Casual and Classic Boys Clothes For Weekends, Playdates and More!

Casual and Classic Boys Clothes for Fall

Motherhood and Children

I’ve heard from so many of you that boys can be hard to shop for, especially when all they want to wear are comfy outfits, so I am excited to share our classic boy clothes roundup for fall! Today we are sharing classic pieces that are comfortable, easy to mix and match, and transition well into winter. Good for school, weekend fun, and maybe even casual Christmas card photo options!

Click directly on the collage above to shop each item and scroll down for more cute fall finds for boys! 

J. Crew is one of my go-tos for well-made classics — and right now they are running a great buy more, save more sale. Use code MOREFALL to save 30% off any purchase or 40% off a $250+ purchase. This is a great time to stock up on fall basics! Don’t miss these jeans (a must for weekends and playing in piles of leaves) or their long sleeve tees (a great price point and so many color options.)

Boden is another favorite for darling children’s clothing at affordable prices and right now they are offering 20% full priced styles. No code needed. They have so many cute tees and sweaters for boys and don’t miss their shoe section too. 

We have ideas for toddlers through elementary and many of these come in tween sizes as well. Click to see sizing. 

Turtlenecks and White Tops: 

Dog Turtleneck
How cute is this?!
White Turtleneck
Might want to get a few of these!
Long Sleeve Undershirt
Perfect for layering!
Dog Pinpoint Shirt
Just precious.



Mallard Smocked Set
Order these sets before they sell out!
Pocket Set
So soft and sweet.
Yellow Lab Smocked Set
For the puppy lover.
Sport Smocked Set
Darling for game day!


Tops and Tees: 

Striped Polo
So soft and so cute!
Green Mallard Tee
Don't miss Eyelet and Ivy's pima knits.
Long Sleeve Tee
Stock up on a few colors.
Pima Football Tee
Click to see the other cute designs.
J. Crew Polo
A staple!
Striped Dino Tee
Boden has so many cute appliqué tees right now.
Striped Baseball Tee
Comes in green too.
Button-down Shirt
Cute for the holidays too.



Rainbow Striped Sweater
Would pair well with lots of different pants.
Duck Sweater
Theres a football version of this sweater too.
Dino Sweater
Several cute Fair Isle patterns here.
Half-Zip Sweater
Dress up or down!





A fall staple!
Twill Pant
The faux zip is great for younger children.
Corduroy Pant
Faux zip cords!
Corduroy Dock Pant
On sale today!


Jackets and Pullovers: 

Sherpa Zip-Up Jacket
Comes in a cute blue color option too.
Quilted Jacket
A classic coat for fall and winter.
Plaid Half-Zip Pullover
Cute with jeans or khakis.
Quilted Vest
Under $50!



Cowboy Boots
Every little boy needs cowboy boots.
Canvas Sneakers
These have velcro straps and come in three colors!
New Balance Sneakers
Love the grey version of these too.
These come in navy too!

If you loved these classic boy clothes don’t miss our fall favorites for girls’ post here

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