Skip to Content

StarFREE! Wardrobe Checklist Download + Weekly Newsletter DOWNLOAD

What to Buy at Ann Taylor: The Best Finds for Women Over 40

If you’re updating your wardrobe for the season, Ann Taylor is worth a look. Whether you work in an office, from home, or are managing a busy day-to-day on your own terms, their early fall collection includes polished, wearable pieces that strike the right balance between classic and current.

Transition months can be tricky. The calendar says early fall, but the temperatures often still feel like summer. So we’re looking for outfits that feel seasonally appropriate without adding heavy layers—pieces that make an impact, even in warm weather, but still look like they were made for cooler months ahead.

Today, I’m rounding up what to buy at Ann Taylor right now, including standout finds from their new arrivals and hidden gems in their sale inventory. Many of these styles will work now and transition effortlessly into fall including some can’t beat deals on some classic jackets.

The Best Ann Taylor Pieces for Women Over 40

For this collection, I’d skip the prints. None of them feel especially elevated or versatile. What does stand out are the rich solid colors, clean tailoring, and thoughtful design touches that give these pieces a more refined, boutique-like feel.

As always, I’ve kept real life in mind while curating this list. These are the kinds of clothes that help you get dressed quickly, feel put-together, and still be comfortable. From soft layers to sharp separates, here are the best Ann Taylor pieces for women over 40 to wear right now.

Looking for more curated wardrobe advice? Explore our full archive of the Best Clothing for Women Over 40.

And while no brand gets it right for every body type, Ann Taylor does offer a solid range of options. Many styles come in both regular and petite sizing, and most are available in sizes 00 to 20/22, so there is a little something for everyone.

Editor’s Picks from Ann Taylor This Month

I’ve rounded up 25 standout pieces from Ann Taylor’s new arrivals and sale—see them all here.

Tweed Patch Pocket Jacket

Woman wearing Ann Taylor navy plaid tweed patch pocket jacket with white blouse and dark jeans
🛍️ Shop it here, $189

This navy tweed jacket adds texture and interest to any fall outfit. With novelty hardware and a tailored fit, it offers just enough polish without feeling too buttoned up. Style it with dark denim, wide or slim-leg trousers, or pair it with the coordinating dress for a chic head-to-toe look. The cropped length works especially well if you’re short-waisted. Size up one.

🛍️ Shop it here, $189
Available in regular and petite sizes 00–20/22.

Ann Cardigan

🛍️ Shop it here, $89.50

A lightweight, layer-ready essential you’ll wear on repeat. I picked up this classic style cardigan in a few colors, including the chocolate, after realizing I didn’t have a single cardigan in my closet. It has a close but not tight fit, and works just as well worn open over a tank as it does buttoned up and tucked in. A great option when you want something polished but easy.

🛍️ Shop it here, $89.50
Available in regular XXS–XXL and petite XXS–XL.
Offered in 13 colors.

Button V-Neck Tank

Ann Taylor Button V-Neck Cotton Tank in black with gold buttons and faux pockets, styled for warm weather
🛍️ Shop it here, $49.50


This textured V-neck tank is made from breathable cotton, making it perfect for hot days when you still want to look polished. The gold-tone buttons and faux pocket detail give it a subtle vintage feel while keeping the overall look modern and easy. Pair it with denim, wide-leg trousers, or a sleek skirt for a simple but elevated outfit.

🛍️ Shop it here, $49.50
Available in regular XXS–XXL and petite XXS–XL.
Comes in black, tan, and red pepper.

Belted Flare Midi Shirtdress

Woman wearing Ann Taylor Belted Flare Midi Shirtdress in deep currant with belted waist and flap pockets
🛍️ Shop it here, $179

This is one of the standout dresses in Ann Taylor’s collection right now. Made from a cotton-spandex blend with a soft cotton lining, it has just the right amount of structure and stretch. The A-line shape skims without clinging, and the belted waist adds definition. A collared neckline and button front keep the look classic and polished. It’s an easy, one-and-done option for warm weather that will also transition well into fall with a lightweight layer.

🛍️ Shop it here, $179
Available in regular and petite sizes 00–20/22.
Comes in Deep Currant and Classic Black.

The Seamed V-Neck Sheath Dress in Bi-Stretch

Woman wearing Ann Taylor Seamed V-Neck Sheath Dress in black, styled with pointed flats for a polished work outfit
🛍️ Shop it here, $159

This is one of Ann Taylor’s best-selling sheath dresses for a reason. Made from their signature bi-stretch fabric, it’s designed to move with you while still holding its shape. The seaming creates subtle structure, the V-neckline is clean and flattering, and the overall fit is streamlined without feeling tight. It’s fully lined and perfect for work, events, or anything that calls for a sleek, no-fuss look.

🛍️ Shop it here, $159
Available in regular and petite sizes 00–20/22.
Comes in Classic Black.

Long Crew Neck Vest

Woman wearing Ann Taylor Long Crew Neck Vest in deep chocolate, styled with coordinating pencil skirt
🛍️ Shop it here, $119

This longline vest is tailored, modern, and surprisingly versatile. The asymmetrical button front and crew neckline give it a sleek, architectural feel. You can absolutely wear this to the office with black trousers—yes, mixing black and chocolate works, especially this season. Or pick up the coordinating pencil skirt for a chic, head-to-toe look that’s both polished and unexpected.

🛍️ Shop it here, $119
Available in regular and petite sizes 00–20/22.
Comes in Deep Chocolate

Weekend Collection Tie Waist Popover

🛍️ Shop it here, $84.50

This lightweight 100% cotton popover is a fun take on a classic button-down. The tie waist lets you adjust the fit to your shape, creating definition without feeling tight. The hem has a subtle peplum effect that adds softness, while the poplin fabric keeps it structured. You can wear this year-round with everything from classic jeans to faux leather bottoms—it’s the kind of top that dresses up or down without much effort.

🛍️ Shop it here, $84.50
Available in regular sizes XXS–XXL.
Comes in Bright White.

Weekend Collection Quilted Bomber Jacket

Woman wearing Ann Taylor Weekend Collection Quilted Bomber Jacket in navy, styled with jeans and canvas tote
🛍️ Shop the jacket here, $63.95 – Final Sale

This quilted bomber jacket from the Weekend Collection gives off total Tuckernuck vibes. The diamond quilting, zip-up front, and ribbed trim keep it casual but elevated, and the navy color makes it a timeless fall staple. It’s the kind of easy, throw-on-and-go layer that works for everything from school drop-off to weekend errands. I also love the bag pictured here—it’s equally classic and functional. Shop the tote here on sale for only $44.

🛍️ Shop the jacket here, $63.95 – Final Sale
Available in regular sizes XXS–XXL.
Comes in Classic Navy.

Weekend Collection Faux Leather Collared Jacket

Woman wearing Ann Taylor Weekend Collection natural canvas jacket with faux leather collar and utility pockets
🛍️ Shop it here, $63.95 – Final Sale

This is another gorgeous jacket at an incredible price. The faux leather collar adds just enough contrast to elevate the look, while the utility-style pockets and snap-front design give it a classic, lived-in feel. The neutral color makes it endlessly wearable—throw it over denim, a simple tee, or a button-down for an easy but polished outfit.

🛍️ Shop it here, $63.95 – Final Sale
Available in regular sizes XXS–XXL.
Comes in Natural Canvas

Ruffle Collar Lace Blouse

Woman wearing Ann Taylor Ruffle Collar Lace Blouse in denim blue, styled with dark high-rise jeans
🛍️ Shop it here, $119

This lace blouse is beautifully detailed with a soft ruffle collar and button front that adds just the right amount of texture. The lace is substantial but breathable, making it easy to dress up or down. Available in both denim blue and white, it’s an easy piece to mix into your existing wardrobe.

🛍️ Shop it here, $119
Available in regular and petite sizes XXS–XXL.
Comes in Denim and White.

Before you go, a few honorable mentions worth checking out. This Metallic Silver Maxi Skirt has been a reader favorite and is only $27 right now—perfect for holiday dressing if you’re thinking ahead. Also worth a look: the Tweed Patch Pocket Top, which would be so cute with slim navy ankle pants, and the Kerry Suede Slingback Pumps for a polished finishing touch.

You can shop all these and more here:

Related Posts

 Join Megan Kristel for a comprehensive, 3 hour long, LIVE Virtual Workshop sharing personal style and shopping tips for women over 40 on March 31, 2023.

MEET THE AUTHOR

Megan Kristel

Megan Kristel is an entrepreneur, working mom, and former personal stylist. Tired of the one-dimensional portrayal of women online, she founded The Well Dressed Life as a resource for other professional women.

Never Miss a Post

Enter your email address below to sign up for our newsletter and get your free copy of our Wardrobe Essentials Checklist sent to your inbox.

Leave a Comment

Your email address will not be published. Required fields are marked *

This site uses Akismet to reduce spam. Learn how your comment data is processed.

C…..

Friday 17th of October 2025

I’ve been searching for the Ann Taylor multicolored favorite blouse that you have posted and I’m getting no response from Ann Taylor website. Could you please help?

Megan Kristel

Monday 20th of October 2025

Hi there, I don't have a partnership or connection with Ann Taylor in any way that would give me access to that kind of information.

Stacy

Friday 28th of February 2025

Great post today. Thank you.

Cheri Gerlach

Friday 6th of January 2023

I'm new to your site and love it. As a TALL rectangle, I am in love with the green dress -- it is the best silhouette for me. I also love the herringbone jacket but wonder if it is practical for me. At 5'10 my preferred length on tops is 25". This is only 21ish. When shorter styles are trending its hard for me to know if I should follow the trend or stick to what I know looks best on my body. What do you suggest?

Tracy

Tuesday 3rd of January 2023

Happy New Year! I’m love many of Ann Taylor’s clothes. Thank you for this! I love the tweed by blazer And midi dress.

Anne

Tuesday 3rd of January 2023

Would be wonderful if they carried extended sizes. I emailed them to ask if they have any plans to offer extended sizing.

Megan Kristel

Tuesday 3rd of January 2023

LOFT tested extended sizes but discontinued the range over the course of COVID so I would be surprised if AT starts to sell them. One of the reasons we regularly feature AT is for their petite and tall options, to give those readers a chance to buy. Gap brands, like Old Navy, J.Crew, Athleta, etc, do a much better job with extended sizes, and we feature them frequently as well. It's a balance for us to make sure to touch all categories over the course of each month.

Julie Schuster

Tuesday 3rd of January 2023

Hi Megan!

Happy New Year! I'm loving the new website. Thanks for the refresh. I read all your posts but rarely buy. Today, I grabbed the black V-neck blouse and some hoop earrings. Thanks for the recommendations!!

Julie

Megan Kristel

Tuesday 3rd of January 2023

Julie!!!! Yay, you'll love both but those hoops are one of my favorite purchases of the year.

Tracy Gray

Monday 29th of August 2022

Purchased the balloon sweater and blue dress! I’m so excited. I have looked at so many items at Ann Taylor but wasn’t sure but today I made my first purchase. Thank you!!

Megan Kristel

Tuesday 30th of August 2022

I adore that blue dress! Hope you love both pieces!

Sue C.

Friday 28th of February 2020

My GOSH I LOVE the tweed coat... and will be running out for it this weekend!!!

Marybeth

Monday 17th of February 2020

Could you feature Nordstrom ?