Old Money: Fall Outfits, a Guide to Timeless Autumn Style

Discover timeless fall outfits with the Old Money style. Classic menswear, womenswear & accessories for a refined, quiet luxury wardrobe.

8/20/20255 min read

black blue and yellow textile

Old Money: Fall Outfits, a Guide to Timeless Autumn Style

Introduction

When the leaves are golden and the air is crisp, fall provides the ideal setting to highlight the Old Money look. Based in refinement, restraint, and subtle luxury, the aesthetic excels in colder seasons where layering, texture, and ageless elements shine. Whether male or female seeking to upscale your wardrobe, fall is the season in which to adopt sophistication without screaming. In this guide, we’ll explore how to curate Old Money fall outfits that embody understated wealth and timeless charm.

The Old Money Style Philosophy

At its core, Old Money style is about refinement, not excess. It avoids flashy logos or trendy pieces and instead prioritizes heritage, craftsmanship, and timeless silhouettes. Think understated tailoring, neutral tones, and fabrics that stand the test of time. The goal is to look elegant and sophisticated in a way that seems effortless, as though these pieces have always been in your wardrobe. Fall especially is the time for Old Money style because it's the time to layering rich textures and muted colors, perfect for subtle elegance.

a man in a suit and tie with a suit and tie
a man in a suit and tie with a suit and tie

Must Have Fabrics and Colors for Fall

The secret to Old Money fall outfits is choosing the right fabrics and color palette.

Colors

Camel & Beige: Subdued neutral tones.

Navy & Grey: Timeless colors for tailoring and outerwear.

Olive & Burgundy: Natural shades that echo the season.

Crisp White & Cream: For dress shirts and knitwear, adding balance and contrast.

a color palette of different colors and textures of a color scheme
a color palette of different colors and textures of a color scheme
Fabrics

Wool & Cashmere: For scarves, knitwear, and coats, nothing is softer or more decadent than cashmere or intricately knitted wool.

Tweed & Corduroy: Timeless fabrics that add depth and texture to autumn outfits. Tweed jackets and corduroy trousers are staples.

Flannel: A warm, soft fabric ideal for trousers, skirts, or shirts in autumn hues.

a collage of different types of fabrics and fabrics
a collage of different types of fabrics and fabrics

Complementing one another, these fabrics and colors enable a wardrobe that's both seasonal and forever fashionable, just in the style of Old Money.

Essential Old Money Fall Pieces for Men

a man in a coat and a coat with a tie
a man in a coat and a coat with a tie

An overcoat in navy, camel, or charcoal wool is indispensable. For weekend or country wear, a quilted jacket or waxed Barbour-style coat offers heritage detail.

a man in a grey sweater and black pants
a man in a grey sweater and black pants
a man in a suit and tie is standing in front of a stone wall
a man in a suit and tie is standing in front of a stone wall

Cashmere crewnecks, cable-knit sweaters, and cardigans are layering essentials. Keep neutral colors like grey, beige, or navy to achieve maximum versatility.

A tweed blazer paired with wool pants or corduroy pants is the ultimate Old Money look. Include a crisp oxford shirt underneath for a classy yet casual look.

For men, the Old Money fall wardrobe includes classic tailoring, subtle layering, and well-thought-out accessories.

a watch with a white dial and a brown leather strap
a watch with a white dial and a brown leather strap
Accessories

Leather gloves, silk scarves, and classic footwear (like brown brogues, penny loafers, or suede Chelsea boots) complete the ensemble. A leather-strapped watch adds just the right amount of sophistication.

a man in a suit and tie dyes a yellow shirt
a man in a suit and tie dyes a yellow shirt
Layering Tip

Wear a navy blazer with grey wool trousers, a white oxford shirt, and brown loafers to create an ensemble that effortlessly transitions from business meetings to dinner gatherings.

Old Money Essential Fall Pieces for Women

a woman in a long coat and boots
a woman in a long coat and boots
Outerwear

A bespoke wool coat in camel or navy is the foundation of the season. On rainy days, a traditional trench coat adds sophistication and practicality. A wool cape or wrap coat adds aristocratic dressing.

a woman in a white sweater and pants with a white sweater and a white sweater
a woman in a white sweater and pants with a white sweater and a white sweater
a woman in a skirted skirt and boots standing in front of a door
a woman in a skirted skirt and boots standing in front of a door
Knitwear

Cashmere turtlenecks in cream, grey, or black are casual staples. Argyle sweaters and traditional cardigans also inspire heritage chic.

Tailoring

High-waisted pleated trousers, tweed skirts, pleated wool skirts, and midi dresses in muted tones create elegant and timeless fall silhouettes.

For women, the Old Money autumn wardrobe relies on glamour, subtle femininity, and timeless layering.

a collage of woman accessories
a collage of woman accessories
Accessories

Keep accessories simple but elegant: pearl earrings, silk scarves, structured leather handbags, and riding boots in black or brown.

a woman in a beige coat and white pants
a woman in a beige coat and white pants
Layering Tip

Choose a camel coat, a cream cashmere turtleneck, paired with a tweed skirt and leather riding boots. Add a silk scarf for a stylish touch.

a man in a sweater and pants standing in front of a table
a man in a sweater and pants standing in front of a table
For Men
a man in a white shirt and gray pants
a man in a white shirt and gray pants
For Women
  • Look 1: Camel coat, cream turtleneck, pleated wool skirt, riding boots, leather tote.

  • Look 2: Navy trench coat, argyle sweater, tailored trousers, loafers.

  • Look 3: Wool cape, midi dress, silk scarf, and pearl studs.

Styling Tips & Outfit Ideas

Old Money fall fashion is all about carefully layering and highlighting proportion and balance.

Keep in mind that Old Money style is not perfection or severity; it's a matter of looking like you inherited your wardrobe, rather than like you snatched it on the way out. The look needs to be effortless but refined.

Conclusion

Autumn is when the Old Money look comes alive thanks to rich textures, muted color, and endless layering possibilities. By investing in quality basics like cashmere knitwear, well-fitted coats, tweed jackets, and timeless accessories, you can create outfits that are elegant without ever appearing flashy.

Quiet luxury is not about labels, but about confidence, heritage, and restraint. If you’re looking to build your autumn wardrobe around these principles, start with the essentials and let your personal touch elevate the look.