Sterling | Men&
Sterling | Men&
Sterling | Men&
Sterling | Men&
Sterling | Men&
Sterling | Men&
Sterling | Men&
Sterling | Men&
Sterling | Men&
Sterling | Men&
Sterling | Men&
Sterling | Men&
Sterling | Men&
Sterling | Men&
Sterling | Men&
Sterling | Men&
Sterling | Men&
Sterling | Men&
Sterling | Men&
Sterling | Men&
4.7 from 2800+ reviews

Sterling | Men's Classic Collar Long Sleeve Polo Shirt

$43.95
/
Color
Size
Low Stock due to our fall sale
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  • Not right? Return within 30 days
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Fall Sale — Mix & Match

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2 items 10%
3 items 15%
4 items 20%
5+ items 25%

Mix any styles, colors and sizes. Applied automatically at checkout.

Sterling is the polo that bridges the gap between a casual weekend and a sharp weekday look without asking you to change. The classic spread collar and two-button placket keep it polished enough to wear over a collared shirt or on its own tucked into chinos, while the relaxed regular fit through the chest and torso keeps it comfortable throughout the day. The hip-length cut sits cleanly at the waist and layers effortlessly under a jacket or over a base layer when the temperature drops. Whether you are heading to a casual Friday at the office or out to a weekend gathering, Sterling delivers without trying too hard.

Why You Will Love It

  • The classic spread collar with a clean two-button placket gives Sterling a timeless, put-together look that reads smart-casual without veering into formal territory.
  • A smooth, fine-knit fabric construction provides a refined finish against the skin with enough structure to hold its shape throughout a full day of wear.
  • The regular fit through the chest and torso strikes the balance between relaxed comfort and a clean, intentional silhouette that does not pull or bunch.
  • Ribbed cuffs at the wrist add a finishing detail that keeps the sleeves in place and completes the overall structured look of the garment.

Tech Specs and Care

  • Design: Long-sleeve polo shirt with classic spread collar, two-button placket, long sleeves, ribbed cuffs, smooth fine-knit or pique fabric construction, hip-length silhouette; available in multiple colorways
  • Fit: Regular fit; refer to the Size Chart for exact chest and length measurements
  • Season: Spring, Fall, and transitional weather; suitable year-round as a standalone or layering piece
  • Care: Machine wash cold on gentle cycle; tumble dry low or lay flat to dry; do not bleach; iron on low if needed, avoiding the collar placket buttons

Not the perfect fit? No worries! You can return your order within 30 days of delivery. To ensure a smooth process, please reach out to us at info@winston-newyork.com for instructions.

We offer Free Shipping on all orders within the United States.

Our team is ready to assist you during our customer service hours:

  • Monday to Friday | Opening hours: 8:00 AM – 6:00 PM Eastern Time (ET)
  • Weekends | Opening hours: 08:00 AM - 05:00 PM Eastern Time (ET)

Read more on our contact us page.

Recommended for you

Stock Up for the Cold Months

FALL SALE

Warm jackets, solid knitwear and easy everyday pieces built to last the season. A comfortable fit, made for how you actually live.

  • Buy 2 items — save 10%
  • Buy 3 items — save 15%
  • Buy 4 items — save 20%
  • Buy 5+ items — save 25%

Mix and match any styles, colors and sizes. Your savings are applied automatically at checkout.

Shop the Fall sale

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4.7 Based on 2800+ reviews
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Frank D., Rochester, New York
★★★★★

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Gerald P., Minneapolis, Minnesota✓ Verified buyer
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4.7/5 from 2800+ reviews

4.7/5 from 2800+ reviews

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