12 Timeless Old Money Fall Outfits You’ll Want to Wear

Want to add some sophistication to your fall wardrobe? The old money look is perfect for that. Even though trends come and go, this style stays timeless. Neutral colors, classic cuts, and investment pieces that last for years make it special. Whether you’re heading to work, going out for dinner, or just enjoying a relaxed weekend, these outfits will make you feel polished and put together.

Best Old Money Fall Outfits

Check out these 12 classy fall outfits that are easy to recreate. You’ll want to try them all!

Plaid Perfection

Plaid is a timeless pattern that always looks elegant. For fall, pair a tailored plaid blazer with a simple black turtleneck and black high-waisted trousers. Finish with loafers and a structured black handbag. This look is polished yet effortless, making it ideal for meetings or casual dinners.

Trench Coat Chic

A trench coat is the ultimate old money piece for fall. Wear it over a cream sweater and a pair of straight-leg trousers in a neutral shade. Add classic brown loafers and a leather satchel to complete the look. This outfit works for both a day at the office or a stroll in the city.

Button-Down and Slacks

You can’t go wrong with a crisp white button-down shirt. Tuck it into beige high-waisted slacks for a clean, refined look. Add tan loafers and a leather crossbody bag. To elevate the outfit, drape a cashmere sweater over your shoulders. It’s a simple, elegant choice that you can wear to just about anything.

Silk Scarf Accent

Add a touch of luxury to any outfit with a silk scarf. For a chic look, style a cream-colored knit sweater with navy wide-leg trousers. Wrap a silk scarf around your neck or tie it to the handle of your handbag. Complete the outfit with leather loafers and oversized sunglasses. This look is understated but sophisticated, perfect for a lunch date or a day out.

Wool Blazer and Midi Skirt

For a perfect mix of comfort and class, wear a wool blazer with a flowy midi skirt. Choose a neutral-toned blazer and pair it with a dark-colored skirt. Add ankle boots and a leather shoulder bag to complete the look. It’s an easy yet polished outfit for a fall evening or a casual event.

Sandy Beige Elegance

A beige outfit never goes out of style. Start with a light beige sweater and pair it with ankle-length, sandy beige pants. A tan belt adds a nice break between the colors. Beige and black cap-toe flats and a caramel shoulder bag complete the look. It’s simple but feels luxurious. Perfect for both work or weekend plans.

Cozy Sweater Dress

A sweater dress is your best friend for fall. Wear it with ballet flats, a top-handle bag, and sunglasses for a relaxed, neutral-toned outfit. Perfect for brunch or a casual outing. Want to dress it up for dinner? Add heels and throw on a blazer over your shoulders.

Luxe Denim

Yes, denim can be classy too. Choose light-wash, straight-leg jeans and pair them with a tweed jacket that has shiny gold buttons. This adds a touch of luxury to your look. Low-heeled slingbacks, a top-handle bag, and gold-rimmed sunglasses complete the outfit. It’s casual but polished, perfect for a day out.

Satin Skirts

A satin skirt is a versatile piece for any season. For fall, pair it with a chunky turtleneck sweater. Ballet pumps and a shoulder bag complete the look. Add big sunglasses and gold earrings to take it up a notch. It’s an easy way to look stylish with minimal effort.

White and Camel Combo

White and camel together always look expensive. Start with white satin pants and a cozy white sweater. Layer a camel blazer over your shoulders. Finish with tan sandals and a camel bag to pull it all together. This outfit works for the office or a weekend outing.

Classic Cable Knits

Cable knit sweaters never go out of style. Wear a grey cable knit sweater tucked into wide-leg grey trousers. A black belt at the waist adds structure. A burgundy bag and matching shoes bring a pop of color to this neutral look. It’s cozy, classy, and perfect for fall weather.

Monochrome Chic

Monochrome outfits always look sharp. Try an ivory satin skirt with a soft ivory sweater. Pair it with black ballet flats and a black bag. Add some gold jewelry to make the outfit stand out. It’s simple, yet elegant.

Timeless Pieces to Invest In

The key to nailing the old money style is investing in classic pieces that never go out of fashion. Satin skirts, cable knits, tweed jackets, and ballet flats are must-haves. These pieces mix and match easily, and they’ll keep you looking stylish for years.

These outfits make it easy to bring the old money vibe into your wardrobe this fall. Whether you’re dressing up for a special event or keeping it casual, these looks will have you feeling confident and chic.