Grayson black sherpa collar trucker winter jacket, front view open
Man wearing Grayson black trucker jacket with sherpa collar, front view
Close-up of Grayson jacket sherpa collar and chest pocket detail
Close-up of Grayson jacket cuff and sherpa lining detail
Grayson khaki sherpa collar trucker winter jacket, front view open
Man wearing Grayson khaki trucker jacket with sherpa collar, front view
Grayson navy blue sherpa collar trucker winter jacket, front view open
Man wearing Grayson navy blue trucker jacket with sherpa collar, front view
Grayson dark gray sherpa collar trucker winter jacket, front view open
Man wearing Grayson dark gray trucker jacket with sherpa collar, front view
Grayson army green sherpa collar trucker winter jacket, front view open
Man wearing Grayson army green trucker jacket with sherpa collar, front view
Man wearing Grayson black trucker jacket outdoors on a mountain overlook
Man wearing Grayson khaki trucker jacket walking on a city street
Grayson black sherpa collar trucker winter jacket, front view open
Man wearing Grayson black trucker jacket with sherpa collar, front view
Close-up of Grayson jacket sherpa collar and chest pocket detail
Close-up of Grayson jacket cuff and sherpa lining detail
Grayson khaki sherpa collar trucker winter jacket, front view open
Man wearing Grayson khaki trucker jacket with sherpa collar, front view
Grayson navy blue sherpa collar trucker winter jacket, front view open
Man wearing Grayson navy blue trucker jacket with sherpa collar, front view
Grayson dark gray sherpa collar trucker winter jacket, front view open
Man wearing Grayson dark gray trucker jacket with sherpa collar, front view
Grayson army green sherpa collar trucker winter jacket, front view open
Man wearing Grayson army green trucker jacket with sherpa collar, front view
Man wearing Grayson black trucker jacket outdoors on a mountain overlook
Man wearing Grayson khaki trucker jacket walking on a city street
4.7 from 2800+ reviews

Grayson | Men's Sherpa Collar Winter Jacket

$120.00 $72.95
/
Color
Size
Low Stock due to our fall sale
  • Free shipping on every order
  • Not right? Return within 30 days
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Fall Sale — Mix & Match

The more you add, the more you save

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

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

Meet Grayson, the coat built for crisp mornings and long walks when the temperature drops. Designed with a sturdy outer shell and a plush sherpa lining, Grayson keeps you warm without weighing you down. It's the kind of jacket you reach for on repeat, whether you're heading to the office, running errands, or exploring the outdoors. Layer it over a sweater or a simple tee and it instantly grounds any outfit with a rugged, masculine edge.

Why You Will Love It

  • Plush sherpa collar and interior lining trap warmth while staying soft against the skin
  • Durable button-front closure with a classic trucker silhouette that never goes out of style
  • Multiple chest and hand pockets keep essentials organized and within reach
  • Sturdy shell fabric holds its shape wear after wear, season after season

Tech Specs and Care

  • Design: Trucker-style silhouette with a sherpa collar, dual chest flap pockets, side hand pockets, and a sleeve patch detail
  • Fit: Comfortable, true-to-size fit — refer to the size chart for exact measurements
  • Season: Built for fall and winter wear, ideal for layering on colder days
  • Care: Machine washable for easy, lasting care

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.

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4.7 Based on 2800+ reviews
5 stars78%
4 stars15%
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Frank D., Rochester, New York
★★★★★

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“I am 60 and I am the one who clears the walk, so my boots have to work. These came this morning and I had them on ten minutes later, straight out into six inches of snow. Feet stayed dry, stayed warm, and the tread gripped on the icy step where I usually slip. They slip on and off without bending down, which my back appreciates. The fleece lining is a nice touch you feel immediately. I cleared the whole drive and did not once think about my feet. That is the whole point.”

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“I am 61 and I have worn dress shirts for forty years, so I know when one is cut properly. This is. The navy is deep and true, the collar holds its shape without a stiff stay, and the fabric breathes even at an outdoor party in September. I wore it untucked with grey trousers and it looked intentional rather than sloppy. No gaping at the buttons, no riding up when I raise my arms. Washed it twice, still sharp, no fading. My wife said I looked like the version of myself from twenty years ago. I will take that.”

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Gerald P., Minneapolis, Minnesota
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Gerald P., Minneapolis, Minnesota✓ Verified buyer
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★★★★★

"My winter uniform, honestly"

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"Warm, tough, and it looks good too"

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4.7/5 from 2800+ reviews

4.7/5 from 2800+ reviews

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