Popular Preppy Clothing for Women & Men

1927 products

Filter by

Millie Suede Moccasin by Jack Rogers
Regular Price
$ 128.00
Sale Price
$ 128.00
Regular Price
$ 128.00
Unit Price
per 
Happy Hour Short Sleeve Button Down Sport Shirt by Southern Tide
Regular Price
$ 99.50
Sale Price
$ 99.50
Regular Price
Unit Price
per 
Women's Fields Flip Flop in Navy, Peach & Gray by Hari Mari
Regular Price
$ 60.00
Sale Price
$ 60.00
Regular Price
$ 60.00
Unit Price
per 
Bird Hunter Needlepoint iPhone 6 Case in Orange by Smathers & Branson
Regular Price
$ 39.50
Sale Price
$ 39.50
Regular Price
Unit Price
per 
Swing Oil Needlepoint Bottle Opener in Slate by Smathers & Branson
Regular Price
$ 35.00
Sale Price
$ 35.00
Regular Price
$ 32.50
Unit Price
per 
Crossed Fish Hooks Needlepoint Hat in Nantucket Red by Smathers & Branson
Regular Price
$ 45.00
Sale Price
$ 45.00
Regular Price
$ 39.50
Unit Price
per 
University of Kentucky Needlepoint Flask by Smathers & Branson
Regular Price
$ 79.50
Sale Price
$ 79.50
Regular Price
$ 79.50
Unit Price
per 
Coors Light Needlepoint Performance Hat by Smathers & Branson
Regular Price
$ 45.00
Sale Price
$ 45.00
Regular Price
$ 45.00
Unit Price
per 
Floral Mock Neck Mini Dress
Regular Price
$ 59.00
Sale Price
$ 59.00
Regular Price
Unit Price
per 
Stretch Twill Cisco Short with Fin & Tonic in Navy by Castaway Clothing
Regular Price
$ 110.00
Sale Price
$ 110.00
Regular Price
$ 110.00
Unit Price
per 
Wahoo Socks by Country Club Prep
Regular Price
$ 25.00
Sale Price
$ 25.00
Regular Price
Unit Price
per 
Patriotic American Flag Longshanks the Fox Ribbon Belt in Navy by Country Club Prep
Regular Price
$ 64.50
Sale Price
$ 64.50
Regular Price
$ 64.50
Unit Price
per 
Save 48%
Reversible Vest in Navy and Red by Castaway Clothing
Regular Price
$ 50.95
Sale Price
$ 50.95
Regular Price
$ 98.00
Unit Price
per 
Save 29%
Spring Windowpane Beau by Starboard Clothing Co.
Regular Price
$ 24.95
Sale Price
$ 24.95
Regular Price
$ 35.00
Unit Price
per 
Orange & Navy Oxford Stripe Suspenders/ Braces by High Cotton
Regular Price
$ 98.00
Sale Price
$ 98.00
Regular Price
Unit Price
per 
Jacks Haircalf Flat Sandal by Jack Rogers
Regular Price
$ 138.00
Sale Price
$ 138.00
Regular Price
Unit Price
per 
Love All Needlepoint Key Fob in Dark Kelly by Smathers & Branson
Regular Price
$ 35.00
Sale Price
$ 35.00
Regular Price
$ 32.50
Unit Price
per 
Dogs on Point Needlepoint Belt in Steel Blue by Smathers & Branson
Regular Price
$ 195.00
Sale Price
$ 195.00
Regular Price
$ 185.00
Unit Price
per 
Save 48%
Old Glory Sherpa Vest in Cream by Southern Proper
Regular Price
$ 64.95
Sale Price
$ 64.95
Regular Price
$ 124.50
Unit Price
per 
Gunnison Embroidered Hat in Washed Bimini Green by Southern Marsh
Regular Price
$ 30.00
Sale Price
$ 30.00
Regular Price
Unit Price
per 
Paddle Board Sunset Long Sleeve Tee Shirt by Southern Tide
Regular Price
$ 44.00
Sale Price
$ 44.00
Regular Price
Unit Price
per 
Skipjack Sunset Tee by Southern Tide
Regular Price
$ 38.00
Sale Price
$ 38.00
Regular Price
Unit Price
per 
Save 46%
iPhone 5/5s Cover in Patriotic White by Country Club Prep
Regular Price
$ 18.95
Sale Price
$ 18.95
Regular Price
$ 35.00
Unit Price
per 
Gopher Golf Life Needlepoint Putter Headcover by Smathers & Branson
Regular Price
$ 125.00
Sale Price
$ 125.00
Regular Price
$ 125.00
Unit Price
per 
Pebble Beach Text Logo Needlepoint Bi-Fold Wallet by Smathers & Branson
Regular Price
$ 145.00
Sale Price
$ 145.00
Regular Price
$ 130.00
Unit Price
per 
University of Pennsylvania Needlepoint Coasters in Navy by Smathers & Branson
Regular Price
$ 125.00
Sale Price
$ 125.00
Regular Price
$ 95.00
Unit Price
per 
Save 48%
Bee Happy Loafer in Black and White by Blue Bird Shoes
Regular Price
$ 145.95
Sale Price
$ 145.95
Regular Price
$ 280.00
Unit Price
per 
Save 47%
Caroline Flat in Cornflower Blue by Southern Proper
Regular Price
$ 49.95
Sale Price
$ 49.95
Regular Price
$ 95.00
Unit Price
per 
Save 48%
Indigo Cotton Wyatt Denim Top by True Grit (Dylan)
Regular Price
$ 47.95
Sale Price
$ 47.95
Regular Price
$ 92.00
Unit Price
per 
Save 48%
Women's Striped Skiptide Pullover in Fire Red by Southern Tide
Regular Price
$ 59.95
Sale Price
$ 59.95
Regular Price
$ 115.00
Unit Price
per 
American Flag Needlepoint Hat in Grey by Smathers & Branson
Regular Price
$ 45.00
Sale Price
$ 45.00
Regular Price
Unit Price
per 
Save 47%
Resort Colored Skinny Jeans in Seagrass Green by Southern Tide
Regular Price
$ 65.95
Sale Price
$ 65.95
Regular Price
$ 125.00
Unit Price
per 
Sunday Funday Needlepoint Hat in Navy by Smathers & Branson
Regular Price
$ 45.00
Sale Price
$ 45.00
Regular Price
$ 39.50
Unit Price
per 
Longshanks 1/4 Performance Pullover in Red & Black by Country Club Prep
Regular Price
$ 89.50
Sale Price
$ 89.50
Regular Price
$ 89.50
Unit Price
per 
Coors Light Needlepoint Hat by Smathers & Branson
Regular Price
$ 45.00
Sale Price
$ 45.00
Regular Price
$ 39.50
Unit Price
per 
Save 47%
Alabama Jersey Shorties in Crimson by Lauren James
Regular Price
$ 23.95
Sale Price
$ 23.95
Regular Price
$ 45.00
Unit Price
per 

Everyone likes to stand out in a crowd, but there's wisdom in large numbers. These are the most popular preppy products on our site, and by extension, on the planet!