My Favorite Classic Summer-to-Fall Transitional Outfit

A woman wearing an oatmeal and white striped sweater with white chino shorts.

This timeless outfit works equally well transitioning from spring to summer as it does from summer to fall.

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As the seasons shift from summer to fall, I love putting together outfits that work for early fall days when it’s still warm, but cooler weather is making its way in, and you want more of a fall feel. This classic combination of a striped sweater, white chino shorts, sneakers, jewelry, and a crossbody bag is one of my favorite ways to transition between seasons. The sweater adds just enough fall influence while the shorts keep the outfit feeling right for late summer and early fall.

A woman wearing an oatmeal and white striped sweater with white chino shorts.

This is the kind of early fall outfit I find myself coming back to year after year because the pieces are classic and timeless, and easy to mix with things you probably already have in your closet. Swap in different sneakers or jewelry, change the bag, or trade the shorts for jeans as the weather cools, and you can keep the same basic look going into fall.

A collage titled "Classic Coastal Summer-to-Fall Outfit" featuring an oatmeal and white striped sweater, white chino shorts, tan sunglasses, gold huggies hoop earrings, a gold sailor knot necklace, a brown leather crossbody bag, and beige sneakers.

I love the combination of shorts and a sweater, and this classic pair of chino shorts is a staple in my closet from late spring through early fall. Add sneakers, sunglasses, a few simple pieces of jewelry and a crossbody bag, and it feels a little more put together.

And if you’re looking for a new sweater for fall, neutral and white striped sweaters are trending right now, so I’m sharing a few of my favorites, too. Shop these pieces below.


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Pin this graphic on Pinterest so you can refer back to this late summer to early fall transitional outfit for inspiration. And don’t forget to follow Stars & Anchor on Pinterest and on Instagram for more coastal home decor and beach lifestyle inspiration.

A woman wearing an oatmeal and white striped sweater with white chino shorts. Text over the image says: My favorite summer-to-fall transitional outfit when it's still warm out.

My favorite summer-to-fall transitional outfit when it’s still warm out


Do you have a classic pair of chino shorts in your wardrobe? What are your favorite transitional pieces? Share your thoughts in the comments.

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