How to Dress At the End of Summer

Kastle W
by Kastle W

August officially marks the slow end of summer. The sun starts setting a little earlier each day, and back-to-school busyness makes you feel it's time to say goodbye to carefree days and vacation time.

While it can still be one of the year's hottest months, dressing in August can be a confusing mix of between-the-seasons style and the anticipation of fall's warmer colors and layering opportunities.

Here are some tips for how to dress at the end of summer.

Back to School Style

Your school days may be behind you, but there is always something about the back-to-school vibe that never goes out of style. The rise of the academia trend brought prep-school style back to the forefront, which makes this a no-brainer for August. 

Incorporating plaid separates, such as a skirt or pants, will instantly bring in a collegiate feel. Pair it with a sweet blouse with a bow tie or Peter Pan collar, oxford shoes and a light blazer to complete the look. Learn more about academia style in my recent article on Upstyle Daily.   Shop plaid skirt.

Midi Skirts

Extend your skirt looks from short to midi for style that can easily transition into your fall wardrobe. The end of summer just feels appropriate to start to cover up a little more. Plus, midi skirts can go from a work day to an evening out with no need to change. Wrap skirts still give that casual, no-fuss summer vibe that go with short or long sleeve tops without adding a belt.  Shop midi wrap skirt.

Darker Colors

While the start of summer screams for pastels, florals and bright colors, the end of summer takes a more tempered note in preparation for the richer fall hues. Incorporate darker colors by replacing brights with deeper jewel tones. Instead of wearing summer white, lean into warmer touches of ivory and cream. These colors can also carry you into the start of the next season.  Shop cream blouse.


Another nod to a preppy school look is blazers. A light blazer makes summer outfits more formal, and it's another piece that can easily flow into your fall wardrobe. Start getting a feel for layering by adding one to everything from a graphic tee to a polished blouse or even over a romper or summer dress. It's also good to have when the nights get cooler or when you step into a heavily air-conditioned venue. Shop  blazer.

Now that you have some ideas for how to dress at the end of summer, which one will you try?

See more of my styling on my blog  Stiletto City and  Instagram page.

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