Sidney pleated dress pants in Grey, studio, Gentlemens Manor
Sidney pleated dress pants, fabric close up, Gentlemens Manor
Sidney pleated dress pants in Grey, lifestyle, Gentlemens Manor
Sidney pleated dress pants in Grey, lifestyle, Gentlemens Manor
Sidney pleated dress pants in Grey, lifestyle, Gentlemens Manor

Worn by 52,000+ American Gentlemen

Sidney Men's High Waisted Pleated Dress Pants with Extended Waistband

Regular price $103.90 Sale price$51.95 Save $51.95
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  • 100-Day Home Try-On Guarantee
  • Free US Shipping With Tracked Delivery
  • 2 items: 10% off, 3 items: 15% off, 4 items: 25% off
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High Waist, Sharp Pleats

Reach for trousers that give a shirt and jacket a proper frame. The high waist closes with an extended tab and button, front pleats fall into a straight leg, and a smooth woven fabric keeps the line neat. Ready for business days, dinners and smart casual weekends.

Sidney pleated dress pants in Grey, standing in a timber paneled office, Gentlemens Manor lifestyle

Crafted for Business Days & Dinners

  • Extended waistband: a tab closure that keeps the high waist tidy.
  • Front pleats: ease through the hip with a classic drape.
  • Straight leg: a tailored line finished with a cuffed hem.
  • Slanted pockets: easy to reach at the hip, even with the high waist.

Enjoy free delivery on every order with no hidden costs and no minimum spend. Each parcel is carefully prepared and shipped with tracking for your peace of mind. If you have any questions, our friendly team at support@gentlemensmanor.com is always here to help.

Details on delivery options and times can be found in our Shipping Policy.

Take 100 days to be sure. Wear it, sit in it, see how it feels. Not the right fit? Send it back within 100 days.

Detailed information regarding returns and refunds can be found in our Return and Refund Policy.

Questions or need assistance? Our dedicated customer support team is available 24/7.

Whether you need help with sizing, product details, or your order, we’re always happy to assist.

📧 support@gentlemensmanor.com

Don’t hesitate to reach out. We’ve got you.

  • Finished Details

    Collar, seams and stitching checked on every piece

  • A Fit That Works

    Classic cuts with room where you want it

  • Chosen by James & William

    Two friends who spent their careers in menswear

  • Free Shipping

    On every order, tracked to your door

  • 100 Day Returns

    Not right? Send it back within 100 days

  • A Real Person Replies

    Write us and our team answers you

COMBINE & GET EXTRA % OFF

16K+ Happy Customers

Excellent 4.9

Worn by gentlemen across the us

“My order arrived on time and everything was neatly packed. The jacket fits well and looks just as good as it did online.”

Verified

Wesley Barrett

“Finally, pants that look sharp without feeling restrictive. Wore these through a full day at the office and straight out to dinner.”

Verified

Grant Ellison

“I wasn’t sure which size to order, so I reached out. They helped me choose, and the jacket fits just the way I wanted.”

Verified

Clayton Mercer

“The fabric has a nice weight to it, and the details look even better in person. Exactly the kind of jacket I’d been looking for.”

Verified

Dean Hargrove

“Fits nicely through the shoulders without feeling tight. I wore it with jeans to dinner and my wife immediately noticed the difference.”

Verified

Graham Whitaker

“I’m picky about how a turtleneck feels around the neck. This one is soft and comfortable, with enough room to move without looking loose.”

Verified

Everett Langley

“Really pleased with these pants. The cream color looks great in person, and the fit is comfortable without being baggy.”

Verified

Warren Callahan

GENTLEMEN'S STANDARD

Founded by James and William, Gentlemen’s Manor is built on a considered approach to menswear. Every detail matters, from the structure of the collar and the quality of the fabric to the fit and how naturally each piece works within a man’s wardrobe.

The result is clothing that helps you dress with confidence, ease, and certainty. Pieces that feel appropriate, look well balanced, and support a refined appearance in everyday life.

That is what we call The Gentlemen’s Standard.

Free Shipping

All US orders ship free. Every package is sent with track & trace, so you can follow it from our door to yours.

100-Day Try-On

Take 100 days to be sure. Wear it, sit in it, see how it feels. Not the right fit? Send it back within 100 days.

Secure Payments

Pay with confidence using your favorite payment method. Your payment details are always safe and protected.

Menswear with quiet confidence
Gentlemen’s Manor was created for men who still believe that clothing should feel comfortable, look refined, and last beyond a single season. We do not chase trends. We select pieces with character, balance, and quiet confidence.
James & William

Shop With Confidence

100-Day Try On

Buying clothes online shouldn't be a hassle. Order your size, try everything on at home, and see what works for you. If something isn't right, send it back within 100 days. Simple as that. Keep what feels right, return the rest.