How to Style a Striped Floral Midi Dress 3 Ways (Brunch to Date Night)
•Posted on June 10 2026
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Every so often a dress walks into the boutique and does all the work for you. This red-and-white striped midi with the painterly floral print is one of those. It has pockets (yes, real pockets), a smocked waist that actually flatters, and a tiered skirt that moves when you do.
The print does the talking here, so styling it is less about piling things on and more about picking the right finishing touches. So we pulled together three ways to wear it, from a slow Sunday brunch all the way to a night out.
Shop the dress: https://bizzylizzyboutique.com/collections/womens-collection/products/the-callahan-dress
Look 1: Sunday Brunch
The dress already leans easy and breezy, so we kept this one relaxed. Flat tan sandals, a woven tote big enough for sunglasses and a water bottle, and a pair of simple gold hoops. That is it. Let the print be the main character.
Finish the look:
Cooler morning on the patio? Throw a denim jacket over the top.
Look 2: Date Night
Same dress, but now we are going out. Swap the flats for a heeled tan sandal or a wedge to lengthen the leg. Trade the tote for something small and structured, add a pair of statement drop earrings, and layer a couple of delicate gold necklaces in the open collar. A warm lip color ties it together.
Finish the look:
- Heeled tan sandals or wedges
- Small structured handbag or clutch
- Statement drop earrings
- Layered gold necklace set
Want more date night ideas? See https://bizzylizzyboutique.com/collections/dresses
Look 3: Garden Party or Summer Event
This print was made to be the best-dressed guest at a spring shower or a backyard celebration. Reach for espadrille wedges or raffia platform, a woven or raffia clutch, and a pair of beaded earrings. A wide-brim sun hat is optional, but it never hurts.
Finish the look:
Make It Yours
One dress, three completely different days. That is the kind of piece worth keeping at the front of your closet.
This striped floral midi is in store now in limited sizes. Shop it here before it sells out: https://bizzylizzyboutique.com/collections/dresses/products/the-callahan-dress
And if you loved this one, you will want to see the rest of our new arrivals: https://bizzylizzyboutique.com/collections/womens-collection
Style Board:
