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Boys’ Holiday Looks That Are Oh-So-Festive

Courtesy of Brands

Handsome holiday looks are easy with these boys’ Christmas sweaters and holiday outfits

The holiday season is fast-approaching and we’re trying to get ahead of the game (hey, 2023 is a good year to start, right?). We’ve rounded up some of our favorite boys’ Christmas sweaters and holiday outfits, including pants, vests, and blazers, so you can mix and match and get creative, or buy a set and match head-to-toe. And of course, these aren’t only boys holiday outfits; any kiddo is sure to look dapper in these duds. Our picks of boys’  sweaters, holiday blazers, and cozy sweats are below. (Looking for holiday dresses? We’ve got you covered with this post!)

Wool Argyle Sweater

JACADI

This modern take on classic argyle makes this sweater a great choice. Plus, it's heirloom-quality, so hand-me-downs have never looked so good.

Wool Argyle Sweater ($109.00)—Buy Here!

Faux Wool Felt Plaid Jacket

Hanna Andersson

With a faux wool fabrication and easy buttons for little hands, this plaid jacket is the perfect holiday layer.

Faux Wool Felt Plaid Jacket ($46.80)—Buy Here!

Elf Sweatshirt In French Terry

Hanna Andersson

We know it's not really 'dressy', but for casual get-togethers and class parties, this Elf sweatshirt is perfect. Also available in adult sizes.

Elf Sweatshirt In French Terry ($27.99+)—Buy Here!

The Velvet Party Blazer

Janie and Jack

Absolutely swooning over this rich berry blazer. Add the matching pants and button-down shirt and you'll have one sharp kiddo.

The Velvet Party Blazer ($77.00)—Buy Here!

Festive Scene Flannel

Boden

Reindeer, log cabins, and sleighs adorn this cozy shirt that can be dressed up or down.

Festive Scene Flannel ($48.00)—Buy Here!

3-pc Sweater Vest Set

H&M

This woven button-down shirt comes paired with a fun sweater vest and jaunty tie. One and done.

3-pc Sweater Vest Set ($39.99)—Buy Here!

Glacier Plaid Superfleece Shirt

O'Neill

So, so cozy and ready for any layering, this warm shirt can be dressed up or down easily while keeping him bundled up.

Glacier Plaid Superfleece Shirt ($55.00)—Buy Here!

Geo Snowflake Sweater

Janie and Jack

This isn't your average holiday sweater. Wear this unique print with black jeans to keep them cozy and cute.

Geo Snowflake Sweater ($40.32)—Buy Here!

Christmas Cabin Fair Isle Sweater

Gymboree

Part of Gymboree's sibling matching options, this sweater tiks all the required boxes for perfect holidaywear.

Christmas Cabin Fair Isle Sweater ($15.98)—Buy Here!

Striped Christmas Tree Poplin Button Up Shirt

The Children's Place

Not only is this just too darling, it also comes in adult sizes. Wear it with jeans, slacks, or layer it up.

Striped Christmas Tree Poplin Button Up Shirt ($10.78)—Buy Here!

Christmas Santa Baby Set

The Trendy Toddlers

Comfy and Christmas-ready? That's the name of the game in this precious set.

Christmas Santa Baby Set ($24.95)—Buy Here!

Long Sleeve Woven Shirt and Pants Set

Target

While we love the whole ensemble but the red pants are everything.

Long Sleeve Woven Shirt and Pants Set ($25.00)—Buy Here!

Tartan Flex Washed Shirt

J.Crew Factory

This classic plaid shirt looks great alone or as a layer under a sweater or jacket.

Tartan Flex Washed Shirt ($24.50+)—Buy Here!

Checked Interlock Pullover & Pant Set

Ralph Lauren

Between the color, print, and classic Ralph Lauren flair, this is an easy favorite.

Checked Interlock Pullover & Pant Set ($69.50)—Buy Here!

Organic Knit Christmas Tree Sweater

Monica Andy

This sweater is oh-so-soft and he green-on-green is super festive.

Organic Knit Christmas Tree Sweater ($38.00)—Buy Here!

Santa Bomber Letterman Jacket

FIITG

If you're interested in taking holiday style to the next level, may we interest you in this jacket (that's also available in adult sizes)?

Santa Bomber Letterman Jacket ($38.99)—Buy Here!

Truck Sweater Vest, Shirt & Pants Set

Kohl's

Everyone loves a one-and-done outfit, especially toddler parents.

Truck Sweater Vest, Shirt & Pants Set ($28.80)—Buy Here!

 

All the products listed are independently & personally selected by our shopping editors.

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All images courtesy of retailers.