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 Bought an Expensive-Looking Amazon Sweater on a Whim—Now I Prefer It Over My $500 Designer VersionSee the two different ways I've been styling it.
-
It's Official: These Are the 13 Most Popular COS Buys of 2026 So FarGet them before they sell out.
-
My Friends Say My Style Doesn't Feel American—This Is How I Dress European in 2026All but one pick is under $200.
-
The Only 35 Nordstrom Items You Need to See If You Want Good Style in 2026From calf-hair accessories to new denim trends.
-
If Cool Europeans Shopped at Nordstrom Right Now, These 32 Chic Picks Would Catch Their AttentionThey're so fun, and many are on sale.
-
Expensive But Worth It—the Best Designer New Arrivals That Scream 2026Get your wallet ready.
-
It's 2026—10 Things to Buy in January to Ensure You Look Chic All YearSet yourself up for fashion success.
-
Wow, These 62 New Arrivals From Shopbop, Revolve, and Nordstrom Are Giving "Fashion Person in 2026" EnergyNew year, new finds.

