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The Bailey Boys J Bailey Button Down Shirt Mistletoe Plaid

Dress to impress quick and easy with this smart shirt. It features a classic button-down collar with a red and green print. Easily pair with dress pants for special occasions or chinos for a casual day look.

$44.00

The Bailey Boys J Bailey Hunter Plaid Pant

Whether your little man is heading to the park or joining a playdate, these hunter plaid trousers are the perfect combination of smart and comfortable.

$50.00

The Bailey Boys J. Bailey Olive Fleece Vest

This cozy olive fleece is ready for all outdoor adventures, just ask the embroidered turtle that hangs out on the chest pocket. The front zip can be left open for a more casual look, or zipped up for warmth when the temperatures start to drop.

$38.00

The Bailey Boys J. Bailey Button Down Shirt Wales Plaid

Classic, casual, colorful—the perfect all-rounder. Featuring a classic button-down collar, this red and green plaid shirt looks great paired with trousers. Button it up for special occasions, or wear it loose when playtime comes around.

$44.00

The Bailey Boys J. Bailey long sleeve polo

Classic, smart, casual—this long-sleeved shirt is the perfect all-rounder. Its super comfortable soft knit makes it ideal for casual days, or it can be dressed up with our smart trousers for a sharp look.

$34.00

The Bailey Boys J. Bailey long sleeve striped polo

Classic, smart, casual—this long-sleeved shirt is the perfect all-rounder. Buttons make dressing super easy, while the colorful stripes and bold trim add a playful touch.

$34.00

The Bailey Boys J. Bailey Button Down Green Windowpane

This easy-going plaid shirt is the perfect choice from school pictures to special occasions and everything in-between. It features a classic button-down style, long-sleeves, and a friendly embroidered turtle that hangs out on the chest.

$42.00

The Bailey Boys J Bailey Pink Oxford Shirt

The Southern island prep look, all buttoned down. The J. Bailey Roscoe shirts are carefully made to fit your young man perfectly.

$45.00

The Bailey Boys J Bailey Blue Stripe Seersucker Short

Get the island prep look with this enduring summer staple. J. Bailey Pete shorts have a classic fit and come in at just the right length for style and comfort.

$44.00

The Bailey Boys J Bailey Short Sleeve Polo White

Nothing says prep school charm like a well-made polo. Sporty yet polished, it's the kind of shirt a young man can wear anywhere. These polos have a tailored fit, wonderfully soft knit, and the distinct J. Bailey logo.

$36.00

The Bailey Boys J Bailey Blue Stripe Seersucker Pant

J. Bailey's Champ pant is a must-have in any young man’s wardrobe. Their classic fit is designed to move and flatter, with thoughtful details like elastic at the waist and buttoned back pockets.

$48.00

The Bailey Boys J Bailey Twill Pant Marine Blue

Champ Pant Design:
Adjustable elastic waistband for custom fit.
Five belt loops
Two back pockets with button closure
Two front pockets
Sizes 2T through 4T/4R are full elastic waist band (no zipper)
Sizes 5-12 design include c

$48.00

The Bailey Boys J Bailey Champ Pants Khaki

Champ Pant Design:
Adjustable elastic waistband for custom fit.
Five belt loops
Two back pockets with button closure
Two front pockets
Sizes 2T through 4T/4R are full elastic waist band (no zipper)
Sizes 5-12 design include c

$48.00

The Bailey Boys J Bailey Twill Pant Crimson

Champ Pant Design:
Adjustable elastic waistband for custom fit.
Five belt loops
Two back pockets with button closure
Two front pockets
Sizes 2T through 4T/4R are full elastic waist band (no zipper)
Sizes 5-12 design include c

$46.00

The Bailey Boys J Bailey Cord Pant Chocolate

Champ Pant Design:
Adjustable elastic waistband for custom fit.
Five belt loops
Two back pockets with button closure
Two front pockets
Sizes 2T through 4T/4R are full elastic waist band (no zipper)
Sizes 5-12 design include c

$48.00

The Bailey Boys J Bailey Cord Pant Navy

Champ Pant Design:
Adjustable elastic waistband for custom fit.
Five belt loops
Two back pockets with button closure
Two front pockets
Sizes 2T through 4T/4R are full elastic waist band (no zipper)
Sizes 5-12 design include c

$48.00

The Bailey Boys J Bailey Cord Pant Forest Green

Champ Pant Design:
Adjustable elastic waistband for custom fit.
Five belt loops
Two back pockets with button closure
Two front pockets
Sizes 2T through 4T/4R are full elastic waist band (no zipper)
Sizes 5-12 design include c

$48.00