Wearlyn – High-Waist Stretch Ankle Pants with Deep Pockets
Wearlyn – High-Waist Stretch Ankle Pants with Deep Pockets
Wearlyn – High-Waist Stretch Ankle Pants with Deep Pockets
Wearlyn – High-Waist Stretch Ankle Pants with Deep Pockets
Wearlyn – High-Waist Stretch Ankle Pants with Deep Pockets
Wearlyn – High-Waist Stretch Ankle Pants with Deep Pockets
Wearlyn – High-Waist Stretch Ankle Pants with Deep Pockets
Wearlyn – High-Waist Stretch Ankle Pants with Deep Pockets
Wearlyn – High-Waist Stretch Ankle Pants with Deep Pockets
Wearlyn – High-Waist Stretch Ankle Pants with Deep Pockets
Wearlyn – High-Waist Stretch Ankle Pants with Deep Pockets
Wearlyn – High-Waist Stretch Ankle Pants with Deep Pockets
Wearlyn – High-Waist Stretch Ankle Pants with Deep Pockets
Wearlyn – High-Waist Stretch Ankle Pants with Deep Pockets
Wearlyn – High-Waist Stretch Ankle Pants with Deep Pockets
Wearlyn – High-Waist Stretch Ankle Pants with Deep Pockets
4.8/5 | Based on 2,975+ Reviews5 out of 5 stars, 4.8/5 | Based on 2,975+ Reviews

Wearlyn – High-Waist Stretch Ankle Pants with Deep Pockets

Regular price $180.00 Sale price$69.95 Save Today 61%
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Proudly serving customers since 1996.

Color
Size
Size Chart

Wearlyn – High-Waist Stretch Ankle Pants with Deep Pockets

Size Chart

If you're unsure which size to choose, we recommend selecting the larger size for a more comfortable fit.

SizeFits Waist (in)Fits Hips (in)Length (in)
S24.5–30.537.5–39.535.5
M26.5–32.539.5–40.536
L28.5–34.540.5–4236.5
XL30.5–3642–43.537
XXL32.5–3843.5–4537.5

Only 5 left in stock

RETIREMENT SALE UPDATE: Due to high demand during our retirement sale, only a limited number of items remain. If you can still click "Add to Cart," it's still available.

Finally, pants that move with you all day.

You know that little tug you do a hundred times a day? The waistband that pinches. The hem that rides up when you sit.

These high-waist stretch pants end all that.

Pull them on and forget about them. Wear them to the café, to the office, to dinner. They stay put, they don't wrinkle, and yes — the pockets are deep enough for your phone.

Worn daily by over 40,000 women.

✓ Sit, walk, stretch — no pinching
The high-rise waistband stays flat against your body. No digging in, no rolling down, no constant tugging.

✓ Looks polished, feels like loungewear
The tailored ankle cut and clean seams pass for real pants. Nobody guesses they stretch like leggings.

✓ Real pockets that fit your phone
Two deep side pockets hold your phone, keys, or cards. No more clutching your bag every time you stand up.

✓ Wrinkle-free and quick-drying
Toss them in a suitcase, pull them out, wear them. The fabric shakes out smooth — no ironing needed.

What you get today

  • Wearlyn high-waist stretch ankle pants
  • Available in 6 colors
  • Two deep side pockets that fit a phone
  • Wrinkle-free, quick-drying fabric
  • Free tracked shipping
  • 30-day at-home trial

Seasonal production run — once this batch sells out, restock pricing may change.

Slip into a pair today and forget your pants exist — while they last.

30-day at-home trial
Try Wearlyn at home for 30 days. If they don't fit, look right, or wear the way you expected, return them for a full refund.


Frequently asked questions

Are these see-through when you bend over?
No. The fabric is thick enough to stay opaque during normal movement, sitting, and stretching.

Can I wear these to the office?
Yes. The tailored cut and clean lines pass as regular dress pants — most people don't realize they stretch.

Do the pockets have zippers?
The side pockets are open (no zippers) and deep enough to hold a phone securely while you walk.

How should I wash them?
Machine wash cold with similar colors, tumble dry low. The fabric holds its shape wash after wash.

Specifications

  • Size: XS to XXL (see size chart)
  • Material: Soft stretch polyester blend
  • Care: Machine washable

How to wash

  • Machine wash cold with similar colors
  • Tumble dry low
  • Do not bleach

We will always keep you updated about your order and make sure everything arrives safely. We offer free shipping in the USA on every order, and all parcels are securely delivered with UPS.

We offer a 100% money-back guarantee within 30 days of receiving your order.

Join 20,000+ happy customers
4.8(2,975+ reviews)
5 ★
400
4 ★
100
3 ★
25
2 ★
0
1 ★
0
Diane R. ✓ Verified
3/23/2026
★★★★★

The tailoring is impeccable, exactly what I hoped for. Fits true to size and feels like a real investment piece.

Diane R.
Karen T. ✓ Verified
3/18/2026
★★★★★

Ordered this for a weekend in Aspen and it did not disappoint. Compliments all night, fabric is gorgeous.

Karen T.
Margaret L. ✓ Verified
3/10/2026
★★★★★

I'm particular about quality at this price point and Caldwell Aspen exceeded my expectations. Beautifully made.

Margaret L.
Susan K. ✓ Verified
3/2/2026
★★★★

Fit is a touch different than I pictured but still a lovely piece. Would size up next time.

Susan K.
Patricia W. ✓ Verified
2/22/2026
★★★★★

Bought this for my sister's birthday and she wore it that same evening. Looks far more expensive than it is.

Patricia W.
Linda F. ✓ Verified
2/14/2026
★★★★★

This is my third order from Caldwell Aspen and every piece has been better than the last. Stitching and finish are flawless.

Linda F.

COMBINE AND GET UP TO 25% EXTRA OFF

A Legacy Worth Continuing

For more than 25 years, Caldwell Aspen has been part of our family.

My parents, Richard and Margaret, opened our boutique in 1998 with a simple belief: beautiful clothing should be chosen with care and loved beyond a single season.

A few years ago, they entrusted Caldwell Aspen to me. Today, I have the privilege of continuing what they started, personally selecting collections that stay true to the quality, elegance and care our customers have known for years.

In a world where small boutiques are becoming harder to find, every order truly matters to us.

🤍 When you choose Caldwell Aspen, you're not simply buying a piece you love. You're helping me carry my parents' legacy into its next chapter.

With love,
Elizabeth Caldwell

Elizabeth Caldwell outside the Caldwell Aspen storefront

Loved By Women Across The Country

★★★★★ 4.8/5 Based on 2,975+ Reviews
Patricia W.
★★★★★

“Fantastic experience! The order arrived quickly and safely, and the quality is top notch. I'll definitely be ordering again.”

Patricia W. – Denver, CO

Sarah G.
★★★★★

“My order was processed and delivered quickly, and I am extremely happy with the piece I received. The fit is perfect and the quality is great. It's good to know that Caldwell Aspen provides reliable products.”

Sarah G. – Portland, OR

Elizabeth S.
★★★★★

“Have ordered here several times now and each time has been an excellent experience. Products and service are truly high quality. A store you can trust.”

Elizabeth S. – Nashville, TN

Daisy C.
★★★★★

“I was hesitant to spend on a piece from a website I didn't know, but I'm so glad I did. The quality is amazing and the fit is perfect. Thank you, Caldwell Aspen!”

Daisy C. – Savannah, GA

Evelyn L.
★★★★★

“Fantastic experience with Caldwell Aspen! The order arrived quickly and safely, and the quality of the piece is top notch. A little exciting ordering online for the first time, but everything went exactly as expected. Will order again.”

Evelyn L. – Minneapolis, MN

Karen G.
★★★★★

“My order was processed and delivered quickly, and I am extremely happy with the piece I received. It's good to know that Caldwell Aspen provides reliable products.”

Karen G. – Phoenix, AZ

Michelle R.
★★★★★

“I could have hugged the delivery person. The packaging alone felt like a gift, and the piece inside was even better than I hoped.”

Michelle R. – Austin, TX

Diane P.
★★★★★

“Have ordered here several times now and each time has been an excellent experience. A store you can trust.”

Diane P. – Chicago, IL

Roberta N.
★★★★★

“I was hesitant to order from a website I didn't know, but I'm so glad I did. The quality is amazing and the fit is perfect.”

Roberta N. – Boston, MA

Judith C.
★★★★★

“I find online shopping difficult because I want it to be right the first time. But I ordered using the size chart and it fit perfectly. A big success at Caldwell Aspen!”

Judith C. – Sacramento, CA