Talbots Fall Transition Outfits for Women Over 50
Piecing together outfits for that tricky stretch between summer and fall can feel like a bit of a puzzle. You’re digging through your closet, pulling a few fall favorites, mixing them with what’s left from summer, and hoping it all works for weather that can’t make up its mind. That’s why I love having an early fall transitional wardrobe for women over 40 ready to go by mid-August—it makes getting dressed so much easier.
And this year, Talbots has nailed it with new pieces that are spot-on for the season. They have that hint-of-fall look we’re craving, but they’re still light, cool, and perfect for those summer-to-fall outfits we all need right now. Today I’m sharing my Talbots Fall transition outfits perfect for women our age—and I think once you see them, you’ll be as ready for fall as I am.
Talbots Early Fall Clothes
Outfit 1: Cropped Ankle Jeans with a Striped Puff-Sleeve Sweatshirt
There’s something so fresh about cropped ankle jeans paired with a tan-and-cream striped short-sleeve sweatshirt— especially with sweet details like puff sleeves and tiny buttons at the shoulder.
It’s the perfect balance of casual and polished, great for a Saturday coffee run or lunch with friends. Style with neutral sneakers now, and swap to loafers to dress it up a touch.
Related: See my tips on how to wear cropped jeans over 50.
Outfit 2: Striped Midi Dress with a Twist-Tie Waist
This striped midi dress is effortless, early-fall style. Diagonal stripes in cognac, black, and cream feel warm and autumnal, while the twist-tie waist flatters without fuss.
The side slit adds movement, making it perfect for a casual dinner or weekend get-together. Wear with flat sandals now; add ankle boots when temps dip.
Related: Try these ideas on how to style ankle boots after 40.
Outfit 3: Bone-Colored Flare Jeans with a Leopard Print Twin Set
Flare jeans are back in a big way, and this bone-colored pair is such a chic, modern twist. I’ve paired them with a fine-knit leopard tank and matching cardigan – a coordinated look that feels polished but easy.
Neutrals keep the print sophisticated, while the flares elongate your legs. Wear with block-heel sandals now; switch to heeled boots later.
Related: More outfit ideas in utility & cargo pants outfits for women over 50.

Outfit 4: Cropped Cognac Utility Pants with a Pebble-Print Tee
Utility pants are everywhere this season, and this cognac-colored cropped pair hits the early-fall note perfectly. The roomy pockets feel relaxed, while the cut stays polished.
I’ve styled them with a cream-and-cognac pebble-print tee that’s fresh, modern, and breezy enough for warm afternoons. Finish with sneakers or low block-heel sandals now; add a lightweight jacket for cool mornings.
Related: See my favorite cargo pants outfits over 50.
Final Thoughts
If fall weather is all over the place where you live, these light-but-fallish pieces will carry you through that in-between stretch beautifully. Build your early fall capsule with a couple of easy dresses, a great pair of cropped jeans, one trending denim silhouette (hello, flares), and a pair of utility pants you can dress up or down—you’ll be set for anything the forecast throws your way.






















I love the brown suede handbag in Saturdays blog. Can you tell me about it?
Hi Judith, I bought that bag last summer in Austria. It’s an underrated Italian brand called Coccinelle. In the U.S. I could only find the same one in that color in leather:https://rstyle.me/+Mqa-sCEDN_PTbGp23_5IMQ but I did find it in dark brown suede too:https://rstyle.me/+IlUMFB_bohHZH9OqRwyzNA It has a short braided strap and a long slim crossbody strap so you can wear it both ways. It’s small but you can fit a lot in it and I found it in this nice red color too! https://rstyle.me/+ZmPxq-FYQusO5XoBoIJmIg I hope that helps! Cheers, Deb