17 Old Money Outfits I’d Recommend to Every Stylish Woman

Old money style has a special charm. It’s all about classic, timeless fashion that never feels over the top. These outfits are elegant and refined, yet they look effortless.

If you’re curious about this style, I’ve got some fun and easy ideas to share! This article will give you 17 old money outfits that you’ll love.

Related: 14 Summer Swimsuits Outfit Inspirations for Women

Classic Old Money Outfit Ideas for Women 

Here are some timeless outfits to make you feel elegant and polished. 

1- White Button-Up Shirt with Straight-Leg Trousers 

A white button-up shirt is a must-have. It’s clean, simple, and always looks fresh. Straight-leg trousers add a sharp, tailored finish to your look. 

I love this for work or a casual lunch. You can wear loafers, flats, or even simple sneakers for shoes. Add a watch or a small necklace for extra elegance. 

2- High-Waisted Skinny Jeans with Nude Stilettos 

Skinny jeans are perfect for a more modern touch. Wear them with nude heels to keep the look classy and minimalist. A neutral-toned blouse or sweater works great on top. 

This outfit is easy to dress up for a date night or dinner outing. I recommend keeping your bag small and simple. 

3- Midi Dress with Strappy Sandals 

A midi dress is feminine and graceful. Look for solid colors or subtle patterns. Strappy sandals give the outfit a soft, airy feel. 

You can wear this on warm days or even to an outdoor event. Carry a woven bag or a light clutch to complete the look. 

4- Blazer with Dark-Wash Jeans 

A fitted blazer adds instant elegance to any outfit. Pair it with dark-wash jeans for a polished but casual combo. You could wear a simple T-shirt or camisole underneath. 

This works well for meetings or even casual evenings out. Use a crossbody bag or simple tote to balance the look. 

5- Turtleneck Sweater with Knee-Length Skirt 

Turtleneck sweaters are cozy and stylish. Combine them with a knee-length skirt for a chic and effortless outfit. Neutral tones like beige or gray look especially good. 

This is ideal for cooler weather. You can wear ankle boots or flats and throw on a warm scarf if needed. 

6- Silk Blouse with Wide-Leg Pants 

Silk blouses feel luxurious and soft. Match them with wide-leg pants for added drama and elegance. Pick softer colors to keep the look refined. 

Try this for formal dinners or even a day at the office. We suggest simple gold earrings or a sleek bun hairstyle. 

7- Cable-Knit Sweater with White Pants 

A cable-knit sweater brings cozy, preppy vibes. Match it with white pants for a crisp and clean look. You can tuck in the sweater for a more put-together finish. 

This is great for casual settings or even weekend brunch. Add loafers or simple sneakers for comfort. 

8- Button-Up Cardigan with A-Line Skirt 

Cardigans are classic and feminine. Combine a fitted button-up cardigan with an A-line skirt for an old-school chic look. Choose softer fabrics to maintain that polished vibe. 

This can be worn to afternoon tea or casual gatherings. Low heels or flats will complete the outfit perfectly. 

9- Black Dress with Pearl Necklace 

A simple black dress is a timeless wardrobe hero. Add a pearl necklace for a touch of sophistication. Keep the dress knee-length or slightly below for a conservative feel. 

This is your go-to outfit for formal events or classy dinners. You can wear black or nude heels to keep things simple. 

10- Polo Shirt with Pleated Skirt 

Polo shirts feel sporty but still polished. Wear one with a pleated skirt for a preppy, elegant touch. Neutral or pastel colors work well for a soft, old-money style. 

This is perfect for summer outings. White sneakers or ballet flats will round off the look nicely. 

11- Linen Shirt with Tailored Shorts 

Linen shirts are light and breathable. Pair them with tailored shorts for a sophisticated warm-weather outfit. Go for beige or white for a clean, summery feel. 

This is a casual look but gives off a polished vibe. You can wear it for beach vacations or city strolls. 

12- Trench Coat with Slim Trousers 

A trench coat is a symbol of classic sophistication. Wear it with slim trousers and a plain sweater or shirt underneath for a polished look. 

This outfit is ideal for cooler seasons. Keep your purse small and shoes simple to maintain the clean aesthetic. 

13- Striped Shirt with White Culottes 

A striped shirt feels fresh and chic. Pair it with white culottes for an airy and nautical-inspired outfit. 

This is great for summer evenings or casual meet-ups. Try adding a straw hat for extra charm. 

14- Cashmere Sweater with Navy Pants 

Cashmere sweaters are soft and luxurious. Match one with navy pants for a cool, understated look. Light or pastel colors will keep the outfit feeling fresh. 

I find this perfect for cooler days when you want to stay cozy but stylish. Wear with flats or loafers. 

15- Maxi Skirt with Fitted Tank Top 

Maxi skirts are all about effortless elegance. Wear a simple, fitted tank top for balance. Flowing fabrics can add softness to your look. 

This is great for casual evenings out or even relaxed garden parties. Choose sandals or even wedge heels. 

16- Jacket with Silk Scarf 

A well-fitted jacket can be layered over almost anything. Adding a silk scarf gives a classic and expensive touch. 

You can rock this look for work or even cold spring days. Just keep both the colors and patterns balanced. 

17- Classic Coat with Black Ankle Boots 

A tailored coat is a winter essential. Match it with black ankle boots for a timeless and classy outfit. Stick to neutral-colored coats for maximum versatility. 

This outfit can work for any cold day or an evening stroll. Add a chic handbag to complete the look. 

Conclusion

Old money outfits are all about a sense of ease, refinement, and simplicity. You don’t need to overdo it—small details and classic items are the key. Try one or two of these ideas and see how they fit your style. 

Fashion should always feel personal, so add your touch to these looks. The beauty of old money fashion is in how effortless and timeless it can be!