20 Country Club Outfits — Old Money Looks for Summer
WhatSheStyled
From the tennis court to the garden party, here are 20 country club summer outfits that channel quiet luxury, preppy roots, and generational wealth — all shoppable — old money summer aesthetic
Style Guides · June 18, 2026

20 Country Club Outfits — Old Money Summer Done Right

"The best country club outfits do not try to fit in. They arrive, they sit on the terrace, and they let everyone else do the staring."

Inès Delacroix

By

Inès Delacroix · Accessories Editor

The Country Club Formula

Country club old money is about sport meeting luxury. Here is the system:

1. The White Rule White is not optional. White linen, white cotton, white pleats. It is the uniform of the unbothered.

2. The Pleat Principle Pleated skirts, pleated shorts, pleated trousers. Pleats add structure without stiffness.

3. The Leather Standard Quality leather belts, loafers, and bags. Country club leather should look like it has seen a few summers.

4. The Pearl Code Pearls are the country club diamond. Studs for day, strands for evening. Never both at once.

5. The Occasion Principle The tennis court is not the garden party. Each chapter is built for a specific club moment.


How to Use This Guide

Country club style moves from sport to social without changing shoes. The outfits below follow that same effortless rhythm.

Chapter

The Tennis Court

Outfit #1

The Tennis Court Hourglass, Rectangle, Tall

Tennis Court Energy, But Make It Inherited

Look 1: The Tennis Court — country club outfit summer outfit

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Best for: Hourglass, Rectangle, Tall. A white tennis dress that looks like it was tailored for a Wimbledon box. Add a silk headband and you are ready for a match you are not even playing.

Outfit #2

The Tennis Court Rectangle, Petite, Athletic

The Match Morning That Turns Heads

Look 2: The Tennis Court — country club outfit summer outfit

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Best for: Rectangle, Petite, Athletic. Pleated skort and leather loafers. The kind of easy pairing that reads as "I have a standing reservation" even if you are just visiting.

Outfit #3

The Tennis Court Pear, Hourglass, Plus-size

Polo Field Cool Without Even Trying

Look 3: The Tennis Court — country club outfit summer outfit

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Best for: Pear, Hourglass, Plus-size. Flowy linen shift meets structured Panama. The contrast of soft and sharp is what makes this feel club-appropriate, not costume.

Outfit #5

The Tennis Court Petite, Hourglass, Apple

Garden Party Style That Whispers Money

Look 5: The Tennis Court — country club outfit summer outfit

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Best for: Petite, Hourglass, Apple. Boat-neck linen with a low back and penny loafers. The kind of outfit that looks even better when the lawn sprinkler catches it.

Chapter

The Polo Field

Outfit #7

The Polo Field Hourglass, Pear, Plus-size

The Sunset Toast Fit That Wins

Look 7: The Polo Field — country club outfit summer outfit

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Best for: Hourglass, Pear, Plus-size. High-waisted pleats with leather sandals. Polished, airy, and just unusual enough to make the club manager ask where you shop.

Outfit #8

The Polo Field Rectangle, Tall, Athletic

Dinner on the Terrace, Old Money Edition

Look 8: The Polo Field — country club outfit summer outfit

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Best for: Rectangle, Tall, Athletic. Tennis skirt energy with classic flats. The kind of fit that works for lunch on the terrace, a round of croquet, or pretending you have a family locker.

Outfit #9

The Polo Field Petite, Hourglass, Apple

Night at the Club Like You Belong

Look 9: The Polo Field — country club outfit summer outfit

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Best for: Petite, Hourglass, Apple. A floral linen shift and platform sandals. Relaxed but intentional — like you threw it on and still look like the member everyone wants to know.

Outfit #10

The Polo Field Pear, Rectangle, Plus-size

The Garden Party That Looks Like a Film

Look 10: The Polo Field — country club outfit summer outfit

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Best for: Pear, Rectangle, Plus-size. Clean linen dress, leather loafers, and pearl studs. Sometimes the quietest look is the one that gets remembered at the club.

Chapter

The Garden Party

Outfit #11

The Garden Party Rectangle, Tall, Hourglass

Weekend Tournament Energy That Screams Quiet Luxury

Look 11: The Garden Party — country club outfit summer outfit

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Best for: Rectangle, Tall, Hourglass. Smocked midi with a cropped cotton blazer. The blazer makes it luncheon, the smocking makes it effortless. Best of both club worlds.

Outfit #12

The Garden Party Pear, Athletic, Plus-size

Brunch on the Lawn Vibes

Look 12: The Garden Party — country club outfit summer outfit

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Best for: Pear, Athletic, Plus-size. Backless cami maxi with wide-leg palazzo pants. The unexpected pairing that reads as "I know what I am doing" even if you are still learning the rules.

Outfit #13

The Garden Party Hourglass, Rectangle, Petite

Afternoon Tea That Looks Expensive

Look 13: The Garden Party — country club outfit summer outfit

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Best for: Hourglass, Rectangle, Petite. Cotton shirt dress and flowy palazzo pants. Breezy enough for afternoon heat, polished enough for a spontaneous invitation to the captain's table.

Outfit #14

The Garden Party Apple, Rectangle, Tall

The Cocktail Fit That Preppy Girls Actually Wear

Look 14: The Garden Party — country club outfit summer outfit

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Best for: Apple, Rectangle, Tall. Wide-leg linen trousers and cat-eye frames. Club style is all about the silhouette — structured top, flowing bottom, instant elongation.

Outfit #15

The Garden Party Petite, Hourglass, Athletic

Sunset Dinner Style That Gets Noticed

Look 15: The Garden Party — country club outfit summer outfit

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Best for: Petite, Hourglass, Athletic. Linen palazzo pants and retro oval sunnies. Minimal color, maximum presence. This is how you own the clubhouse lawn without trying.

Chapter

The Clubhouse Lunch

Outfit #16

The Clubhouse Lunch Hourglass, Rectangle, Tall

Evening Stroll on the Greens

Look 16: The Clubhouse Lunch — country club outfit summer outfit

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Best for: Hourglass, Rectangle, Tall. Contrast-strap linen maxi with a pearl set that catches the terrace lights. Evening at the club is about one statement accessory and a dress that speaks for itself.

Outfit #17

The Clubhouse Lunch Pear, Plus-size, Apple

The Clubhouse Bar Fit

Look 17: The Clubhouse Lunch — country club outfit summer outfit

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Best for: Pear, Plus-size, Apple. A sleeveless linen maxi that floats when you walk across the green. Add pearls and you are ready for a dinner where someone else is picking up the check.

Outfit #19

The Clubhouse Lunch Hourglass, Tall, Plus-size

Morning Practice That Turns Heads

Look 19: The Clubhouse Lunch — country club outfit summer outfit

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Best for: Hourglass, Tall, Plus-size. Flowy short-sleeve maxi and a silk scarf tied just so. It is giving old Hollywood at the club at her most glamorous.

Outfit #20

The Clubhouse Lunch Apple, Rectangle, Pear

The Championship Day Outfit

Look 20: The Clubhouse Lunch — country club outfit summer outfit

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Best for: Apple, Rectangle, Pear. Spaghetti-strap linen backless dress with a printed silk square. The mix of clean linen and bold silk is what makes this look curated, not random.

The 12-Piece The Tennis Summer Capsule

These 12 pieces mix and match for 30+ country club looks.

Category Hero Piece Price
Dress White tennis dress ~$35
Dress Linen shift dress ~$30
Top Fitted polo (own)
Bottom Pleated tennis skort ~$20
Bottom High-waisted linen shorts ~$22
Blazer Lightweight cotton blazer ~$38
Shoes Leather loafers ~$55
Shoes Tennis sneakers (own)
Accessory Pearl stud earrings ~$20
Accessory Silk headband ~$15
Accessory Structured leather belt ~$25
Accessory Cat-eye sunglasses ~$15

Total capsule value: ~$275

7-Day Packing List

Going away for a week? Pack these 7 pieces and make 12 outfits:

  1. White tennis dress
  2. Pleated tennis skort
  3. Fitted polo
  4. Linen shift dress
  5. Cotton blazer
  6. Leather loafers
  7. Pearl studs

Add the remaining accessories and you are covered for every occasion in this guide.