12 Best Rockport Shoes For Men (Review) in 2021

The Style Leader 2 shoe from Rockport is a stylish slip-on constructed from leather and with a square shaped toe. This makes the shoe an excellent choice for special events or for more professional and business-like scenarios when a formal dress shoe is appropriate. You can forget dress shoe and hours of breaking in required. This is a Rockport engineered shoe, after all, so you are getting supreme comfort coupled with attractive design. The EVA comfort outsole is lightweight yet provides ample shock absorption which works to reduce foot fatigue. No need to worry about embarrassing foot odors either as these slip on’s feature DEWIX linings that actively wick moisture to help keep your feet dry. Be sure to also check out our list of the top Chelsea boots for more great shoes like this. 

Designed in the classic Oxford style, this is ruggedly attractive men’s lace-up shoe from Rockport that is stylish and practical. The Northfield enjoys a host of features that your feet will immediately fall in love with, including anti-fatigue EVA cushioning. They have a plain toe and are the perfect smart casual show, with fully waterproof construction. This is achieved through their Hydro-Shield patented technology which keeps feet dry no matter how extreme the weather conditions outdoors. A classic pair of Rockport shoes that have easily made it onto our Best Rockport Shoes recommended list. And if you are searching for good waterproofing, you’ve come to the right place. We have made a list of top waterproof boots, so check them out.

For the dedicated traveler and worldly wise among you, this is a classic yet contemporary looking shoe from Rockport that delivers solidly on performance and comfort. Constructed featuring their proprietary Walking Platform Construction, the World Tour is a supportive shoe with plenty of flexibility and padding. It’s also supremely comfortable and protects the wearer from blisters which are always a nuisance when breaking in a new pair of shoes. They also feature easy to care for full grain leather which is comfortable and can be cleaned without any fuss. A stylish, comfortable and versatile pair of Rockport walking shoes.

A traditional looking lace-up Oxford style shoe that has been redesigned and brought up to date making it the perfect choice for the office. The Margin has a classic toe and is an excellent example of a casual dress shoe that looks just as good with a suit as it does your denim jeans at the weekend. It provides all-day comfort and features an anti-microbial lining so your feet will be fresh all day long. If it’s a superior comfort, casual lace-up that you are looking to invest in next, then the Rockport Margin gets our seal of approval. And if you are working outside, we reviewed good work boots so check them out. 

Making it next onto our Best Rockport shoe list is this classic Penny Loafer. An easy to wear slip-on and is supremely comfortable and effortlessly stylish. Your feet seriously won’t believe just how comfortable this dress shoe is. They’re not so much slip-on’s, more like comfortable slides! You won’t want to take them off your feet. They work perfectly well with a suit as much as they do with your khakis or smart denim jeans Built to last and also to support your feet from fatigue. The tryTECH sports technology really does ensure that these Penny Loafer’s deliver day-long comfort and protection.

If regular walking is one of your pastimes, then you will know and appreciate the value of a good pair of walking shoes that have been specially designed to support and comfort you all day long. These Charnson Walking shoes from Rockport do just that and are so comfortable you won’t even know you’re wearing them. Ruggedly handsome with a lace-up design they model and shape to your foot for a smooth ride. With a latex footbed and their Adiprene technology, these provide next level comfort and support. The rubber outsole delivers plenty of traction too across all kinds of terrain and in changing weather conditions. Lightweight and breathable, yet durable and secure. And for the hikers among us, out hiking shoes review offers more great products like this, so make sure you check them out as well.

A super smart lace up in the classic Oxford style. Packed with Rockport design and technologically advanced features this Charles Road Bike Toe shoe is the ultimate in comfort and support. Whether you are running to the office or dashing out for dinner, with these Oxford’s on your feet, you will look stylish and feel effortlessly elegant. They also feature a soft knit lining for unparalleled levels of cushioning and cloud-like comfort. For more leather shoes, check out our Chukka boots review.

If loafing around in a casual pair of loafers is more your style then don’t worry as yet again Rockport have a model that will have you putting your best foot forward. Their Pether Loafer has been designed to wear barefoot, perfect for when you are vacationing. They feature plenty of durable grip which makes them a stable ride across multiple and varied surfaces. The ideal shoe for pretty much any occasion which is why they have firmly made it onto our Best Rockport Shoe list today. They are similar to a comfortable boat shoe.

A beautiful and very stylish Derby style lace-up shoe from Rockport, this is timelessly elegant and perfect for business or pleasure. With its removable ortholite footbed too it is a supremely comfortable and supportive shoe that if you look after and maintain correctly, will seriously last you a lifetime. A great investment and a fabulous example of quality Rockport footwear engineering. Be sure to use a shoe protector spray so these beauties can last longer.

A fabulous slip-on design men’s dress shoe, if you want to “Lead the Pack” in the style stakes, then you need a pair of these waterproof shoes from Rockport adorning your feet. They are sleek and stylish yet hard-working and dependable. With their Hydro-Shield construction, Lead the Pack Waterproof Slip-On shoes are waterproof while the EVA cushioned footbed delivers next level comfort and support. Rugged enough to withstand the elements but elegant enough to wear with a suit for a special occasion or a business function. Our handy guide to the top water shoes features more great products like this. 

The Sharp & Ready Colben is a classic silhouette of a shoe in the Oxford style which has been redefined by Rockport. They’ve retained all the beautiful design aesthetics and features you’d expect from an Oxford brogue style but bought their advanced technology and manufacturing innovation to the shoe to deliver incredible comfort and anti-fatigue features. It’s a shoe that looks just as good with a suit as it does denim and khakis and really will compliment a whole range of ensembles. For its flexibility and its versatility, it has made it firmly onto our Best Rockport Shoe review.

The Rockport Marshall Oxford is a superior looking lace-up shoe with all the classic features you would expect from a beautiful leather Oxford. It features plenty of additional comfort features to recommend it as a firm contender in this Best Rockport Shoe review. It also comes fitted with an anti-microbial lining which is very convenient, especially in the warmer months, as it really helps to keep your shoe and your foot fresh and odor free.