The Prettiest Floral Dresses for Transitioning From Summer into Fall

By Wesley Shaw

Transitioning from summer into fall can pose some pretty tricky obstacles. Try as we may to will Southern weather into producing crunchy leaves and crisp autumn air when we deem it’s time, it doesn’t always tend to agree. Meanwhile, at the first mention of the countdown to SEC football, we’re ready to pack away our sandals and sarongs in exchange for chunky-knit sweaters and leather booties without blinking an eye. There are certain lengths we will gladly go to in order to get our fill of autumn in due time (hello, candle aisle at Bath and Body Works!)—but any Southern fashionista knows battling 90-degree September weather in turtlenecks and over-the-knee boots is a near death wish. So, what’s a girl to do? Our style gurus having been eyeing the prettiest transitional outfits from summer to fall—and we’re here to deliver.

If you thought pretty, feminine frocks were only for the summertime, think again. Our go-to outfit choice for transitioning into fall consists of pretty maxi dresses, flirty daytime dresses, and plenty of chic silhouettes. The key to making a dress flow effortlessly from season to season? Florals. When the weight of a dress simply cannot be compromised due to weather patterns having an identity crisis, opt for a floral pattern in a muted, autumnal shade to capture the essence of the upcoming season while staying comfortable. Whether out on a lunch date, working your 9-to-5 or out for your evening’s entertainment, these pretty floral dresses will take you everywhere you need to go during the transitional season.

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Each product we feature has been independently selected and reviewed by our editorial team. If you make a purchase using the links included, we may earn commission.

1 of 9

Tie Neck Floral Midi Dress

nordstrom.com

Buy It: $99; Nordstrom.com

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2 of 9

Off the Shoulder Floral Maxi Dress

Nordstrom.com

Buy It: $55; Nordstrom.com

3 of 9

Citrus Floral Maxi Dress

revolve.com

Buy It: $178; revolve.com

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4 of 9

Black and White Tiered Floral Maxi

revolve.com

Buy It: $198; revolve.com

5 of 9

Floral Wrap Dress With Pouf Sleeves

shopbop.com

Buy It: $78; shopbop.com

6 of 9

Tie Neck A-Line Floral Dress

shopbop.com

Buy It: $120; shopbop.com

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7 of 9

Rose Garden Flutter Swing Dress

loft.com

Buy It: $69.50; loft.com

8 of 9

Floral Flutter Shirttail Dress

loft.com

Buy It: $89.50; loft.com

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