In 2024, shoes go beyond just footwear; they signify your social status and personal style. Old money shoes are key pieces in classic wardrobes that quietly show wealth and taste. Old money style isn’t flashyit’s timeless, elegant, and refined. From loafers to tennis shoes, every piece in the old money shoe collection exudes understated luxury.
So, if you’re ready to find out how to build an old-money wardrobe that doesn’t look bland, let’s dive in. I’ll take you through the top eight types of shoes that every old-money style lover should know, and then reveal how to elevate your outfits with shoes that pop without sacrificing class.
1. The Classic Loafer: A Staple of Old Money Shoes

When it comes to old money shoes, loafers are a top choice. They’re a universal favourite among those who appreciate classic style, and brands like Loro Piana have made loafers synonymous with luxury. The loafer’s versatility lets it work effortlessly with suits, chinos, and even jeans.
Key Features:
- Material: Suede or leather
- Colours: Navy, brown, black, nude
- Occasions: Work, casual outings, dinners
Why Choose Loafers? They provide a timeless look that works for almost any occasion. For a true old-money aesthetic, stick to neutral shades—these tones match effortlessly with multiple outfits and exude class. Suede loafers are ideal for summer, while leather loafers are perfect for winter.
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2. Oxford Shoes: Winter’s Go-To for Old Money Style

The Oxford shoe is one of the most distinguished old money shoes and is a must-have for the cooler months. The closed-lace system of Oxfords adds a formal look, ideal for pairing with suits or more polished attire.
Key Features:
- Material: Leather
- colours: Black, brown
- Occasions: Formal events, business meetings
Why Choose Oxford Shoes? They bring a sense of sophistication and elegance to winter outfits, especially when worn with pants or suits. Avoid pairing these with shorts, as the look is far too formal for casual summer settings.
3. Penny Loafers: The Dress-Down Leather Shoe

Penny loafers are another gem in the old money shoe collection. They can be dressed up or down, and their minimal design makes them a perfect choice for those seeking a bit more versatility without compromising elegance.
Key Features:
- Material: Leather
- Colours: Black, brown
- Occasions: Casual days, business-casual events
Why Choose Penny Loafers? Penny loafers are the ultimate smart-casual shoe and are great for winter, thanks to their leather construction. Stick with black or brown, and avoid bright colours to keep things classy.
4. Simple Leather Sneakers: A New Twist on Old Money Shoes

Leather sneakers offer a modern twist, making them an old-money staple that can work for both summer and winter. Brands like Common Projects and Lanvin have captured this look, while Golden Goose leans more into new money but can still work for a casual old-money vibe.
Key Features:
- Material: Leather
- Colours: White, black
- Occasions: Casual outings, daytime events
Why Choose Leather Sneakers? They’re subtle yet stylish, offering an understated look that avoids flashy logos. Stick to white and black for maximum versatility.
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5. Sandals: Old Money’s Summer Casual

For beach days and summer afternoons, sandals are perfect old money shoes that keep things casual but still tasteful. Birkenstock Arizona’s, for example, are comfortable and classically styled.
Key Features:
- Material: Leather
- Styles: Arizona or similar
- Occasions: Casual, beach, summer gatherings
Why Choose Sandals? They are effortlessly stylish for a relaxed, classy look. However, avoid flip-flops, as they lack the polish that old money style represents.
6. The Tennis Shoe: Old Money’s Favourite Casual Look

Tennis shoes are highly versatile and have become an old-money essential for casual settings. Loro Piana’s Weekend Walk is a great choice for a timeless look without large logos or loud colours.
Key Features:
- Material: Leather or canvas
- Colours: White, yellow,beige
- Occasions: Casual, travel, outings
Why Choose Tennis Shoes? They’re ideal for relaxed looks that still look refined. Neutral colours keep the outfit understated yet stylish.
7. The Chelsea Boot: Sophistication in the Winter

Chelsea boots are sleek, versatile, and a bit more edgy than other old money shoes, yet still highly classic. Choose neutral shades to create a refined look.
Key Features:
- Material: Leather
- Colours: Black, brown
- Occasions: Winter wear, casual chic
Why Choose Chelsea Boots? These boots add an extra level of polish to winter attire. Whether paired with trousers or jeans, Chelsea boots elevate any winter outfit.
8. Loafers in Unique Colours: The Secret to Making Old Money Shoes Stand Out

Loafers in unexpected colours like royal blue, dark green, or lavender is perfect for adding a twist to your outfit. These hues give a little pop while staying within the classic colour palette.
Key Features:
- Material: Suede or leather
- Colours: Unique neutrals (e.g., royal blue, forest green)
- Occasions: Casual and formal
Why Choose Loafers in Unique Colours? They’re a subtle way to break from the norm without sacrificing the old-money aesthetic. These shades pair well with summer linens and casual suits.
Tips for Choosing Old Money Shoes That Don’t Look Bland
1. Stick to Neutral Colours First
- Neutral colours like black, brown, white, and beige are safe choices. They work with almost any outfit and allow you to experiment with adding colour to other elements of your outfit.
2. opt for Subtle, Quality Materials
- Choose shoes made from quality materials like fine leather or suede. This enhances durability and maintains a polished look.
3. Avoid Flashy Logos
- Old money style values understated elegance. Brands like Loro Piana and Common Projects embody this with their minimal branding.
4. Experiment with Textures
- Adding texture is another way to stand out. Consider textured tennis shoes or loafers for a fresh look without overdoing it.
5. Incorporate Colours with Suede Loafers
- If you’re ready to venture into more colours, start with suede loafers. Colours like dark green, royal blue, and even lavender add interest while maintaining an elegant vibe.
Conclusion
Old money shoes are about quiet sophistication, durability, and style. By choosing pieces that reflect these values—like loafers, Oxfords, and quality leather sneakers—you’re building a wardrobe that exudes timeless class. Now that you know the types of old-money shoes, you’re ready to elevate your footwear game. Don’t forget that the key to pulling off these looks is to keep it understated, classic, and refined.
With the right shoes, your outfits will no longer look bland. Instead, they’ll reflect a refined, thoughtful style that speaks to a sense of classic elegance and luxury.
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Faq
What defines “old money shoes”?
Old money shoes are characterized by timeless, understated designs that exude quiet luxury. These shoes are usually crafted from high-quality materials like leather or suede and feature classic styles such as loafers, Oxfords, and tennis shoes, often in neutral colours.
Which colours should I prioritize for an old money shoe collection?
Start with neutral colours like black, brown, navy, white, and nude. These shades provide versatility, allowing your shoes to match various outfits and keep the look polished and refined.
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