preppy clothing (302 RESULTS)

This classy polo-style dress by 24/7 Comfort Apparel is styled with a split collar, two-button bodice, and capped sleeves. Slight stretch in construction finishes this pull-on, preppy dress... 24/7 Comfort Apparel Womens Polo Dress - Black

24/7 Comfort Apparel Womens Polo...

Overstock.com
24/7 Comfort Apparel
$29.99
Free Shipping

Added to Favorites

This classy polo-style dress by 24/7 Comfort Apparel is styled with a split collar, two-button bodice, and capped sleeves. Slight stretch in construction finishes this pull-on, preppy dress... 24/7 Comfort Apparel Womens Polo Dress

24/7 Comfort Apparel Womens Polo Dress

Overstock.com
24/7 Comfort Apparel
$29.99
Free Shipping

Added to Favorites

Neutral. Our Slimmest Fit Chino, The Finn Offers An Ultra-mod Tapered Silhouette And A Look That's A Little More Polished Than Denim. Wear This Pair That Uses The Sunset As Muse With Your... EXPRESS Mens Finn Slim Chino Pant Neutral W31 L32

EXPRESS Mens Finn Slim Chino Pant...

Express
Express
$69.90

Added to Favorites

Neutral. Our Slimmest Fit Chino, The Finn Offers An Ultra-mod Tapered Silhouette And A Look That's A Little More Polished Than Denim. Wear This Pair That Uses The Sunset As Muse With Your... EXPRESS Mens Finn Slim Chino Pant Neutral W33 L30

EXPRESS Mens Finn Slim Chino Pant...

Express
Express
$69.90

Added to Favorites

This polo's a must-have for his go-to preppy wear!. Available sizes: 6-9 MOS,3T,2T,5T,9-12 MOS,18-24 MOS,4T,12-18 MOS Baby Boys Striped Polo - Blue - The Children's Place

Baby Boys Striped Polo - Blue - The...

The Children's Place
The Children's Place
$10.95 $8.21

25%

Off

Added to Favorites

This polo's a must-have for his go-to preppy wear!. Available sizes: 3T,2T,12-18 MOS,9-12 MOS,6-9 MOS,18-24 MOS,4T,5T Baby Boys Striped Polo - Gray - The Children's Place

Baby Boys Striped Polo - Gray - The...

The Children's Place
The Children's Place
$10.95 $8.21

25%

Off

Added to Favorites

Carter's Baby Boys' Striped Polo Jumpsuit Kids Kids In this preppy coverall from Carter's, a polo collar adds a polished look and cotton jersey keeps him comfortable during all-day wear. Carter's Baby Boys' Striped Polo Jumpsuit

Carter's Baby Boys' Striped Polo...

macys.com
Carter's
$18.00 $8.99

50%

Off

Added to Favorites

American Living Striped Sleeveless Dress Women Women's Clothing - Dresses (new) American Living's must-have ponte dress features preppy stripes and a flirty, full skirt. American Living Striped Sleeveless Dress

American Living Striped Sleeveless...

macys.com
$79.00

Added to Favorites

Flapdoodles - Girls Short Sleeve Tie Dye T-Shirt, Preppy Pink, Turquoise,, Ribbed Neck, Metallic Painted Peace Sign, Tie Dye Disclaimer These Garments Have Been Individually Tie Dyed by... Flapdoodles - Little Girls's Short Sleeve Tie Dye T-Shirt, Preppy Pink, Turquoise 30195-6

Flapdoodles - Little Girls's Short...

Amazon Marketplace
Flapdoodles
$16.90

Added to Favorites

Flapdoodles - Girls Short Sleeve Tie Dye T-Shirt, Preppy Pink, Turquoise,, Ribbed Neck, Metallic Painted Peace Sign, Tie Dye Disclaimer These Garments Have Been Individually Tie Dyed by... Flapdoodles - Little Girls's Short Sleeve Tie Dye T-Shirt, Preppy Pink, Turquoise 30195-3

Flapdoodles - Little Girls's Short...

Amazon Marketplace
Flapdoodles
$16.90

Added to Favorites

CLOSEOUTS . There are two categories of chinos: uptight (as in pressed and preppy) and chill (now we're talking). It doesn't take a genius to decide which category applies to Surfside... Surfside Supply Company Chino Pants (For Men) – MIDNIGHT

Surfside Supply Company Chino Pants...

Sierra Trading Post
$128.00 $79.95

38%

Off

Added to Favorites

Hatley boy's button down shirt features embroidered patches and contrasting cuffs. Perfect for any occasion. Wear alone, unbuttoned over a tee, or underneath a sweater for a preppy look. Hatley Little Boys' Button Down Shirt - Big Rig Trucks, Blue, 4

Hatley Little Boys' Button Down Shirt...

Amazon.com
$14.26

Added to Favorites

Hatley boy's button down shirt features embroidered patches and contrasting cuffs. Perfect for any occasion. Wear alone, unbuttoned over a tee, or underneath a sweater for a preppy look. Hatley Little Boys' Button Down Shirt, Green, 8

Hatley Little Boys' Button Down...

Amazon.com
$12.94

Added to Favorites

This classy polo-style dress by 24/7 Comfort Apparel is styled with a split collar, two-button bodice, and capped sleeves. Slight stretch in construction finishes this pull-on, preppy dress... 24/7 Comfort Apparel Womens Polo Dress - Green

24/7 Comfort Apparel Womens Polo...

Overstock.com
24/7 Comfort Apparel
$29.99
Free Shipping

Added to Favorites

Neutral. Our Slimmest Fit Chino, The Finn Offers An Ultra-mod Tapered Silhouette And A Look That's A Little More Polished Than Denim. Wear This Pair That Uses The Sunset As Muse With Your... EXPRESS Mens Finn Slim Chino Pant Neutral W30 L30

EXPRESS Mens Finn Slim Chino Pant...

Express
Express
$69.90

Added to Favorites

Neutral. Our Slimmest Fit Chino, The Finn Offers An Ultra-mod Tapered Silhouette And A Look That's A Little More Polished Than Denim. Wear This Pair That Uses The Sunset As Muse With Your... EXPRESS Mens Finn Slim Chino Pant Neutral W28 L32

EXPRESS Mens Finn Slim Chino Pant...

Express
Express
$69.90

Added to Favorites

Neutral. Our Slimmest Fit Chino, The Finn Offers An Ultra-mod Tapered Silhouette And A Look That's A Little More Polished Than Denim. Wear This Pair That Uses The Sunset As Muse With Your... EXPRESS Mens Finn Slim Chino Pant Neutral W30 L32

EXPRESS Mens Finn Slim Chino Pant...

Express
Express
$69.90

Added to Favorites

Neutral. Our Slimmest Fit Chino, The Finn Offers An Ultra-mod Tapered Silhouette And A Look That's A Little More Polished Than Denim. Wear This Pair That Uses The Sunset As Muse With Your... EXPRESS Mens Finn Slim Chino Pant Neutral W31 L30

EXPRESS Mens Finn Slim Chino Pant...

Express
Express
$69.90

Added to Favorites

Neutral. Our Slimmest Fit Chino, The Finn Offers An Ultra-mod Tapered Silhouette And A Look That's A Little More Polished Than Denim. Wear This Pair That Uses The Sunset As Muse With Your... EXPRESS Mens Finn Slim Chino Pant Neutral W33 L32

EXPRESS Mens Finn Slim Chino Pant...

Express
Express
$69.90

Added to Favorites

Neutral. Our Slimmest Fit Chino, The Finn Offers An Ultra-mod Tapered Silhouette And A Look That's A Little More Polished Than Denim. Wear This Pair That Uses The Sunset As Muse With Your... EXPRESS Mens Finn Slim Chino Pant Neutral W28 L30

EXPRESS Mens Finn Slim Chino Pant...

Express
Express
$69.90

Added to Favorites

Betsey Johnson Point-Collar Colorblock Lace Dress Women Women's Clothing - Dresses Pretty meets preppy on this need-now party dress by Betsey Johnson, featuring a flirty lace body made... Betsey Johnson Point-Collar Colorblock Lace Dress

Betsey Johnson Point-Collar...

macys.com
Betsey Johnson
$168.00 $119.99
Free Shipping

29%

Off

Added to Favorites

Lauren Ralph Lauren Long-Sleeve Cable-Knit Sweater Dress Women Women's Clothing - Dresses A stylish twist on a classic sweater, Lauren Ralph Lauren's comfortable dress features a preppy... Lauren Ralph Lauren Long-Sleeve Cable-Knit Sweater Dress

Lauren Ralph Lauren Long-Sleeve...

macys.com
Ralph Lauren
$179.00 $116.99
Free Shipping

35%

Off

Added to Favorites

Alex Evenings Cap-Sleeve Metallic Tweed Sheath Women Women's Clothing - Dresses This Alex Evenings sheath takes preppy tweed in a party direction with textured metallic fabric and a... Alex Evenings Cap-Sleeve Metallic Tweed Sheath

Alex Evenings Cap-Sleeve Metallic...

macys.com
Alex Evenings
$159.00
Free Shipping

Added to Favorites

Betsey Johnson Contrast Pearl Collar Lace Sheath Women Women's Clothing - Dresses Both pretty and preppy, Betsey Johnson's must-have cocktail dress features a romantic lace body with a... Betsey Johnson Contrast Pearl Collar Lace Sheath

Betsey Johnson Contrast Pearl Collar...

macys.com
Betsey Johnson
$168.00 $119.99
Free Shipping

29%

Off

Added to Favorites

Betsey Johnson Cap-Sleeve Pearl-Collar Dress Women Women's Clothing - Dresses Refresh your Lbd wardrobe with Betsey Johnson's cool frock, featuring a pearl-embellished contrast collar for a... Betsey Johnson Cap-Sleeve Pearl-Collar Dress

Betsey Johnson Cap-Sleeve...

macys.com
Betsey Johnson
$158.00
Free Shipping

Added to Favorites

Tahari ASL Plus Size Colorblock Pleated Dress Plus Sizes Plus Size Clothing - Dresses (new) Tahari Asl's plus size dress looks preppy and pretty with colorblocking, crisp pleats and a sleek... Tahari ASL Plus Size Colorblock Pleated Dress

Tahari ASL Plus Size Colorblock...

macys.com
Elie Tahari
$138.00
Free Shipping

Added to Favorites

Nautica Danforth 8-Wale Corduroy Pants Men Men's Clothing - Pants These wide-wale corduroy pants from Nautica deliver classic preppy style. Nautica Danforth 8-Wale Corduroy Pants

Nautica Danforth 8-Wale Corduroy Pants

macys.com
Nautica
$69.50 $39.99

42%

Off

Added to Favorites

Polo Ralph Lauren Varick Slim-Straight Clayton-Wash Jeans Men Men's Clothing - Jeans This preppy slim-fitting jean is crafted from soft indigo-dyed denim and features subtle repairs that... Polo Ralph Lauren Varick Slim-Straight Clayton-Wash Jeans

Polo Ralph Lauren Varick...

macys.com
Ralph Lauren
$145.00
Free Shipping

Added to Favorites

Polo Ralph Lauren Big and Tall Ten Wale Thick Corduroy Pants Men Men's Clothing - Pants This preppy pant is crafted from soft 10-wale corduroy and designed with a comfortable straight-leg... Polo Ralph Lauren Big and Tall Ten Wale Thick Corduroy Pants

Polo Ralph Lauren Big and Tall Ten...

macys.com
Ralph Lauren
$125.00 $89.99

28%

Off

Added to Favorites

Polo Ralph Lauren Classic-Fit Newport Corduroy Pants Men Men's Clothing - Pants These preppy pants are crafted from soft 10-wale corduroy and designed with a comfortable straight-leg... Polo Ralph Lauren Classic-Fit Newport Corduroy Pants

Polo Ralph Lauren Classic-Fit Newport...

macys.com
Ralph Lauren
$98.00 $69.99

29%

Off

Added to Favorites