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Evergreen Winnie
Evergreen: The needles and berries of winter trees are the basis of our Evergreen dress. In blue-green with pops of faded-red, we’ve created a print that’s both sophisticated and party-ready. Style Description: The WINNIE is our answer to the crisp...
$ 75.00
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Evergreen Sunday
Evergreen: The needles and berries of winter trees are the basis of our Evergreen dress. In blue-green with pops of faded-red, we’ve created a print that’s both sophisticated and party-ready. Style Description: The SUNDAY is a darling cap sleeve dress...
$ 75.00
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Golden Snowflake Winnie
Golden Snowflake: Gold snowflakes fall gently against our winter-white cotton. A matching gold Smiling Button patch adds to the magic. Style Description: The WINNIE is our answer to the crisp air of New England seasons. The 3/4 length sleeve keeps little...
$ 90.00
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Penguin Parade Winnie
Penguin Parade: The best looking penguins you ever did see have gathered to parade on our multi-pink print.   Style Description: The WINNIE is our answer to the crisp air of New England seasons. The 3/4 length sleeve keeps little...
$ 66.00
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Forest Green Buffalo Check Winnie
Forest Green Buffalo Check: Another unique take on the classic Buffalo Check, we’ve done this print in evergreen and white to reflect a snowy winter forest. Style Description: The WINNIE is our answer to the crisp air of New England...
$ 66.00
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Little Red Bow Pinny
Little Red Bow: Because who doesn’t like a present? Gift-friendly bows pattern our cheerful red cotton. Style Description: The PINNY is a modern take on the classic pinafore. This dress is ready for whatever adventures the day may bring –...
$ 75.00
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Ballerina Bow Winnie
Ballerina Bow: Because who doesn’t like a present? Gift-friendly bows pattern our ballerina pink cotton. Style Description: The WINNIE is our answer to the crisp air of New England seasons. The 3/4 length sleeve keeps little ones warm and cozy in...
$ 75.00
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Ballerina Bow Pinny
Ballerina Bow: Because who doesn’t like a present? Gift-friendly bows pattern our ballerina pink cotton. Style Description: The PINNY is a modern take on the classic pinafore. This dress is ready for whatever adventures the day may bring – roomy enough...
$ 75.00
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Pink Houndstooth Pinny
Pink Houndstooth: We’ve updated traditional houndstooth in a soft shade of pink. A darker pink SB patch helps highlight the print. Style Description: The PINNY is a modern take on the classic pinafore. This dress is ready for whatever adventures...
$ 75.00
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Navy Houndstooth Winnie With Pink
Navy Houndstooth with Pink: Playful navy houndstooth gets added oomph with our light pink trim. We’ve paired it with a navy blue SB patch to keep the rest simple! Style Description: The WINNIE is our answer to the crisp air...
$ 75.00
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Navy Houndstooth Sunday With Pink
Navy Houndstooth with Pink: Playful navy houndstooth gets added oomph with our light pink trim. We’ve paired it with a navy blue SB patch to keep the rest simple! Style Description: The SUNDAY is a darling cap sleeve dress simply...
$ 75.00
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Classic Red Corduroy Flutterall
Classic Red Corduroy: Our super-soft corduroy is a perennial favorite. In Smiling Button’s vibrant Cherry Red, we’ve created an irresistible combo. Style Description: The FLUTTERALL Our ode to the overall! The Flutterall features an elastic, "pull up, pull down" waistband,...
$ 78.00
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Gumdrop Duet
Gumdrop: Does it get any sweeter? Our latest print of candy-colored polka dots has arrived in bubblegum pink and minty green.   Style Description: The DUET is the 3/4 version of our classic Double Button. It is a comfortable and versatile...
$ 66.00
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Winter Blue Corduroy Flutterall
Winter Blue Cord: You’ll want to cuddle up with a storybook in our cozy ice blue corduroy. We love to layer it with SB’s super-soft long-sleeved tees. Style Description: The FLUTTERALL Our ode to the overall! The Flutterall features an...
$ 80.00
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Winter Blue Corduroy Pants
Winter Blue Cord: You’ll want to cuddle up with a storybook in our cozy ice blue corduroy. We love to layer it with SB’s super-soft long-sleeved tees. Style Description: Our PANT is a nod to classic American style. Much like...
$ 60.00
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Classic Navy Cord Flutterall
Navy corduroy: Two Smiling Button classics—deep navy and velvety corduroy—make for one perfect piece. Style Description: The FLUTTERALL Our ode to the overall! The Flutterall features an elastic, "pull up, pull down" waistband, adjustable button closure straps and a perfectly sized pocket....
$ 82.00
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Holiday Check Pant
Holiday Check: Looking for a holiday print? Here’s a quite literal “Check!” in festive red and green. A classic red SB patch complements the look, though we also recommend a candy cane.  Style Description: Our PANT is a nod to...
$ 60.00
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Holiday Check Duet
Holiday Check: Looking for a holiday print? Here’s a quite literal “Check!” in festive red and green. A classic red SB patch complements the look, though we also recommend a candy cane.  Style Description: The DUET is the 3/4 version of our classic...
$ 66.00
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Flannel Buffalo Check Winnie
Flannel Buffalo Check: We’ve updated our Buffalo Check in an eye-catching blue and black. Layer it over SB leggings for an extra cozy look.  Style Description: The WINNIE is our answer to the crisp air of New England seasons. The...
$ 66.00
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Flannel Buffalo Check Pinny
Flannel Buffalo Check: We’ve updated our Buffalo Check in an eye-catching blue and black. Layer it over SB leggings for an extra cozy look.  Style Description: The PINNY is a modern take on the classic pinafore. This dress is ready for whatever...
$ 66.00
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Pink Houndstooth Duet
Pink Houndstooth: We’ve updated traditional houndstooth in a soft shade of pink. A darker pink Smiling Button patch helps highlight the print.   Style Description: The DUET is the 3/4 version of our classic Double Button. It is a comfortable and...
$ 75.00