29 Pieces I'm Buying to Transition My Summer Wardrobe to Fall
It's that confusing time of year: It's still warm, but my favorite brands are promoting all things fall. Jeans and boots are slowly trickling into my shopping cart, but it's not quite time to break out my sweater collection. That puts me in this weird in-between place where all I can really do is shop for transitional pieces—the items that'll take me from summer to fall and beyond. So right now, I'm sticking to the essentials from Amazon: dresses I can wear bare-legged or with tights; tops that are also great for layering; lightweight pants and jackets that'll keep me looking stylish. Keep scrolling for everything you should be adding to your cart right now.
Dresses:
Tops:
Jackets and Blazers:
Bottoms:
Up next: 26 Under-$250 Fashion Items That Are Seriously No-Brainers.

Anneliese Henderson is a New York–based senior editor on the branded content team at Who What Wear where she covers the latest in fashion, beauty, and lifestyle. When she’s not writing about her favorite trends, you can find her reading romance novels or running around the town with her Bernese Mountain Dog, Rosie.
-
What to Buy for Fall If You Don't Want to Regret It Next Year (or the Year After)
Investments only.
-
The Top 10 Things to Buy This September If You Want Cooler Outfits and More Compliments
Fall is in full swing.
-
These 32 Chic Zara Fall 2025 Shoe Finds Are the Key to Looking Like a Fashion Person—Good Luck Picking Just One Pair
Prepare for endless compliments.
-
Abercrombie Sucked Me Back Into Its Orbit With These 25 Incredibly Chic Fall 2025 Finds
So, so good.
-
I'm a Fashion Editor on a Budget—27 Incredibly Chic Fall Finds That Will Get You More Bang for Your Buck
Stellar under-$150 finds right this way.
-
These 32 Elevated Nordstrom and Zara Finds Make Getting Ready So Much Easier (and Chicer)
Here's to effortless outfits.
-
Don't Blame Me If They Sell Out While You Read This—35 Chic Zara Finds That Need Your Immediate Attention
These won't be around for long.
-
These Are the Only Labor Day Weekend Sales That Matter—Shop the Best Deals Thanks to Nordstrom, Madewell, J.Crew, and More
Save big on fall staples.