Winter Fashions for Boys

It's as popular as ever, and even better than you remember. The classic Polo shirt can now be custom made from his favorite colors for a look he'll love. Visit polo.com, and in four easy steps, you can design your very own Polo shirt.
Or just hit the stores and choose polos or rugby shirts in his favorite colors. Rugby shirts are great because they are always in style, effortlessly dress up or down, and come in an amazing array of colors and patterns to suit many different tastes.

Buy Direct: Orange Multi-Stripe Rugby at polo.com

A classic button-down shirt is a Preppy boy's essential. He'll need one in basic white as well as a light blue one, but don't forget more exciting alternatives like striped, checked and plaid shirts. Don't be shy with color; boys look great in pink, light blue, greens, yellows, purples and any other color you can imagine. To modernize his preppy look, layer his button-down under his ruby or polo.

Buy Direct: Blue Tartan Plaid Shirt at gapkids.com

Sure, he can get classic and don a standard blazer, or he can funk up his modern preppy look with a retro-inspired blazer. For a funky winter look, layer a blazer over a hoody or zippy.

Buy Direct: Herringbone Blazer at gapkids.com

In the past, The Preppy Look demanded crisply-ironed trousers. Now, choose more casual pants such as chinos, cotton pants or even a nice pair of dark washed jeans. Go with basic colors on the bottom like tan, brown, navy and grey.

Buy Direct: Plain Front Khakis at oldnavy.com

For a more traditional Preppy Look, choose a pair of athletic shoes by classic "preppy" brands like Lacoste or Ralph Lauren. Or get more modern and choose a pair of hybrid dress-athletic shoes. In the witner, you can't go wrong with a pair of neutral colored boots.

Buy Direct: Ugg Kids Birch Boot at zappos.com