Combining the preppy look of of a plaid woven with the skater style of a hoodie makes this a combination from Timberland you'll both love.
Timberland Kids Shirt, Boys Hooded Woven Shirt
Price: $33.00
Sporting style and spirit, this track jacket from Tommy Hilfiger has a scholarly feel that will fit right in with the rest of his wardrobe.
Tommy Hilfiger Kids Jacket, Boys Twain Track Jacket
Price: $35.70
The jeans make the look.   Sandblasting adds a cool vintage look to these jeans from Tommy Hilfiger.
Tommy Hilfiger Kids Jeans, Boys Revolution Jean
Price: $34.50
Slip his feet into these comfy and cozy in these flip flops with plaid insole and signature pony embroidery.Slip-onSportbuck upperCotton liningRubber solePadded insoleImported
Boy's Terrence Flip Flops
Price: $25.00
Lace-up sport sneaker with contrast trim and perforated leather.Leather upperGrip-tape closureRubber soleImported
Kid's Bicolor Sport Sneakers
Price: $230.00
These ultra-comfy, ultra-cool warm weather essentials for your little man are embellished with the pony logo.Slip-onRubber upperEVA solePadded insoleImported
Kid's Amino Flip Flops
Price: $18.00
A screen-printed tee made of ultra-soft cotton will keep your little guy looking cool and feeling comfortable. CrewneckShort sleevesFront graphicCottonMachine washImpoted
Boy's Two-Tone Tee
Price: $24.00
Perfectly preppy lace-up kicks for your little one with leather trim and embroidered pony.Lace-up95% cotton canvas/5% leather upperPlush terry cotton liningRubber solePadded insoleImported
Kid's Vaughn Lace-Up Sneakers
Price: $54.00
A quintessential silhouette in canvas and leather for a chic, nautical-inspired look.Lace-up closureCotton canvas and leather upperPlush terry cotton liningRubber solePadded insoleImported Please note: Number of grommets may vary by size ordered.
Boy's Sanders Boat Shoes
Price: $55.00
Perfect a polished look with these lace-ups in velvety suede and nylon with signature pony embroidery.Lace-upSuede and nylon upperCotton liningRubber soleImported
Boy's Xavier Sneakers
Price: $54.00
Made from plush twin-faced sheepskin, a reinforced heel and toe keep tiny feet protected while elastic cord detail adds a little fun. Logo embossed suede bottom Booties size: S (0-8 months), M (9-16 months), L (17-24 months). Imported
Infant's Boo Bootie
Price: $60.00
Slip his feet in these ultra-comfy, ultra-cool warm weather essentials with pony logo.Slip-onRubber upperEVA solePadded insoleImported
Boy's Waldo Flip Flops
Price: $18.00
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