As the air turns crisp and the leaves start to fall, it’s the perfect season to step up your style game with that timeless, old-money vibe. Think polished, classy looks that feel luxurious but don’t come with a jaw-dropping price tag.
From cozy knits and tailored blazers to classic trench coats and elegant trousers, we’ve pulled together 10 effortlessly chic outfits that look high-end without the high-end cost.
Whether you’re grabbing coffee at a cozy café, heading to the office, or spending a relaxed weekend outdoors, these looks will bring a touch of quiet luxury to any setting.
So, if you’re all about that rich, understated style (minus the hefty budget), get ready to dress like you own the place—no trust fund required.
How to Nail the Old Money Look This Fall?
Fall is the ultimate season to build a wardrobe that looks sophisticated and luxe—without needing a sky-high budget. Here are our top tips to channel that old-money elegance effortlessly:
- Go for Timeless Staples: Opt for classic pieces like tailored blazers, wool coats, and polished trousers. These essentials are all about understated elegance and will elevate any outfit.
- Prioritize Quality Accessories: A well-made handbag with a clean, classic shape or a pair of leather loafers can instantly make your look feel more refined. Don’t overlook simple gold jewelry for a hint of luxury.
- Play with Textures and Layers: Combining materials like cashmere with tweed or pairing a sleek trench with a cozy sweater creates that layered, opulent feel. Layering thoughtfully is key to nailing that “old-money” vibe.
Scroll on to discover our favorite old-money-inspired fall outfits that’ll have you looking effortlessly upscale all season long!
10 Elegant Old Money Outfits Perfect for Fall 2024
1. Tweed Blazer + Classic Trousers
A tweed blazer with classic trousers is a perfect choice for an old-money look. For a polished style, wear the blazer over a fitted turtleneck or a crisp white shirt. Keep the blazer slightly fitted for an elegant touch.
You can leave it open for a relaxed feel or button it up for a more tailored look. Pair this outfit with classic loafers or low-heeled boots to stay stylish and comfortable.
Add simple accessories, like a gold watch or small earrings, to complete the look with subtle elegance.
2. Cashmere Sweater + Pleated Midi Skirt
A cashmere sweater with a pleated midi skirt is a classic fall outfit that’s cozy and stylish. Add a belt to the sweater to give it some shape and balance out the flowy skirt.
This outfit is also great for layering—just add a trench coat or wool coat to stay warm. Finish the look with ankle boots or low-heeled loafers for a polished feel, and carry a structured handbag to complete the outfit.
3. White Button-Down Shirt + Tailored Blazer + Plaid Skirt
Wearing a white button-down shirt under a fitted blazer with a high-waisted plaid skirt is a classic, versatile look. Tuck the shirt slightly into the skirt to show off the waist and create a nice shape.
The plaid skirt adds vintage charm, while the blazer keeps it looking neat. Finish the outfit with loafers or knee-high boots for a polished touch. This style is great for the office or a weekend brunch, giving off a simple, elegant vibe.
4. Silk Scarf + Camel Coat + Straight-Leg Jeans
This outfit is great for an easy, stylish look. Drape the silk scarf over your shoulders or tie it around your neck for a bit of elegance. The camel coat adds warmth and a classy feel, while straight-leg jeans keep it casual but still polished.
Wear with loafers or simple ankle boots for a look that works well for both walks around town and relaxed evenings.
5. Turtleneck Sweater + Wool Trousers
This look is all about a clean, simple shape. Tuck a fitted turtleneck into wool trousers to make your legs look longer and add height.
The wool trousers are warm and give structure, so they’re great for cooler fall days. Finish with loafers for a relaxed style or ankle boots if you want to dress it up a bit.
You can also add a leather belt for a little extra detail, keeping the look simple but stylish.
6. Trench Coat + Knit Sweater Dress
A trench coat over a knit sweater dress is a simple but strong fall look. The long trench matches well with the loose sweater dress, making a nice shape.
Tie the trench belt at the waist for a bit of shape, and add knee-high boots for a classy touch. This outfit is great for cool days when you want to look stylish but feel comfortable, and it works well from day errands to evening plans.
7. Cardigan Set + Wool Midi Skirt
A matching cardigan set with a wool midi skirt is an easy way to get that classic, old-money look. Button up the cardigan for a polished style, or leave it open with a simple top underneath for a relaxed feel.
Add a structured handbag to keep the look together, and finish with simple jewelry like a small chain necklace or stud earrings. Low heels or loafers complete the outfit, making it great for both work and casual days out.
8. Oversized Blazer + Turtleneck + High-Waisted Jeans
An oversized blazer over a fitted turtleneck and high-waisted jeans is comfy and stylish. The turtleneck adds warmth and a neat look, while the high-waisted jeans give a nice shape to balance the loose blazer.
Finish with ankle boots or loafers for a more polished feel. Add simple accessories like a watch or small earrings for a touch of subtle style.
9. Classic Black Dress + Pearl Accessories
A black dress with pearls is a timeless, stylish combination. For a classic look, choose a midi-length dress with a fitted or A-line shape.
The pearls add a bit of elegance, making it great for formal events or evenings out. Add a wool coat for warmth and style, and finish with classic pumps for a polished look.
10. Cable Knit Sweater + Pleated Trousers
This outfit creates a cozy, put-together look that’s both polished and relaxed. The thick cable knit sweater adds warmth and style, while pleated trousers give a neat, tailored touch.
Tuck the front of the sweater in a bit for a cleaner look, and finish with loafers or leather ankle boots for a practical yet stylish feel. This look works well for a casual day out and can easily be dressed up for a dinner date with a few accessory changes.
