How To Transition Summer Clothes Into Fall

how to transition summer clothes into fall

It’s time to take those summer clothes into fall! All of us have those light, summery skirts that are great when it’s warm out but are way too light to wear during the fall and winter. Also, how in the world do you wear those bright and light colors so you don’t look like you’re in denial about it starting to get cold?

I teamed up with the amazingly stylish TaRosa Jacobs who owns Wishlist Vintage here in Denver. She knows how to put outfits together while I’m all, uhhhhhhhhhhhhhhhh. We’re going to be working on some fun style posts to bring you guilt-free fashion ideas all with the focus of helping you get the most out of your wardrobe with little, to no extra money being spent.

With the outfit ideas mentioned try to think about what I’m wearing more as a symbol so you can use something similar that you already own to recreate the look. That being said, if you do need to buy a classic item (grey/white/black t-shirt, dark tights, dark booties) I would consider those to be a good investment since you will be able to create a ton of other outfits with those pieces.

how to transition summer clothes into fall

how to transition summer clothes into fall

How to Transition a Neon (or Other Summery-Colored) Skirt Into Your Fall Wardrobe

1. Pair your summery skirt with a casual grey t-shirt, dark tights, and dark boots. The dark neutrals of the tights and boots make the skirt not only more warm (temperature-wise) but set an Autumn tone with the darker colors.

2. Simply add a dark jacket that matches your dark tights to your look from #1.

3. Pair the bright skirt with an equally bright long-sleeved top, dark tights, and bright heels. The yellow heels are surprisingly neutral and go with a lot of different outfits; never would’ve guessed! For another option add the dark booties to this look too.

4. Add a long-sleeved cardigan buttoned up to the tip-top, tights, heels and/or boots.

A note from TaRosa about wearing tights, “Wearing tights with boots can cause piling around the foot area so you may want to consider having two pairs of the same colored tights. One pair that you wear with flats/heels and another pair that you wear with boots.” Another idea is to wear short socks over your tights if you’ll be wearing boots, that way the bottom and sides of your tights will get less wear, and as a bonus it will help to keep you a little warmer too!


What tips do you have on how do you transition your summer clothes into fall?


(outfit details #1: shirt/american apparel, skirt/forever 21, tights/we love colors, boots/frye. #2: same as #1 but black motorcycle jacket/urban outfitters on sale from 5 yrs ago. #3: top/wishlist vintage, heels/urban outfitters. #4: cardigan sweater/wishlist vintage)  all images by aaron jones


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  1. Pingback: Craving Cozy: Vintage Looks for Autumn | 303 Magazine

  2. Louisa

    Thank you for this. It is an easy way to help save money instead of the need to buy more clothes as soon as the temperature changes. There is a variety of posts on this blog which helps me realize simple things that can save money. The background and some of the pictures are also quite cute.


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