old money summer outfits

19 Old Money Summer Outfits for Effortless Elegance!

Looking for some chic old money summer outfits inspo? I’ve got you covered.

I’ve always preferred demure, timeless fashion, not because I judge people who flash skin (if you got it, flaunt it, girlfriend! ) but more so, because I can reuse the clothes in different cultures and countries. 

Also, the old money aesthetic has a timeless allure, inspired by classic elegance that never really goes out of style. 

Think Blair Waldorf in the Hamptons—wide-brim hat, crisp white dress, iced tea in hand. And honestly? Pulling off that “quiet luxury” look is way easier than it seems. Trust me 😉  

old money summer outfits

Feeling overwhelmed about how to nail this look, especially when every outfit feels so freaking expensive? Don’t worry – getting it right is easier than you think! I have combined a list of old money outfits that never go out of fashion and always make a refined statement. Think breezy linen, neutral colors, gold jewelry, and tailored pieces that say I have great taste without screaming for attention.

Whether you’re heading to a beach house weekend, a fancy brunch, or just want to stroll around town looking like you belong on a yacht, I’ve put together the best old money summer outfit ideas to keep you looking polished all season long. 

So, grab your iced latte, channel your inner fashionista, and let’s check out all the old-money summer outfits Queen B would definitely approve of… xoxo.

Old Money Style Aesthetics- Summer Looks

Striped Navy Blue Shirt

Okay, hear me out — a striped navy shirt is basically the easiest way to look classy without even trying. 

It has that effortless “old money summer” vibe, like you just stepped off a boat in the South of France (even if you’re just grabbing iced coffee). 

Pair it with white trousers for that crisp, polished look, or throw it on with denim shorts for something casual-but-chic. Trust me, this shirt makes everything feel put together.

old money summer outfits

@paola_cossentino

Get this shirt here

old money summer outfits

@heloise.guillet 

Get this button-down shirt here

Complete the look by getting these white shorts and a brown belt

White Linen Button-Down + Beige Wide-Leg Trousers

You can never go wrong with this combo! 

It’s simple, polished, and it makes you look so elegant. I love how this outfit feels so comfy and chic. Plus, it literally makes you look so put together.

Perfect for a coffee run, brunch, or just strolling around in the sun. Add sandals or loafers, and you’re good to go!

old money summer outfits

@heloise.guillet 

Get this top

Get beige wide-legged trousers here

Tailored White Co-Ord Set

Okay, how chic is this? A crisp white co-ord set featuring a button-down shirt and tailored shorts is the ultimate go-to old-money summer outfit. 

It’s clean, minimal, and so effortlessly stylish. Pair it with tan leather sandals or espadrilles, and add simple gold hoops for that timeless vibe. 

I love how fresh and versatile this look feels — it works literally anywhere!

old money summer outfits

@paola_cossentino

Get the co-ord set

Striped Shirts

Another great option to execute the old-money style is to go for this stunning striped black shirt. 

You can pair it with white trousers or shorts to create a super chic vibe. This combo feels so timeless and classy- I love it! 

It’s one of those outfits that works everywhere: brunch with friends, a study session at a café, or even just strolling around when you want to look like you’ve got your life together (even if you secretly don’t 😅). 

Plus, stripes never really go out of style, so it feels both classic and fun at the same time.

@heloise.guillet

Get this shirt

old money summer outfits

Another great option.

old money summer outfits

@ceydakgun 

Get this shirt and trousers here. 

Black VestOld Money Summer Outfits

If you want to nail the old-money aesthetic, you NEED to get your hands on this black vest. Period. 

Also, the color mix — black and brown — is so underrated!

 It feels earthy yet edgy, and honestly, it’s the kind of outfit that can go from coffee runs to dinner plans without needing a single change. 

Throw on gold hoops & loafers, and you’re good to go.

old money summer outfits

@heloise.guillet

Get the vest here

Brown wide-legged trousers

Brown wide-leg pants are such a staple in the old money aesthetic — they just give that timeless, refined feel without trying too hard. 

They’re versatile, elegant, and instantly make even a simple outfit look polished.

Paired with a simple white tank top and a brown belt, the whole look comes together beautifully. 

The wide-leg silhouette has that effortless flow, giving you the kind of presence you usually see in fashion magazines or old movies.

What I love most about this combo is how wearable it is. You could style it with loafers for a laid-back, European-inspired look or swap them for strappy sandals to make it a chic summer outfit.

old money summer outfits

@heloise.guillet

Grab your trousers here

Off-shoulder Fitted Blouse

Another great idea to create the perfect old-money style is to go for an off-shoulder fitted blouse.

 There’s something so chic about going for a one-color look. An off-shoulder fitted blouse paired with wide trousers in the same shade feels super put-together but still effortless.

The best part? Matching the colors makes the whole outfit look instantly polished, like you really thought it through — even though it’s just two simple pieces. 

You could wear it with minimal jewelry and sleek sandals for a classy summer evening look, or throw on loafers to keep it more casual.

old money summer outfits

@heloise.guillet

Get this blouse here

Satin Skirts

Satin skirts are honestly such a game-changer. They’re one of those pieces that instantly make you look classy without even trying.  

Pair one with a simple blouse for dinner, or just a tucked-in tee and loafers for a more laid-back but still super chic look.

The key is keeping it simple — neutral colors like beige, ivory, or soft brown make it feel very old money. Add a small bag and minimal jewelry, and you’re done. No stress, just chic vibes.

old money summer outfits

@ceydakgun

Click here to grab this satin skirt

Tailored Neutral Gowns

Okay, if there’s one piece you need in your closet, it’s a white gown with a side slit. 

Honestly, it’s such a classy, old-money staple. The fitted waist gives you that beautiful, polished shape, and the slit? Just the perfect touch of chic without going overboard.

It’s one of those dresses that instantly makes you feel elegant the moment you put it on. 

Pair it with strappy heels, soft curls, and a little gold jewelry, and you’re basically giving luxury vibes without even trying.

Honestly, it’s the kind of dress that makes you feel like you belong at a summer soirée in the South of France. 

If you don’t already have one… girl, this is your sign to get it. You’ll wear it way more than you think. 🤍

old money summer outfits

@imhrisa

Get this dress here

Classic Polo ShirtsOld Money Summer Outfits

Polo shirts honestly scream old money chic. They’ve got that preppy, polished vibe without being over the top. 

I love how they balance casual and classy — like you can wear one to brunch with linen pants and loafers. 

Even with denim, they look expensive if you keep the colors neutral. If you don’t have at least one good polo in your wardrobe, you’re missing out — it’s such a forever piece.

If you’ve ever watched an old Grace Kelly film, you know the charm of a polo shirt. She made it look so effortlessly polished! And honestly, you can recreate her look by investing in polo shirts and fitted trousers. 

Trust me, it’s a forever piece in an old money wardrobe.

old money summer outfits

@ceydakgun

Get the polo shirt here

Contrast Trim Top With Mini Skirt

If you want to give off the classy girl vibes, get your hands on a contrast trim top and a mini skirt ASAP! 

If you’re building your wardrobe around timeless, versatile pieces, trust me, this look is a keeper. It’s chic, it’s fun, and it’s the kind of outfit that will have you turning heads as you walk by.

Bonus part? You can style it according to your event by adding the relevant accessories and shoes. 

Whether you are going to a yacht party with your girlfriends or just strolling through art galleries in the afternoon, this outfit will make you look so elegant and put-together. 

old money summer outfits

@sophielouisesdiary

Grab the top

To complete the look, don’t forget to grab this mini skirt too!

Elegant Short Sleeve Dress

Honestly, an elegant short-sleeve dress is such a cheat code. You don’t have to overthink it — it’s one piece, it’s comfy, and it instantly looks classy. 

The short sleeves keep it chill, so you won’t feel overdressed, but the clean cut makes you look super polished.

I love the white and beige tones when it comes to wearing dresses. But you can also opt for pastel pink, mint, or navy blue to create the ultimate old-money outfit. 

This kind of dress is perfect for days when you don’t want to think too hard about what to wear — you just slip it on, add a nice pair of sandals or low heels, maybe a small shoulder bag, and you’re good to go. 

You can wear it to brunch, a casual meeting, or even just a coffee run when you want to feel a little more elevated. 

It’s basically that one dress you can wear on repeat, and nobody will get tired of it.

Oh, and don’t forget to add some jewelry for the ultimate old-money vibe 😉

old money summer outfits

@sophielouisesdiary

Get this dress

Another great styling idea;

old money summer outfits

@heloise.guillet 

Grab the silk white top here

Grey Vest And White Shorts

The contrast is super clean — the grey keeps it sleek, and the white shorts keep it fresh and summery.

You can wear it casually with sneakers and a bun, or dress it up with loafers and layered necklaces for a more polished vibe. 

If it gets chilly, throw a light cardigan or oversized shirt on top, and it still looks put together.

It’s one of those combos that works for coffee runs, casual hangouts, or even a laid-back dinner. Simple, comfy, and effortlessly cool.

For me, the brown belt and handbag stand out the most. It exudes the perfect old-money charm- luxurious and sophisticated. 

old money summer outfits

@heloise.guillet 

Grab the vest and shorts here. 

The Tank + Skirt Combo That Always Works

If you want an outfit that feels classy but still cool, this is it.

A black tank top with a white mini skirt is literally the easiest way to look put-together without trying too hard. 

It’s giving old money vibes but in a super chill, wearable way. 

Throw on gold hoops, a skinny belt, and some ballet flats or loafers, and you’ll look like you just walked out of a Hamptons summer house. 

You can also add a cardigan over your shoulders or some chic sunnies, and boom, you’re serving main character at a country club. How does that sound?

old money summer outfits

@heloise.guillet 

Get the tank top

Effortless Summer Two-Piece

A white tank top paired with shorts is such a vibe for summer—it’s easy, comfy, and instantly chic. 

You can keep it simple with basic sneakers or sandals, or dress it up a bit with strappy flats and layered gold jewelry. 

For a more put-together look, throw on a lightweight blazer or a cropped denim jacket. 

Perfect for brunch, errands, or a casual day out, this monochrome set gives off clean, minimal, yet effortlessly stylish energy.

old money summer outfits

@heloise.guillet 

Click here to grab the white tank top and shorts

Here are different looks that you can try with this two-piece monochromatic set:

Classic Black Dress Shirt

If you want that quiet rich-girl vibe, this combo is your go-to. Black top, white pants—it’s simple but classy. Nothing loud, nothing flashy. 

Just sleek, timeless, and totally old money. Pair it with loafers or heels, and voila, you’re all set! 

You can also add some gold jewelry or a classic watch for a more refined and polished look. 

old money summer outfits

@heloise.guillet 

Get this black shirt

White Vest And Midi SkirtOld Money Summer Outfits

This combo is hands down the easiest way to pull off old-money energy.

Midi skirts are already a vibe, but throw on a white vest and you already have the old money outfit. 

Keep your accessories minimal—maybe a small handbag or delicate jewelry—and your shoes classic. 

This outfit works anywhere, from coffee dates to casual meetings, and it’s perfect for anyone who wants to channel old money vibes while still keeping things simple and classy. 

old money summer outfits

@heloise.guillet 

Grab the vest and midi skirt here. 

Sleeveless Sweater + Wide Pants

If you want that quiet luxury vibe, a sleeveless high-neck sweater paired with wide pants is your go-to. 

Structured on top, soft on the bottom, it’s the perfect combination of chic and comfortable. Neutral colors, minimal jewelry, and classic shoes keep it timeless. 

Whether you’re heading to a casual meeting, brunch, or just strolling around, this outfit exudes sophistication without being over the top.

Effortless, classy, and totally old-money in energy!!

old money summer outfits

@heloise.guillet 

Get this top

Sleeveless Square-Neck Top

If you want that quiet luxe energy, grab a square-neck sleeveless top. It’s clean, sleek, and just works with everything. 

You can pair this with wide pants, skirts, or anything neutral, add simple jewelry, and suddenly you’re giving old money vibes. 

It’s ideal for brunch, casual hangouts, or just vibing around town. Simple, comfy, and makes you feel classy in a totally chill way. 

old money summer outfits

@heloise.guillet 

Get this top

Old Money Summer Outfits – Stripes Edition

If you want an easy, classy outfit, go for a striped shirt with a skirt. Stripes make it classic, the skirt makes it feminine, and together they just work. 

Honestly, stripes + skirt is such a vibe. It’s clean, chic, and kinda timeless. 

You can tuck the shirt in, add a little belt, some delicate jewelry, and boom—you look so elegant and classy. 

old money summer outfits

@heloise.guillet 

Grab the striped shirt and skirt here. 

Another great combination is to pair up your striped shirt with wide-legged trousers. And trust me, this outfit WILL look so beautiful! 

A striped shirt tucked into wide-legged trousers instantly looks sophisticated and chic. 

To take your look to the next level, add some minimal jewelry, sunnies, and shoes. 

old money summer outfits

@heloise.guillet 

Get your wide-legged trousers here. 

Grab this striped shirt. 

Next is my favorite. White tank, open striped shirt, white shorts—it’s clean, casual, and classy all in one. The layers make it relaxed, but the stripes keep it polished, giving subtle old-money vibes. 

Toss on tiny jewelry, your favorite sandals or loafers, and you’re ready to go. Perfect for strolling around town, grabbing brunch, or casual hangouts with your friends. 

old money summer outfits

@heloise.guillet 

Grab this top

Classy Dress Shirt With Denim Shorts

Another great idea to exude the old-money style is to pair a classy plain dress shirt with denim shorts. 

You can also add sunnies, a small handbag, and flats for a modern touch. 

old money summer outfits

@heloise.guillet 

Grab these denim shorts

Key Elements Of Old Money Summer Outfits Style AestheticsOld Money Summer Outfits

Here are some key elements to help you understand the old money aesthetics. Also, I am sharing some tried and tested tips so you can easily create these outfit looks from scratch. 

1. Neutral, Timeless Colors

Always go for neutral and monochromatic colors. Old money style is all about colors that feel effortless and classic. Think whites, creams, beiges, soft browns, navy, and black. These shades are easy to mix and match and always look polished. 

The idea is to keep your outfit looking clean and refined, not flashy or trendy. Neutral colors make it easier to create outfits that feel expensive without overthinking.

2. Structured Blazers and Jackets
A good blazer is basically a staple for old money style. It instantly makes any outfit look polished, whether it’s paired with trousers, skirts, or even jeans. 

Look for clean lines and neutral shades. A well-fitted blazer adds structure, sophistication, and that quiet luxe energy old money style is known for.

3. Chic, Minimal Outfits
Old money outfits are simple, chic, and minimal.  Think polished combos like a tucked-in blouse with wide-legged trousers, a sleek midi skirt with a sleeveless top, or a button-down shirt over shorts. 

Minimalism is key—clean lines, subtle details, and timeless silhouettes make it look classy and intentional.

4. Quality Shoes
Shoes can make or break the look. Old money style favors timeless, well-made shoes over trendy, flashy ones. Loafers, classic heels, ballet flats, and simple sandals are staples. 

Comfort meets sophistication here—you want pieces that last, look refined, and match multiple outfits effortlessly.

5. Statement Handbags and Sunglasses

A structured leather bag and a chic pair of sunglasses instantly level up any outfit. Go for neutral colors and clean lines—nothing flashy or trendy. 

Old Money Style Icons You Need To Know (From Royals To TV Stars)

 1. Lady Diana

Diana, Princess of Wales, is basically the OG old money mood. She made even simple outfits look polished and chic—think tailored blazers, midi skirts, classic pumps, and timeless coats. Her style is timeless, clean, and perfectly polished.

old money summer outfits
old money summer outfits

2. Grace Kelly

Grace Kelly is literally the blueprint for old money style. Everything she wore was clean, chic, and classy—tailored dresses, structured handbags, and neutral tones that just SCREAMED timeless elegance. 

old money summer outfits

She made simplicity look insanely expensive without being over the top. Pairing minimal accessories with sleek silhouettes, she showed that less is more. Her style is perfect inspo if you want that quiet, effortless luxury vibe that never goes out of style.

3. Blair Waldorf

Honestly, who doesn’t remember Queen B? Blair Waldorf is the ultimate old money icon you wish you could be

old money summer outfits

Remember all those Gossip Girl mornings where she walks into Constance with zero effort, but everyone notices her? That’s the vibe. It’s polished, chic, and confident without being extra. 

old money summer outfits

Headbands, plaid skirts, blazers, and neutral-toned pieces gave her that polished, preppy, wealthy-girl vibe. She’s proof that old money style isn’t boring—it’s structured, chic, and ultra-put-together.

Final Words

Nailing your old money summer outfits is way easier than you think—it’s all about timeless pieces and effortless elegance!

As a general rule, less is often more. Clean, polished, understated outfits are always the way to go.

If you’d like to add a little personality to neutral-toned looks, plead trousers or skirts with soft pops of color, chic prints, or delicate accessories.

Enjoy your summer in style! Stay classy, chic, and totally polished!

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