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!

Country Club Prep S / Multi
Sold out

Goal Line Shirt in Pool and Quartz by Southern Proper

1 review
$ 98
Weekend Shirt in Surf Plaid by Southern Proper - FINAL SALECountry Club Prep S / Multi
Sold out

Weekend Shirt in Surf Plaid by Southern Proper

$ 85
Country Club Prep S / Pink
Sold out

Goal Line Shirt in Flamingo Gingham by Southern Proper

2 reviews
$ 98
Goal Line Shirt in Multi Check by Southern Proper - FINAL SALECountry Club Prep S / Multi
Sold out

Goal Line Shirt in Multi Check by Southern Proper

1 review
$ 98
Country Club Prep S / Blue
Sold out

Goal Line Shirt in Pool Gingham by Southern Proper

1 review
$ 98
Goal Line Shirt in Surf Micro Gingham by Southern Proper - FINAL SALECountry Club Prep S / Blue
Sold out

Goal Line Shirt in Surf Micro Gingham by Southern Proper

$ 98
Country Club Prep S / Multi
Sold out

Memphis Gingham Dress Shirt in Navy and Blue by Southern Marsh

2 reviews
$ 85
Country Club Prep S / Multi
Sold out

The Oakmont Oxford in Wharf and Bisque by Southern Marsh

$ 85
Country Club Prep S / Multi
Sold out

Memphis Gingham Dress Shirt in Slate and Mint by Southern Marsh

$ 85
The Weekend Oxford in White by Southern Proper - FINAL SALECountry Club Prep S / White
Sold out

The Weekend Oxford in White by Southern Proper

1 review
$ 98
Kingston Check Shirt in Old Glory by The Southern Shirt Co. - FINAL SALECountry Club Prep S / Multi
Sold out

Kingston Check Shirt in Old Glory by The Southern Shirt Co.

$ 68
Calhoun Plaid Shirt in Bahama Mama by The Southern Shirt Co. - FINAL SALECountry Club Prep S / Multi
Sold out

Calhoun Plaid Shirt in Bahama Mama by The Southern Shirt Co.

$ 68
Midtown Check Cotton Club Shirt in Regatta by The Southern Shirt Co. - FINAL SALECountry Club Prep S / Multi
Sold out

Midtown Check Cotton Club Shirt in Regatta by The Southern Shirt Co.

1 review
$ 78
Country Club Prep S / Blue
Sold out

Palm Social Shirt in Palm by Southern Proper

2 reviews
$ 69.50
Men's Button Downs - Flamingo Social Shirt In Moss By Southern Proper - FINAL SALE
Sold out

Flamingo Social Shirt in Moss by Southern Proper

$ 69.50
Rangle Long Sleeve Technical Shirt in Mint by AFTCO - FINAL SALECountry Club Prep Green / S
Sold out

Rangle Long Sleeve Technical Shirt in Mint by AFTCO

$ 48
Country Club Prep Blue / L
Sold out

Gingham Classic Fit Sport Shirt in Charting Blue by Southern Tide

1 review
$ 99.50
Edisto Island Plaid Intercoastal Performance Shirt in Sky Blue by Southern TideCountry Club Prep S / Blue
Sold out

Edisto Island Plaid Intercoastal Performance Shirt in Sky Blue by Southern Tide

$ 125
Edisto Island Plaid Intercoastal Performance Shirt in Paprika Red by Southern TideCountry Club Prep S / Red
Sold out

Edisto Island Plaid Intercoastal Performance Shirt in Paprika Red by Southern Tide

$ 125
Edisto Island Plaid Intercoastal Performance Shirt in Tropical Palm by Southern TideCountry Club Prep S / Green

Edisto Island Plaid Intercoastal Performance Shirt in Tropical Palm by Southern Tide

$ 125
Country Club Prep S / Blue

Sullivan's Solid Sport Shirt in Sail Blue by Southern Tide

1 review
$ 99.50
Country Club Prep S / Pink

Sullivan's Solid Sport Shirt in Pink by Southern Tide

$ 99.50
Country Club Prep S / White

Sullivan's Solid Sport Shirt in Classic White by Southern Tide

1 review
$ 99.50
Nassau Gingham Intercoastal Performance Shirt in Peach Fizz by Southern TideCountry Club Prep Orange / S
Sold out

Nassau Gingham Intercoastal Performance Shirt in Peach Fizz by Southern Tide

3 reviews
$ 125
Nassau Gingham Intercoastal Performance Shirt in Sky Blue by Southern TideCountry Club Prep Blue / S
Sold out

Nassau Gingham Intercoastal Performance Shirt in Sky Blue by Southern Tide

2 reviews
$ 125
Nassau Gingham Intercoastal Performance Shirt in Offshore Green by Southern TideCountry Club Prep Green / S
Sold out

Nassau Gingham Intercoastal Performance Shirt in Offshore Green by Southern Tide

1 review
$ 125
Country Club Prep Blue / L
Sold out

Gingham Classic Fit Sport Shirt in Yacht Blue by Southern Tide

1 review
$ 99.50