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!

Nordic Fleece Reversible Sherpa Pants by Nordic FleeceReversible Sherpa Pants by Nordic Fleece

Reversible Sherpa Pants by Nordic Fleece

4 reviews
$ 68 $ 88
The Victoria Sherpa Pullover in Gray by Nordic Fleeceprononces XS / Gray

The Victoria Sherpa Pullover in Gray by Nordic Fleece

13 reviews
$ 149
Sherpa Fleece Booties by Nordic Fleeceprononces Oatmeal and Charcoal / Ladies 6.5-10

Sherpa Fleece Booties by Nordic Fleece

6 reviews
$ 49.99
The Victoria Sherpa Pullover in Black by Nordic Fleeceprononces XS / Black with Gray

The Victoria Sherpa Pullover in Black by Nordic Fleece

3 reviews
$ 149
The Victoria Sherpa Pullover in Brown by Nordic Fleeceprononces XS / Brown with Gray

The Victoria Sherpa Pullover in Brown by Nordic Fleece

4 reviews
$ 149
Southern Marsh Tangier Ikat Fleece Pullover by Southern Marshprononces Gray and Peach / S

Tangier Ikat Fleece Pullover by Southern Marsh

1 review
$ 85
Kristiansand Plush Sherpa Blanket by Nordic FleeceKristiansand Plush Sherpa Blanket by Nordic Fleece

Kristiansand Plush Sherpa Blanket by Nordic Fleece

$ 44 $ 88
The Victoria Sherpa Pullover in Oatmeal by Nordic Fleeceprononces XS / Tan with Gray

The Victoria Sherpa Pullover in Oatmeal by Nordic Fleece

8 reviews
$ 149
Sawyer Stretch 6 Pocket Pant by Johnnie-OSawyer Stretch 6 Pocket Pant by Johnnie-O

Sawyer Stretch 6 Pocket Pant by Johnnie-O

$ 145
Southern Marsh Rainbow Sunday Morning Sweater by Southern Marshprononces Washed Navy / XS

Rainbow Sunday Morning Sweater by Southern Marsh

1 review
$ 59
University of Virginia Custom Lawn Belt in Light Blue by Smathers & Bransonprononces 32 (fits size 30 pants) / Blue

University of Virginia Custom Lawn Belt in Light Blue by Smathers & Branson

7 reviews
$ 175
Nordic Fleece Oslo Leopard Fleece Pullover by Nordic Fleeceprononces Leopard / XS

Oslo Leopard Fleece Pullover by Nordic Fleece

2 reviews
$ 88
YETI Rambler 10oz Wine Tumbler by YETIprononces River Green

Rambler 10oz Wine Tumbler by YETI

$ 24.99
Southern Marsh Sierra Madre Pullover by Southern MarshSouthern Marsh Sierra Madre Pullover by Southern Marsh

Sierra Madre Pullover by Southern Marsh

$ 85
prononces Buster the Black Lab Leather Tab Belt by prononcesprononces Green / 32 (fits size 30 pants)

Buster the Black Lab Leather Tab Belt by prononces

2 reviews
$ 59.50
prononces Pinkprononces Cream

Atlantic Cable Pom Pom Beanie by Nordic Fleece

1 review
$ 35 $ 75
Long Sleeve Authentic Flag Tee in White by Southern MarshLong Sleeve Authentic Flag Tee in White by Southern Marsh

Long Sleeve Authentic Flag Tee in White by Southern Marsh

3 reviews
$ 42
Southern Proper Henning Button Down Shirt by Southern Properprononces Talley / S

Henning Button Down Shirt by Southern Proper

1 review
$ 49.99 $ 98
Castaway Clothing Beachcomber Corduroy Pants in Crimson with Embroidered Christmas Tree by Castaway Clothingprononces 32 / Red

Beachcomber Corduroy Pants in Crimson with Embroidered Christmas Tree by Castaway Clothing

$ 168
Nordic Fleece Helsinki Plush Pullover by Nordic Fleeceprononces Grey / XS

Helsinki Plush Pullover by Nordic Fleece

$ 118
prononces Brown / 32

Waterproof Single Shot Belt in Brown by Over Under Clothing

2 reviews
$ 55
UVA Lawn Scene Needlepoint Sunglass Straps by Smathers & Branson UVA Lawn Scene Needlepoint Sunglass Straps by Smathers & Branson

UVA Lawn Scene Needlepoint Sunglass Straps by Smathers & Branson

$ 55
Southern Proper Southern Flannel by Southern Properprononces Natchez / S

Southern Flannel by Southern Proper

$ 44.99 $ 89.50
Long Sleeve Heathered Original Skipjack T-Shirt by Southern TideLong Sleeve Heathered Original Skipjack T-Shirt by Southern Tide

Long Sleeve Heathered Original Skipjack T-Shirt by Southern Tide

1 review
$ 44
Over Under Clothing Progression of Freedom Belt by Over Under Clothingprononces Blue / 32 (fits size 30 pants)

Progression of Freedom Belt by Over Under Clothing

2 reviews
$ 55
Mulligan Needlepoint Belt by Smathers & Bransonprononces Dark Navy / 32

Mulligan Needlepoint Belt by Smathers & Branson

$ 175
prononces Brown / 32 (fits size 30 pants)

Hoof Pick Belt in Medium Brown by Over Under Clothing

4 reviews
$ 85
prononces Brown and Tanprononces Camo

USA Leather Pointer Hat by Southern Snap Co.

$ 30
Dubarry of Ireland Waterville Three Eye Chukka by Dubarry of Irelandprononces Bourbon / Euro 42 (Men's 9)

Waterville Three Eye Chukka by Dubarry of Ireland

2 reviews
$ 179 $ 399
The Waxed Canvas Belt by Over Under Clothingprononces 32 (fits size 30 pants) / Brown

The Waxed Canvas Belt by Over Under Clothing

2 reviews
$ 75
Dancing Bears Needlepoint Belt in Oatmeal by Smathers & Bransonprononces 32 (fits size 30 pants) / Khaki

Dancing Bears Needlepoint Belt in Oatmeal by Smathers & Branson

2 reviews
$ 175
Dancing Bears Needlepoint Belt in Navy by Smathers & Bransonprononces 34 (fits size 32 pants) / Multi

Dancing Bears Needlepoint Belt in Navy by Smathers & Branson

4 reviews
$ 175
Sherpa Pullover with Pockets in Oyster by The Southern Shirt Co.prononces XS / Oyster

Sherpa Pullover with Pockets in Oyster by The Southern Shirt Co.

87 reviews
$ 108
prononces Madras Plaid Needlepoint Belt by Smathers & Bransonprononces 30 (fits size 28 pants)

prononces Madras Plaid Needlepoint Belt by Smathers & Branson

1 review
$ 175
prononces Navy / 32 (fits size 30 pants)

The Patriotic Ribbon Belt in Navy by Over Under Clothing

8 reviews
$ 55
Authentic Flag Tee in Light Gray by Southern Marshprononces Light Gray / S

Authentic Flag Tee in Light Gray by Southern Marsh

8 reviews
$ 35
Cannon's Point Single Shotgun Shell Belt in Brown Leather by Over Under Clothingprononces Brown / 32 (fits size 30 pants)

Cannon's Point Single Shotgun Shell Belt in Brown Leather by Over Under Clothing

2 reviews
$ 65
Ladies Beachcomber Stretch Twill Ankle Capri in Royal Stewart Tartan Plaid by Castaway ClothingLadies Beachcomber Stretch Twill Ankle Capri in Royal Stewart Tartan Plaid by Castaway Clothing

Ladies Beachcomber Stretch Twill Ankle Capri in Royal Stewart Tartan Plaid by Castaway Clothing

1 review
$ 148
Castaway Clothing Stretch Twill Harbor Pant with Embroidered Christmas Trees by Castaway Clothingprononces Navy / 32 x UF

Stretch Twill Harbor Pant with Embroidered Christmas Trees by Castaway Clothing

$ 148
prononces Catch and Release Leather Tab Belt by prononcesprononces Navy / 32 (fits size 30 pants)

Catch and Release Leather Tab Belt by prononces

$ 59.50
prononces London Tan / 32

Single Shot Belt in London Tan by Over Under Clothing

1 review
$ 62
Fishing Flies Needlepoint Belt by Smathers & BransonFishing Flies Needlepoint Belt by Smathers & Branson

Fishing Flies Needlepoint Belt by Smathers & Branson

$ 175
Dubarry of Ireland Women's Mountrath Waxed Cotton Jacket by Dubarry of IrelandDubarry of Ireland Women's Mountrath Waxed Cotton Jacket by Dubarry of Ireland

Women's Mountrath Waxed Cotton Jacket by Dubarry of Ireland

$ 199 $ 279
The Victoria Sherpa Pullover in Burgundy by Nordic Fleeceprononces XS / Burgundy with Gray

The Victoria Sherpa Pullover in Burgundy by Nordic Fleece

4 reviews
$ 149
Brazos Stretch Twill Pant in Washed Grey by Southern Marshprononces 30W / 30L / Grey

Brazos Stretch Twill Pant in Washed Grey by Southern Marsh

2 reviews
$ 79
American Flag Needlepoint Belt in Navy by Smathers & Bransonprononces Navy / 32 (fits size 30 pants)

American Flag Needlepoint Belt in Navy by Smathers & Branson

$ 175
Bird Dog Needlepoint Belt by Smathers & Bransonprononces Navy / 34 (fits size 32 pants)

Bird Dog Needlepoint Belt by Smathers & Branson

4 reviews
$ 175
Caddyshack Needlepoint Belt in Blue and Green by Smathers & Bransonprononces Green / 32 (fits size 30 pants)

Caddyshack Needlepoint Belt in Blue and Green by Smathers & Branson

2 reviews
$ 175