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.

If you buy something from the links in this article, we may earn affiliate commission or compensation. Prices and availability reflect the time of publication.

All images courtesy of retailers.

The ultimate kids’ holiday dress roundup is here

Somehow, it’s already the 2023 holiday season. Although it feels like it snuck up on us especially fast this year, we’re making sure that we’ve got a jump on event prep. From parties to pictures, fests to fairs, these kids’ holiday dresses are ready for anything. It’s the season of sparkling and shining, and our list of kids’ holiday dresses is the perfect place to find seasonal styles that match their unique sense of fashion. On Dasher, on Dancer, on Prancer, on dresses.

The Holiday Frills Dress

Janie and Jack

It's all in the name. The frills of this red plaid dress add some extra detail, and it also comes in a Cream and Sugar Rose print.

The Holiday Frills Dress ($45.49)—Buy Here!

Jacquard Dress in Rose

JACADI

We absolutely love the unique bold hues of this stunning dress, Try adding contrasting tights and a sparkly headband for an exceptionally lovely holiday look.

Jacquard Dress in Rose ($189.00+)—Buy Here!

Audrah Petticoat Dress

Joyfoile

The quintessential holiday dress, the Audrah has a soft tulle petticoat (who says 'stunning' has to be uncomfortable?). It also comes in a dreamy Pebble Grey option. 

Audrah Petticoat Dress ($88.00)—Buy Here!

Plaid Bow Pintuck Dress

Gymboree

This gorgeous green color is topped off with a pretty plaid bow, and it's also part of Gymboree's Mommy & Me Collection (hello, photo opps).

Plaid Bow Pintuck Dress ($64.95)—Buy Here!

Tiered Shimmer Dress

J.Crew Factory

And shimmer it does. This dress is completely ready for any holiday celebration.

Tiered Shimmer Dress ($47.50)—Buy Here!

Short Puff Sleeve Sequin Dress

Target

Sparkle. On. Point. It doesn't get much more 'holiday' than this one.

Short Puff Sleeve Sequin Dress ($30.00)—Buy Here!

Christmas Tree Tulle Dress

Boden

This is a serious case of Rockin Around the Christmas Tree (seriously, check out the spinning action of this cutie).

Christmas Tree Tulle Dress ($99.00)—Buy Here!

Multicolor Sequin Dress

J.Crew Factory

We love how this dress reminds us of sparkling snow.

Multicolor Sequin Dress ($39.50)—Buy Here!

Mini Coco Dress

Ivy City Co.

Everything from Ivy City Co. is a show-stopper, so it's no surprise that the Coco Dress is, too. We're so here for this unique color for the holidays. Oh, and bonus: there's a women's version, too. 

Mini Coco Dress ($68.00)—Buy Here!

Under The Mistletoe Blazer Tutu Dress

Mia Belle Girls

Fashionistas, your time has come. And don't worry—it's all soft fabric and waistbands.

Under The Mistletoe Blazer Tutu Dress ($62.99)—Buy Here!

Super Star Party Dress

Lola and the Boys

Even though it's not officially a holiday dress, we can't think of a single reason why this star-studded dress wouldn't be perfect for all the festivities.

Super Star Party Dress ($56.00)—Buy Here!

Sequin Mesh Flared Dress

H&M

We're loving the deep red of this dress, but it also comes in beige/silver.

Sequin Mesh Flared Dress ($49.99)—Buy Here!

Anouk Petticoat Dress

Joyfolie

A statement dress if there ever was one, the Anouk comes in both girls and little girls sizes.

Anouk Petticoat Dress ($108.00)—Buy Here!

Tulle Embroidered Party Dress

Boden

Boden's French Navy hue is a holiday must and the Scandinavian-ish embroidery is perfect.

Tulle Embroidered Party Dress ($149.00)—Buy Here!

Velour Elizabeth Dress in Sugarplum

Pink Chicken

This swingy tiered dress was made for the holidays, and the velour fabrication catches every light.

Velour Elizabeth Dress in Sugarplum ($84.00)—Buy Here!

Mini Evelyn Dress

Ivy City Co.

We are fully smitten by this beautiful sequin frock (and the fact that it comes in an adult version makes it even more of a holiday must-have).

Mini Evelyn Dress ($68.00)—Buy Here!

Gold Sparkle Sweater Dress

Tea Collection

We love the idea of pairing this subtly sparkly dress with metallic leggings.

Gold Sparkle Sweater Dress ($69.00)—Buy Here!

Metallic Pleated Flutter Party Dress

Carter's

Add a black cardigan and this twirly dress will glow for every event.

Metallic Pleated Flutter Party Dress ($16.00)—Buy Here!

Olivia Holiday Cardigan Dress

Bonnie Jean

They'll stay warm and look adorable all season long with this cardigan dress combo.

Olivia Holiday Cardigan Dress ($46.00)—Buy Here!

Sequin Plaid Fit and Flare Dress

The Children's Place

This classic dress comes in Tidal (pictured) and black and green Spruceshad

Sequin Plaid Fit and Flare Dress ($54.95)—Buy Here!

Velvet-Sparkle Long-Sleeve Jumpsuit

Old Navy

Who says their holiday outfit has to include a dress? Not us. This fun jumpsuit also comes in black.

Velvet-Sparkle Long-Sleeve Jumpsuit ($34.99)—Buy Here!

Holly Jolly Santa Organic Dress

Sammy & Nat

For a casual, vintage vibe, we're in love with this retro Santa dress.

Holly Jolly Santa Organic Dress ($68.00)—Buy Here!

 

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

If you buy something from the links in this article, we may earn affiliate commission or compensation. Prices and availability reflect the time of publication.

All images courtesy of retailers.

New York does everything big, and the holiday season is no exception. Lights, decorations and good cheer take over the city for the next few weeks, making this, as they say, the most wonderful time of the year. Here are our top holiday picks to get you and your little ones filled with the holiday sprit, NYC-style — all month long.

photo:  Justina Wong

The Three Bears Holiday Bash
Songs, dancing, puppets, and all in Central Park…what more could you ask for in a holiday show? “The Three Bears Holiday Bash” returns to the Swedish Cottage Marionette Theater with its festive puppet show celebrating Hanukkah, Christmas and Kwanzaa. Mama and Papa Bear’s holiday show, along with the audience sing-a-long of “12 Days of Christmas,” is guaranteed to get your whole family in the holiday spirit.

Nov. 12 – Dec. 30
$10/adults; $7/children under 12
Swedish Cottage Marionette Theater
81st Street and Central Park West
Upper West Side
212-988-9093
Online: cityparksfoundation.org

photo: Charles16e via Flickr

Origami Holiday Tree
Looking for a new way to decorate your tree this year? Get inspired by the Origami Holiday Tree at the American Museum of Natural History. For more than 40 years, this museum tradition displays a tree that is decorated with more than 500 hand-folded models created by origami artists from all around the world. With the help of volunteers from OrigamiUSA, your little artists will have the chance to make their own origami to spice up your tree at home.

Nov. 24 – Jan. 11
Free with museum admission; click here for ticket prices
American Museum of Natural History
Central Park West at 79th Street
Upper West Side
212-769-5100
Online: amnh.org

photo: Filip Wolak

Winter’s Eve
The 15th annual Winter’s Eve at Lincoln Square has something for every one of your holiday helpers to enjoy. The celebration begins with the beautiful Upper West Side tree lighting, which is followed by a list of festive activities to choose from for the rest of the evening. Your little ones can decorate mini-cupcakes from Magnolia Bakery, watch performances from the Big Apple Circus, make holiday cards, get their faces painted, listen to Suzy Shelton band sing their catchy tunes, and watch Okamoto carve ice into a sculptures of a giant polar bear and nutcracker.

Dec. 1, 5:30 – 9 p.m.
Free
Broadway from Time Warner Center at Columbus Circle to 68th Street
212-581-3774
Online: winterseve.nyc

photo: Bronx Museum of Arts

Family Affair: Winter Wonderland  
The Bronx Museum of Arts is helping families celebrate the holidays with its Winter Wonderland event. The whole afternoon will be filled with art activities for the entire family to enjoy. This is a great opportunity to craft some hand-made gifts for friends and family. Register here ahead of time to skip the line.

Dec. 6, 1- 4 p.m.
Tickets: Free for children under 12 accompanied by a parent or guardian
Bronx Museum of Arts
1040 Grand Concourse
718-681-6000
Online: bronxmuseum.org

 photo: Play Me a Story

MetLife Early Learner Performance Series: Hershel and the Hanukkah Goblins
This interactive musical performance at the Brooklyn Children’s Museum will get your little one ready to spin the dreidel and light the menorah. Play Me a Story will perform this story from the popular children’s book for one afternoon, inviting the kids in the audience to join in the fun. They will learn about the magic of Hanukkah by acting out the characters and singing and dancing along.

Sun., Dec. 7, 1 & 2:30 p.m.
Tickets: $9 for museum admittance; free for members & children under 1
Brooklyn Children’s Museum
145 Brooklyn Ave.
Crown Heights
718-735-4400
Online: Brooklyn Children’s Museum

 photo: Historic Richmond Town

Christmas in Richmond Town
Nostalgic for an old-fashioned Christmas? Historic Richmond Town will give you a traditional holiday experience that will fill your whole family with joy. With carolers singing in the streets and horse-drawn carriages rolling past, you’ll feel like you’ve stepped back in time. There will also be story-telling, tours of historic homes, a choir performance, plus a visit from Santa (arriving on a fire engine!) for you and your little elves to enjoy. Be sure not to miss the free traditional tree lighting at 5 p.m.

Dec. 7, 11 a.m.-5:00 p.m.
Tickets: $2/person; free for children six & under
Historic Richmond Town
441 Clarke Avenue
Staten Island
718-351-1611
Online: historicrichmondtown.org

photo: Joshua Winata

Winter Family Day at the Morgan Library & Museum
The annual Winter Family Day is an afternoon filled with holiday fun. This year’s theme celebrates the Middle Ages. Little knights and princesses will get to truly transform themselves by dressing in handmade costumes and creating their own holiday cards with inspiration from the museum’s manuscripts.  There will also be a heartwarming puppet show of The Magic of Hans Christian Anderson, and the afternoon comes to an end with a strolling reading of Dickens’ classic, A Christmas Carol.

Sun., Dec. 7, 2- 5p.m.
Click here for admission prices
The Morgan Library & Museum
225 Madison Ave. at 36th St.
Midtown
212-685-0008
Online: themorgan.org

photo: TalismanPHOTO

Holiday Train Show
Take your family on a magical trip through New York landmarks at the The New York Botanical Garden’s 23rd annual Holiday Train Show. With over 20 large-scale model trains and trolleys as well as models of favorite NYC destinations such as Rockefeller Center and Yankee Stadium, your little ones will be enchanted by seeing their (mini) city covered in sparkling lights. A variety of children’s activities such as scavenger hunts and puppet making, plus a performance of All Aboard with Thomas and Friends makes this an event that will be sure to become one of your family’s favorite holiday traditions. Tickets can sell out quick, so make sure to plan ahead!

Through Jan. 19
Tickets: Click here for admission prices
New York Botanical Garden
2900 Southern Blvd.
Bronx
718-817-8700
Online: nybg.org

photo: Alan Miles via Flickr

Madison Square Holiday
Everyone knows about the giant tree at Rockefeller Center, but what about the one in Madison Square Park? For over 100 years, the park has celebrated its own holiday tree tradition, and this year is gearing up to be tons of fun! There will be performances from Broadway’s Rodgers & Hammerstein’s Cinderella and Audra Rox. Your little ones can also listen to festive stories, learn how to plant Red Twig Dogwoods and enjoy yummy holiday treats. It’s all topped off by the Tree of Light illumination.

Dec. 9, 3:30-5:30 p.m.
Tickets: Free
Madison Square Park
Flatiron District
212-538-1884
Online: madisonsquarepark.org

photo: City Winery New York

Holiday Sing-A-Long with Dan Zanes & Friends
Looking for something a little different to get you in the spirit this season? Sing in the holidays at City Winery for their 4th annual Holiday Sing-A-Long with Dan Zanes & Friends. This interactive musical performance will have you and your kindie rocker singing and dancing with the Grammy winning band, whose music has been featured on Sesame Street and Nickelodeon, just to name a few.

Dec. 14, 11 a.m.
Tickets: $20/person                                                                                                                          
City Winery
155 Varick St.
Tribeca
212-608-0555
Online: citywinery.com

photo: Nicole Capatasto

Doctor Kaboom’s The Science of Santa
Are your little elves curious about how Santa works his magic? Doctor Kaboom in NYU Skirball’s show wonders the same thing, and decides that Santa Claus must be the greatest scientist in the world! He performs experiments to try and explain how Santa climbs down those skinny chimneys, how his reindeer can fly around the whole world and how he knows which boys and girls have been naughty or nice.

Dec. 20, 11 a.m.
Tickets: $20-$28/person
NYU Skirball for the Performing Arts
566 LaGuardia Pl.
Washington Square
212-992-8484
Online: nyuskirball.org

photo: Queens County Farm Museum

Holiday Open House    
Don’t let the after-holiday blues get you down! Visit the Holiday Open House at the Queens County Farm Museum to keep the merriment going. There will be tours of the festively-decorated Adriance Farmhouse, as well as craft activities for children. Plus: mulled cider to keep visitors nice and cozy.

Dec. 26, 27 & 28, noon – 4 p.m.
Tickets: Free
Queens County Farm Museum
73-50 Little Neck Pkwy.
Floral Park
718-347-3276
Online: queensfarm.org

photo: New York Hall of Science via Flickr

GingerBread Lane
Four words: underground candy subway station. That’s just one amazing element of the Queens New York Hall of Science’s massive Gingerbread Lane exhibit. The 300-square-foot village made entirely of edible gingerbread, royal icing and candy, is drafted, designed, baked and built over the course of an entire year. The village includes an estimated 1,900 pounds of icing, 400 pounds of candy and 500 popunds of gingerbread dough, and is (not surprisingly) a contender for the Guinness World Record for the largest gingerbread exhibit. Intrigued? Check out GingerBread Lane special events, like workshops to make your own gingerbread house! GingerBread Lane is free with museum admission.

New York Hall of Science
Through Jan. 11
$11/adults, $8/children
47-01 111th St.
Corona
718-699-0005
Online: nysci.org/

What’s your favorite NYC holiday season tradition? Tell us about it in the comments below!

—Katie Johnson