Best Rockport Shoes Reviewed & Rated
This brand’s story began in 1971, with a father and son and their van. They intended to make both casual and dress shoes which felt like sneakers so that their customers wouldn’t have to sacrifice comfort over style and vice versa. Over the next few decades, their business evolved with the introduction of new technologies, constant improvement of their craft, and undeniable satisfaction of their consumers. The brand itself has several unique technologies to offer, which drastically improve the comfort and support levels of their footwear. You will hardly find footwear which is more cushioned, more stable and more flexible than this brand's shoes, while at the same time being as fashion-forward and as classy as possible.
In a Hurry? The test winner after 6 hrs of research
Dual Density PU Outsole
Full Grain Leather
Durable Rubber Outsole
- Lead The Pack
- Leader 2
- Derby Room
- We're Rockin' Chranson
- Classic Loafer Penny
- World Tour Classic
- Criteria Used for Evaluation
- Other Factors to Consider
- Frequently Asked Questions
Dual Density PU Outsole
Full Grain Leather
Durable Rubber Outsole
Slips Off Foot
A classic plain toe dress-casual design is a must-have in any wardrobe. The Margin is here to fill in that gap with its timeless silhouette, as well as all the comfort technologies which set the brand apart from others in its category. It comes with a full grain leather upper that is easy to maintain, an antimicrobial lining, an EVA footbed, and a Dual Density polyurethane outsole.Read more
The Dual Density PU outsole helps you stay on your feet for longer, as it provides durable shock absorption. In the Margin, you can literally stand for hours on end before your feet start feeling tired.
Since bacteria and fungi like to grow in confined, damp spaces, it is reassuring to know that the Margin prevents this with its antimicrobial lining. You won’t have to worry about any nasty odors or itchiness in these wonderfully elegant oxfords.
You can choose whether you want to take these to the office for a smart-business look or if you want to wear them over the weekend, to complete a classier leisure outfit. The Margin is made out of high-quality leather materials and sporting features which ensure your utmost comfort, and if you’re looking for a simple dress-casual choice, then look no further than the Margin!
2. Lead The Pack
Soft Knitted Upper
Not Too Flexible
Have you ever wished for a polished, refined dress shoe that could withstand inclement weather? Well, wish no more! Lead The Pack is a wonderfully gleaming loafer which comes with a Hydro Shield Waterproof Construction, ensuring that you can make it to that formal event even in a downpour. This simple, elegant design also has gore panels in the sides which stretch out and accommodate your foot regardless of its shape, and truTECH technology which provides cushioning and shock absorption.Read more
Too often dress footwear can be uncomfortable to wear. The stiff uppers rub against your skin and cause abrasions and blisters, and you find yourself just waiting for the moment you can get home and take off your shoes. With Lead The Pack that is no longer the case, as this loafer has a knitted lining on the inside which feels great against the foot and doesn’t leave you with any hotspots.
This is indeed a unique dress option, as not many designs such as the Lead The Pack come with waterproof features. It will certainly come in handy come rainy season. You should seriously consider investing in a pair of these practical slip-ons, a stunning combination of sleek and tough at the same time!
3. Leader 2
Shock Absorbing Outsole
Full Grain Leather
Needs Breaking In
The Leader 2 is here to make you look professional in any setting. This gleaming leather slip-on has a square toe silhouette, an EVA outsole, and truTECH technology which helps cushion the heel. EVA is a material famous for its shock absorbing properties, which is why it is often used for sports footwear. The outsole of the Leader 2 provides just that - instant impact absorption - but it also helps reduce foot fatigue, making sure that no matter how long you spend on your feet, you’re not going to feel even a twinge of pain.Read more
Inside the Leader 2, you can find DEWIX linings, and we can’t miss the elastic inserts in the sides for that stretchy fit. DEWIX linings are a special kind of material which reduces foot odors, and at the same time wicks moisture away. You can be sure that in the Leader 2 your feet will stay dry and cool no matter how high the temperatures outside go.
The full grain leather upper comes in several color options, and you can always style this refined slip-on with a pair of funky, colorful socks to introduce a little bit of whimsy in your packed work day.
This is a great design which goes well in both formal and less formal occasions, and which will keep you comfortable and sweat- and odor-free wherever you go. A great option if it fits your personal tastes!
4. Derby Room
Removable Ortholite Insole
No Break-In Period
Stylish Brogue Detailing
Tight Toe Area
Soles Not Durable
We understand if you’re a little weary of the same old dress designs. Smooth leather, classic silhouette, everything uniform and with little interest. As a solution to your conundrum of where to find stylish dress shoes that match your fashion forward tastes, we present you with the Derby Room! This is a cap-toe oxford with brogue detailing along its leather upper which adds just the right amount of flair to the timeless look.Read more
The Derby Room comes with truTECH technology and a removable Ortholite footbed. While Ortholite is a separate entity, they manufacture only the most comfortable of insoles. These provide long-term cushioning, high-level breathability and moisture management for a cooler, drier shoe environment.
Not only that, but the Derby Room also has an EVA heel cup for even more comfort and a cemented construction. This construction method ensures the quality of the design, but also the fact that it is wonderfully affordable, despite being fancy in style.
We are in love with the aesthetic of the Derby Room, and you are surely going to have trouble finding a design which is this trendy and yet still so addictively comfortable. Treat yourself today to these amazing wingtip oxfords!
Extra-Breathable Unlined Upper
For Bare Feet
Padded Collar and Tongue
Poor Arch Support
What effortless style! With the Perth loafer, you are ready to spend an entire afternoon lounging on a yacht, with a cocktail in hand as you admire the blue horizons stretching out in front of you. This wonderful loafer is made out of full grain leather and features an unlined upper which allows you to wear it barefoot. It has a padded collar and tongue for comfort, a rubber outsole for a durable grip on all surfaces, and polyurethane cushioning which wicks moisture and prevents unpleasant odors.Read more
We admit that we are partial to a good loafer. One that is elegant and effortlessly stylish, but also which can be worn without socks. The comfort of simply sliding on a sophisticated design on bare feet is unlike any other, and we hope that you have a chance to experience this luxurious feeling as soon as possible.
If you intend to walk on all kinds of different surfaces - from polished hardwood floors to rough asphalt and maybe even on the compact ground - you will be interested to know that the Perth will provide you with the ultimate grip. In this loafer, you don’t have to worry about slipping or skidding wherever you decide to go.
The Perth is undoubtedly a fashion statement, one that speaks of class and confidence, and it is also admirably comfortable at the same time. Throw away the shackles of winter and show off your ankles in the lovely Perth loafer!
6. We're Rockin' Chranson
Breathable Mesh Lining
Laces Keep Getting Undone
Toe Area Too Narrow
We will take a short moment here to appreciate the originality of this design name. We’re Rockin’ Chranson is a ruggedly good-looking walking design, built specifically to allow you to cross as much distance as you want. It has a leather upper and a latex footed with Adiprene technology. The Adiprene system is found at the heel, and its main features are that it absorbs shock and provides energy rebound so that it lessens the compounding effect in your heel.Read more
Furthermore, We’re Rockin’ Chranson comes with a mesh lining. Mesh is a porous material through which air can properly flow in and out of the design. This means that your feet will keep dry and cool and that there will be no unpleasant odors at the end of the day.
This walking option also has a rubber outsole which provides good grip in both dry and wet conditions and across all kinds of terrain. A classic lace-up closure at the front ensures an adjustable fit of this uniquely named and overall incredibly solid design.
Breathable Mesh Lining
Wide Base for Stability
Removable Latex Footbed
Laces Don’t Stay Tied
We’re continuing the trend of great walking footwear with the Eureka. This design seems like a classic silhouette on the outside, however, it is anything but on the inside. It comes with San Crispino construction, generous collar, and tongue padding, as well as a removable latex footbed. San Crispino is a special method of constructing footwear which ensures a wide base. A solid foundation like this provides stability, which is definitely required if you wish to walk for longer periods of time.Read more
Another type of construction, called Strobel, ensures forefoot flexibility of the Eureka, which is especially important as it means a better liftoff and less pressure put on the ball of your foot. There is a rubber outsole for durability, and to round up this practical, amazingly comfortable option is a mesh lining for breathability and moisture-wicking, as well as an EVA midsole that provides that much-needed impact absorption.
The Eureka might not bear any revolutionary technologies as some other walking designs we’ve looked at, but its meticulous, sturdy construction definitely makes up for it. If you are someone who loves spending time outside and exploring your surroundings, this design won’t let you down!
8. Classic Loafer Penny
Minimizes Foot Fatigue
EVA Footbed for Personalized Fit
Refined Loafer Design
Thin, Slippery Soles
Black Finish Comes Off
Reserved for only the most dapper of gentlemen, the Classic Loafer Penny is one stylish shoe. This design has a polyurethane outsole, an easy-to-clean leather upper, and an EVA footbed that will match the contours of your foot as you wear the loafer. The specially constructed PU outsole of the Classic Loafer Penny provides durable shock absorption, meaning that the pressure of your heel strikes evenly spreads throughout the shoe. With this unique feature, the PU outsole minimizes foot fatigue and allows you to keep walking for longer.Read more
The beauty of the Classic Loafer Penny is that it not only looks amazingly dashing, but it is also comfortable to boot. One of the features that ensures this is the spongy EVA footbed which provides a more personalized fit as it conforms to the shape of your foot over time.
As with all other designs in this guide, the Classic Loafer Penny also comes with truTECH technology built right in. Wear this sleek, sophisticated design with socks or even without them - it will be equally comfortable! You can pair it up with a suit for the workplace, or a pair of khaki pants for a leisure dinner with friends. The options are limitless!
Hydro Shield Waterproof Construction
PU Kinetic Air Circulator
EVA Outsole with Shock Absorption
There is a reason why the Northfield oxford is one of the most popular designs by this brand. It has a classic silhouette, but a rugged exterior, with its leather upper and a thick EVA outsole with deep grooves at the bottom. A special feature is the Hydro Shield waterproof construction, as well as the Polyurethane Kinetic Air Circulator for underfoot cushioning.Read more
The Hydro Shield construction ensures that the leather upper is completely waterproof, meaning that regardless of how wet it gets outside, your socks and your feet will remain dry and warm within this design. Additionally, the PU Kinetic Air Circulator, while a mouthful, provides some amazing benefits in the form of full-length cushioning. It also promotes active air circulation through the Northfield, ensuring a healthy climate for your feet.
Of course that the Northfield sports the ever-present truTECH technology as well. Whether you’re spending your day at the office or a night out with your friends, this oxford will support you every step of the way.
10. World Tour Classic
Ultimate Walking Shoe
Walking Platform Construction
Padded Collar and Tongue
No Abrasions or Blisters
Needs Breaking In
Behold, the ultimate walking shoe! The World Tour Classic is a number one option for a globe-trotter, someone who wishes to explore and learn more about the world around them. It features the brand’s proprietary Walking Platform Construction, an answer to this brand’s quest to provide the absolute best walking experience. It ensures a wide base of support for the heel, as well as forefoot flexibility for an easy step.Read more
While this design as a whole is lightweight, designed to not drag you down as you take up your adventures, there is extra padding in the collar and the tongue. The purpose of this is to reduce any excessive rubbing that may occur and consequently to prevent blisters.
The upper of the World Tour Classic is made from full-grain leather that is very easy to clean and which provides a custom, comfortable fit. The rubber sole ensures a good grip and there is breathable, polyurethane cushioning for moisture-absorbing and odor-resistance. The World Tour Classic has all you need out of a great walking shoe, and more!
Criteria Used for Evaluation
There are two things that this brand values most in its products, and those are comfort and style. When it comes to the former, this brand has dedicated years to developing technologies that improve customer experience, help them feel more supported, more cushioned and better balanced no matter where they go.
And while there are many advanced features to choose from, which we will go into more detail about in our next section, here we have to mention an innovation that is present in almost all of their designs - the backbone of this brand’s comfort, if you will.
TruTECH technology is a lightweight comfort system, and its main quality is that it absorbs shock, particularly in the heel area. This means that the pounding of the heel with each step is reduced, and consequently, you are at a lesser risk of developing foot-related medical conditions such as plantar fasciitis.
This technology comes in a version for women, or for high heeled shoes, and a version for men. Their only difference is that the version for high heels has an extra part in the form of truTECH+, which also provides light rebound at the forefoot. With impact absorption at the heel and that light rebound at the front, heels have never been as comfortable to walk in as with the truTECH and truTECH+ technologies.
As we already established, the company considers comfort and style to be different sides of the same coin, and thus it aims to incorporate all of their construction advances into both contemporary and more classic designs. Their goal is for their customers to feel just as good in an office meeting as they would at a picnic in a park.
Their dedication to pushing the boundaries of form and function is nothing short of admirable, and we are ready to take a closer look at all the brilliant features they include in their designs.
Total Motion is a veritable system of features and benefits that you have to experience for yourself to believe that something that comfortable exists. It represents ‘smart shoes for smart people’, and the entire Total Motion technology can be divided into three key versions:
- Total Motion Luxe
Total Motion Luxe includes truTECH, an enzyme treated liner which controls odor and wicks away moisture, as well as a leather footbed for an easy fit and added breathability. It also comes with a full-length stability plate that provides stability in the heel but flexibility in the forefoot.
- Women’s Total Motion
This version of the Total Motion technology is similar to the Luxe one, with only a couple of key differences: in the case of Women’s Total Motion there is no enzyme treated liner included in the construction, and the footbed isn’t made out of leather.
However, to compensate for this, the footbed is instead extra cushioned in the heel and especially the forefoot. This is important for designs which have high heels, because it helps cushion the footsteps and relieves pressure off of the heel, as well as the ankle, the knee and even the hip.
- Men’s Total Motion
Similarly to the Women’s Total Motion, the Men’s variant also bears some common features with the Total Motion Luxe, but it also has some new ones, which we haven’t encountered before.
Instead of a leather footbed and an enzyme treated liner, Men’s Total motion has a special antimicrobial, moisture-wicking EVA one. It adds an extra layer of comfort and absorbs odors, as well as prevents the development of bacterial infections, such as athlete’s foot.
Men’s Total Motion also comes with added arch support. A long-lasting comfortable foundation is important, especially if you are spending extended periods of time in your dress shoes, and Men’s Total Motion technology is there to ensure that.
Along with truTECH, there is also truFLEX which provides ultimate flexibility and stability. It also ensures energy rebound thanks to a specially constructed high-density spine. As with all their other technologies, truFLEX is also divided into two categories, based on the designs of women’s footwear, or heels, and men’s footwear.
- Women’s truFLEX
Footwear which comes with the Women’s version of the truFLEX technology has a leather, retention foam footbed. This is actually a 6mm thick layer of soft, pillowy foam which provides support along the entire length of the foot. The fact that it is leather means that this footbed has that distinct ability to change shape to better fit the contours of the foot, as well as the ability to promote proper airflow in and out of the design.
Women’s truFLEX also includes an EVA spine, which absorbs impact. It has the unique ability to stabilize the foot, as well as to transfer momentum forward for a more energized stride.
In this technology we can also find a lightweight rubber outsole, which has special responsive grooves that flex at the forefoot for increased flexibility of the overall construction.
Finally, as it is the case in all other technology examples, Women’s truFLEX also comes with truTECH and truTECH+ systems.
- Men’s truFLEX
Unlike the above version, Men’s truFLEX doesn’t have as many features. Though that doesn’t mean that this type of technology is any less effective in delivering maximum comfort.
Designs outfitted with Men’s truFLEX have a high-density spine which provides stability and energy rebound at toe-off. They also have an Ortholite footbed, which is an entire comfort system in and of itself.
Ortholite footbeds are made out of layers. These ensure that the compression of the footbed is less than 5% over time, which basically means that the cushioning and shock-absorbing effect of this footbed doesn’t change. Ortholite is made from PU foam which ensures ultimate breathability, keeping the foot cool inside the design. It also has a moisture-management feature, which moves moisture away from the feet and provides a healthy climate.
Finally, Men’s truFLEX comes with a flexible outsole, which is extremely lightweight and promotes natural, balanced movement.
It is undeniable that every design we have seen in this guide has that aura of timeless class about it. While the brand definitely has diverse designs, they don’t exactly follow all the latest fashion trends. Rather, this brand focuses on options which withstand the test of time, and which will become a permanent staple in your wardrobe.
All of the options from our list can be easily divided into those which are more casual in design - such as a walking shoe, for example - and those which are dressier, footwear that can be worn with a suit, a preppy resort outfit, or even a tuxedo.
In general, this brand has a goal of providing you with the most comfortable experience for every aspect of your life. That way their options include rugged outdoor designs, which you can wear if you work outside or enjoy exploring tame hiking trails, shiny, polished loafers which can be worn with cropped pants and without socks to show off your ankles, and fashionable, whimsy oxfords which complement all semi-formal and formal outfits.
Whatever you choose and whichever way you decide to go in terms of aesthetic, you can count on this brand to deliver maximum comfort with a classic appearance.
Since footwear construction and the materials it is made of are a large factor when it comes to comfort, you can be sure that this company pays special attention to that. All of the footwear in their collections is made out of premium materials, such as smooth leathers, soft suedes and rich textiles.
Their choice of materials is largely based on its properties, and this is why synthetics don’t usually come into play. Synthetics, while environmentally-friendly, tend not to last long, or have as good qualities as natural materials.
Leathers, on the other hand, such as full grain and suede, outshine all others in terms of durability, breathability and even flexibility. What is wonderful about natural materials is that they are malleable, and they easily change shape over time. The more you wear a genuine leather design, the more it molds to the form of your foot, providing you with a customized, glove-like fit which you will find hard to resist.
There is something inherently satisfying in purchasing a new pair of high quality comfortable shoes, and knowing that you would be able to wear them practically wherever you want, whenever you want.
While footwear for special occasions is nice, and it makes us feel festive and hollywood-like, at the end of the day it is not very cost-efficient. Designs which we wear only once in a while, or even less frequently than that, take a toll on our budget - there is always that question of whether or not the purchase was really worth it.
However, the brand strives to provide us with versatile designs, such we can wear in many occasions, and with many different outfits. We felt compelled to rank the items from our list according to the versatility of their style as well, since having that go-to option for both work and play simplifies our lifestyle and saves us precious time that we would otherwise waste on picking out just the right design for the event we’re going to.
Expert Interviews & Opinions
While athletic shoes have long been in existence, a shoe specifically designed for walking had a much later start in history. The brand was a major player in popularizing walking as a form of exercise and is credited with inventing the first designated walking shoe.
The shoe company did not begin under the same name, and didn't end under the same heading either. Originally beginning as the Hubbard Shoe Company, they have frequently been bought and sold by companies such as Reebok and Adidas over the course of their lifespan.
Other Factors to Consider
During our research, we have come across a peculiar detail when it comes to the fit of this brand’s footwear, which we felt the need to point out. In the past, these designs had no problems with fit, and all sizes seemed to have fit well.
However, while the company changed hands several times over the past years, something happened in their production process - their footwear no longers fits true to size but tends to run narrower, smaller than usual.
Of course that this is different from one model to the next, but we do advise that you consult the official size chart of the brand in order not to make a mistake and order a shoe which fits you poorly, as this could have some unfavorable results, not least of which are blisters and hotspots.
It sounds a bit too good to be true, isn’t it? That you can have such a gorgeous, amazingly stylish shoe and yet not have it hurt your feet at all. And yet, we assure you that it is possible. Rockport has truly outdone itself when it comes to caring for its consumers, and everything you have just read about in our list has been designed and implemented solely for your convenience.
In this guide we did our best to select only the top designs of this innovative company. These include sleek, polished oxfords, more rugged outdoor shoes, and even suave loafer designs. Regardless of what your personal aesthetic is, we hope that you will find a great option for yourself, and that you will walk away from our carefully planned list with a brand new pair of shoes.
Frequently Asked Questions
q: Are these shoes good for long distance walking?
Indeed they are! It depends on the design, but there is a great walking option for every type of surface and surroundings - from urban, concrete landscapes to greener, more remote trails. Everything about this brand is geared towards ensuring that you can stay on your feet for as long as you want. Countless of those who are required to walk and stand for hours on end as part of their daily routines swear by the comfort of this brand's designs.
q: Can I wear these shoes if I suffer from plantar fasciitis?
You absolutely can! In fact, many of their designs, particularly the World Tour Classic walking shoe, have been hailed as one of the best options when it comes to this painful ailment. The reason for this is that this footwear is comfortable right on the first wear, has high-tech outsoles, and more than enough support in the heel to relieve you of pain and help you stay on your feet for longer.
q: Who owns the brand?
Over the years many big name footwear manufacturers were involved in this company’s management, such as Reebok, and Adidas, when Adidas acquired Reebok. In 2017, they were acquired by an investment firm named Crescent Capital Group.
q: I heard that their business isn’t doing too well.
And we’re afraid that you have heard right. In 2018, the company filed for bankruptcy, due to its unfortunate separation from Adidas. Over the course of the summer, over 60 brick-and-mortar stores closed down. This has nothing to do with the impeccable craftsmanship of their footwear, however, and you would do well to stock up on their shoes while you still can!