Cole Haan Mens Howland Penny Loafers Shoes Review

Cole Haan Mens Howland Penny Loafers Shoes Review | Featured Image
Loafer Shoes |
★★★★★ 4.3 (1490 Reviews)
★★★★★
Price: $123.62 #CommissionsEarned

The Cole Haan Howland Penny Loafers are a sophisticated twist on a classic design, offering an updated look that fits seamlessly into both casual and more refined settings. Crafted from full-grain leather, these loafers feature traditional moccasin stitching and a unique driving heel that enhances stability while delivering premium grip. The black tumbled finish adds an element of luxury, making them a versatile choice for men who value style and comfort.

With nearly 80 years in the business, Cole Haan embodies artisan quality and impeccable craftsmanship. Originally founded as a men’s footwear label in 1928, it has evolved to encompass a wide range of products without losing its commitment to excellence. Today, the Howland loafer reflects this heritage, merging traditional aesthetics with contemporary innovation.

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Features

  • Penny loafer in vintage-finish leather
  • Moccasin stitching with split pod sole and driving heel
  • Perforated arch support for added comfort
  • Available in calfskin upper with contrast stitch and signature hardware detail at the heel
  • Care instructions: Machine wash
  • Origin: Imported
  • Sole material: Manmade

Pros

  • Stylish and modern design
  • Comfortable fit with perforated arch support
  • Durable full-grain leather construction
  • Versatile for various occasions
  • Well-known brand with a legacy of quality

Cons

  • Sizing runs small; recommend ordering a half size up
  • Higher price point compared to non-branded alternatives

Comparison With Other Similar Products

ProductMaterialComfort LevelStyle
Cole Haan Howland Penny LoafersFull-Grain LeatherHighModern Classic
Clarks Unstructured Slip-OnsLeather/SuedeMediumCasual
Rockport Dress LoafersLeatherMediumTraditional

Detailed Review

Design: The design of the Howland penny loafers is truly eye-catching. They merge the classic silhouette of penny loafers with modern lines, providing a stylish option that can transition from office wear to evening outings effortlessly.

Comfort: One of the standout features is the perforated arch support. This enhancement means all-day comfort whether you're running errands or attending a formal event. However, keep in mind that they do run small—ordering a half size up is advisable.

Durability: Crafted from high-quality full-grain leather, the Howland loafers promise longevity. The driving heel provides excellent traction, making them suitable for those who might be driving frequently in them.

Overall Value: While the price point may be higher than some generic brands, the combination of style, comfort, and the reputation of Cole Haan justifies the investment for those looking for a durable and fashionable shoe.

Detailed Rating

CategoryScoreDescription
Design9/10Modern with classic elements
Comfort8/10Good, but requires proper sizing
Durability9/10High-quality materials ensure longevity
Value for Money8/10Worthwhile investment for quality and style

User Reviews

Amazon Customer
Amazon Customer
November 18, 2023
★★★★★
4.3 /5
★★★★★
Nice shoes

Nice shoes, fits okay and design is nice and elegant. Like it.


DF
DF
July 8, 2015
★★★★★
4.3 /5
★★★★★
A great looking shoe that accommodates a wide range of settings, but not of motions.

I have somewhat high arches and a foot width that must be middle of the road. Usually that means I don't need special accommodation in my footwear. If that doesn't sound like you your mileage may vary significantly from mine.These shoes come feeling a bit narrow but they widen out quickly as they break in. Give them time. After a few days of breaking them in I was very happy wearing these all day long. If your feet aren't on the wide end of the spectrum I don't think you should be deterred by reports of narrowness. From the point of view of someone who stuck it out with this shoe and is glad to have done so, there's really only one draw back to the shoe: as loafers with a very flexible sole they aren't very supportive shoes. The supple leather, flexible sole, and low profile of the shoe all combine to allow a lot of lateral motion, especially as the leather stretches out over time.However, all those things also make it a very classy looking shoe that feels very nice on the foot. They are quite soft on the foot, and style-wise they occupy a very useful place in between absolute casual and truly dressed up -- meaning they're as good for a night out as they are for work. If you're not planning on doing anything athletic these are a great choice with a lot of stylistic range and comfort.


William
William
April 24, 2017
★★★★★
4.3 /5
★★★★★
Great shoe- few points to be warned

Let me start by saying these are the best loafers I have owned and have purchased several pairs in the last few years. They are some of the sharpest and best looking on the market by a quality company. With this in mind, I would like to give a summary for what you the buyer can realistically expect.These will fit very snug at first and basically hurt your feet, I recommend wearing them with socks/long pants only to start. After wearing them several times they start to loosen and literally fit your feet like a glove. After this there will be no more discomfort and wearing them with or without socks they will be very comfortable and easy to wear. This is the trial phase during which most of the comment complains and returns stem from. But I can assure you after taking some discomfort and annoyance they will be some of the best fitting shoes you own.I just purchased my 3rd pair, usually about every year and a half it is time for new ones. The toes will begin to scuff pretty much the first day you wear them, which I have purposely tried to avoid letting happen but it still does. They are not good on a rainy day or in wet situations- clearly since they are leather. They will show water marks on the bottom and sides for some time if not permanently if you are trudging around while its raining allowing the leather to fully absorb water.Over time with normal wear and use the toe will rub through the leather eventually revealing part of the insole. The undersides both inner and outside do not have any sole to protect them and will also begin to wear through revealing the insole. At this point it is time to get new ones. With this type of shoe you run a premium with quality looks for any occasion and sharp eye catching leather construction- with the downside being limited to no sole on the toe and side portions. Inevitably unless you only use these for certain occasions they will begin to show the signs of wear. I wear them to work occasionally and fairly often out on weeknights and weekends. They too at some point begin to wear based on the amount of time you are wearing.I would highly recommend as a classy, good looking loafer. But be prepared to buy new ones after a year or so as these will begin to wear out and very visibly show it.


Shotgun Willy
Shotgun Willy
March 22, 2013
★★★★★
4.3 /5
★★★★★
Great classy, comfortable, casual shoe

I have owned these shoes in tan for around five months and they have quickly become my go-to shoes. I was concerned about spending the money on a pair of driving shoes (because of the beating they typically take) but they have been well worth the money and I when the time comes I will replace with another pair.When I purchased these I also purchased a pair of Polo Ralph Lauren Men's Telly Driving Shoe. There is no comparison between the two. The quality of the leather and the fit are the two most obvious differences. I ordered both in my standard size, 11D. The Cole Haan's slide on and off with little effort and both the width and length fit correctly. I noticed some of the other reviews mentioned that they thought they were very narrow. I don't have narrow feet and have had no complaints about the width. As I have worn the Cole Haan's they have broken in very well and now feel almost like a slipper on my feet. The RL's on the other hand were very difficult to get on and off. I am sure if they were broken in more they would have become easier, but who wants to deal with that if you don't have to?The shoes work well with or without socks. I typically wear them with jeans and an Allen Edmonds Manistee belt in tan. The colors match perfectly and they look great together.Leave the sneakers at home and give these a try.


PhilR
PhilR
October 23, 2012
★★★★★
4.3 /5
★★★★★
Cole Haan Driving Shoes

The Cole Haan Howland driving shoes look great and should make a good driving shoe. However, I had to return the pair that I ordered since they were not wide enough. I ordered the 11.5 W, but I would need something a bit wider. The sizing appears to be very accurate for this shoe since the 11.5 was the right lenght. It is too bad this shoe is not offered in a EEE width. It is hard for me to find shoes that fit well since I require a very wide shoe.


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The Cole Haan Mens Howland Penny Loafers Shoes Review shoe has an overall rating of 4.3 stars, based on 1490 reviews.

Price of Cole Haan Mens Howland Penny Loafers Shoes Review is: $123.62

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