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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 Florida Keys S/S Shirt in Navy Ben Sherman Florida Keys S/S Shirt in Navy Ben Sherman Florida Keys S/S Shirt in Navy $98.00

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Ben Sherman Florida Keys S/S Shirt in Navy

Ben Sherman Florida Keys S/S Shirt in Navy

$98.00

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This long sleeve by Ben Sherman features a scattered geo print in the classic soho fit. With a small tab branded chest pocket and back darts this button down has the ideal slim contemporary fit. Pair with dark jeans and black dress shoes for a great date night look.

This style by Ben Sherman is also available in Other Colors.

Also available in store at  Roadtrip.

100% Cotton

Machine Wash Cold


Quick View Ben Sherman Lowry Polo in Night Ben Sherman Lowry Polo in Night Ben Sherman Lowry Polo in Night $78.00

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Ben Sherman Lowry Polo in Night

Ben Sherman Lowry Polo in Night

$78.00

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This pima jersey polo by Ben Sherman is a great addition to your wardrobe. It features a geometric knit print on the collar and a classic fit. Pair this with some dark wash jeans for an easy everyday outfit.

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


Quick View Ben Sherman Seaside Hotel L/S in White Ben Sherman Seaside Hotel L/S in White Ben Sherman Seaside Hotel L/S in White $98.00

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Ben Sherman Seaside Hotel L/S in White

Ben Sherman Seaside Hotel L/S in White

$98.00

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This button down by Ben Sherman is the perfect crisp white shirt with a twist. This timeless piece features a two button down collar and a mod fit. Let the dots do the talking and pair this with black dress pants and black loafers.

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


Quick View Ben Sherman Kessler L/S in Night Ben Sherman Kessler L/S in Night Ben Sherman Kessler L/S in Night $98.00

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Ben Sherman Kessler L/S in Night

Ben Sherman Kessler L/S in Night

$98.00

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Seeing spots in this long sleeve by Ben Sherman! This piece features a classic fit, two finger button down collar and mitred cuffs. This traditional dot print is complimented by a soft marl feel. Made from 100% cotton we love this shirt paired with a dark wash jean and black boots for a night out.

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


Quick View Ben Sherman Come Home S/S in Navy Ben Sherman Come Home S/S in Navy Ben Sherman Come Home S/S in Navy $88.00

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Ben Sherman Come Home S/S in Navy

Ben Sherman Come Home S/S in Navy

$88.00

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This piece features a modern twist on a classic print with a two finger concealed button-down collar and relaxed mod fit. Made from 100% cotton to keep you comfortable while still looking professional. Pair with black jeans and a brown dress shoe for the perfect date night look.

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


Quick View Ben Sherman Diaz L/S Shirt in Crimson Ben Sherman Diaz L/S Shirt in Crimson Ben Sherman Diaz L/S Shirt in Crimson $98.00

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Ben Sherman Diaz L/S Shirt in Crimson

Ben Sherman Diaz L/S Shirt in Crimson

$98.00

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Go bold with this amazing printed long sleeve by Ben Sherman. Made from 100% cotton this piece features a two finger button-down collar and a mod fit. Make a statement in this shirt by pairing it with a light tan pant and a navy loafer.

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


Quick View Ben Sherman Chandler L/S in Navy Ben Sherman Chandler L/S in Navy Ben Sherman Chandler L/S in Navy $98.00

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Ben Sherman Chandler L/S in Navy

Ben Sherman Chandler L/S in Navy

$98.00

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The long sleeve that you need in your wardrobe! This piece by Ben Sherman features a classic point concealed button down collar and a slim fit. Pair this with some tan chinos and leather boat shoes for the perfect weekend outfit.

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

Also available in store at Trustfund.

100% Cotton

Machine Wash Cold


Quick View Ben Sherman Niles L/S Shirt in Salmon Ben Sherman Niles L/S Shirt in Salmon Ben Sherman Niles L/S Shirt in Salmon $98.00

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Ben Sherman Niles L/S Shirt in Salmon

Ben Sherman Niles L/S Shirt in Salmon

$98.00

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Look like an absolute gentleman in this awesome gingham shit by Ben Sherman. It features a heritage mod fit, two finger button-down collar and a back box pleat. Wear with your favourite dark wash jeans and white sneakers for a casual everyday look.

Also available in store at Trustfund.

100% Cotton

Machine Wash Cold


Quick View Ben Sherman London Calling T-Shirt in White Ben Sherman London Calling T-Shirt in White Ben Sherman London Calling T-Shirt in White $58.00

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Ben Sherman London Calling T-Shirt in White

Ben Sherman London Calling T-Shirt in White

$58.00

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A man can never have too many graphic tees and this one from Ben Sherman is the perfect addition to your collection. Inspired by the Ben Sherman brand heritage, this vintage-looking target tee is just bold enough without being in-your-face bold. A classic, modern fit and soft cotton fabrication means this tee is just as comfortable as it is stylish. So what's holding you back? Hit the mark every time and pair this tee with jeans and a hoodie for a cool and casual look or throw it on with khaki shorts and hit the beach bar!

This Tee is also available in Other Colors.

Also available in store at Trustfund.

100% Cotton

Machine Wash Cold


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

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Ben Sherman Lasting Moment L/S Shirt in Pink

Ben Sherman Lasting Moment L/S Shirt in Pink

$108.00

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Check off classic plaid from your must-have list with this great button-up from Ben Sherman. Boasting an adjustable single cuff and two finger button-down collar, the shirt promises a sleek and polished look. Its mod fit guarantees total comfort, topped off with bias check on its pocket and back yoke for the perfect touch of detailing. Pair with dark denim and a grey cardigan for a sophisticated, casual look.

This shirt is available in Other Colors.

Also available in store at Roadtrip.

100% Cotton

Branded Spade Pocket

Machine Wash


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

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Ben Sherman Kentucky Bourbon L/S Shirt in Burnt

Ben Sherman Kentucky Bourbon L/S Shirt in Burnt

$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!

This Style from Ben Sherman is also available in Other Colors

Also available in store at Trustfund.

100% Cotton

Machine Washable


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

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Ben Sherman Northern Rye Tee in Grey

Ben Sherman Northern Rye Tee in Grey

$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 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

Added to Your Tote!

Ben Sherman Our City L/S Shirt in Navy

Ben Sherman Our City L/S Shirt in Navy

$118.00

View all product details

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

Added to Your Tote!

Ben Sherman Northern Rye Tee in Navy

Ben Sherman Northern Rye Tee in Navy

$68.00

View all product details

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 Trustfund.

100% Cotton

Machine Washable


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 Best Behaviour L/S Shirt in Navy Ben Sherman Best Behaviour L/S Shirt in Navy Ben Sherman Best Behaviour L/S Shirt in Navy $108.00

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Ben Sherman Best Behaviour L/S Shirt in Navy

Ben Sherman Best Behaviour L/S Shirt in Navy

$108.00

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Ben Sherman is known for impeccable craftsmanship, heartily displayed by this crisp, cotton shirt. It's patterned in a classic navy and white gingham check and will become a reliable staple for your work week wear. Featuring a small point collar with a concealed button-down, this must-have shirt is crafted with a box pleat, locker loop, and traditional bias check details. We love the mod tipping on the chest pocket with the famous tab branding. Wear it with raw denim or dark trousers.

Also available in store at Roadtrip

Mod Fit

100% Cotton

Machine Washable


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

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Ben Sherman Lasting Moment L/S Shirt in Sky

Ben Sherman Lasting Moment L/S Shirt in Sky

$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 classic sky blue and white 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 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 Lasting Moment L/S Shirt in Navy Ben Sherman Lasting Moment L/S Shirt in Navy Ben Sherman Lasting Moment L/S Shirt in Navy $108.00

Added to Your Tote!

Ben Sherman Lasting Moment L/S Shirt in Navy

Ben Sherman Lasting Moment L/S Shirt in Navy

$108.00

View all product details

Ben Sherman is known for impeccable craftsmanship, heartily displayed by this iconic check shirt. Cut from lightweight cotton, it's patterned in a classic navy and black 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 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 Lasting Moment L/S Shirt in Red Ben Sherman Lasting Moment L/S Shirt in Red Ben Sherman Lasting Moment L/S Shirt in Red $108.00

Added to Your Tote!

Ben Sherman Lasting Moment L/S Shirt in Red

Ben Sherman Lasting Moment L/S Shirt in Red

$108.00

View all product details

Ben Sherman is known for impeccable craftsmanship, heartily displayed by this iconic check shirt. Cut from lightweight cotton, it's patterned in a classic navy and brilliant red 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 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 Lasting Moment L/S Shirt in Black Ben Sherman Lasting Moment L/S Shirt in Black Ben Sherman Lasting Moment L/S Shirt in Black $108.00

Added to Your Tote!

Ben Sherman Lasting Moment L/S Shirt in Black

Ben Sherman Lasting Moment L/S Shirt in Black

$108.00

View all product details

Check off classic plaid from your must-have list with this great button-up from Ben Sherman. Boasting an adjustable single cuff and two finger button-down collar, the shirt promises a sleek and polished look. Its mod fit guarantees total comfort, topped off with bias check on its pocket and back yoke for the perfect touch of detailing. Pair with dark denim and a grey cardigan for a sophisticated, casual look.

This shirt is available in Other Colors.

Also available in store at Roadtrip.

100% Cotton

Branded Spade Pocket

Machine Wash


Quick View Ben Sherman Shoot Your Shot Tee in Green Ben Sherman Shoot Your Shot Tee in Green Ben Sherman Shoot Your Shot Tee in Green $29.00$48.00

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Ben Sherman Shoot Your Shot Tee in Green

Ben Sherman Shoot Your Shot Tee in Green

$29.00$48.00

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Bulls Eye! Hit the fashion target with this tee by Ben Sherman. This crew neck features a classic fit and is made from 100% cotton to keep you completely comfortable throughout the day. Pair this tee with a chunky knit cardigan and joggers for a comfortable lounge outfit.

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

Also available in store at Roadtrip.

100% Cotton

Machine Wash Cold


Quick View Ben Sherman Rewind L/S Shirt in Sunset Ben Sherman Rewind L/S Shirt in Sunset Ben Sherman Rewind L/S Shirt in Sunset $71.00$118.00

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Ben Sherman Rewind L/S Shirt in Sunset

Ben Sherman Rewind L/S Shirt in Sunset

$71.00$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 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 $79.00$108.00

Added to Your Tote!

Ben Sherman Kentucky Bourbon L/S Shirt in Red

Ben Sherman Kentucky Bourbon L/S Shirt in Red

$79.00$108.00

View all product details

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!

This Style from Ben Sherman is also available in Other Colors

Also available in store at Roadtrip.

100% Cotton

Machine Washable


Quick View Ben Sherman Backwoods L/S Shirt in Greys Ben Sherman Backwoods L/S Shirt in Greys Ben Sherman Backwoods L/S Shirt in Greys $83.00$118.00

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Ben Sherman Backwoods L/S Shirt in Greys

Ben Sherman Backwoods L/S Shirt in Greys

$83.00$118.00

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In a handsome mix of grey and white tones, Ben Sherman's checked shirt is a select choice for faultless casual looks. Featuring a two finger button- down collar, it's made from soft cotton in a Mod Fit that doesn't feel restrictive. Adorned with a chest pocket with tab branding and an adjustable single cuff, this shirt is crafted with a curved hem and tortoise shell colour buttons for a seasonal update on a classic style. Finished with a box pleat and locker loop, contrast the complex motif with solid-tone trousers.

Also available in store at Roadtrip

Mod Fit

100% Cotton

Machine Washable


Quick View Ben Sherman Best Behaviour L/S Shirt in Black Ben Sherman Best Behaviour L/S Shirt in Black Ben Sherman Best Behaviour L/S Shirt in Black $65.00$108.00

Added to Your Tote!

Ben Sherman Best Behaviour L/S Shirt in Black

Ben Sherman Best Behaviour L/S Shirt in Black

$65.00$108.00

View all product details

Ben Sherman is known for impeccable craftsmanship, heartily displayed by this monochrome cotton shirt. It's patterned in a classic black and white gingham check and will become a reliable staple for your work week wear. Featuring a small point collar with a concealed button-down, this must-have shirt is crafted with a box pleat, locker loop, and traditional bias check details. We love the mod tipping on the chest pocket with the famous tab branding. Wear it with raw denim or dark trousers.

Also available in store at Trustfund.

Mod Fit

100% Cotton

Machine Washable



We're Canadian

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

24-B York Street, Ottawa
Canada K1N 1K2
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613.562.0992