11 Classy Fall Outfits That Express Old Money Style
Classy fall outfits 2023 for all who are obsessed with the old money style and trying to nail the old money fashion trend this fall. But also fall classy outfits for all who don’t take fashion trends too seriously and just want to dress nice in fall but somehow ran out of style ideas for the country club and casual dinners at home. POV Mainly for the second group as I disapprove of cosplay. And finally, fall outfits that are true to this author’s personal style. So scroll down to see what I wear on a daily – when I’m not working for Brunette from Wall Street.
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You have asked me to reveal my true personal style since you figured out I might be wearing something else IRL. And admittedly, you were right. Unless I need to take photos and videos of fashionable outfits for Brunette from Wall Street, I dress more classy. My personal style is elegant feminine chic – it’s a mix of old money central European style with a dash of French influence from my mother. And today, I am sharing my favourite elegant feminine outfits for fall 2023 to inspire all of you want to make your grandmother proud of you. POV Our mothers don’t care much about old money standards, do they? But grandmothers and mothers-in-law do.
THE BEST CLASSY FALL OUTFITS 2023
By the way, all the collages and product galleries with my classy fall outfits are hyperlinked and shoppable. I made sure you can shop all of my classy fall outfits 2023 immediately.
Click on the garment or accessory you need to copy my classy fall outfit and you will be pointed to the online store where you can shop for the same or close to the same item. POV I bought my clothes on Farfetch, 24s, Net-a-porter, Luisaviaroma, Harrods or Mytheresa. But to reduce your shipping costs, I linked some of the garments to Nordstrom and Saks Fifth Avenue as well.
CLASSY FALL OUTFITS WITH A CARDIGAN
As the weather cools down and the search begins for elegant items to keep you warm, look no further than this edit of elegant seasonal staples with a cardigan.
1 STRIPED CARDIGAN WITH STRIPED SHIRT AND WIDE-LEG PANTS WITH BALLET FLATS
Look casual for work or slip into the soft embrace of cardigan and wool wide-leg pants, and you will be out of the door in no time paired with golden ballet flats.
2 PRETTY CARDIGAN AND STRIPED SHIRT WITH TWEED SHORTS AND BALLET FLATS
Pretty and sophisticated, indulge in a heady mix of glittering fabrics with tweed shorts and a cardigan. Whether you are going to the country club or getting ready for a day with your mother in law,
POV Leave a pearl necklace at home if you are an old money. Rember, this is not a cosplay for you. You are just finally dressing up to your family’s standards to make your grandma proud at the club.
CLASSY FALL OUTFITS FOR BRUNCH
You are invited to brunch! What next? Brunch dates come with their own set of rules.
POV We usually have lunch at home, and I only go to brunch occasionally – three times a month with my mother or sister, when we have nothing better to do or just want to have champagne with no excuse.
Even so, when we go to brunch, we don’t make a fuss about it and prefer to wear something nice. But nothing that would show we made any effort. Rember dressing like this is not cosplay for me.
Discover my favourite brunch outfits with a poised elegance just ready and waiting for the social season ahead. Finding your next brunch outfit has never been easier.
3 CARDIGAN AND MIDI SKIRT WITH HEELS
Ladylike options for fall brunch abound in delectable outfits presented in classic knits and pretty cardigans. Dress to match for ritzy afternoon tea or brunch at your favourite dining spot. You will look positively charming in a cable knit cardigan and midi skirt paired with heels.
4 CABLE KNIT CAMEL SWEATER WITH PLEATED MIDI SKIRT AND PUMPS
For moments when attitude remains essential but you want to reach for comfort, look to a camel sweater and midi skirt.
From elegant midi pleated skirt to a comforting cable knit sweater, this classy fall outfit will have you looking refined for daytime while retaining the feminine appeal.
5 STRIPED CARDIGAN WITH SHIRT AND TAILORED SHORTS WITH BALLET FLATS
Not just for brunch, tailored shorts make a striped cardigan an enticing option for lunch and afternoon tea, too. Go for short lengths that will pair beautifully with ballet flats and a classy peacoat.
EASY FALL CLASSY OUTFITS FOR EVERY DAY
Elegant and assured, simple and effortless, these are the classy fall looks that will be your wardrobe favourites for years to come.
Simple lines and intricate fabrics make these fall classy outfits the go-to option for a variety of occasions. From pretty knitwear to soft tailoring, these classy fall options will help you tackle your busy schedule looking effortlessly graceful.
POV This is what I wear at home in autumn.
6 BLACK TURTLENECK TOP WITH HOUNDSTOOTH PANTS AND FLATS
Throw the old rulebook out the window, and don’t be afraid of bringing a black turtleneck sweater into the mix. Powerfully simple, everyday outfits have never felt this elated.
7 PRETTY CARDIGAN WITH BLACK LEGGINGS AND LOAFERS
Looking elegant is not easy if you were not born with grace. But a comforting cardigan brightens up the darkest of autumn days. POV Don’t look to discrete details like precious buttons or lace collars that elevate beyond the basics. You want to look basic and poised.
CASUAL CLASSY FALL OUTFITS WITH JEANS
As said, my personal style is elegant feminine chic, and the chic comes from my infinite love for denim jeans. I got that from my half French mom. She lives in denim jeans and mid heel pumps. By the way, I just bought her these pumps.
There is a certain thrill that only denim can bring. We reach for denim jeans on a daily.
8 CARDIGAN WITH JEANS AND BALLET PUMPS
For a casual day, feel extra special the moment you slip into your jeans paired with a pretty cardigan and ballet pumps.
9 TURTLENECK TOP WITH DARK DENIM JEANS AND FLATS
Endlessly pragmatic, shape your classy wardrobe around dark denim jeans and soft turtlenecks. A black turtleneck gives a modern update to any classy fall outfit. Paired with designer flats and a headband (if you don’t have the best hair day), it will take you straight from breakfast meetings to after-work drinks.
CLASSY FALL OUTFITS FOR GRAND OUTDOORS
Times will change, but you know some looks will forever play a part in your life. A black riding outfit will be your number one choice for the grand outdoors if you are an equestrian.
10 TWEED JACKET WITH RUFFLED BLOUSE AND BLACK LEGGINGS WITH RIDING BOOTS
Match your black breeches and black riding boots with a quilted jacket or revel in the luxurious feel of a tweed jacket as you saddle your horse to explore your estate.
CLASSY FALL OUTFITS FOR DINNER
As the social whirl of the holiday season begins, you need a classy wardrobe at the ready.
From family gatherings to work parties, there is endless occasions you will be dressing up for.
11 LITTLE BLACK DRESS WITH HEELS
For times when dressing up needs to be poised, look to a little black dress. A little black dress will take you easily from day to night with a black blazer and will suit any number of occasions.
FAQ FALL CLASSY STYLE
If you are feeling overwhelmed by choice and deliberating which direction to turn when you want to impress, go through FAQ – it will help, for sure.
Not really. Classy fall outfits refer to the old money style, while elegant fall outfits can be classy or fashion forward.
No! Fall classy is not the same as fancy fall style. Classy style is refined and simple, while fancy is cute and kitschy.
Rarely. At least not in Europe. Excluding the United Kingdom, of course. UK old money can often be everything but graceful.
You can, but why would you want to pretend? You will only fool yourself.
Elegance never goes out of style.
Yes. But you need to distinguish between the old money as a fashion trend of 2023/24 and the old money as what the old money actually wears. In reality, the old money doesn’t dress like from the Ralph Lauren catalogue. All the contrary, the old money as a fashion trend of 2023/24 is inspired by Ralph Lauren, whereas the old money wears whatever they have in their capsule wardrobe. POV Quality clothes and shoes that could resist the edge of time but are nonetheless contemporary.
If you want to build a classy fall capsule wardrobe to look more elegant, you might want to get a camel Burberry trench coat, a quilted jacket, a striped shirt, white ruffled blouse, a pretty cardigan sweater, black skinny wool pants, wool wide-leg pants, black jeans, riding boots, pretty flats, ballet pumps, mid heel pumps, simple black pumps, a tweed jacket, tailored shorts, tweed shorts, midi pleated skirt, a camel cable knit sweater, a top handle bag, and a little black dress.
Sophisticated midi wedding guest dresses. Check fall wedding guest outfits to see the best classy wedding guest dresses for fall.
A little black dress, and a dress with a lapel collar and pleats that elegance and sophistication to your outfits.
Bounclé jackets and bounclé skirts Blair wore are not old money. Little less classy. Blair’s style is kitschy and tacky. Do yourself a favour and wear something less tacky instead.
POV I am guilty of having fun with tweed sets as well. But you can break the rules if you don’t have to pretend to be old money or sophisticated. Also, I wear tweed instead of bounclé.
MORE ELEGANT OUTFITS FOR FALL
Wearing classy clothes is not the only way to look elegant. Elegant style can be classy or formal, fashion forward or basic. Explore my favourite elegant fall outfits to dress more elegant, but never look like a TikTok fool with pink cheeks, fake pearls and Bounclé sets. Up next: formal fall outfits.
