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“Looking good isn’t important, it’s everything”.

In 1963 Ben Sherman began producing his iconic shirts from a small factory in Brighton to the soundtrack of The Beatles, The Troggs and The Kinks. From the tailored button downs, pique polos and graphic tees, the line embodies the mod movement that inspired it and combines music and style in perfect synchronicity.


Quick View Ben Sherman Rewind L/S Shirt in Sky Ben Sherman Rewind L/S Shirt in Sky Ben Sherman Rewind L/S Shirt in Sky $118.00

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Ben Sherman Rewind L/S Shirt in Sky

Ben Sherman Rewind L/S Shirt in Sky

$118.00

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If there's one thing girls love it's a plaid boy. This bold plaid button down from Ben Sherman is exactly what you need to achieve that status. Featuring a two finger button down collar and a branded front pocket, this classic checked plaid long sleeve is perfect for throwing on with khakis and a dress shoe for an understated work look. Alternatively, you can roll up the sleeves and rock this plaid boy with topsiders and jean shorts.

Also available in store at Roadtrip.

Regular Mod Fit

100% Cotton

Machine Washable


Quick View Ben Sherman Our City L/S Shirt in White Ben Sherman Our City L/S Shirt in White Ben Sherman Our City L/S Shirt in White $118.00

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Ben Sherman Our City L/S Shirt in White

Ben Sherman Our City L/S Shirt in White

$118.00

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It doesn't get much cooler than a sleek grid print button-down and Ben Sherman really nails it with the Our City long-sleeve shirt. While the straight cut and classic details show its timeless side, an ultra modern grid print really brings it into today's fashion scene. For and effortlessly cool look, throw this shirt on with black, slim-fit jeans and a leather jacket or wear it under a grey suit for an understated work outfit!

This Shirt is also available in Other Colors.

Also available in store at Roadtrip

100% Cotton

Machine Washable


Quick View Ben Sherman Our City L/S Shirt in Navy Ben Sherman Our City L/S Shirt in Navy Ben Sherman Our City L/S Shirt in Navy $118.00

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Ben Sherman Our City L/S Shirt in Navy

Ben Sherman Our City L/S Shirt in Navy

$118.00

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It doesn't get much cooler than a sleek grid print button-down and Ben Sherman really nails it with the Our City long-sleeve shirt. While the straight cut and classic details show its timeless side, an ultra modern grid print really brings it into today's fashion scene. For and effortlessly cool look, throw this shirt on with black, slim-fit jeans and a leather jacket or wear it under a grey suit for an understated work outfit!

This Shirt is also available in Other Colors.

Also available in store at Roadtrip

100% Cotton

Machine Washable


Quick View Ben Sherman Kentucky Bourbon L/S Shirt in Red Ben Sherman Kentucky Bourbon L/S Shirt in Red Ben Sherman Kentucky Bourbon L/S Shirt in Red $108.00

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Ben Sherman Kentucky Bourbon L/S Shirt in Red

Ben Sherman Kentucky Bourbon L/S Shirt in Red

$108.00

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A simple yet intricate plaid pattern is just one of the things we love about this button-down from Ben Sherman. That and its classic cut and button-down collar, of course! Cut from a premium cotton, this easy-to-wear staple looks great paired with a navy suit for your next job interview or unbuttoned over a white crew neck tee to get that boy-next-door look!

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Ben Sherman Scottish Barrel L/S Shirt in Blue Ben Sherman Scottish Barrel L/S Shirt in Blue Ben Sherman Scottish Barrel L/S Shirt in Blue $138.00

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Ben Sherman Scottish Barrel L/S Shirt in Blue

Ben Sherman Scottish Barrel L/S Shirt in Blue

$138.00

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Inspired by their humble beginnings, Ben Sherman has created a shirt that truly stands the test of time. The 70's heritage plaid shirt strikes the perfect balance between timeless and modern without looking like you stole your grandpa's look. A classic cut and back box-pleat make this shirt an easy choice for throwing on with black jeans for drinks with coworkers or under a chunky cardigan for Sunday brunch!

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Ben Sherman From Barley Shirt in Blue Ben Sherman From Barley Shirt in Blue Ben Sherman From Barley Shirt in Blue $118.00

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Ben Sherman From Barley Shirt in Blue

Ben Sherman From Barley Shirt in Blue

$118.00

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If you're tired of the same plain blue button-down Ben Sherman has your back (literally). This geometric micro check shirt has just the right amount of detail to add interest to your wardrobe without looking busy. Featuring a front spade pocket and a two finger button down collar as well as a back box pleat, this shirt has the makings of a classic. Wear it with grey suit pants and a silver tie for a sleek office look!

This Shirt is also available in Other Colors

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Ben Sherman Headlines S/S Shirt in Berry Ben Sherman Headlines S/S Shirt in Berry Ben Sherman Headlines S/S Shirt in Berry $98.00

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Ben Sherman Headlines S/S Shirt in Berry

Ben Sherman Headlines S/S Shirt in Berry

$98.00

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Re-imagine an iconic gingham print without reinventing the wheel in this classic short sleeve button-down from Ben Sherman. A standard fit and one finger button-down help to balance the colourful contemporary print and a v-cut sleeve detail gives this shirt a fun twist. Pair this shirt with dark jeans for a casual day-time look or throw a bomber jacket on over top to up the cool factor for night time!

Also available in store at Trustfund.

100% Cotton

Machine Washable


Quick View Ben Sherman Call On Me S/S Shirt in Green Ben Sherman Call On Me S/S Shirt in Green Ben Sherman Call On Me S/S Shirt in Green $98.00

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Ben Sherman Call On Me S/S Shirt in Green

Ben Sherman Call On Me S/S Shirt in Green

$98.00

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It's really hard not to love short sleeve button downs and Ben Sherman makes it even harder with this endlessly classic gingham shirt. A modern yet iconic fit gives a sleek look without being restrictive while a two-finger button-down collar shows this shirt's more sophisticated side. Nobody will know you're rocking short sleeves when you pair this button-down with a navy blazer at work but you can also don this classic piece on weekends with khaki shorts!

Also available in store at Trustfund.

100% Cotton

Machine Washable


Quick View Ben Sherman Oak Barrels Polo in Red Ben Sherman Oak Barrels Polo in Red Ben Sherman Oak Barrels Polo in Red $98.00

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Ben Sherman Oak Barrels Polo in Red

Ben Sherman Oak Barrels Polo in Red

$98.00

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Be the life of the party in this patterned polo from Ben Sherman. Its micro geo print is both fun and smart at the same time while keeping a casual vibe. A versatile piece, this polo features a three button placket, ribbed collar and cuffs and a classic spade pocket so you can still have that classic polo feel. Pair it with comfortable shorts for a weekend getaway or rock it with denim on a casual Friday!

This Polo is also available in Other Colors.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Ben Sherman Northern Rye Tee in Cream Ben Sherman Northern Rye Tee in Cream Ben Sherman Northern Rye Tee in Cream $68.00

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Ben Sherman Northern Rye Tee in Cream

Ben Sherman Northern Rye Tee in Cream

$68.00

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Walk the line between handsome and ruggedly casual in this classic Breton stripe tee from Ben Sherman. Cut from an ultra-soft cotton and outfitted with a classic spade pocket with contrast tipping, this tee showcases how a classic can still be contemporary. I you're pressed for time in the morning, simply throw this tee on with jeans and let the stripes do the talking!

This Tee is also available in Other Colors.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Ben Sherman Oak Barrels Polo in White Ben Sherman Oak Barrels Polo in White Ben Sherman Oak Barrels Polo in White $98.00

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Ben Sherman Oak Barrels Polo in White

Ben Sherman Oak Barrels Polo in White

$98.00

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Be the life of the party in this patterned polo from Ben Sherman. Its micro geo print is both fun and smart at the same time while keeping a casual vibe. A versatile piece, this polo features a three button placket, ribbed collar and cuffs and a classic spade pocket so you can still have that classic polo feel. Pair it with comfortable shorts for a weekend getaway or rock it with denim on a casual Friday!

This Polo is also available in Other Colors.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Ben Sherman Smoky Oak Shirt in Grey Ben Sherman Smoky Oak Shirt in Grey Ben Sherman Smoky Oak Shirt in Grey $118.00

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Ben Sherman Smoky Oak Shirt in Grey

Ben Sherman Smoky Oak Shirt in Grey

$118.00

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Meet the coolest two tone texture shirt in the game from Ben Sherman. Crafted from a soft cotton and cut to a classic fit, this shirt was made for the cool-guy in you. Featuring a simple two finger button-down collar and tab branded chest pocket, this shirt is easy to throw on with black jeans for a refined evening out with friends. You can also wear it under a blazer for your next work presentation!

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Ben Sherman Northern Rye Tee in Navy Ben Sherman Northern Rye Tee in Navy Ben Sherman Northern Rye Tee in Navy $68.00

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Ben Sherman Northern Rye Tee in Navy

Ben Sherman Northern Rye Tee in Navy

$68.00

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Walk the line between handsome and ruggedly casual in this classic Breton stripe tee from Ben Sherman. Cut from an ultra-soft cotton and outfitted with a classic spade pocket with contrast tipping, this tee showcases how a classic can still be contemporary. I you're pressed for time in the morning, simply throw this tee on with jeans and let the stripes do the talking!

This Tee is also available in Other Colors.

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Ben Sherman Scotch Neat L/S Shirt in Navy Ben Sherman Scotch Neat L/S Shirt in Navy Ben Sherman Scotch Neat L/S Shirt in Navy $118.00

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Ben Sherman Scotch Neat L/S Shirt in Navy

Ben Sherman Scotch Neat L/S Shirt in Navy

$118.00

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A good polka dot shirt is a timeless piece that will still make you stand out as a man with style! Cut in a classic fit with a back box pleat and hanger loop, this button down is finished with a minimal small point button down collar. Let the dots speak for themselves and pair this shirt with a pair of neutral trousers for an understated yet put-together outfit. Alternatively, this shirt looks great peaking out under a crew-neck sweater!

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Ben Sherman Distillery S/S Shirt in Sky Ben Sherman Distillery S/S Shirt in Sky Ben Sherman Distillery S/S Shirt in Sky $108.00

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Ben Sherman Distillery S/S Shirt in Sky

Ben Sherman Distillery S/S Shirt in Sky

$108.00

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This short sleeve button-down from Ben Sherman has it all. Complete with a simple, refined three colourway stripe along the sleeve hems and cut to a traditional fit, this button-down is equipped with branded buttons and a back box pleat for added sophistication. Pair it with blue twill shorts and a ball cap for a day of adventuring or wear it under a sports coat at your next work lunch.

Also available in store at Roadtrip.

This Shirt is also available in Other Colors.

100% Cotton

Machine Washable


Quick View Ben Sherman Distillery S/S Shirt in Navy Ben Sherman Distillery S/S Shirt in Navy Ben Sherman Distillery S/S Shirt in Navy $108.00

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Ben Sherman Distillery S/S Shirt in Navy

Ben Sherman Distillery S/S Shirt in Navy

$108.00

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This short sleeve button-down from Ben Sherman has it all. Complete with a simple, refined three colourway stripe along the sleeve hems and cut to a traditional fit, this button-down is equipped with branded buttons and a back box pleat for added sophistication. Pair it with blue twill shorts and a ball cap for a day of adventuring or wear it under a sports coat at your next work lunch.

Also available in store at Roadtrip.

This Shirt is also available in Other Colors.

100% Cotton

Machine Washable


Quick View Ben Sherman Single Malt L/S Shirt in Tartan Ben Sherman Single Malt L/S Shirt in Tartan Ben Sherman Single Malt L/S Shirt in Tartan $118.00

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Ben Sherman Single Malt L/S Shirt in Tartan

Ben Sherman Single Malt L/S Shirt in Tartan

$118.00

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Neither too bold nor too boring, Ben Sherman presents a modern take on a tartan shirt. Made from soft cotton and cut in a classic fit, this shirt showcases a simple two finger button-down collar and a branded chest pocket for a polished look. Keep it casual with black jeans and cozy cardigan or tuck it in to chinos and rock a briefcase with it to work!

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Ben Sherman From Barley Shirt in White Ben Sherman From Barley Shirt in White Ben Sherman From Barley Shirt in White $118.00

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Ben Sherman From Barley Shirt in White

Ben Sherman From Barley Shirt in White

$118.00

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If you're tired of the same plain white button-down Ben Sherman has your back (literally). This geometric micro check shirt has just the right amount of detail to add interest to your wardrobe without looking busy. Featuring a front spade pocket and a two finger button down collar as well as a back box pleat, this shirt has the makings of a classic. Wear it with grey suit pants and a silver tie for a sleek office look!

This Shirt is also available in Other Colors

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Ben Sherman Private Reserve Shirt in White Ben Sherman Private Reserve Shirt in White Ben Sherman Private Reserve Shirt in White $118.00

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Ben Sherman Private Reserve Shirt in White

Ben Sherman Private Reserve Shirt in White

$118.00

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Looking to keep it classic with an updated twist? Then Ben Sherman has the shirt for you. Cut in a slim fit style for a more bespoke feel, this tonal checkerboard print shirt features a branded chest pocket and a simple small point collar. Wear with slightly unbuttoned under a navy suit at your next event or throw it on with dark jeans for an understated evening out look!

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Ben Sherman Lasting Moment L/S Shirt in Marine Ben Sherman Lasting Moment L/S Shirt in Marine Ben Sherman Lasting Moment L/S Shirt in Marine $108.00

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Ben Sherman Lasting Moment L/S Shirt in Marine

Ben Sherman Lasting Moment L/S Shirt in Marine

$108.00

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Ben Sherman is known for impeccable craftsmanship, heartily displayed by this iconic check shirt. Cut from lightweight cotton, it's patterned in a suave brown and blue gingham and will become a reliable staple in your everyday rotation. We love the bias check on the pocket and back yoke. Designed for a heritage mod fit with a curved hem, this stylish long-sleeve features a two finger button-down collar and an adjustable single cuff. Finished with the famous tab branded chest pocket, it will look equally smart paired with chinos and lived-in denim.

This Shirt is also available in Other Colors.

Also available in store at Roadtrip.

Regular Mod Fit

100% Cotton

Machine Washable


Quick View Ben Sherman Tall Order L/S Shirt in Navy Ben Sherman Tall Order L/S Shirt in Navy Ben Sherman Tall Order L/S Shirt in Navy $128.00

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Ben Sherman Tall Order L/S Shirt in Navy

Ben Sherman Tall Order L/S Shirt in Navy

$128.00

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Ben Sherman makes day-to-night transitioning seamless with this two scale check shirt. Crafted from soft cotton, the double cloth fabric is tartan on the outer shirt while the inside is a grey herringbone, perfectly shown off by rolling up your sleeves. Cut for a classic mod fit, this dapper piece boasts a two finger button down collar, branded chest spade pocket and a box pleat with a locker loop at the back. Team it with navy trousers and brogues for the boardroom, or wear it with black jeans and leave it untucked to further a laid-back look.

Also available in store at Roadtrip

Classic Mod Fit

100% Cotton

Machine Washable


Quick View Ben Sherman Birch & Moss L/S Shirt in Navy Ben Sherman Birch & Moss L/S Shirt in Navy Ben Sherman Birch & Moss L/S Shirt in Navy $118.00

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Ben Sherman Birch & Moss L/S Shirt in Navy

Ben Sherman Birch & Moss L/S Shirt in Navy

$118.00

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Spruce up your office offering with this cotton-dobby shirt from Ben Sherman. In a suave navy hue, the soft pindot weave creates a subtle textured effect for contemporary appeal. Cut in a classic mod fit, this essential shirt features the iconic branded tab chest pocket and back box pleat with locker loop. It's an easy-to-wear piece that will make for a charming alternative to solid-colour styles. Liven up your look in an assured way by pairing it with your navy suiting or with jeans and a tee.

Also available in store at Roadtrip

Mod Fit

100% Cotton

Machine Washable


Quick View Ben Sherman After The Fire Merino Sweater in Grey Ben Sherman After The Fire Merino Sweater in Grey Ben Sherman After The Fire Merino Sweater in Grey $138.00

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Ben Sherman After The Fire Merino Sweater in Grey

Ben Sherman After The Fire Merino Sweater in Grey

$138.00

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Bolster your work-to-weekend wardrobe with this sweater from Ben Sherman. Spun from soft and breathable merino wool, it has a comfortable cut that is fitted without feeling too restrictive. Crafted with a sleek V-neck, the subtly marled knit features a ribbed hem and cuff as well as a tab branded side seam, demonstrating the label's astute attention to detail. Wear it with a T-shirt and jeans on low-key days, swapping for a shirt and tie to add warmth to formal attire.

This Sweater from Ben Sherman is also available in Other Colors.

Also available in store at Roadtrip.

100% Merino Wool

Hand Wash Only


Quick View Ben Sherman Mike & Harvey L/S Shirt in Grey Ben Sherman Mike & Harvey L/S Shirt in Grey Ben Sherman Mike & Harvey L/S Shirt in Grey $118.00

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Ben Sherman Mike & Harvey L/S Shirt in Grey

Ben Sherman Mike & Harvey L/S Shirt in Grey

$118.00

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Find some middle ground with this subtly printed shirt from Ben Sherman. Small polka dots add some interest without being too flashy and the Soho cut gives this long-sleeve a slim and modern silhouette. As for stylish details they kept minimal; back darts and a small point collar are all you need for a clean, sleek look. Pair with slim-fit jeans for an understated evening outfit.

This Shirt from Ben Sherman is also available in Other Colors.

Also available in store at Roadtrip

100% Cotton

Slim Fit

Machine Wash Cold


Quick View Ben Sherman Sharp Suitor L/S Shirt in Blue Ben Sherman Sharp Suitor L/S Shirt in Blue Ben Sherman Sharp Suitor L/S Shirt in Blue $108.00

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Ben Sherman Sharp Suitor L/S Shirt in Blue

Ben Sherman Sharp Suitor L/S Shirt in Blue

$108.00

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No man's wardrobe is complete without a dependable plaid checked shirt, and this tonal-blue style from Ben Sherman ticks all the right boxes. This classic design features a button-down collar and back box pleat for a comfortable fit. Cut with a rounded hem, the pure cotton composition makes this piece both lightweight and breathable. Finished with the iconic tab branding on the chest pocket, this must-have shirt features a contrast roll-up sleeve. Wear it year-round with your favourite denim, switching to shorts when the mercury rises.

Also available in store at Roadtrip

Mod Fit

100% Cotton

Machine Washable


Quick View Ben Sherman Tall Order L/S Shirt in Green Ben Sherman Tall Order L/S Shirt in Green Ben Sherman Tall Order L/S Shirt in Green $77.00$128.00

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Ben Sherman Tall Order L/S Shirt in Green

Ben Sherman Tall Order L/S Shirt in Green

$77.00$128.00

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Ben Sherman makes day-to-night transitioning seamless with this two scale check shirt. Crafted from soft cotton, the double cloth fabric is tartan on the outer shirt while the inside is a grey herringbone, perfectly shown off by rolling up your sleeves. Cut for a classic mod fit, this dapper piece boasts a two finger button down collar, branded chest spade pocket and a box pleat with a locker loop at the back. Team it with navy trousers and brogues for the boardroom, or wear it with black jeans and leave it untucked to further a laid-back look.

Also available in store at Roadtrip

Classic Mod Fit

100% Cotton

Machine Washable


Quick View Ben Sherman Breaking Wave Sweater in Greys Ben Sherman Breaking Wave Sweater in Greys Ben Sherman Breaking Wave Sweater in Greys $69.00$138.00

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Ben Sherman Breaking Wave Sweater in Greys

Ben Sherman Breaking Wave Sweater in Greys

$69.00$138.00

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Tap into your rustic side in this rugged yet cozy sweater from Ben Sherman. This marled crew is the perfect neutral colour to pair with everything you already own and update your cool weather wardrobe. Complete with a ribbed knit collar and cuffs, this classic-fitting sweater will look excellent partnered with black jeans over top of a plaid button down for a "cabin-cool" vibe.

Also available in store at Roadtrip.

60% Lambswool, 40% Nylon

Machine Washable


Quick View Ben Sherman The Sign Off L/S Shirt in Royal Ben Sherman The Sign Off L/S Shirt in Royal Ben Sherman The Sign Off L/S Shirt in Royal $69.00$98.00

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Ben Sherman The Sign Off L/S Shirt in Royal

Ben Sherman The Sign Off L/S Shirt in Royal

$69.00$98.00

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Ben Sherman reworks classic styles from the brand's extensive archive to produce top-quality, ageless shirts. Take this mini mod check shirt: its blue and navy colour palette is a breath of fresh air, and the contrast bias check on the chest pocket and back yoke give it a contemporary twist. Finished with the tab branded pocket and one finger button down collar, this shirt is perfect with dark jeans and a navy sweater.

Also available in store at Roadtrip

100% Cotton

Machine Washable


Quick View Ben Sherman Lonesome Merino Sweater in Navy Ben Sherman Lonesome Merino Sweater in Navy Ben Sherman Lonesome Merino Sweater in Navy $97.00$138.00

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Ben Sherman Lonesome Merino Sweater in Navy

Ben Sherman Lonesome Merino Sweater in Navy

$97.00$138.00

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Ben Sherman certainly knows a thing or two about quality craftsmanship and this lightweight navy sweater is a superb example of the label's expertise. Featuring a ribbed hem and cuff for better tension and fit, this handsome crew neck is finished with side seam tab branding. Crafted from soft merino wool, this fine-gauge piece is the perfect choice for year-round panache.

Also available in store at Roadtrip.

Classic Fit

100% Merino Wool

Hand Wash Only


Quick View Ben Sherman Good Times L/S Shirt in Grey Ben Sherman Good Times L/S Shirt in Grey Ben Sherman Good Times L/S Shirt in Grey $76.00$108.00

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Ben Sherman Good Times L/S Shirt in Grey

Ben Sherman Good Times L/S Shirt in Grey

$76.00$108.00

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Introducing the newest wardrobe staple for the cool and casual guy: the tartan check shirt. To say this shirt is a classic is an understatement, considering its easy-to-wear print and comfortable fit. Detailed with an adjustable button sleeve and a spade pocket, this button-down is perfect paired with slim-fit chinos for drinks out with friends.

Also available in store at Roadtrip.

 

100% Cotton

Machine Wash Cold


Quick View Ben Sherman Good Times L/S Shirt in Red Ben Sherman Good Times L/S Shirt in Red Ben Sherman Good Times L/S Shirt in Red $76.00$108.00

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Ben Sherman Good Times L/S Shirt in Red

Ben Sherman Good Times L/S Shirt in Red

$76.00$108.00

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Introducing the newest wardrobe staple for the cool and casual guy: the tartan check shirt. To say this shirt is a classic is an understatement, considering its easy-to-wear print and comfortable fit. Detailed with an adjustable button sleeve and a spade pocket, this button-down is perfect paired with slim-fit chinos for drinks out with friends.

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


Quick View Ben Sherman Under Current L/S Shirt in White Ben Sherman Under Current L/S Shirt in White Ben Sherman Under Current L/S Shirt in White $71.00$118.00

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Ben Sherman Under Current L/S Shirt in White

Ben Sherman Under Current L/S Shirt in White

$71.00$118.00

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Get your hands on the shirt that'll change your wardrobe game for good from Ben Sherman. This mod-fit long-sleeve will pique interest with its subtle, micro-paisley print and gives you a clean look with a concealed button-down collar. The uniqueness of the print makes this shirt an easy choice for a dressed-down evening look or with a blue sports jacket for the office.

This Shirt from Ben Sherman is also available in Other Colors.

Also available in store at Roadtrip

100% Cotton Regular Fit

Machine Wash Cold


Page: 12

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This is just a sampling of amazing items that we carry and love. We get new arrivals in our physical shop daily.


Roadtrip is your destination for today’s top brands and best indie designers

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Canada K1N 1K2
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613.562.0992