The Preppiest Brands from A to Z

Here are the preppiest brands on the market.

As two style-obsessed editors at Town & Country, we know preppy when we see it. Here are our favorite classic brands along with commentary on some of our top picks.

1. Acqua di Parma

Fragrance, From $75

I started wearing Acqua di Parma after sneaking sprays from my dad's dresser. I've always preferred fresh and citrus scents to florals and this one can be worn in all seasons. Oh, and Cary Grant, Ava Gardner, and Audrey Hepburn all wore it, which adds to its old school cool factor.—Micaela


2. Armor Lux

Classic Long Sleeve T-Shirt, $63.60

3. Barbour

Beaufort Jacket, From $332

This jacket got me through many a rainstorm at Taft. One hidden benefit (until I discovered it en route to a more formal occasion, where it almost blended in) is that this version, compared to the similar but shorter Bedale, is just long enough to cover a blue blazer.—Sam

4. Belgian Shoes

Mr. Casual Shoes, From $375

These iconic loafers have been winning preps over since Henri Bendel launched them in the United States in the mid-1950s. Bendel worked with skilled Belgian cobblers to create the soft-soled shoes with signature bows. The slipper-like shoes with distinctive bows became a WASP favorite of both men and women in the 1960s and '70s, and today buying a pair is a little like joining a club. Click here to read more about the brand's history.-Sam

5. Brooks Brothers

Blue Blazer, From $336

The blue blazer is a sartorial staple, an item anyone calling himself preppy needs to have in his closet. For many, it was the first dressy item our parents bought us: part of a uniform necessary for piano recitals, church, and airplane trips. For me and for my younger brother, and I suspect for countless others, there was no question that it had to come from the boys' section at Brooks Brothers, the oldest men's clothier in America. We weren't ready for suits yet, and the blue blazer felt like a stepping stone: something to wear over grey flannel trousers so that we could look—and feel—almost as dressed up as dad.—Sam

6. Canada Goose

Women's Victoria Parka, From $680

7. Cartier

Bracelet, From $6,800

The classic Cartier watch-and-bracelet duo will surely never go out of style, as long as there are preppies to covet them. I got my first tank watch last year for a combination Christmas-birthday-Easter present. It goes with everything. And the juste un clou bracelet is the perfect layering piece to go with it, although it's just as chic to wear it all by itself.—Micaela

8. Coach

City Crossgrain Leather Tote, From $130

9. David Yurman

Starburst Earrings With Blue Topaz, $645

10. G.H. Bass

Men's Proctor Oxford Shoe, from $70

11. Gucci

Horsebit Loafer, $545

12. Hermès

Vintage Silk Scarf, $350

13. Holderness & Bourne

Polo Shirt, $88

14. J. Crew

Madras Shorts, from $39

15. J. McLaughlin

Sweater, $116

16. Jack Rogers

Hamptons Sandals, from $58

17. Jeep

Grand Wagoneer, from $54,000

The ultimate prep mobile: the Jeep Wagoneer. Preferably driven by someone wearing kelly green, three Golden or Labrador retrievers in the backseat, the windows down, and blasting classic rock.-Micaela

18. Johnnie-O

Derby Shorts, from $39.50

19. Kate Spade New York

Newbury Lane Stacy Wallet, $63

20. L.L. Bean

Boots, from $89

I prefer the rubber moc style of this iconic shoe, mostly because my mom thinks they go with everything. They even fit with an elegant outfit en route to a dinner party on a snowy Connecticut night (she keeps her flats in her handbag, of course).—Micaela

21. Lacoste

Polo Shirt, from $55

22. Ledbury

Bohler Trim Fit Linen Sport Shirt, $165

23. Lilly Pulitzer

Wrap Dress, From $178

Lilly Pulitzer dress is an obvious preppy staple. Whether you wear it on a warm weather vacation or a summertime clambake, it reminds me of a pool party Slim Aarons photo. -Micaela

24. Mark Cross

Rolling Suitcase, $5,500

25. Murray's Toggery Shop

Every prep has a Nantucket red item in their closet. I love this crewneck sweater from Murray's Toggery Shop, the Nantucket shop that introduced "Nantucket Reds" in the 1960s. The sweaters come in the coolest heathered colors and are super soft. Perfect for traveling, brunching, and boating.-Micaela

26. New Balance

991 Sneakers, $150

These classic New Balance sneakers are worn by two distinct groups of people: young preppies and old men (Steve Jobs, who seemed to wear them on a daily basis, was neither, but he's an outlier). Their innocuous color goes with just about everything and they're mighty comfortable.—Sam

27. North Sails

Raymond Jacket, $295

28. Oliver Peoples

NDG Sunglasses, From $389

29. Orlebar Brown

Swimsuit, $199

30. Patagonia

Fleece Snap-T Fleece Pullover, from $105

The Patagonia Snap-T Fleece is one of those vintage preppy classics that is making a total comeback. Every color flies off the shelves as soon as they hit stores, but I was lucky enough to recently score the classic gray combination. I can't wait to wear mine with Birkenstocks in our backyard in Cape Cod under a blanket of stars.-Micaela

31. Peter Millar

Salem Performance Shorts, $84.99

32. Ralph Lauren

Women's Polo Shirt, From $51.50

33. Ray-Ban

Aviator Sunglasses, $150

34. Salvatore Ferragamo

Varina Patent Ballet Flats, $525

35. Smathers & Branson

Needlepoint Belt, from $165

36. Solid & Striped

One-Piece Bathing Suit, from $126

I plan on living in this swimsuit all summer. I love the ease of a one-piece because you can just throw on a pair of shorts or a pareo and it's socially acceptable to walk around town (and around your family). Also, this bright blue and white stripe print is so preppy and old school, I'm obsessed.-Micaela

37. Southern Tide

Can Koozie, from $4.68

38. Sperry

Top-Sider Boat Shoes, from $45

Created in 1935, Sperry Top-Sider's boat shoe has spawned so many imitations the company now calls this model the Authentic Original. Razor cuts in the soles give the shoes excellent traction on a wet boat deck, but they're also great on land, especially when paired with khakis and casual weekend wear.-Sam

39. Stubbs & Wootton

Velvet Slippers, $495

Founded by Percy Steinhart in Palm Beach, Florida, in 1993, Stubbs & Wootton makes velvet slippers modeled on those first worn by Prince Albert with black tie. They've since become perfectly acceptable to wear casually as well, around the house or on the sidelines of a polo field. Whimsical designs like these martini glasses make them especially fun, and companies like Del Toro and JP Crickets have jumped on the slipper bandwagon, producing the shoes in other materials like suede, linen, and needlepoint.-Sam

40. Swiss Army

Watch, from $103

For country getaways, I like simple watches from Swiss Army and Timex. They're inexpensive enough that they can be replaced without significant financial hardship, but they still look great. This model, the Swiss Army Original, really pops off the wrist thanks to its red bezel. -Sam

41. T. Anthony

Classic Duffle Bag, $435

This bag is big enough to fit everything one might need for a weekend getaway but small enough to fit in the overhead compartment of a train or airplane. Be sure to get it monogrammed when you purchase one. The service is complimentary, and after all, how else are you going to tell it apart from your friends'?-Sam

42. Tory Burch

Tunic, $328

There is nothing as easy to throw on and as instantly chic as a tunic. I'll wear my tunic with white pants and gold sandals in the summer, with jeans when I travel, or over my bathing suit. My favorite style is the "Tory Tunic" by Tory Burch. It is so comfortable and each season they come out with new colors and beautiful patterns.-Micaela

43. Turnbull & Asser

Button Silver Mother-Of-Pearl Cufflinks, $325

44. Vilbrequin

Butterfly Swimsuit, $280

45. Vineyard Vines

Slim Fit Gingham Tucker Shirt, $60

46. Woolrich

Hudson's Bay Blanket, from $289

This story originally appeared on
* Minor edits have been made by the editors.

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Sam Dangremond
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Micaela English
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