Financial ServicesMyDifferenceCustomer Support
Safe & SecureEasy Returns
  • Sign In/Register
  • Delivery Address
  • 0
  1. Men
  2. Underwear & Sleepwear
Filter by category
Socks
Sleepwear
Slippers
Thermal Underwear
Underwear
‌
AU
Striped Cotton Flannel Pyjama Pants
R349.00R244.30
‌
AU
Khaki Striped Flannel Pyjama Pants
R349.00R244.30
‌
AU
Waffle Stokie Slippers
R239.00R167.30
‌
AU
Textured Knit Slippers
R299.00R209.30
‌
AU
Cotton Henley Sleep T-shirt
R259.00R181.30
‌
AU
Check Flannel Pyjama Pants
R349.00R244.30
‌
AU
Star Wars Cotton Rich Socks 2 Pack
R 129.00
‌
AU
Ribbed Ultra Comfort Thermal Spencer
R 249.00
‌
AU
Green Star Wars Cotton Sleep T-shirt
R279.00R195.30
‌
AU
Star Wars Cotton Sleep T-shirt
R279.00R195.30
‌
AU
Buckle Felt Clog Slippers
R349.00R244.30
‌
AU
Faux Leather Mule Slippers
R299.00R209.30
‌
more
AU
Sherpa Faux Suede Mule Slippers
R349.00R244.30
‌
AU
Check Textured Fleece Pyjama Pants
R349.00R244.30
‌
AU
Quilted Mule Slippers
R299.00R209.30
‌
AU
Thermal Ultra Comfort Long Johns
R 249.00
‌
AU
Thermal Ultra Comfort Vest
R 249.00
‌
AU
Colour Block Thermal Socks 2 Pack
R 189.00
‌
AU
Plain Cotton Rich Low Cut Socks 5 Pack
R 149.00
‌
AU
Plain Cotton Rich Socks 5 Pack
R 189.00
‌
AU
Check Fleece Pyjama Pants
R299.00R209.30
‌
AU
Raglan Super Stretch Pyjama Top
R349.00R244.30
‌
AU
Brushed Cotton Henley Sleep T-shirt
R259.00R181.30
‌
AU
Check Flannel Pyjama Pants
R349.00R244.30

Underwear & Sleepwear

From weekend lie ins to couple’s nights in, get the most out of bedtime with our quality range of men’s underwear and sleepwear. With our cotton boxers, trunks, cotton pyjama sets and sleep shorts, you’ll find a variety of designs and textures in our men’s underwear and sleepwear range. Not forgetting our ribbed cotton sleep t-shirts that are made from stretchy cotton for absolute comfort -- a sleepwear essential!

You’ll love the cool feel of our plain trunks, cut from breathable organic cotton. They have added stretch to provide ultimate comfort and are available in a pack of three, for your convenience.

And if you’re looking for a good pair of socks, our collection of men’s socks have incredible moisture wicking properties to ensure you walk with confidence. Add a fun element to your night time outfit with our print cotton rich socks. 
Remember to look out for our online promotions on underwear and sleepwear.

See More
  • Prev
  • 1  of  5
  • Next
  • Get the new Woolies app
    Be the first to know!
    Sign up for our newsletter to know about our latest deals and what’s new!
    How do we use your information? Read our Privacy Policy
    MY ACCOUNT
    • Sign in/Register
    • Orders
    • Shopping Lists
    • Account Details
    IN-STORE SERVICES
    • Connect
    • WCafe
    • Now Now
    IN-STORE SERVICES
    • Connect
    • WCafe
    • Now Now
    CUSTOMER SERVICE
    • FAQs
    • Using Woolworths Online
    • Delivery Options
    • Returns and Exchanges
    • Terms and Conditions
    • Corporate Sales
    ABOUT WOOLWORTHS
    • Contact Us
    • About Us
    • Careers
    • Press and News
    • Sustainability
    GET THE CARD
    GET REWARDED WITH
    FOLLOW US ON

    Woolworths Financial Services (Pty) Ltd (Reg. No 2000/009327/07) An authorised financial services (FSP15289) and registered credit provider (NCRCP49)
    © 2026 Woolworths. All Rights Reserved.Privacy Policy