Skip to content

Winchester Street · Fredericksburg, Virginia

Clothing First.
Loyalty
Comes Next.

Tailored clothing, easy weekends, and the occasions that matter. A new independent clothier in downtown Fredericksburg.

Grand opening Friday 30 October.
We look forward to welcoming you.

The clothes matter.
The person wearing them, more.

Tell us what you do, where you go, and what feels like you. We will start there.

A wardrobe for your life.

The working week. The unhurried weekend. The days you will remember.

All collections
The planned Winston James interior as it will look open: the wordmark on a cream brick wall, a customer at the green counter being shown a shirt by an assistant behind it, an oak table of folded knitwear and ties, and a man browsing a rail of jackets.

Come as you are.
Leave well dressed.

Unhurried time with people who know the clothing, and who would like to know you.

  • Fittings & consultations Complimentary
  • Made-to-measure Made for you
  • Alterations Locally coordinated

For the days
that stay with you.

Bring the invitation. We’ll help with the rest.

A father in a grey suit, a hand on his son’s shoulder, tucks a white pocket square into the breast pocket of the groom’s navy suit.
The name

Winston wasn’t just a French Bulldog. He was the best companion.

The name over the door is his.

About Winston
A brass medallion with the Winston James W
Visit

Come in.

Winchester Street, downtown. The doors open Friday 30 October. Come and say hello.

Monday to Friday
10 am to 6 pm
Saturday
10 am to 5 pm
Sunday
Closed

Find us downtown

Winston James Menswear
1096 Winchester St.
Fredericksburg, Virginia
A closed green leather appointment book with a brass pen across it and a coiled tape measure beside it, on the shop’s wooden counter in window light.

Reservations open soon.

We are still getting the shop ready, so the fitting book is not open yet. Until then, call us. We are glad to talk through what you have in mind.