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Are you staring into your closet and wondering what to wear in September 2023? We’ve got ideas and style inspiration on what to wear in September 2023 whether you’re working from home, heading back to the office, working out, hanging out, or even taking a vacation. September is all about transitions: the end of summer, the start of fall, back to school, fall weddings and more. So we’re thinking spice colors in light fabrics that are easy to layer. Here are some of the best transitional pieces – what to wear in fall fashion in September 2023 for work, off-duty or vacation, including knits, jackets, coats and more.

what to wear in september 2023?

New month, new opportunities to play around in the world of fashion. Yay! This September, we’re focused on transitional pieces that will take us seamlessly from summer into fall. Whether its deciding what to wear to the office, to brunch or out on date night, we’ve got ‘fits for every occasion and mood this month.

The uncertainty of what to expect day to day with finicky fall weather leads us to layering. Rule of life: if you have no idea what the day will bring, it’s best to prepare for, well . . . anything.

Transitional pieces are what to wear in fall fashion in September 2021 for work, off-duty or vacation, including knits, coats and more.

Transitional pieces are what to wear in fall fashion in September 2023 for work, off-duty or date night, including knits, jackets, coats and more.

Happily, there are terrific knits and other layering options aplenty right now. We had a serious amount of fun scouring the shopping sites for the best of the season this year.

what to wear in September 2023: easy style updates to show up chic

From classic wardrobe essentials to of-the-moment accessories, here’s what to wear this month to stay cool, crisp and chic all September long.

1.  the office-ready dress.

Boss women will appreciate the ease and elegance of this dress from Isabel Marant L’Etoile. It’s made of a breathable wool blend fabric that’s perfect for autumn days at the office. And for after-work outings, too.

BUY NOW: $525.

2. the transitional knit top.

This ribbed-knit top from Courrèges is a perfect transition piece from summer to early fall.

BUY NOW: $420.

3. the lightweight sweater.

For those planning to hang onto the summer vibe deep into the fall, this crocheted cropped cotton sweater from Ulla Johnson checks all the boxes: on-trend, versatile, summer weight, autumn colors.

BUY NOW: $990.

4. the floaty minidress.

This orange cotton poplin minidress, also from Ulla Johnson (we love her new Fall/Winter collection!), will keep the summer vibe going well into the fall season. Layer a mock turtleneck underneath and add tights, and this frock will take you all the way to Thanksgiving dinner.

BUY NOW: $390.

5. the cashmere cardigan.

This alpaca cardigan is the perfect topper for a wide variety of autumn adventures. Love the chocolate brown color! And those gold buttons.

Transitional pieces are what to wear in fall fashion in September 2023 for work, off-duty or vacation, including knits, coats and more.BUY NOW: $1,190.

6. the denim miniskirt.

Just ’cause summer’s coming to a close doesn’t mean all the fun is over. This cool-girl denim miniskirt from The Attico would be the perfect companion for a lightweight sweater and your favorite fall boots.

BUY NOW: $780.

7. the trench coat.

As temperatures dip in the morning and evening, tossing on a single-breasted trench that you can style to be classic or edgy is a great hack on a busy workday. We love the fresh color of this one from British brand Barbour.

BUY NOW: $361.

8. the shoulder bag.

The shoulder bag is a classic silhouette, and “fluffcore” still seems to be going strong. So this new shearling shoulder bag from Jacquemus checks lots of style boxes, and might be the perfect late summer nod to the fall that your wardrobe needs.

Transitional pieces are what to wear in fall fashion in September 2023 for work, off-duty or vacation, including knits, coats and more.

BUY NOW: $1,715.

9. the jaunty tote.

If you add only one item to your wardrobe to greet a new month and a new season, you could do a lot worse than this jaunty orange leather tote from Marc Jacobs.

BUY NOW: $450.

10.  the bucket hat.

Swap your summer bucket for this buttery suede one from Lack of Color X Jordan Barrett.

BUY NOW: $150.

11. the knee high boots.

Reformation is offering its classic Remy knee-high boot in chocolate brown suede this season.

BUY NOW: $480.

12. the stompy boots.

The stompy boot is still with us, and few brands do it better than Ganni. Take, for instance, this ridged-sole version. It’s sturdy, well-made, and the neutral colorway will go with absolutely everything you already own.

Transitional pieces are what to wear in fall fashion in September 2023 for work, off-duty or vacation, including knits, coats and more.

BUY NOW: $260.

what to wear to be autumn chic in September 2023

That’s our take on what to wear in fall fashion in September 2023 for work, off-duty or date night: transitional pieces that layer beautifully, including knits and coats. Plus accessories that will refresh your wardrobe (and your mood) as we head into a new season.

What do you think, dear reader? Ready for September?

Pamela Thomas-Graham

Pamela Thomas-Graham is the Founder & CEO of Dandelion Chandelier. She serves on the boards of several tech companies, and was previously a senior executive in finance, media and fashion, and a partner at McKinsey & Co.