Skip to main content
The Simons members:
free shipping over $50 and free returns (exceptions may apply)

Men's Sleepwear & Leisurewear

FEATURED


Sophisticated menswear with a touch of avant-garde, Le 31 appeals to the businessman, the innovator, the adventure-seeker, and the athlete with its wide range of collections that feature everything from the comfiest essentials to the season's trendiest pieces.

New

Print lounge T-shirt discounted price Can$29.00
Le 31

Editor's pick

Solid brushed finish pyjama pant discounted price Can$39.00
Le 31
+2
Soft solid T-shirt discounted price Can$29.00
Le 31
+2
Soft solid T-shirt discounted price Can$29.00
Le 31

Editor's pick

Solid brushed finish pyjama pant discounted price Can$39.00
Le 31

Editor's pick

Solid brushed finish pyjama pant discounted price Can$39.00
Le 31

New

Print lounge T-shirt discounted price Can$29.00
Le 31

Editor's pick

Solid brushed finish pyjama pant discounted price Can$39.00
Le 31
+2
Soft solid T-shirt discounted price Can$29.00
Le 31

Editor's pick

Solid brushed finish pyjama pant discounted price Can$39.00
Le 31

New

Print lounge T-shirt discounted price Can$29.00
Le 31
Long-sleeve T-shirt discounted price Can$39.00
Le 31
Solid pyjama joggers discounted price Can$39.00
Le 31
Hooded terry bathrobe discounted price Can$135.00
Le 31
Hooded terry bathrobe discounted price Can$135.00
Le 31
Hooded terry bathrobe discounted price Can$135.00
Le 31

Editor's pick

Essential waffled robe discounted price Can$89.00
Le 31

Editor's pick

Essential waffled robe discounted price Can$89.00
Le 31

Editor's pick

Essential waffled robe discounted price Can$89.00
Le 31
Moire velvet robe discounted price Can$125.00
Le 31
Moire velvet robe discounted price Can$125.00
Le 31
Moire velvet robe discounted price Can$125.00
Le 31
BOSS by HUGO BOSS at Simons

This German brand delivers high-end collections starring modern designs that help the wearer adapt to the rhythms of an active lifestyle.

Waffled pyjama pant discounted price Can$99.00
BOSS
Waffled pyjama joggers discounted price Can$99.00
BOSS
Monochrome T-shirt discounted price Can$59.00
BOSS
Lightweight jersey robe discounted price Can$189.00
BOSS
Polo Ralph Lauren logo at Simons

The epitome of iconic American style, Polo Ralph Lauren has offered refined classics with a modern and cool twist since 1967.

Morning teddy bear pyjama set discounted price Can$130.00
Polo Ralph Lauren
Herringbone knit robe discounted price Can$200.00
Polo Ralph Lauren
Check soft flannel pyjama pant discounted price Can$95.00
Polo Ralph Lauren
Pure cotton crew-neck undershirt discounted price Can$35.00
Polo Ralph Lauren
Herringbone knit robe discounted price Can$200.00
Polo Ralph Lauren
Polo Bear in pyjamas terry bathrobe discounted price Can$225.00
Polo Ralph Lauren
Pure cotton crew-neck undershirt discounted price Can$35.00
Polo Ralph Lauren
Terry-lined velvet robe discounted price Can$200.00
Polo Ralph Lauren
Terry-lined velvet robe discounted price Can$200.00
Polo Ralph Lauren
Terry-lined velvet robe discounted price Can$200.00
Polo Ralph Lauren

Majestic

Canadian Brand | This Montreal-based company offers a wide selection of high-quality pyjamas, nightshirts, and robes designed to wow all kinds of guys.

tekla logo

Based in Copenhagen, Tekla makes textile products that keep comfort, functionality, and durability front of mind. The eco-friendly company focuses on high-quality materials and thoughtful, elegant designs that will last for years.

Hopper stripes poplin pyjama short discounted price Can$195.00
Birkenstock x Tekla
Cyberjammies logo

As a family business, Cyberjammies strives to create affordable sleepwear designed not only for sleeping, but also for spending quality time with the family and creating memorable moments.

Wild animal pyjama pant discounted price Can$60.00
Cyberjammies
Soft patch-pocket T-shirt discounted price Can$49.00
Cyberjammies
Soft patch-pocket T-shirt discounted price Can$49.00
Cyberjammies

SLEEPWEAR AND LOUNGEWEAR FOR MEN

Whether you're looking for pyjama sets or lounge T-shirts, shirts, shorts, and pants to mix and match together, our assortment has what you need. Dressing you in stretch knits, light jerseys, cozy fleece, crisp poplins, and French terry, our collection of sleepwear and loungewear also offers you a wide selection of elegant and comfortable robes and bathrobes.

Our pieces from Le 31, Lacoste, Polo Ralph Lauren, and Majestic will wrap you in a cozy cocoon, while pieces from Rue de Tokyo and OAS will satisfy your desire for more sophisticated items. In addition to a wide range of styles and brands, you'll find a variety of fabrics and materials, each more comfortable than the last: organic cotton, TENCEL™ modal, viscose, wool, linen, and more. It's time to sit back and relax—all that's left to do is choose which ones you like best!  

Flag of the United States

Are you in the United States?

Visit simons.com