We're approaching the time of year when the temperature ranges from 60°F to 80°F within a day and choosing the right outfit for the weather feels impossible. You walk out the door in a sweater, only to experience heat exhaustion by 2 p.m. As tricky as it is, I'm using it as an excuse to test out a handful of fall trends early. Items like rugby T-shirts, miniskirts, and Mary Janes create an effortlessly cool transitional look. Or, for a more office-appropriate ensemble, opt for a sleeveless turtleneck sweater with cargo jeans and ballet flats, like the ones I've included below. No matter your personal style, there's something for everyone this season. Keep scrolling to shop the 25 trending items I'd buy to achieve the perfect summer-to-fall transition wardrobe.
Prepare to see rugby shirts everywhere this season.
I've seen versions of these jeans for triple the price.
A preppy penny loafer is at the top of my fall shopping list.
We saw workwear jackets emerge in the spring, and I expect them to pick up even more momentum this fall.
If you look up transition wardrobe in the dictionary, a picture of this sleeveless tank pops up.
I love that these cargo jeans have a relaxed look to them without looking like parachute pants.
A trending shoe in a trending color coming right up.
I own this exact bag in brown, and it has quickly become the one I use most. I think the black colorway transitions nicely into the new season.
I'd copy and paste this entire look and wear it to the office.
You won't regret purchasing these shorts for those 70-degree fall days.
Nothing screams "summer's over" like this cute tee.
My entire Instagram feed is inundated with cute miniskirts like this one.
A pop of yellow does an outfit good.
Leopard print is making a comeback this season.
The '90s vibe of this cardigan feels Rachel Green–approved.
The jort trend lives on.
Everyone has black-and-white Sambas, but not everyone has white-and-green Sambaes.
Another fabulous light-layer option.
A fall wedding guest dress for under $100? Incredible.
Here's the kitten heel I'd style with that Nia dress.
It's not fall without a brown suede shoulder bag.
…or this corduroy waistcoat.
Watches have been a key accessory for a few seasons now. If you're not ready to make a big investment, I recommend this Anne Klein style for under $100.
What did I tell you about the super cute miniskirts? They're everywhere!
To round out the preppy look, wear these sweet Mary Janes.
