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Are you struggling to master the old-money style? I’ve got you covered! This complete guide will help you nail the old-money aesthetic, along with 10 effortlessly chic outfit ideas you can recreate.

The old-money or quiet luxury style has surged in popularity over the past few years, largely due to the influence of TV shows like Gossip Girl, Succession, and various celebrity fashion moments that brought this aesthetic into the spotlight.

This style revolves around high-quality, logo-free pieces, timeless designs, and tailored cuts, often paired with elegant accessories for a vintage-inspired touch. Think tailored suits, trench coats, cashmere sweaters, and monochromatic outfits. In essence, the old-money look is all about well-made, understated, and timeless fashion choices that exude sophistication without being flashy.

To effortlessly embrace this style, it’s important to understand the origins of the old-money aesthetic. It stems from a lifestyle associated with those who have inherited wealth, rather than earning it through work.

Their typical hobbies—sailing, tennis, horse riding, golfing, and attending polo matches—heavily influence the fashion choices. That’s why many of the outfits we’ll be discussing are inspired by the attire worn for these activities, blending elegance with a timeless, preppy charm.

While shows like Succession gave us a glimpse into the old-money aesthetic, I believe the true epitome of elegance is Princess Diana. Renowned for her timeless style and grace, she became an icon in the world of fashion. Her ability to effortlessly exude charm made her a lasting influence, and her outfits continue to represent the essence of old-money fashion. From her power suits to casual polo shirts, Diana’s wardrobe consistently embodied classic, understated sophistication, perfectly capturing that old-money vibe.

HOW TO ACHIEVE THE OLD MONEY LOOK

No need to rob a bank to achieve this style! While the quality of the clothes is important, your personal taste and unique style matter even more. It’s all about how you can effortlessly put together simple pieces to create sophisticated old-money outfits.

To fully embrace the old-money aesthetic, focus on these five key elements:

1. CREATE AN OLD MONEY CAPSULE WARDROBE

An old-money wardrobe is built around timeless staples that never go out of style. By incorporating these classic pieces with your unique personal flair, you can effortlessly create endless old-money outfits. The best part? You likely already have many of these items in your current wardrobe, so there’s no need to splurge. It’s all about mixing and matching these essential old-money staples to achieve the look.

Old Money Wardrobe Includes:

Old Money Wardrobe Includes:
Cashmere Sweaters
Trench Coat
Pair of loafers
Button-Down Shirt
Pair Of High-Waisted Trousers
Blazer

Accessories:

Vintage sunglasses
Pearl Necklace
Hoop Earrings
Silk Scarves
Headbands
Structured Leather Bag

2. QUALITY OVER QUANTITY

Investing in high-quality pieces is key to achieving that classic old-money style, and they’ll last you a lifetime. However, buying quality doesn’t require a huge bank account. There are plenty of affordable options made with premium materials—you just need to know where to shop and carefully check the material list before making a purchase. It’s always preferable to choose pieces made from natural fibers for that refined, long-lasting appeal.

3. PATTERNS

Avoid bold, extravagant prints like animal or floral patterns. While there’s nothing inherently wrong with them, they give off a completely different vibe from the old-money aesthetic. Instead, opt for more understated graphic prints, such as stripes, polka dots, and checks, which align better with the timeless, sophisticated look of old-money style.

4. TAILORING

It’s essential to always tailor your clothes for the perfect fit—never too tight or too loose. Invest in structured, high-quality pieces that are impeccably tailored to suit you like a glove and highlight your figure. Well-fitted clothing is a key element of the old-money aesthetic, adding polish and sophistication to any outfit.

5. COLORS

The old-money style often embraces a neutral color palette, featuring soft, understated tones with the occasional pop of color. To simplify your outfit planning, here are some popular old-money color combinations to keep in mind as you put together your looks:

OLD MONEY OUTFIT INSPIRATION

BLACK KNIT DRESS

A black knit dress is a staple for your winter capsule wardrobe. To elevate the look, you can add tan or brown accessories, or go for classic pearl accents for a touch of elegance.

BLAZER & RIDING BOOTS

Instead of opting for something overly oversized, a classic blazer looks incredibly chic. Pair it with white leggings and riding boots for the ultimate old-money vibe. Don’t forget the accessories! The gold details on the belt add a touch of elegance, while statement glasses and a black headband bring in those perfect vintage vibes.

You might also consider a double-breasted blazer with gold buttons—it’s super chic! A navy blazer paired with neutral colors is another fantastic option to achieve that sophisticated look.

MONOCHROMATIC LOOK

I hesitated to include yet another monochrome look in this guide, but the truth is, wearing tonal outfits is one of the simplest ways to achieve that old-money aesthetic. Monochrome ensembles create a polished, sophisticated vibe that effortlessly embodies the style.

TRENCH COAT, JEANS & LOAFERS

This look is more casual, making it perfect for daytime outings. Most of us likely already have these pieces in our wardrobes, but I’ve linked some stunning options for you just in case, including the best Loro Piana dupes!

CABLE KNIT SWEATER & WHITE SHIRT

This look is incredibly easy to recreate, and it’s timeless—you can wear it year after year without it ever going out of style.

WOOL COAT & SILK SCARF

Nothing says old money quite like a silk scarf! It’s a simple yet elegant way to add a pop of color to your neutral outfits. You can wear it with a wool coat, paired with jeans and ankle boots or white trainers for a chic, polished look.

COAT, SHIRT & TURTLENECK

How stunning is this outfit? The colors perfectly embody the old-money aesthetic, and the striped coat adds a super chic element to the look. If you love wearing shirts in winter, layering a turtleneck sweater underneath is a great idea for added warmth and style!

WHITE TENNIS SKIRT & SWEATSHIRT

Remember when we discussed tennis as one of the classic old-money hobbies? That’s why a white tennis skirt is a must-have for achieving the old-money look! Simply pair it with a sweatshirt and knee-high boots for a chic ensemble. You can also opt for a grey or black skater skirt, which is easier to style during winter—just add a pair of leggings underneath for warmth and comfort.

TWEED 2-PIECE SUIT

A matching set is essential for achieving that old-money look, especially in tweed. I believe tweed adds a touch of class to any outfit. Paired with a wool coat, it creates a sophisticated formal look that’s perfect for colder days.

CHECKED BLAZER & KNIT TOP

This look embodies the ultimate Ralph Lauren aesthetic: a checked or houndstooth blazer paired with a cozy sweater. This type of pattern instantly lends a heritage feel to any outfit. For added warmth and a vintage touch, consider layering a white shirt underneath—it’s a classic combination that never goes out of style!

If you have wide feet or have experienced issues with bunions in the past, ensuring that your toes have ample space to spread out in shoes is crucial. Fortunately, many top brands today have designed beautiful shoes with wider toe boxes that can help alleviate pressure and provide a gentle and comfortable feel for your feet. We have compiled a list of 15 sneakers with a wide toe box for women in our article.

BEST WOMEN’S OVERALL: RYKÄ DEVOTION PLUS 3 WALKING SHOE

The Rykä Devotion Plus 3 is our top women’s pick for supreme comfort. It offers plenty of room in the forefoot and a narrower heel, making it ideal for those who need extra space in the toe box without requiring a wide-width shoe. The molded foam insole provides excellent heel and arch support, along with good shock absorption for long days on your feet. The lightweight construction features breathable mesh and vents to prevent sweat and odors, while the rubber outsole offers excellent traction on various surfaces. The responsive padding and plush cushioning make these shoes comfortable for extended wear, with ample room for your feet and toes. However, it’s worth noting that the shoes are best suited for individuals with a neutral gait, and those who over- or underpronate may benefit from a shoe that provides corrective support.

BEST WOMEN’S BUDGET: SKETCHERS GO JOY WALKING SHOE

The Sketchers GoWalk Joy is a fantastic budget-friendly option with a wide toe box. These slip-on walking shoes are breathable and easy to put on and take off. During testing, we were impressed by the support and cushioning they provided, considering their lightweight construction. The combination of a narrower heel and wider toe box, along with the availability of three widths, allows for a more precise fit. While they lack advanced arch support and stability features, the GoWalk Joy is still our top pick for a roomy, well-fitting, and affordable shoe. It’s also great for travel due to its lightweight design and machine-washable feature.

BEST FOR RUNNING: REEBOK FLOATRIDE ENERGY 4 ADVENTURE

For a wide toe box running shoe, the Reebok Floatride Energy 4 Adventure is an excellent choice. This shoe is considered a hybrid as it offers exceptional traction on trails while remaining lightweight and responsive on the road.

We’ve extensively worn these shoes during rocky coastline hikes and trail runs, and we were impressed by their responsiveness and support. The wide toe box provided ample room for our toes to breathe without any discomfort or pressure. However, we did find that the deep treads on the outsole are closely spaced, which means they tend to accumulate dirt and mud easily. As a result, they may not be the ideal choice for very wet or slippery runs.

These shoes are breathable and well-suited for warmer weather. The upper is made with weatherproof ripstop material and features a rubber toe wrap to protect against debris. We highly recommend the Floatride Energy 4 Adventure for individuals with high arches, neutral pronation, underpronation, or supination.

BEST FOR WALKING: KLAW FOOTWEAR 528

The Klaw Footwear 528 sneaker is an exceptional cushioned walking shoe that combines our favorite features. The shoe’s rocking motion and removable insoles provide responsive cushioning, propelling you forward during walks. The roomy toe box prevents chafing and blisters.

With arch support, deep heel cups, and excellent shock absorption, this sneaker offers full support for your feet, keeping your ankles, knees, and hips properly aligned. It’s designed for all-day comfort, making it ideal for those who spend a lot of time on their feet. Wearers appreciate how it helps relieve foot pain, including plantar fasciitis and pregnancy-related foot fatigue.

The 528 sneaker is available in regular width, providing ample space, and also comes in wide sizes from 6 to 11. Its smaller heel-to-toe drop and rainproof leather upper make it suitable for walks in any weather. It’s worth noting that these sneakers are heavier and more expensive compared to some other options. However, if you’re looking for a premium walking sneaker with a wide toe box, we believe they’re worth the investment.

BEST FOR EVERYDAY WEAR: LULULEMON WOMEN’S RUNNING SHOE

We had the opportunity to test lululemon’s Blissfeel 2 Running Shoe, and we were thoroughly impressed with its performance as an everyday sneaker. While it is designed for supporting your feet on roads and sidewalks, we found that the firm cushioning and overall support provided exceptional comfort throughout the day. The shoe offers plenty of space in the front while ensuring a secure fit at the heel.

During our testing, we found that the Blissfeel 2 was not adequately cushioned for running, but it proved to be a reliable choice for activities such as running errands or commuting to the office. The seamless mesh upper felt breathable, allowing for proper airflow and keeping our feet cool and dry.

Despite its lightweight feel, the shoe exhibited surprising responsiveness and springiness. Its sleek design makes it a stylish addition to any athleisure outfit. While it may be more expensive compared to other options, we believe it’s worth the investment for a versatile sneaker that can handle any situation that comes your way.

BEST FOR PLANTAR FASCIITIS: HOKA CLIFTON 8

For individuals with plantar fasciitis, finding the right orthotic or shoe is crucial for relieving pressure, providing cushioning, and offering foot control and support. One recommended option is Hoka’s Clifton 8. These sneakers have received the APMA Seal of Acceptance, indicating they are approved by podiatrists for promoting foot health. Despite their foam cushioning, they are lightweight and suitable for daily running.

The Clifton 8 features an internal rocker for smooth and fast transitions during running, along with stability provided by the midsole and upper. However, they are better suited for slower runs or walking rather than speedwork.

Although they are more expensive compared to other shoes on the list, and some wearers may need time to adjust to the shoe’s arch support, we consider them a reliable and worthwhile option for everyday walks or runs, especially for individuals dealing with heel pain associated with plantar fasciitis.

BEST FOR OVERPRONATORS: BROOKS ADDICTION WALKER 2 SHOE

Our top pick for overpronators with a wide toe box is the Brooks Addiction Walker 2. These shoes are designed to address overpronation by featuring a diagonal bar in the midfoot that supports the arches and helps prevent excessive rolling. Despite being heavier, they offer exceptional support that lighter shoes may lack.

During our testing, we found the Addiction Walker 2 to be incredibly comfortable and stable. They are well-suited for extended periods of wear, making them ideal for individuals who spend a lot of time on their feet while running errands or working. The slip-resistant outsole provides excellent grip, allowing for easy walking on wet, slick, or muddy surfaces.

These sneakers have a versatile design and solid coloring, making them suitable for both formal workwear and casual wear. They also offer enough room to accommodate custom orthotics for a tailored fit. They are available in medium, wide, narrow, and extra-wide widths.

While the leather upper of these shoes may not be as breathable as some other options, it allows them to soften and conform to your feet, providing a snug and personalized fit. The inner material is mesh, promoting breathability and keeping your feet cool and comfortable. Additionally, the padded collar and tongue offer extra support and comfort.

BEST FOR HIGH ARCHES: SAUCONY MEN’S ENDORPHIN SPEED 3

Our top choice for a shoe with a wide toe box and support for high arches is the Saucony Endorphin Speed 3. These shoes offer springy cushioning, stability, and are suitable for long and comfortable runs. The nylon plate in the midsole provides excellent energy return, ensuring smooth transitions and propelling you forward.

One of the standout features of the Endorphin Speed 3 is its traction on both dry and wet roads, making it a reliable option in various weather conditions. Additionally, the shoes excel in both cold and warm temperatures, thanks to a flexible outsole that remains functional in the cold and an airy, breathable mesh upper. While they are on the expensive side, the attention to detail in weatherproofing these supportive sneakers justifies the investment.

It’s worth noting that the shoes are designed with a wide toe box but a more narrow mid and end foot for added support. However, they do offer wide sizes for those who require more room. Some wearers have reported that the heel tends to rub since it lacks padding, so pairing the shoes with high-quality running socks may provide additional protection against blisters.

BEST RUNNING SNEAKER: ULTRA VIA OLYMPUS

Altra running shoes are known for their specialized wider shoe shape, which is designed to fit the foot more naturally. This particular shoe, offering the roomiest fit among all the sizes from the brand, was highly praised in the 2023 Runner’s World Shoe Awards. Many people also recommends the original model over the standard model for customers with extra wide feet.

BEST STREET SNEAKER: XERO KELSO WOMEN’S ZERO DROP TENNIS SHOES

Xero’s casual Kelso sneaker is a versatile trainer that serves multiple purposes. It features a toe box that allows for natural toe spreading and resting. The shoe is designed with a wide toe box, ensuring ample room for toe movement. Additionally, it includes a moisture-wicking mesh lining, which helps keep your feet dry and comfortable. The Kelso sneaker is also lightweight, making it a practical and comfortable choice for daily wear.

BEST RUNNING SNEAKERS FOR WIDE FEET: HOKA BONDI 8

If you’re a runner or a fan of the athleisure look, you’re likely familiar with Hoka shoes. This beloved athletic footwear brand is highly regarded for its extra cushioning and stylish color options. The Hoka Bondi 8, specifically designed as a walking shoe, offers exceptional plushness and comfort. It features a mesh upper that provides a bit of stretch for added flexibility. What sets Hoka apart is that many of their shoe models are available in wide-width options, catering to individuals who require more room in their footwear.

BEST EXTRA-WIDE SNEAKER: NEW BALANCE FRESH FOAM X 860V13

While New Balance sneakers have been traditionally associated with narrow width, the brand offers a surprising range of wide-width options for some of its popular shoes, including the Fresh Foam X 860v13 running shoe. Similar to Hoka sneakers, these New Balance shoes feature a breathable and flexible mesh upper, as well as a padded footbed for added comfort. What sets these shoes apart is the availability of both Wide and X-Wide width options, catering to individuals who require even more room in their footwear.

BEST DAD SNEAKERS FOR WIDE FEET: CUSHIONAIRE WOMEN’S STRIKE CHUNKY SNEAKER

Cushionaire’s chunky sneaker style embraces the popular dad sneaker aesthetic that continues to be in vogue. It possesses a uniquely appealing combination of sportiness and clunkiness that surprisingly works well. Most importantly, this sneaker is available in a wide-width size option, catering to those who require extra room. Not only is it affordable, but it also remains on-trend. It is worth noting, however, that it is available in a single colorway.

BEST NIKE SNEAKERS FOR WIDE FEET: NIKE AIR FORCE 1 ’07

Nike’s Air Force 1 sneakers have established themselves as a timeless and worthwhile investment. However, it’s important to note that certain Nike styles may not be the most accommodating for wide feet. To address this, my suggestion is to opt for a unisex shoe like the Air Force 1s. These sneakers are versatile and can be effortlessly incorporated into any wardrobe. What’s more, you have the option to customize

BEST CHUNKY SNEAKERS FOR WIDE FEET: FINI DESIDERATA V2 NUDE

Fini is a brand that prioritizes sustainability and minimizing the use of plastics. Their unisex shoes are meticulously handcrafted in Portugal, utilizing materials such as full-grain leather, breathable mesh, and a cork footbed. Not only do these shoes boast eco-friendly features, but they also possess a versatile style that effortlessly complements any outfit.

WHAT TO LOOK FOR IN WIDE TOE BOX SHOES

TOE BOX SHAPE

It’s crucial to consider both the width and shape of the toe box when choosing shoes. Experts recommend finding a toe box that closely mimics the natural shape of your foot to ensure the best possible fit. This allows your toes to move and splay naturally, promoting comfort and reducing the risk of foot-related issues.

PRICE

When shopping for shoes, it’s important to consider your personal budget. The shoes on our list range in price from approximately $75 to over $175. While less expensive options may have sufficient cushioning, they might lack the necessary support for specific foot conditions like plantar fasciitis. Investing in a high-quality pair of shoes can be cost-effective in the long run, as they may not need to be replaced as frequently as cheaper alternatives. However, there are also comfortable and well-fitting shoes available at more affordable price points. It’s ultimately important to choose the option that best fits both your budget and your feet.

FIT

Shoes with a wide toe box should provide a comfortable fit that is neither too loose nor too tight. It is important to have enough space for your toes to move and spread out without feeling pinched, rubbed, or pressured. Additionally, your heels should fit snugly and not slip out while walking or running. Consider the length of the shoe, ensuring it is sufficient for your foot size and any orthotics you may require.

For individuals with flat feet or overpronation, it is recommended to look for shoes that offer adequate support and stability. Our top choice for overpronators is the Brooks Addiction Walker 2. This shoe features a diagonal bar inside that helps align the feet and provides the necessary support and stability.

CONCLUSION

In conclusion, when it comes to finding the best women’s sneakers with a wide toe box, there are several excellent options available. These shoes prioritize comfort, proper fit, and support for individuals with wider feet or those who prefer more room in the toe area. From popular brands such as Altra, New Balance, Hoka, and Nike to sustainable options like Fini, there is a wide range of choices to suit different preferences and needs.