Skip to main content

FREE Standard Shipping + Returns

All US Orders. For a Limited Time.

Join The List! Get 10% Off Your Next Order

Sign Up For Text Messagesopens in a new window

US Only

Preppy Shoes

 133 products

Filter and Sort

133 products

Sort

View

133 products

Dahlia Brogue Loafers

$178.00

2 colors

Bedford Loafers

$138.00

2 colors

Gola Tornado '88 Mesh Sneakers

$115.00

2 colors

Top Rated

L.L.Bean Go Anywhere Clogs

$100.00

3 colors

Marais Mary Janes

Yachting Day Boat Mules

G.H. Bass Esther Kiltie Tassel Loafers

Alie Ballet Flats

We The Free Benny Boat Shoes

L.L.Bean Boots, Leather Rubber Mocs

Gemini Ballet Flats

Sperry 2-Eye Lug Sole Boat Shoes

At Ease Embossed Loafers

Libby Fisher Flats

Liv Loafers

Shoretown Mules

Shira Woven Flats

Sperry Authentic Original 2-Eye Mudguard Boat Shoes

G.H. Bass Whitney Loafer

L.L.Bean Boots, Leather Rubber Mocs

Dr. Martens 8065 Mary Janes

Yachting Day Boat Mules

Ginny Chiffon Flats

Miley Bow Sandals

Vans LX Mary Jane Slip-On Sneakers

L.L.Bean Boots, Leather Rubber Mocs

Happy Place Mary Janes

Yachting Day Boat Shoes

Timberland Stone Street Mid Lace-Up Waterproof Boots

Clarks Godney Boat Shoes

Coolway Goal Sneakers

Liv Loafers

Liv Loafers

ALOHAS 490 Rife Sneakers

HOFF Bridge Mesh Mary Jane Sneakers

Happy Place Mary Janes

G.H. Bass Esther Kiltie Tassel Loafers

Lana Loafers

Yachting Day Boat Shoes

Maggie Mary Jane Flats

L.L.Bean Boots, 6.5" Chelsea

Clarks Wallabee Boots

We The Free Benny Deco Boat Shoes

Gemini Ballet Flats

Dr. Martens Madaline Slingback Mary Janes

Bedford Loafers

We The Free Benny Boat Shoes

Shoreditch Buckle Mules

Isabella Mesh Mary Janes

Birkenstock Naples Wrapped Bold Grip Clogs

ALOHAS Naira Mary Jane Ballet Flats

Aurora Flats

Gemini Ballet Flats

Puma Speedcat Go Ballet Sneakers

Mystic Mary Jane Flats

Gemini Ballet Flats

Puma Speedcat Sneakers

Maggie Mary Jane Flats

Everyday Flats

Keds Champion Gender-Neutral Canvas Lace-Up Sneakers

Dr. Martens Elphie II Wrap Mary Janes