Ann Taylor Spring Try-On Haul: Polished and Pretty Outfits for Women Over 50

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Spring is such a beautiful time for refreshing your wardrobe, and Ann Taylor always knows how to make a woman feel pulled together and polished. These looks will help you feel confident and stylish this spring, without looking like you’re trying too hard. I tried on a mix of pieces from Ann Taylor, with a few accessories and shoes from other retailers to round things out. Let’s walk through each outfit together and talk about how these pieces fit, feel, and flatter.

Ann Taylor Spring Try-On Haul for Womin Over 50

Floral Sweater Tee + Cotton Crop Pant

woman wearing Ann Taylor sweater and white pants for spring
Floral Elbow Sleeve Sweater Tee (Medium) | The Cotton Crop Pant (Size 8) | Woven pearl heeled sandals (TTS) | Brahmin Satchel | Large Hoop Earrings | Large Cross 14k Pendant Necklace | 14k Small Mantra Necklace (Use code TANIA15, for 15% off)

This outfit strikes just the right balance between polished and playful. The Floral Elbow Sleeve Sweater Tee has a feminine charm that feels fresh without being fussy. The Cotton Crop Pants hit right at the ankle and have a clean, classic fit that flatters without clinging. They’re lightweight, breathable, and ideal for warmer days.

The strappy Woven pearl heeled sandals add a dressy touch without sacrificing comfort, and the Brahmin Satchel pulls the look together with a dose of sophistication. I’d wear this to a spring luncheon, a shower, graduation, or even Sunday service. It’s soft, refined, and just dressy enough to feel special.

Split Neck Blouse + Gingham Flare Pants

woman wearing Ann Taylor black top and gingham pants for spring
Split Neck Blouse (Medium) | Flare Pants in Gingham (Size 8) | Italian Leather Handwoven Pouch Crossbody Clutch | Slingback Pointed Toe Low Heel Pump (9.5) | Large Hoop Earrings | Large Cross 14k Pendant Necklace | Michele Watch w/Diamonds

This look had me smiling as soon as I put it on. The Split Neck Blouse is flowy, feminine, and forgiving in all the right places. It pairs beautifully with the Flare Pants in Gingham, which make a subtle statement without being over the top. The flare hits at just the right spot to elongate the leg, especially when paired with the pointed-toe slingbacks.

The Crossbody Clutch adds some texture and interest with its handwoven design. This outfit would be perfect for a gorgeous walk in the park, it’s polished but still fun and easy.

woman wearing Ann Taylor black top for spring
Split Neck Blouse (Medium)
woman wearing Ann Taylor black gingham pants for spring
Flare Pants in Gingham (Size 8) | Italian Leather Handwoven Pouch Crossbody Clutch | Slingback Pointed Toe Low Heel Pump (9.5)

Unfortunately, the gingham pants are extremely linited in sizes, but here are other Gingham items from Ann Taylor. Plus, here is a Stretch Pull-On Crop Pant that looks very similar, and there are multiple sizes available.

woman wearing Ann Taylor black top and a woven handbag
Italian Leather Handwoven Pouch Crossbody Clutch

V-Neck Sweater Vest + Cotton Crop Pants

Woman wearing a long black sweater vest for summer with beige chino pants
V Neck Sweater Vest (Medium) | Cotton Crop Pant (Size 8) | Mini Messenger Bag | Slingback Pointed Toe Low Heel Pump (9.5) | Large Hoop Earrings | Large Cross 14k Pendant Necklace | 14k Small Mantra Necklace (Use code TANIA15, for 15% off)

Don’t sleep on sweater vests! This V Neck Sweater Vest is lightweight and ideal for layering on days that start cool and warm up later. I wore it over a nude cami, but you could also pair it with a crisp white blouse underneath if you need to cover your arms. The Cotton Crop Pant makes another appearance, this time in Khaki, because they’re just that versatile.

The Mini Messenger Bag is a perfect everyday option, it holds the essentials without weighing you down. And once again, the pointed-toe slingbacks keep the look sleek and refined. This outfit is simple, timeless, and ideal for running errands or even casual Fridays at work.

Woman wearing a long black sweater vest for spring
V Neck Sweater Vest (Medium) | Mini Messenger Bag

If you love the look of vests, one of the season’s hottest trends, then be sure to also read, The Best Summer Vests for Women Over 50.

Woman wearing khaki crop pants for spring
Cotton Crop Pant (Size 8) | Mini Messenger Bag | Slingback Pointed Toe Low Heel Pump (9.5)

Floral Popover Blouse + Kick Flare Jeans

woman wearing an Ann Taylor tie top and cropped jeans for spring
Floral Clip Split Neck Popover (Medium) | EveryWear Kick Flare Jeans (Large) | Katrina Suede Belt (large) | Italian Leather Convertible Crescent Handwoven Shoulder Bag | Vince Pia Sandals (Size 9.5)

Florals are always a spring favorite, and this Floral Clip Split Neck Popover is one of the prettiest I’ve tried this year. It’s soft, breezy, and just loose enough without looking sloppy. I paired it with Kick Flare Jeans that have a forgiving stretch and a cropped hem, perfect for showing off your shoes.

Speaking of shoes, these leather wedge sandals are supportive and comfortable but still chic enough for lunch dates or weekend outings. The Convertible Crescent Handwoven Shoulder Bag adds structure and elevates the whole look. I’d wear this on a casual day when I still want to feel stylish, put together, and just a tad bit sassy.

woman wearing an Ann Taylor tie top for spring
Floral Clip Split Neck Popover (Medium)

Cropped Trench Coat For Unpredictable Spring Weather

woman wearing an Ann Taylor tie top, cropped jeans, and a cropped trench for spring
Cropped Double Breasted Trench Coat (Medium) Floral Clip Split Neck Popover (Medium) | EveryWear Kick Flare Jeans (Large) | Katrina Suede Belt (large) | Italian Leather Convertible Crescent Handwoven Shoulder Bag | Vince Pia Sandals (Size 9.5)

Adding this Cropped Double Breasted Trench Coat was the cherry on top of the previous outfit. It’s lightweight but structured, and the shorter cut hits right at the waist to define your shape. This coat adds polish without bulk, which is a hard combo to find.

It’s one of those grab-and-go pieces that will instantly elevate a basic jeans-and-top outfit. I love how it ties the whole look together and makes it feel a little more refined for cooler spring mornings or breezy evenings.

A Closer Look at the Accessories

Accessories truly make the outfit, and each one in this haul adds something special. I kept the jewelry simple but classic: Gold Hoop Earrings, a Large Cross 14k Pendant Necklace, and a 14k Small Mantra Necklace, (and yes, you can use code TANIA15, for 15% off that one!).

The Italian leather pouches and handbags have a beautiful handwoven texture that feels artisan-made and luxurious. And, the shoes I chose for these looks are walkable yet stylish. Whether it was the Woven pearl heels, Pointed Toe Slingbacks, or the Vince Pia Sandals, each pair is versatile enough to wear with many spring outfits.

Why I Love This Ann Taylor Spring Try-On Haul

What I loved most about this Ann Taylor Spring Try-On Haul is how wearable everything felt. These aren’t clothes that will sit in your closet waiting for a special occasion. They’re meant to be worn to church, to lunch, to run errands, or to simply feel good while you go about your day.

Each piece is designed with the mature woman in mind. Nothing is too trendy, too tight, or too revealing. The colors are soft and pretty, the prints are tasteful, and the fits are flattering. I appreciate that Ann Taylor offers timeless pieces that still feel current.

My Final Thoughts

I hope this Ann Taylor Spring Try-On Haul gave you some inspiration for building a wardrobe that feels just as beautiful and confident as you are. Spring is a time of renewal, and there’s no better way to lean into that than with fresh colors, breathable fabrics, and flattering cuts.

If you found a favorite look, I’d love to hear which one it was. And if you have any questions about fit, fabric, or how to style these pieces, leave me a comment. I always enjoy hearing from you.

Which outfit was your favorite? Let me know in the comments below!

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Verse Of The Day

Philippians 4:6-7 (NIV)
Do not be anxious about anything, but in every situation, by prayer and petition, with thanksgiving, present your requests to God. And the peace of God, which transcends all understanding, will guard your hearts and your minds in Christ Jesus.

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199 Comments

  1. 😊 Fun fact, I clicked on the black sweater vest and you are featured
    On the page on Amazon! Awesome

  2. Elizabeth Tobin says:

    😊The gingham pants are super cute. I also love the crop trench.

  3. Rita Graham says:

    love everything especially the gingham pants. I found it. hope you have great birthday and mothers day ❤️ also.

  4. 😊 Found it!
    Happy Birthday!
    I love the split neck top and gingham pants. Also, the popover blouse and kick flare jeans.

  5. 🙂
    Wry pretty choices. Really like the cropped trench as an alternative to my Jean jacket.