*Offer applies to 3-5 day ground shipping and may be combined with other online promotions. Does not apply to previous purchases. Discount to be automatically applied at shipping page. Details and promotion are subject to change. ©2016. The Rockport Company, LLC. Rockport.®
The E-Mail / Password combination did not match our records. Please try again.
The E-Mail did not match our records. Please try again.
An E-Mail has been sent to your mailbox with your new password.
Sorry, the order information provided was not recognized or incorrect, please try again.

Castleton Wingtip

Item #


Select Size

Select Width
Castleton Wingtip, , medium Castleton Wingtip, , medium Castleton Wingtip, , medium Castleton Wingtip, , medium
360 view

Highly shock-absorbent cushioning protects the heel at impact


The Castleton Wingtip is a stylish dress casual shoe that is perfect for casual Fridays at the office or a night out with the guys. This men’s wingtip shoe utilizes full grain leathers that provide a unique and stylish look. In addition, the combination of an EVA footbed and ADIPRENE® by adidas sport technology yield a supremely comfortable casual dress shoe. A detailed leather sole helps provide a design that is sophisticated and easy to dress up or dress down. Style made comfortable from day to night.


  • ADIPRENE® by adidas sport technology for all day comfort with shock absorption in the heel.
  • EVA footbed is lightweight and cushions to help conform to the foot for a personalized fit
  • A leather sole with a rubber walking surface helps provide sophisticated styling, as well as shock absorption, durability, and flexibility
  • Full grain leather is easy to clean and maintain to extend product life


Highly shock-absorbent cushioning protects the heel at impact


Castleton Wingtip is rated 4.5 out of 5 by 10.
Rated 3 out of 5 by from new is not better I have worn out three pair of the old design wingtips Dressports and this one seemed to be the same; however, the rubber sole is not quite half the thickness of the others I bought. In fairness, I have only been able to wear them around the house for a few days but I can already tell they are not as comfortable as the other, no longer available, style shoe in which I could walk all day.. Too bad, as I said, new is not always better. And, the tongue on the right shoe digs into the top of my foot -- maybe just needs b breaking in. Maybe time will tell but I will not take them on a trip where I plan to walk a lot. Will take my last, almost worn out Dressport and hope it continues to last
Date published: 2013-12-24
Rated 4 out of 5 by from Great look and feel Very comfortable walking shoe. Just got back from a "walking vacation" in a couple of big cities. Walked 6 to 8 miles per day in these shoes after only owning them a few weeks. Virtually no break in time. They are delivering the usual great Rockport service. They do tend to run a bit wide which can be an issue if you have narrow feet. They look great with jeans and khakis. 
Date published: 2013-11-10
Rated 5 out of 5 by from Sharp! I purchased these right before Christmas. They look sharp (I bought the blue) and are really comfortable. These are only my second pair of Rockports (the first was a pair of awesome boots), and I continue to be very pleased with the comfort and quality.
Date published: 2014-01-08
Rated 5 out of 5 by from Confortable fit I've bought several pairs of Rock-port shoes in the past and I found them to good fit for my feet and long lasting instead of buying several shoes last they look good nice arch wears well on my feet if I could every pair I buy would be "ROCKPORTS"
Date published: 2014-01-04
Rated 5 out of 5 by from The Perfect Shoe I bought these shoes in brown and liked them so much, I went back and bought black as well.  I had a stroke a few years ago so my feet give me lots of pain; these are the perfect most comfortable shoe I have found...thank you Rockport!!
Date published: 2014-01-03
Rated 5 out of 5 by from Comfort Was worried about buying on line since w wear orthotics in my shoes. However the fit was perfect and they're the most comfortable shoes I now own. I've received many compliments on the style. 
Date published: 2014-01-03
Rated 5 out of 5 by from These are my favorite shoes for now. I was looking for something of classic, but not too classic, very good quality and not over priced. I got exactly what I wanted with this pair. It's my 6th pair with Rockport. 
Date published: 2013-12-20
Rated 3 out of 5 by from Could be more stylish This shoe is very comfortable and upportive for a long day of wearing. A bit disappointed that it doesnt look as good and stylish as in photos
Date published: 2014-01-04
  • 2016-07-23T06:23CST
  • bvseo_cps, prod_bvrr, vn_cps_3.3.0
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_10
  • loc_en_US, sid_castletonwingtip, PRD, sort_relevancy
  • clientName_Rockport