Men’s Style Guide: Work On The Left, Weekend On The Right


The Total Motion Classic Dress Wingtips blur the line between sporty and dressy, making them easy to dress up for a day at the office or down for a casual weekend – and features like EVA footbeds, TPU molded stability plates, and breathable linings will get you through it all in comfort. Read on for how to easily style them for work or weekend, day or night.


Pictured: Total Motion Classic Dress Wingtip ($150)

Just like your shoes, your sports jacket should be comfortable, breathable and versatile. This Houndstooth Performance Mesh Blazer is wrinkle-resistant, moisture-wicking and will add instant texture to your work-drobe. Pair it with a traditional dress shirt like this one from Nordstrom and slacks like the ‘Weekend Warriors’ straight leg cotton pants from Bonobos. Or, throw the blazer over a simple crewneck and dark wash denim for a more casual look.


Keep your devices and things organized and safe in this Aviano Briefcase from Tumi. The durable ballistic nylon, slim profile and back slip pocket for your carryon suitcase make it perfect for travel or everyday commuting. Stash your cash in this slick leather wallet from Ted Baker London.


When the weekend hits, keep things casual and comfortable with a cool bomber like this stretchy cotton Harrington Jacket from by 1901. Wear it with staples like jeans (we love the PERFORM straight fit pair from Citizens of Humanity) and a cotton tee like this supersoft Trim Fit Henley from Ted Baker London.


Cap off the look with a baseball hat like this color-blocked mesh style from Travis Mathew, and keep all your weekend supplies in an easy backpack like the ‘Retreat’ by Herschel Supply Co.


Stock up on versatile essentials that will go with either look, like the Catania Leather Belt from Magnanni and polarized sunglasses from RAY-BAN. Keep track of the time with this Multifunction Leather Strap Watch from Ted Baker London, and easily listen to your favorite podcasts with wireless headphones like the QuietComfort® 35 from Bose.


Find more work-to-weekend styles here.

Crushing on Cobb Hill for Spring


Spring has arrived with the latest sandal collection from Cobb Hill. Featuring happy hues, lush leathers and lots of whimsical details, these styles are sure to breathe new life into your wardrobe. Each pair is packed with the comfort features you’ve come to expect from Cobb Hill shoes (read: cushy footbeds, unparalleled arch support and breathable linings). Whether you’re sightseeing in the city or headed somewhere tropical, these Cobb Hill styles are sure to be your warm-weather besties.

Hello, yellow. Add a flash of color to your closet with the Cobb Hill Hollywood Pleated T-strap sandals. Your feet will look (and feel) happy with anatomically molded EVA footbeds atop low wedge heels for a little lift. Adjustable hook and loop straps provide a glove-like fit, while durable outsoles offer traction as you head from the city to the shore. Pair them with anything from cropped denim to a flowy frock.CH0105_MAIN

 Pictured: Cobb Hill Hollywood Pleated T-strap Sandal ($100)

Show your true colors with the Cobb Hill Hollywood Cuff sandals. Available in an array of spring hues – from teal (shown) to tan – these textured sandals feature antiqued hardware and slight wedge heels with a wood grain finish. Whether you’re out running errands or spending the day at the beach, the anatomically molded EVA footbeds will cushion your foot with every step. We love these with everything from shorts to midi skirts.CCK22TL_MAIN

Pictured: Cobb Hill Hollywood Cuff Sandal ($110)

The Cobb Hill Inglewood Hurache sandals have festival season written all over them. Featuring laser-cut detailing, on-trend woven straps and soft padded footbeds, these are perfect for your next concert or weekend getaway. Adjustable buckles provide the perfect fit while handy back zips allow for easy entry. Available in multiple colorways -from khakis to blues – wear them with your favorite boho look or simple jeans and a tee.CG9624_MAIN

Pictured: Cobb Hill Inglewood Hurache Sandal ($100)

Evoke 70’s vibes with our Cobb Hill Hattie Envelope sandals. Featuring hand-finished burnished leathers and lightweight EVA cushioning, atop higher stacked heels, these are perfect for your next poolside gathering or tropical getaway. Steel shanks provide stability, while adjustable hook and look straps offer a personal fit and easy on/off. We love them with a maxi dress or laid-back denim.CH0775_MAIN

Pictured: Cobb Hill Hattie Envelope ($120)

Gear up for your next getaway with the Cobb Hill Hattie Open Lace-Up sandals, featuring burnished leathers, edgy cutouts and on-trend lace-up detailing. Designed with cushioned EVA insoles set on stacked heels, these are sure to keep you comfortable from the city to the resort. Bonus: they offer an uber-convenient side zip so there’s no need to untie. Available in taupe bali multi (shown), black or tan, these are perfect with anything from linen slacks to swingy dresses.CG9599_MAIN

Pictured: Cobb Hill Hattie Open Lace-Up ($120)

There’s good reason our Cobb Hill Aubrey T-strap is one of our best-selling sandals. Crafted of sumptuous burnished leathers, they feature delicate contrast stitching, pretty woven straps and adjustable buckles for a customized fit. An airy sandal feel and comfy mid-height heels make these perfect for both your work and weekend wardrobe. We’re loving this new-for-spring hue featuring khaki and metallic tones. Wear them with everything from spring skirts to tailored slacks.CH0768_MAIN

Pictured: Cobb Hill Aubrey ($100)

Discover more styles from our Cobb Hill spring collection here.

4 Pairs of Spring Shoes We’re So Ready For


Spring, we are READY for you. Here in Boston, we’re still experiencing nor’easter conditions (read: thundersnow), but that doesn’t stop us from dreaming up what sandals we’ll be donning as soon as humanly possible. Here are 4 key spring shoes we are SO ready for.

You’ve been rocking your booties all winter. Give your feet a breath of fresh air with the Total Motion Trixie Perf Shootie. The higher vamp transitions seamlessly from one season to the next and features on-trend pearlized metallic leathers and edgy laser perforations. The 3 inch (75MM) heels give a good lift while the truTECH® footpads absorb shock, taking you from conference room to cocktail hour in comfort. Available in black, dove or alpaca (shown), wear them with cropped slacks now or a maxi come spring.


Pictured: Total Motion Trixie Perf Shootie ($130)

Bring a welcome refresh to your everyday flat with our Total Motion Adelyn Ankle Skinny Strap. These flats feature easy-to-clean soft and supple full grain leathers with metallic accents for a premium look. A delicate ankle strap is adjustable for a personalized fit and a back zip lets you slip on and off with ease. TPU outsoles offer support and stability as you head from your desk to date night. We love these with everything from a sleek shift to a springy skirt.

CH1081_MAINPictured: Total Motion Adelyn Ankle Skinny Strap ($120)

Elevate your 9-5 (and beyond) with the Total Motion Sport Dress Plain Toe. A progressive take on iconic silhouettes, these oxfords feature a footbed inspired by the interior of an Italian racing car. Equipped with molded TPU stability plates for exceptional flexibility and breathability and a double gore upper for easy entry and custom fit, these men’s dress shoes offer a comfort rivaled by no other. Available in an array of colors in leathers and nubucks, throw them on with anything from dress pants to laid-back denim and you’re good to go.

CH0241_MAIN Pictured: Total Motion Sport Dress Plain Toe ($130)

The Total Motion Classic Dress Wingtip is your answer to a jam-packed day. Featuring rich leathers and classic broguing, paired with modern updates like contrast soles, these wingtips are the perfect mix of sporty and dress. With added elements like EVA footbeds, TPU molded stability plates and moisture-wicking linings, these are meant to be worn week after week (and season after season). Wear with your work suit or dress them down with denim.CG9547_MAIN

Pictured: Total Motion Classic Dress Wingtip ($150)

Check out more spring styles we’re so ready for. Shop women’s new arrivals and men’s new arrivals here.

DresSports: Life’s a Marathon – Chapter 2

Stephen post 2 header

Stephen Rathbun, native New Yorker, avid runner and Key Account Representative here at Rockport, will be running the Boston Marathon this coming April in our DresSports shoes, one of the first dress shoes to be infused with sport technology. In the months leading up, Stephen will chronicle his progress as he trains for the marathon (if you haven’t already, be sure to check out his opening post).

What a whirlwind of a month it has been since my last blog post. With consistent travel and inconsistent weather, I have tried to make my training align accordingly. Over the past 5 weeks I have trained in Orlando, New Jersey, Toronto, New York City, Las Vegas and I just capped off a trip to North Carolina. If there is one thing a distance coach will tell you is vital to training, it is consistency. This has been challenging given the varied terrains, climates and schedules. As you can see in my pictures, I went from wearing tights in a team picture on a cold, slushy Sunday to struggling through a workout in 65 degrees and humidity.teamOrlando offered humidity and sunshine, NJ and NYC can’t make up their minds but are consistently flat, Toronto was frigid and wet, Las Vegas was hot and hilly, and North Carolina had humidity and hills galore. I have pivoted my thoughts to now view these fluctuations in weather and terrains as a positive come race day. When I ran Boston in 2015, it was 35 and rainy. The years proceeding and following were hot and sunny. My body will be acclimated to any weather outcome thanks to this travel.

Consistently inconsistent. That’s the big takeaway I have from this phase of training, creating your own consistency.  I am focusing on the consistency of the overall trajectory of this training cycle and I am able to hit some great efforts and times during my workouts. I have the Strava results to prove it.

runningLong run in my DresSports on the American Tobacco Trail – 19 miles of “fun.”

Now, I am sure you are all chomping at the bit to hear how the dress shoe training is progressing. I am running about 5-10% of my weekly mileage in the DresSports shoes and wearing them 2-3 times per week for work. They are comfortable with the ride of a running shoe, having a super flexible outsole with soft and malleable uppers. As you can see, I have worn them out running and out on the town. They were a game changer during our recent trade show in Las Vegas, when I was on my feet from 7 to 7. I’m excited to see where these shoes take me, professionally and on the streets of Boston, as well as how you all like them!
platformIn my DresSports, running around a trade show all day and then a night out.

The DresSports aren’t my only “go-to” Rockports. I am a huge fan of the Thurston and Total Motion Sport Dress Collections.  I wear the updated casual Thurstons every weekend, as you can see in the candid shot of me “helping out” around the house. The new Total Motion Sport Dress Collection was launched just a few weeks ago as part of our Spring ‘18 Collection; the trend-right silhouette has an incredible support system. I wore and loved the comfort of the predecessor, the Total Motion Fusion, but these have a more tapered toe box making them appear a bit “faster.”  Both are definitely worth a look.


My next post will come with a little less than a month from Boston. Keep following my Strava to see how my workouts are progressing, especially as I increase my mileage in the DresSportsThe Build Up to Boston is real and it is on!

In comfort,