The 6 Must-Know Tips For Transitioning to Fall

Our Editor weighs in on her favorite insider tips for when its weather roulette outside
Six to Sunday

September really is the start of ‘wacky weather season’ as we like to call it.

You know it well—that in-between early-fall period when each day seems to bring with it a temperature surprise. Warm and balmy one day and a chill in the air the next can make getting dressed a challenge.

What’s more, this seasonal transition is particularly tricky because the end of summer style is, for most of us, our most casual (stylistically speaking) and the fall season forever signals a more dressed-up, back-on-track frame of mind.

It’s no wonder transitional dressing is one of the most Googled queries out there!

Let’s get to it—we’ve got six tricks to help alleviate this dressing dilemma.

Layer like a boss. It’s time to start adding layers—both for interest and for warmth—or what we like to call “third pieces” to your arsenal. We’re talking vests, long cardigans, dusters, and casual jackets. It’ll deal with the first chill in the air, and it’s also a great way to get a longer burnout of your summer-ish clothes: Try a vest over a lightweight blouse or wear a blazer or shrunken leather jacket over everything from jeans to casual end-of-summer dresses.

Mango Decorative Seams Cardigan
Open Edit Relaxed Fit Blazer
Athleta Endless Bomber Jacket
Eloquii Oversized Jacket
L’Academie Oversized Sweater Vest
Norma Kamali Vegan Leather Vest

Embrace the love of a long-sleeved t-shirt look. A long-sleeved t-shirt isn’t just a classic, easy piece - this time of year it is the hero of your closet. Wear it on its own or put something over it (a vest, cardi, jacket, button-down) to add warmth and interest.

Boden Cotton Ribbed Long Sleeve Top
Maeve Long-Sleeve Printed Tee
Athleta With Ease Top
J.Crew Perfect-Fit Long-Sleeve Crewneck T-Shirt with Buttons
Boden Tamsen Long Sleeve Top
ASKK NY Long-Sleeve T

Swap out the shoes. You might want to alert your feet: It’s time to return to “real shoes.” The slides and sneakers you’ve lived in for the last three months should get some much-deserved time off, and in their place, we recommend a pretty pair of ballet flats. Easy peasy.

Free People  Gemini Ballet Flats
Madewell The Anelise Ballet Flat
Bernardo Footwear Square Toe Ballet Flat
Tory Burch Bicolor Cap-Toe Ballerina Flats

Use textural fabrics to add “weight” to your look.Tweeds, knits, and bouclé - when done in cotton or cotton blends - give your fits a bit of texture and weight without suffocating you. We like seasonal colors like olive and rust as much as we like soft and pretty neutrals.

Mango Jewel Button Tweed Cardigan
Gap Boucle Cropped Sweater Jacket
Ann Taylor Tweedy V-Neck Sweater Jacket
Cinq A Sept Millie Diamond Daises Embellished Wool Cardigan

Introduce fall neutrals on bottom. Replace the pale nudes of summer (light blue, pink, yellow) with darker neutral tones (stone, butterscotch)—they’ll blend with everything and effortlessly transition into fall. Sweaters are a smart place to start, but we also like the idea of colored jeans, which are a bit more unexpected and chic.

Gap High Rise Girlfriend Utility Khakis with Washwell
Banana Republic The Slim Jean
Madewell The ‘90s Straight Jean
Reformation Cynthia High Rise Straight Jeans
Mother The Insider Crop Step Fray Jeans

Lock down an interim coat (or two). As the days get cooler you’ll need an extra something. We love a lightweight leather jacket, a three-quarter cloth coat, or a trench.

Banana Republic Shawl Collar Coat
Zara Contrasting Wool Blend Trench Coat
Sunday Best Gabby Shirt Jacket
Banana Republic Arizona Wool Shirt Jacket
Banana Republic Timeless Trench Coat

All products featured on Six to Sunday are independently selected by our editors and contributors. We may get paid commissions on products purchased through our links to retailer sites. However, we recommend products based on our independent research and point of view, and the decisions we make regarding the products we feature on our site are always driven by what we believe our community will love, first and foremost.

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