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.
-
I Work in Fashion—These Are the 10 Fall Investment Pieces I *Know* Are Worth It
See what made my list.
-
My Mom Only Shops Affordable Fashion—I Sent Her These 27 Chic Rich-Looking Pieces for Fall 2025
Everything is under $100.
-
My Mom Only Shops at T.J. Maxx and Marshalls—Here's What She Sent Me to Buy for Fall 2025
She had me at under-$100 Uggs and Levi's.
-
The New Elite Way to Shop Is Off the Grid and Invite Only
If you know, you know.
-
I Just Started Investing—31 Chic Pieces That Will Have Me Dressing the Part
Effortless and elevated is the goal.
-
I Shopped so You Don't Have to—the Ultimate Fashion-Editor Fall 2025 Wish List
It-girl fall has arrived.
-
The Refined Edit: 32 Luxury Finds on Sale at Saks
Starting at just $58.
-
Editor Instincts Activated: We're Grabbing These 18 Fall Pieces Before Everyone Else Does
Run, don't walk.