Popular Preppy Clothing for Women & Men

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!

Preppy Clothing
Authentic Tee by Southern MarshCountry Club Prep Coral / S

Authentic Tee by Southern Marsh

$ 35
Neal Stretch Twill Shorts by Johnnie-O - FINAL SALECountry Club Prep Stone / 30

Neal Stretch Twill Shorts by Johnnie-O

$ 79
Mulligan "Prep-Formance" Shorts in Stone by Johnnie-OCountry Club Prep 32 / Stone

Mulligan "Prep-Formance" Shorts in Stone by Johnnie-O

$ 85
Mulligan "Prep-Formance" Shorts in Pacific by Johnnie-OMulligan "Prep-Formance" Shorts in Pacific by Johnnie-O

Mulligan "Prep-Formance" Shorts in Pacific by Johnnie-O

$ 85
Golden Retriever Body Needlepoint Key Fob in Navy by Smathers & Branson

Golden Retriever Body Needlepoint Key Fob in Navy by Smathers & Branson

$ 32.50
Harbor Pant in Liberty with Embroidered Racing Horses by Castaway Clothing - FINAL SALE Harbor Pant in Liberty with Embroidered Racing Horses by Castaway Clothing - FINAL SALE

Harbor Pant in Liberty with Embroidered Racing Horses by Castaway Clothing

$ 148
The Original 4-Button Polo in White by Johnnie-OCountry Club Prep S / White

The Original 4-Button Polo in White by Johnnie-O

$ 69
The North Face Men's Long Sleeve Red Box Tee by The North FaceCountry Club Prep TNF White and TNF Red / S

Men's Long Sleeve Red Box Tee by The North Face

$ 32
Mulligan "Prep-Formance" Shorts in Cloud Break by Johnnie-OMulligan "Prep-Formance" Shorts in Cloud Break by Johnnie-O

Mulligan "Prep-Formance" Shorts in Cloud Break by Johnnie-O

$ 85
Wyatt Prep-Formance Shorts by Johnnie-OCountry Club Prep 32 / Ripple

Wyatt Prep-Formance Shorts by Johnnie-O

$ 89
The North Face Men's Short Sleeve Red Box Tee by The North FaceCountry Club Prep TNF White and TNF Red / S

Men's Short Sleeve Red Box Tee by The North Face

$ 25
Heathered Original Polo by Johnnie-OCountry Club Prep Navy / S

Heathered Original Polo by Johnnie-O

$ 85
Southern Tide T3 Brrrº Gulf Performance Short by Southern TideCountry Club Prep True Navy / 30

T3 Brrrº Gulf Performance Short by Southern Tide

$ 99.50
Marfa Stripe 4 Button Polo by Johnnie-OMarfa Stripe 4 Button Polo by Johnnie-O

Marfa Stripe 4 Button Polo by Johnnie-O

$ 85
Country Club Prep S / Coral ReeferThe Original 4-Button Polo by Johnnie-O

The Original 4-Button Polo by Johnnie-O

$ 79
Lammie 1/4 Zip Prep-Formance Pullover by Johnnie-O - FINAL SALECountry Club Prep S / Grey

Lammie 1/4 Zip Prep-Formance Pullover by Johnnie-O

$ 115
Wyatt Prep-Formance Shorts in Stone by Johnnie-OCountry Club Prep 30 / Stone

Wyatt Prep-Formance Shorts in Stone by Johnnie-O

$ 89
Marin Prep-Formance Pant in Light Khaki by Johnnie-OCountry Club Prep 32W / 30L / Light Khaki

Marin Prep-Formance Pant in Light Khaki by Johnnie-O

$ 125
Sawyer Stretch 6 Pocket Pant by Johnnie-OSawyer Stretch 6 Pocket Pant by Johnnie-O

Sawyer Stretch 6 Pocket Pant by Johnnie-O

$ 145
Country Club Prep TNF Medium Grey Heather and TNF Red / SCountry Club Prep Blue Wing Teal / S

Men's Red Box Pullover Hoodie by The North Face

$ 50
Marin Prep-Formance Pant in Cloud Break by Johnnie-OCountry Club Prep Cloud Break / 32W / 30L

Marin Prep-Formance Pant in Cloud Break by Johnnie-O

$ 125
Johnnie-O Flex Prep-Formance 1/4 Zip Pullover by Johnnie-OCountry Club Prep Twilight / S

Flex Prep-Formance 1/4 Zip Pullover by Johnnie-O

$ 85
T3 Gulf 9" Performance Short by Southern TideT3 Gulf 9" Performance Short by Southern Tide

T3 Gulf 9" Performance Short by Southern Tide

$ 89.50
Country Club Prep S / CapriCountry Club Prep S / Purple Haze

Birdie Prep-Formance Polo by Johnnie-O

$ 79
Hinton Printed PREP-FORMANCE Pique Polo by Johnnie-OHinton Printed PREP-FORMANCE Pique Polo by Johnnie-O

Hinton Printed PREP-FORMANCE Pique Polo by Johnnie-O

$ 95
Stretch Twill Cisco Short with Embroidered Racing Horses by Castaway ClothingStretch Twill Cisco Short with Embroidered Racing Horses by Castaway Clothing

Stretch Twill Cisco Short with Embroidered Racing Horses by Castaway Clothing

$ 98
Custom Lake Worth Stripe Sankaty Performance Polo by Vineyard VinesCustom Lake Worth Stripe Sankaty Performance Polo by Vineyard Vines

Custom Lake Worth Stripe Sankaty Performance Polo by Vineyard Vines

$ 89.50
The North Face Unisex TNF™ Vert Sweatpants by The North FaceCountry Club Prep TNF Black / XS

Unisex TNF™ Vert Sweatpants by The North Face

$ 45
The North Face Men's Long Sleeve Brand Proud Tee by The North FaceCountry Club Prep Cardinal Red / S

Men's Long Sleeve Brand Proud Tee by The North Face

$ 32
SEAWASH™ Tee - Branding - Sailfish by Southern MarshCountry Club Prep Washed Blue / XS

SEAWASH™ Tee - Branding - Sailfish by Southern Marsh

$ 35
The Merrins Striped Prep-Formance Pique Polo by Johnnie-OThe Merrins Striped Prep-Formance Pique Polo by Johnnie-O

The Merrins Striped Prep-Formance Pique Polo by Johnnie-O

$ 85
The Rowan Flip Flop by Jack RogersThe Rowan Flip Flop by Jack Rogers

The Rowan Flip Flop by Jack Rogers

$ 78
Country Club Prep Tan / 32Tan Seersucker Pants by Country Club Prep

Tan Seersucker Pants by Country Club Prep

$ 109.50 $ 135
Mulligan "Prep-Formance" Shorts by Johnnie-OCountry Club Prep Sterling / 30

Mulligan "Prep-Formance" Shorts by Johnnie-O

$ 85
Jack Dinghy Striped Performance Pique Polo Shirt by Southern TideJack Dinghy Striped Performance Pique Polo Shirt by Southern Tide

Jack Dinghy Striped Performance Pique Polo Shirt by Southern Tide

$ 89.50
Bale Stripe 4 Button Polo by Johnnie-OBale Stripe 4 Button Polo by Johnnie-O

Bale Stripe 4 Button Polo by Johnnie-O

$ 89
The North Face Men's Bearinda Pullover Hoodie by The North FaceCountry Club Prep Cardinal Red / S

Men's Bearinda Pullover Hoodie by The North Face

$ 50
Washed Authentic Tee by Southern MarshWashed Authentic Tee by Southern Marsh

Washed Authentic Tee by Southern Marsh

$ 35
Country Club Prep S / Green

The Original 4-Button Polo in Fairway by Johnnie-O

$ 69
The Sunset Palm Tee by Southern MarshThe Sunset Palm Tee by Southern Marsh

The Sunset Palm Tee by Southern Marsh

$ 35
7 Inch Island Shorts by Vineyard Vines7 Inch Island Shorts by Vineyard Vines

7 Inch Island Shorts by Vineyard Vines

$ 75
Flex Prep-Formance 1/4 Zip Pullover in Laguna Blue by Johnnie-O - FINAL SALECountry Club Prep S / Blue

Flex Prep-Formance 1/4 Zip Pullover in Laguna Blue by Johnnie-O

$ 85
The Redfish Wildlife Words Tee by Southern MarshThe Redfish Wildlife Words Tee by Southern Marsh

The Redfish Wildlife Words Tee by Southern Marsh

$ 35
Tan Seersucker Shorts by Country Club Prep

Tan Seersucker Shorts by Country Club Prep

$ 120
Jux Short by Party PantsJux Short by Party Pants

Jux Short by Party Pants

$ 54.95
Stretch Twill Harbor Pant with Easter Eggs & Bunnies in Palm Green by Castaway ClothingStretch Twill Harbor Pant with Easter Eggs & Bunnies in Palm Green by Castaway Clothing

Stretch Twill Harbor Pant with Easter Eggs & Bunnies in Palm Green by Castaway Clothing

$ 84 $ 168
The Impressions Crab Tee by Southern MarshThe Impressions Crab Tee by Southern Marsh

The Impressions Crab Tee by Southern Marsh

$ 35
Island Vibes Long Sleeve T-Shirt by Johnnie-OIsland Vibes Long Sleeve T-Shirt by Johnnie-O

Island Vibes Long Sleeve T-Shirt by Johnnie-O

$ 48