Old Money Outfits for Women: Timeless Elegance and Simply Chic
Want to master the old money aesthetic? These timeless and sophisticated old money outfits are perfect for the office and beyond. Rooted in tradition, refinement, and quiet luxury, old money fashion screams sophistication without being flashy. If you’re looking for ideas and inspo on how to dress old money , look no further!
This post consists of outfits I’ve worn, pieces that are on trend right now that I’m loving in addition to some photo collages that I’ve created:)
What is Old Money Style?
Old money fashion is all about classic, well-tailored pieces that stand the test of time. Think neutral palettes, high-quality fabrics, and minimalistic elegance. The old money look focuses on understated luxury.
The old money look is perfect for corporate attire because it’s polished and sophisticated, but since it’s so on-trend right now, it also works for everyday outings. It’s that effortless mix of classy and stylish that fits any occasion!
Key Elements of Old Money Outfits
1. Neutral Colors
Stick to a classic color palette that includes:
✅ Cream, beige, navy, black, and white
✅ Muted tones like dusty blue, olive green, and soft gray
✅ Classic prints like houndstooth, plaid, and subtle stripes
2. Timeless Pieces
Invest in structured blazers, high-waisted trousers, and elegant midi skirts. Look for:
✔️ Double-breasted blazers with gold buttons
✔️ Wide-leg trousers or cigarette pants
✔️ Cashmere sweaters and silk blouses
✔️ Midi or maxi-length skirts with pleats or subtle details
📸 Here’s how I styled a classic striped button-down for an effortless old money look:
This outfit is giving effortless old money vibes. The cream wide-leg trousers instantly elevate the look, making it feel polished and put-together. Paired with the striped button-down, which has that classic, slightly oversized feel, it channels that timeless, understated luxury. The warm brown belt ties everything together and adds just the right amount of structure.
It’s the kind of outfit that feels put-together but still comfortable—perfect for looking stylish without overthinking it!
I really love this striped top from Loft! So pretty and is definitely a timeless wardrobe piece!
Further enhance the look by adding a blazer and chic brown bag.
3. High-Quality Fabrics
Old money style prioritizes quality over quantity. Choose natural, luxurious materials like:
- Cashmere and wool for sweaters and outerwear
- Linen/linen type fabric and silk for breezy yet sophisticated looks
- Cotton and tweed for everyday elegance
4. Classic Footwear Choices
Shoes should be practical yet polished. Timeless options include:
✔️ Loafers and ballet flats
✔️ Leather riding boots
✔️ Pointed-toe heels in neutral shades
✔️ Espadrilles for a resort-inspired touch
5. Minimalistic Accessories
Understated jewelry and accessories complete the old money look. Opt for: ✨ Pearl or diamond stud earrings, gold studs or hoops
✨ A structured leather handbag (think Hermès, Celine, or vintage styles)
✨ Silk scarves tied around the neck or as a headband( this is personally not my style, but I know so many girls who wear this look so well!)
✨ Oversized sunglasses for a polished finish
📸 Here’s another take on a simple and relaxed old money look:
Brown Pleated Trousers paired with a light blue button down shirt ( size sm, runs very large, here is a similar one from J. CREW)and a camel cardigan. I love this color combo of the light blue and browns! Added a ballet flat since they are trending right now, but a kitten heel or sling back would also be so chic!
Old Money Outfit Ideas for Different Occasions
1. Everyday Chic
- Fitted Black turtleneck tucked into white trouser pants
- Black pumps and a timeless structured handbag
- Minimal gold jewelry, brown, black and cream color combo
I love this soft and stretchy black turtleneck . I’ve worn this countless times over the years. It’s a basic to wear alone or layer with. I paired it with cream trousers , black heels, a brown belt and handbag for a simple, understated look that feels both chic and timeless.
2. Business & Workwear
“In the photos I’m sharing, you’ll notice that I kept accessories minimal. That’s because I was just doing a try-on session to focus on the outfits themselves. If I were styling these looks for a full day out, I’d likely add a few more finishing touches, like a classic watch, a structured handbag, a coatigan and/or subtle gold jewelry to enhance the old money aesthetic.”
📸 Perfect for the office:
This cardigan is another high quality amazon find that just says ” old money” on it’s own. It’s a look for less version of the JCREW EMILIE CARDIGAN.
Paired it with a BLACK PENCIL SKIRT that is a must for a timeless wardrobe. This skirt is from Amazon’s The Drop. The Drop is clothing designed by influencers and it’s always good!
You can never go wrong with a pencil skirt for the office!
…. and here is another pencil skirt in navy. Always so classy. You could pair this look with a camel blazer/ coatigan and handbag.
This BELTED AMAZON DRESS is perfect for work and looks so expensive!! It’s a Revolve Dupe. The quality is so good and it’s really soft and comfortable! I love the tight knit material and the piping detail.
Here is the Revolve Dress:
SHOP MORE SIMILAR LOOKS HERE:
3. Weekend Casual / Business Casual
- Cream cashmere sweater with high-rise straight-leg jeans
- Brown leather loafers or espadrilles
- A woven basket bag and delicate gold jewelry
- Trenchcoat and tortoise shell glasses
cashmere sweater// cropped trenchcoat// high waisted trouser jeans // mary jane espadrille platform // straw packable tote bag // kendra scott earrings // tortoise sunglasses
4. Elegant Evening Look // Workwear// Brunch
📸Here is a Chic and Versatile Amazon Dress that I am so impressed with!
Here is the dress in a gorgeous cream color…..
This Amazon Long Sleeve Midi Dress looks high end and I was surprised at how soft it was! The top is buttery soft like a body suit and it feels so nice and light! I think this dress is so chic and classy. There are so many ways you can style it for all seasons. Add a coatigan, tights, denim jacket, cardigan, ballet flats, pumps, blazer, etc….
Change up your handbag for Spring and try a structured WOVEN TOTE BAG
Oh, I also wanted to mention that the dress is lined on the bottom and is not see-through at all! Shocking right? I feel like so many cream dresses are.
For undergarments, I would wear an ADHESIVE BRA . I highly recommend trying one if you haven’t already!! They are so great and it’s the best feeling not worrying about if your straps are showing!
I’m wearing a small. 5’8″ 130lbs
Final Thoughts
I couldn’t love this trend more….. It’s timeless and classic. Whether dressing for the office or a casual outing these outfits will you have you looking chic and classy!
