This post will show you the wardrobe essentials to take your style from summer to fall, plus cute fall transition outfits.

Though it might seem hard to believe, fall is just around the corner, making now the perfect time to think about how to tackle tricky transitional dressing. After all, we all know that uncomfortable feeling of being either over or underdressed on those in-between days when the weather is too hot for full-on fall outfits, but also too cold for summer ensembles.

So, that’s why today I put together three fashion-forward looks that are perfect for the last days of summer/the first days of fall.

{RELATED POST: How to Wear Your Summer Clothes in Winter}

Simply keep scrolling to learn the 5 must have items for the summer-to fall transition, plus fall transition outfits. Get ready to say goodbye to all of your summer-to-fall dressing woes!

Table of Contents

Summer to Fall Fashion Essentials:

Item #1 – Midi-length Skirts & Dresses

I wear midi-length skirts and/or dresses all year round, but I especially love them this time of year.

Midi skirts and dresses are perfect for days when you know it will be both hot and cold. The length gives you enough coverage for mornings that are a bit chilly, but they are breathable and are not too heavy when it gets hotter throughout the day.

If you are wearing a midi skirt or dress in the final-days-of-summer/early-days-of fall, thin and flowy fabrics are a safe bet. When you are getting closer to mid-fall and the weather settles down a bit, you can still wear your lighter pieces with tights or swap them out for thicker fabrics.