When you are looking for the best Summer to Fall transition outfits, I have some recommendations for styles to wear for the in-between weather. So, are you ready to add a few pieces to your wardrobe?
Best Summer to Fall Transition Outfits
When I was a little girl, I always looked forward to shopping for new clothes for Back to School. Of course, not much has changed. Since I have gotten older, I still enjoy checking out the latest styles to wear.
As the warmer weather transitions to cooler weather, it is time to restyle your wardrobe. By adding a few new pieces, you can easily still wear some of the clothing you have been wearing this Summer.
Meanwhile, if you have worn a dress or skirt in the warmer weather, you can easily layer up with tights or a cardigan.
Maeve Sheer Pleated Maxi Skirt
So, if you love wearing skirts, this lightweight style is one of the best Summer to Fall transition styles to wear anytime.
In a mixed pattern of sheer fabrics, this skirt is perfect to wear when you are looking to add some warmer colors to your wardrobe.
Pair this skirt with your favorite button-up shirt, sweater, or sweatshirt.
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Spencer Sweater Dress
However, if you like to wear a style with sleeves, this dress is ideal.
This dress is available in black, blue, and ginger.
Also, this dress looks great with fun tights and patterned shoes or boots.
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Delilah Skort Set
Meanwhile, if you love wearing shorts, this skort set is an easy style to wear for s Summer festival or a Fall event.
This set is available in ivory and henna.
In addition, this boho top can be paired with a long skirt or jeans.
Wear this skort set with your favorite sandals, sneakers or booties.
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Indeed, you may want to add some Earthy colors to your wardrobe. Check out my Mocha Mousse – 2025 Pantone Color of the Year post for ways to incorporate this color into your wardrobe.
By Anthropologie Long Sleeve Ruched Dolman Top
For instance, this long-sleeve ruched dolman top is ideal to mix with any skirt, pants, or jeans for an effortless fall-ready look.
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Although the Summer season is about lighter-weight fabrics, don’t be afraid to mix and match.
At the same time, if you love wearing sleeveless dresses, you can still wear this style when the temperature drops. Of course, one of the easiest ways to style your sleeveless Summer dress is to layer it with a cardigan or jacket.
AQUA Contrast Stitch Tweed Jacket
For example, you can wear your favorite Summer dress with this jacket.
Exclusive to Bloomingdale’s, this jacket adds texture to your wardrobe.
This jacket features contrast button stitching with novelty buttons.
Also, this jacket is fully lined, so it easily transitions when the temperature drops.
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Another way to easily transition from Summer to Fall seamlessly is to add tights or leggings. For instance, you can pair a flowy tunic with leggings. Also, add a pair of booties to complete your look.
Hi-Waisted Leggings
Whether you are headed to class, work, or looking for a style to wear almost anywhere, these leggings are ideal.
These leggings are available in plaid, polka dot, leopard, and snakeskin patterns.
Also, these leggings range in size from one size to 5x.
Wear these leggings with your favorite tunic, top, or add a Tee and a jacket.
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Don’t forget to swap out your sandals for a closed-toe shoe or ankle boots.
Multi-Color Slingback Pumps with Matching Heel
When you are looking for a new pair of shoes to add to your wardrobe this season, these stylish slingback pumps are perfect.
This slingback pump features a colorful geometric heel and an accent on the toe.
Also, this style comes in 3 colors. Let me know your favorite color.
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Best Summer to Fall Transition Tips
So, if you are still not sure what to wear when the weather changes, these are some of my tips.
- So, if you have a flowy dress you love, add a chunky necklace and a pair of ankle boots to create the perfect Fall look.
- In addition, add scarves, a new handbag, and some jewelry in earth tones.
In essence, the easiest way to create the best Summer to Fall transition is to choose styles that work with pieces in your wardrobe.
Moreover, my recommendations above are versatile and will easily adapt to the changing seasons.
As always, I welcome your comments on my recommendations for the best Summer to Fall transition outfits.
