Menu
My Tote
Page: 1234
Quick View Levi's Dundas Times Short Sleeve Shirt Levi's Dundas Times Short Sleeve Shirt Levi's Dundas Times Short Sleeve Shirt $70.00

Added to Your Tote!

Levi's Dundas Times Short Sleeve Shirt

Levi's Dundas Times Short Sleeve Shirt

$70.00

View all product details

When the warm weather hits you won't have to worry because Levi's short sleeve shirt will have you looking and feeling cool! Indigo dyed for a rich, distinctive blue, this shirt will artfully age through regular washing and wearing for a one-of-a-kind feel! Featuring a tri-dot print and pearl-finished button-up placket, this button-down collar piece will look clean and sharp with dark wash denim and brown leather brogues.

Also available in store at Roadtrip.

100% Cotton

Poplin

Machine Wash Cold

Standard Fit


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

Added to Your Tote!

Ben Sherman Rewind L/S Shirt in Sky

Ben Sherman Rewind L/S Shirt in Sky

$118.00

View all product details

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

Added to Your Tote!

Ben Sherman Our City L/S Shirt in White

Ben Sherman Our City L/S Shirt in White

$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 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 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

Added to Your Tote!

Ben Sherman Kentucky Bourbon L/S Shirt in Red

Ben Sherman Kentucky Bourbon L/S Shirt in Red

$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!

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

Added to Your Tote!

Ben Sherman Scottish Barrel L/S Shirt in Blue

Ben Sherman Scottish Barrel L/S Shirt in Blue

$138.00

View all product details

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

Added to Your Tote!

Ben Sherman From Barley Shirt in Blue

Ben Sherman From Barley Shirt in Blue

$118.00

View all product details

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

Added to Your Tote!

Ben Sherman Headlines S/S Shirt in Berry

Ben Sherman Headlines S/S Shirt in Berry

$98.00

View all product details

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

Added to Your Tote!

Ben Sherman Call On Me S/S Shirt in Green

Ben Sherman Call On Me S/S Shirt in Green

$98.00

View all product details

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 Levi's King West Long Sleeve Tee in Black Levi's King West Long Sleeve Tee in Black Levi's King West Long Sleeve Tee in Black $50.00

Added to Your Tote!

Levi's King West Long Sleeve Tee in Black

Levi's King West Long Sleeve Tee in Black

$50.00

View all product details

Levi's makes casual dressing a breeze thanks to classic pieces such as this striped long sleeve. Incredibly soft, this cotton jersey shirt features a ribbed crew neck and will be a go-to on weekends! Pair with your favourite Levi's jeans for a timeless look! 

This Long Sleeve from Levi's is also available in Other Colors.

Also available in store at Roadtrip.

Standard fit

100% Cotton

Machine Wash Cold


Quick View Levi's King West Long Sleeve Tee in Red Levi's King West Long Sleeve Tee in Red Levi's King West Long Sleeve Tee in Red $50.00

Added to Your Tote!

Levi's King West Long Sleeve Tee in Red

Levi's King West Long Sleeve Tee in Red

$50.00

View all product details

Levi's makes casual dressing a breeze thanks to classic pieces such as this striped long sleeve. Incredibly soft, this cotton jersey shirt features a ribbed crew neck and will be a go-to on weekends! Pair with your favourite Levi's jeans for a timeless look!

This Long Sleeve from Levi's is also available in Other Colors.

Also available in store at Roadtrip.

Standard fit

100% Cotton

Machine Wash Cold


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

Added to Your Tote!

Ben Sherman Oak Barrels Polo in Red

Ben Sherman Oak Barrels Polo in Red

$98.00

View all product details

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

Added to Your Tote!

Ben Sherman Oak Barrels Polo in White

Ben Sherman Oak Barrels Polo in White

$98.00

View all product details

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

Added to Your Tote!

Ben Sherman Smoky Oak Shirt in Grey

Ben Sherman Smoky Oak Shirt in Grey

$118.00

View all product details

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 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

Added to Your Tote!

Ben Sherman Scotch Neat L/S Shirt in Navy

Ben Sherman Scotch Neat L/S Shirt in Navy

$118.00

View all product details

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

Added to Your Tote!

Ben Sherman Distillery S/S Shirt in Sky

Ben Sherman Distillery S/S Shirt in Sky

$108.00

View all product details

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

Added to Your Tote!

Ben Sherman Distillery S/S Shirt in Navy

Ben Sherman Distillery S/S Shirt in Navy

$108.00

View all product details

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

Added to Your Tote!

Ben Sherman Single Malt L/S Shirt in Tartan

Ben Sherman Single Malt L/S Shirt in Tartan

$118.00

View all product details

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

Added to Your Tote!

Ben Sherman From Barley Shirt in White

Ben Sherman From Barley Shirt in White

$118.00

View all product details

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

Added to Your Tote!

Ben Sherman Private Reserve Shirt in White

Ben Sherman Private Reserve Shirt in White

$118.00

View all product details

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


Page: 1234

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
see map and hours

613.562.0992