T+L Family: Hobo Alert | Travel + Leisure

Hobo Alert

The new look coming round the bend; a ragtag mix of stripes, plaids, tweeds, and patchworks that add up to the perfect traveling duds for your motley crew

Photographed by Hadas Dembo. Styled by Jill Davis

Three For the Road

Cover Girls

Ready to roam the Harlem Valley Rail Trail, in Copake Falls, N.Y. On Jesse (left): Herringbone blazer, $123, Kule by Nikki Kule; plaid shirt, $59, Ralph Lauren Childrenswear; trousers, $44, United Colors of Benetton Kids; sneakers, $29, Vans. On Brittany (center): Hat, $45, Lacoste; red cardigan, $24.50, and green capris, $19.50, Old Navy; blazer (over shoulder), $29, H&M; blue peasant top, $44, United Colors of Benetton Kids; striped socks, $8 for three, Little Miss Matched; sneakers, $29, Vans. On Gina (right): Embroidered jacket, $29.50, Children's Place; cardigan, $72, Sophie and Lili; tweed skirt, $44, United Colors of Benetton Kids; striped tights, $10.50, GapKids; high-tops, $30, Converse.

The Chicest Shabby

Keep Out The Sun, Son! Keep Out The Sun, Son!
Keep Out The Sun, Son! Keep Out The Sun, Son!

Top left: Arden's floral blouse, $55, by Ralph Lauren Childrenswear; linen pants, $85, Bu and the Duck; tights (cut off at ankle), $7.50, Old Navy; low-tops, $25, Converse; parasol, $6.50, Pearl River Mart. Top right: Herringbone blazer, $375, Ralph Lauren Childrenswear; cashmere scarf, $82, Kule by Nikki Kule, plaid shirt, $29.50, Talbots kids; gondolier tee, $52, Flora and Henri. Bottom left: Gina's Fair Isle sweater, $69, pom-pom scarf, $44, and skirt, $69, all Petit Patapon; tights, $7.50, Children's Place; sneakers, $37, Vans. Jesse's fleece cap, $14.50, and tie, $16.50, GapKids; shirt, $29.50, Talbots Kids; jeans, $56, Flora and Henri; sneakers, $29, Vans. Bottom right: Patchwork jacket, $250, Bu and the Duck; pants, $78, Flora and Henri; bindle tied from a vintage scarf.