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69% of customers say this fits as expected

Runs Narrow Runs Wide

"Terrific. Just what I was looking for. High (5 holes). beautiful leather, solid, well-made. And, they come in size 15! Great for dress and casual. A winner."

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Item: V73744


Too often a classic look comes at the cost of comfort. Not so with the Windsor. Sure, its oxford style adheres tightly to tradition. But its construction and extended size range are designed especially for those hard-to-fit feet. Add superior underfoot comfort and tumbled leathers and you have a shoe that always seems to fit just right.


  • Removable EVA footbed
  • Seam-sealed waterproof construction
  • Lightweight cushioned midsole
  • Adjustable Lace Closure
  • Full grain leather upper
  • Slip resistant rubber outsole
  • Nylon stability shank embedded into midsole supports the arch and helps create a smoother gait

Item: V73744

Review Snapshot

Windsor is rated 4.6 out of 5 by 18.
Rated 3 out of 5 by from used to be better I have bought these shoes for years. My new pair that I have only worn for a few days, is not as comfortable as my previous ones. I took there shoe insert out and compared it to my previous pair and it was not of the same quality. My feet did not used to get so sore at work in my previous pairs. I think it might have to do something with this new insert. Also they are slipping on my left foot and did not before. I work on my feet for eight hours a day, so I need something comfortable, and may look somewhere else for my next pair of shoes for work.
Date published: 2020-01-28
Rated 5 out of 5 by from Windsor Terrific. Just what I was looking for. High (5 holes). beautiful leather, solid, well-made. And, they come in size 15! Great for dress and casual. A winner.
Date published: 2019-05-30
Rated 5 out of 5 by from Have loved this brand and style since 2007! I hike the Appalachian Trail during the day, wipe them off with a wet paper towel, and wear them with dress pants to dinner. They are the most versatile combination of hiking, walking and casual shoe around. Yes, they are comfortable and supportive ( I have one floppy heel). I am so glad that Rockport picked up this line and they didn't go away! Thanks, Rockport!
Date published: 2018-11-18
Rated 5 out of 5 by from Amazingly comfortable shoe! I recently purchased my third pair of Dunham Windsors. I can honestly say that these are the most comfortable shoes I have ever owned. They provide great support if you are on feet all day at work or walking around town. I have no doubt that this won't be my last pair!
Date published: 2018-10-27
Rated 5 out of 5 by from Excellent walking shoes This is my third pair of Windsor's , each pair has been wonderful , the leather seems to be softer on this last pair. Great product, will continue to buy when needed. Highly recommend.
Date published: 2018-10-14
Rated 4 out of 5 by from Now in 6E! The fit is fine. I have 6E feet. It is hard to find shoes wide enough. These shoes are 6E as advertised. I like Dunham footwear, and it is nice to find a company that cares about people with truly wide feet. Most resellers don't offer anything over 4E, even if they are available from the manufacturer. I used to wear orthotic inserts, and was told time after time that wider shoes wouldn't help. But once I found out about ordering from the factory direct, I get real fit, instead of retail shoes that "run wide" - a phrase I truly learned to hate. I haven't needed orthotics since.
Date published: 2018-08-17
Rated 5 out of 5 by from Best shoes for me I have been wearing the Windsor for years and have not had any problems. Comfortable with custom orthotics, nice width,perfect for work and leisure in all weather
Date published: 2018-05-11
Rated 5 out of 5 by from Durable I work on a golf course and have to walk through dew-covered grass every day. I used to wear sneakers but would suffer with wet feet for the rest of the day. The Windsor shoes kept the dampness from getting through. They also lasted for a whole summer, while the sneakers had to be replaced at least once.
Date published: 2018-04-29
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