Looking for dresses that will take you from August to October?? You will be wearing these finds on repeat. As the weather changes add a jacket or sweater, transition from sandals to boots or booties! LTKOver40 LTKWorkwear LTKTravel

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Tiered shirt-dress in cotton voile | J. Crew US
Olive and Raspberry Stripe Linen Callahan Dress | Tuckernuck (US)
Denim Dress (Women) | Nordstrom | Nordstrom
Women's Soft Denim Popover Long Sleeve Shirt Dress | Lands' End (US)
Vintage jersey embroidered ringer T-shirt dress | J. Crew US
Mini Cerise shirt-dress in eyelet cotton poplin | J. Crew US
Button-front dress in dot-print cotton poplin | J. Crew US
Audrey embellished cage-toe sandals | J. Crew US
Boatneck crochet mini dress in stripe | J. Crew US
Tiered shirt-dress in cotton voile | J. Crew US
Puff Sleeve Midi Dress in Linen Blend | Ann Taylor
Chestnut Linen Francesca Dress | Tuckernuck (US)
Women's Column Dress in Cotton Linen by Everlane in Eucalyptus, Size S | Everlane
Women's Flutter-Sleeve Dress in Stretch Linen by Everlane in White, Size XS | Everlane
Denim Shirtdress - Marin Wash | Talbots
Fit & Flare Denim Dress - Castine Wash | Talbots
Curved Hem Denim Shirtdress - La Jolla Wash | Talbots
Denim Shift Mini Dress | Gap (US)
Parc dress in denim | J. Crew US
ASOS DESIGN racer neck maxi dress with godets in navy polka dots | ASOS (Global)
Loft Seamed Mini Tee Dress | LOFT
UPF 50+ Eleni Dress | Lilly Pulitzer
Kira toe-ring sandals in leather | J. Crew US
Bembien\u00ae Carmen bag | J. Crew US
Forbina Sweater Dress (Women) | Nordstrom | Nordstrom
Side Twist Long Sleeve Minidress (Women) | Nordstrom | Nordstrom
Dotty Tie Waist Long Sleeve Georgette Dress (Women) | Nordstrom | Nordstrom
Alannah Floral Long Sleeve Mesh Midi Dress (Women) | Nordstrom | Nordstrom
Blythe Stretch Cotton Mini Shirtdress (Women) | Nordstrom | Nordstrom
Oversized Tunic Dress (Women) | Nordstrom | Nordstrom