Dress – Beltaine (on sale!) | Boots – Vince Camuto (runs TTS for me) | Bag – Chloe | Hat – Hat Attack (similar here and here) | Bracelet – Giles & Brother

We may still have a month left of summer, but I love pulling out my ankle boots around this time to wear with my dresses. I picked these up during the Nordstrom Anniversary Sale and already know they will be some of my most worn boots. I think they look great with a delicate dress like this one or with a heavy sweater and jeans like how I styled them in this post. Even though this dress is perfect for the hot weather, I can throw on a denim or suede jacket with ankle boots and a heavier hat, which instantly makes it cute for fall. Because of the drop waist, I could even see it worn with a chunky sweater over top so it would look like a sweater and skirt! I rounded up a bunch of other dresses in the widgets below that I think would transition well into fall.

Shop more floral dresses under $150 that can transition into fall :

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Shop more floral dresses over $150 that can transition into fall:

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