As the summer heat begins to fade and the crisp air of fall creeps in, transitional dressing becomes the ultimate styling challenge — and opportunity. This look is the perfect example of how to blend summer ease with fall sophistication while staying comfortable and chic especially when taking into account the Florida weather!
The Outfit Breakdown
In the photo, I’m wearing a brown strapless maxi dress I found in my local Marshall’s paired with classic white leather Tory Burch slide sandals and a structured white Tory Burch crossbody bag. This combination keeps the palette neutral and seasonless — a trick that makes transitioning between summer and fall effortless.
Why It Works for Summer-to-Fall
Neutral Tones – Earthy colors like chocolate brown work beautifully in both summer and autumn.
Lightweight Fabric – The airy dress is perfect for warmer afternoons but can easily be layered with a cropped cardigan or denim jacket for cooler evenings.
Versatile Accessories – White sandals and a matching crossbody bag keep things fresh for summer, but you could swap in ankle boots or loafers for a fall-ready vibe.
Styling Tips for the Season Shift
Layer Up – Throw on a lightweight trench coat, cropped cardigan, or oversized blazer once the temperature dips.
Swap Footwear – Trade slides for ankle boots, loafers, or heeled mules in September.
Add Texture – Bring in fall feels with a wool fedora, leather belt, or knit scarf in coordinating neutrals.
Where to Wear This Transitional Look
Farmers market strolls
Outdoor brunch
Casual weekend getaways
City exploring days
Shop the Look over on my LTK
Danielle Mone Knight 