing a plain long sleeve with yogurt on it. These accessories turned "we almost didn't make it" into "oh how adorable" more times than I can count.

 
Daphne Kensington profile picture
Toss this on a messy-haired toddler and suddenly they look like a holiday postcard. Works for boys or girls, keeps ears warm during the walk from the car to the front door.
Toddler Boys' Knit Fair Isle Dog Winter Beanie Hat
 
Daphne Kensington profile picture
For the kid who loses one glove every single outing. At this price point you can buy three pairs and stash them everywhere. They actually stay on little hands, which feels like a small miracle.
Cat & Jack Mittens & Kids Hats
 
Daphne Kensington profile picture
Wrap this loosely over any coat and your kid looks holiday-ready in about four seconds. My daughter wore hers as a blanket, a cape, and a scarf all in one car ride. Versatile little thing.
Cat & Jack : Baby Essentials: Nursery, Feeding, Gear & Care
 
Daphne Kensington profile picture
Grab a few pairs in different colors before the holiday rush. Nothing ruins a cute outfit faster than bare legs in December. These stay up, don't sag at the knees, and wash without pilling.
Girls Tights Cat & Jack
 
Daphne Kensington profile picture
Clip one of these in and the grandparents will act like your child belongs in a magazine. Quick fix for the morning when you realize the holiday outfit needs something but you have 90 seconds.
Cat & Jack : Hair Accessories and Clips
 
Daphne Kensington profile picture
Switch any plain outfit to holiday mode with these. My son wore them with a white tee and jeans and three people asked where I got his "outfit." It's literally just suspenders doing all the work.
Cat & Jack Suspenders: Boys & Baby Stylish Choices