Kids’ Outerwear

Good outerwear starts with how it feels. If it’s scratchy, stiff, or a pain to get on, it’s not getting picked, no matter how cold it is outside. The best pieces are soft in the right places, structured where they need to be, and made to move from the very first wear. Think flexible fabrics, easy closures, and room to grow without feeling too oversized.

Weight matters, too. Heavy layers slow kids down and cut playtime short. That’s why we focus on outerwear that’s lightweight but still brings the heat. These are the kinds of staples that work in the stroller, on the playground, or curled up in the backseat after a long day.

When a jacket fits well and feels right, kids keep it on. And that’s exactly the point!

Layering Under Kids’ Winter Outerwear Essentials

Not every winter day shows up the same. Some are cold and crisp, others bring icy rain, wind, or surprise snow flurries. That’s why a good winter setup starts with kids’ outerwear that can flex with the forecast and your kid’s energy.

For fall and winter days, we lean into cozy, lightweight layers that bring warmth without the bulk. The Wild One Hoodie is a go-to for this. Made from our signature organic cotton and bamboo blend, it’s soft, breathable, and holds up wear after wear without fading out. The helmet graphic gives just the right amount of edge, and the “One of the Wild Ones” text speaks to your kid’s big and bright personality. It’s a perfect layer under a thick jacket, but still cool enough to wear solo on milder days.

For in-between weather, the Cool Days Pullover adds that extra hit of warmth. Its fleece lining and weather-resistant outer keep your kid toasty and dry, while the relaxed fit makes it easy to toss over tees or hoodies. And when the temps drop, the full-body coverage that our Black Overalls offer really steps up. Built from organic cotton and spandex corduroy with just the right stretch, they’re durable enough for the park but comfortable enough to wear all day.

Build The Look: Head To Toe Essentials

Finding the right kids’ clothes for winter can be tricky, but we’ve locked down a foolproof outfit recipe. That means you can skip the puffy coat your kid immediately tries to wiggle out of. The key is to choose layerable pieces they’d pick out themselves: styles that feel soft, look cool, and keep them warm without getting in the way. Here’s how to build the perfect fit:

Build From A Base They’ll Live In

Underneath it all, start with a loose-fitting graphic tee that’s soft enough to double as a PJ top. Our Lords Of Gastown T-Shirt is a solid pick, crafted from Little Trouble’s signature blend of organic cotton and bamboo viscose. Featuring a bright LT truck fueled up for FUN, this lightweight shirt is made to be worn and loved many washes later. It’s slouchy in all the right ways, giving your kid an effortlessly cool vibe. Sustainably made in a closed-loop system throughout production and Oeko-Tex® certified, it’s a reliable base layer that starts every good outfit.

Add Overalls That Can Handle Real Life

Instead of pants, reach for a versatile pair of Black Overalls. Of course, we’ve added a little LT twist on this timeless piece. Naturally, we upgraded the adjustable straps with some statement-making checker accents to make them an instant household favorite. With roomy utility side and back pockets for snacks and toys, custom LT hardware, and a baggy fit, what’s not to love? Your little one can jump in leaf piles or draw chalk masterpieces in the driveway with a relaxed fit that moves with them and still looks fresh.

Layer With The Cool Days Pullover

Whether you pull it on over a t-shirt or overalls, our fleece-lined Cool Days Pullover hits that sweet spot between soft and sturdy. It’s weather-resistant on the outside, cozy on the inside, and designed for those in-between days where it’s chilly, but not cold enough for a thick coat. And when the temps drop even lower? It layers perfectly under a jacket without turning your kid into a walking marshmallow. Available in cool green, brown, and white, we’re bet you can’t just pick one!

Top It Off With A No-Fuss Beanie

A Black Beanie is all you need to accessorize outerwear for kids with style. Soft and made to actually stay on, this unisex everyday staple never gets old. It’s made from stretchy ribbed knit and skips the itchy tags and stiff logos, so your kid will want to wear it on repeat. Plus, it comes with a fold-over cuff for just the right amount of slouch.

Finish With Shoes That Match The Energy

For kids who stay moving, finish the look with comfy skater classics like Vans or Converse. They’re easy to slip on, made for running and jumping, and hold up to daily wear without killing the vibe. 

Cold weather won’t slow down your little adventurer, and this clean outfit combo won’t either. They might even beg you to wash it fast so they can wear it again tomorrow. That’s a layering win!

Durable Enough For Trouble, Cool Enough For Every Day

Kids don’t take it easy on their clothes, and they shouldn’t have to. Whether it’s playground spills, backyard wipeouts, or just a snack gone sideways, every piece we make is designed to hold up to real life. These aren’t outfits made for the ‘Gram. They’re clothes that can handle a full day of being a kid.

Durability matters, but so does style. Staples like our Black Overalls and Wild One Hoodie are made to keep up without sacrificing personality. They’re comfortable, built to last, and cool enough that kids want to wear them without being asked. That means fewer outfit battles and more time to head out the door.

From scooter rides to snowball fights, these pieces are built for the chaos. Reinforced stitching, flexible fabrics, and thoughtful fits mean they move with your kid. They’ll grab these again and again because they feel good and fit into their day without getting in the way. And when they come back a little muddy? No big deal! They’re easy to wash, hold their shape, and are always ready for round two.

How To Keep Kids Warm Without Overheating

Kids don’t regulate temperature the same way adults do. They run hotter, move more, and burn energy faster. That’s why smart layering is more effective than heavy jackets alone.

Start with breathable pieces like the Cool Days Pullover. It keeps warmth in without trapping too much heat. Add or remove layers depending on the activity, whether it’s a morning walk to the bus stop or running around at the park after brunch.

Use overalls or outer layers that can come off easily once they’re inside. The Wild One Hoodie is a great example. It’s cozy and durable enough for cold weather but easy to take off once your kid heads to class.

Warmth should be flexible. When you build a look from smart, breathable layers, your kid stays comfortable no matter what the day looks like.

Mixing And Matching Outerwear With Everyday Clothes

Outerwear should fit into real life. That means pieces your kid can wear with the stretchy jeans they already love or the graphic tee they insist on wearing every day of the week. At Little Trouble, we offer bold and minimalistic color palettes plus clean silhouettes. That way, everything in your kid’s closet is easy to mix and match.

The Wild One Hoodie makes a statement but still layers easily under coats or with joggers. Meanwhile, the Black Beanie goes with literally everything and adds a little edge without any extra effort. Even the Black Overalls feel easy to throw on over regular clothes. With us, you won’t find any complicated fits or color clashes. Just versatile pieces that look great with what your kid already has.