Winston Dress Socks

★★★★★ (365)

“Finally, dress socks that actually stay up. Thin for my dress shoes and still super soft and comfortable from morning to night.”

Mike – Verified Customer

$27.00
$27.00 $27.00
DS+ Members: $20.25
Shipping: free for DS+ members or calculated at checkout.
★
DS+ is our Sock Club perks program.
Active Sock Club members get 25% off + free shipping on every order.
Size chart
Ship Free on $75
111-Day Guarantee
1.8m+ pairs sold
4.9 Rating 2,500+

Description

The Winston is a refined dark navy dress sock, accented with stylish maroon stripes and a touch of gold for a sophisticated yet bold look. Ideal for those who want to stand out with subtle elegance.

Our boardroom dress socks are the most advanced dress socks on the market today. These socks feature a seamless toe and heel for zero irritation, arch support to prevent foot sliding, and a deeper heel contour for a sleek, tailored fit. Additionally, our latest patent-pending TrueStay‚Ñ¢ silicone technology ensures the socks stay exactly where you want them throughout the day.

Perfect for office days, formal occasions, or stylish nights out, the Winston Dress Socks provide both comfort and an understated touch of luxury. Pair them with your favorite dress shoes or fashionable sneakers for the ultimate experience.

Features & construction

  • Fabric

    • Cotton

  • Color

    • Striped
    • Navy
    • Maroon
    • Gold

  • Features

    • Moisture wicking
    • Seamless toe and heel
    • TrueStay™
    • Y-Stitched Heel
    • Reinforced Heel & Toe
    • Arch Support

  • Size(s)

    • One size

Size & fit

Regular
Men’s Shoe Size: 9-13

Women’s Shoe Size: 10-14
Navy dress socks with deep red stripe and gold accents
$27.00
$27.00 $27.00
DS+ Members: $20.25

Engineered to Stay Comfy.
Designed to Stay Put.

Most dress socks slide down, lose shape, or rub in the wrong places. We built ours differently — every detail is crafted for the way you actually move.

Reinforced heels and toes, premium yarns, and our TrueStay™ grip work together to create the one dress sock that stays up, stays soft, and stays comfortable all day.

Dark navy knit sock featuring the word ’death’ in bold pink lettering, accented with scattered white snowflake-like dots.

Sock Science

Patented TrueStay™

The only mid-calf dress sock on the market that is guaranteed to stay in place
Deep navy blue knit socks with a soft, ribbed texture.

Sock Science

Premium Long-Staple Cotton

Crafted with precision and care using Italian-made Lonati 200N knitting machines for the highest possible quality and feel  
Navy blue knit ankle sock with a smooth, seamless design

Sock Science

Deeper Y-Heel

Hugs the contours of your foot, providing extra support and stability without bunching or slipping
A light gray athletic sock with a subtle textured knit and two parallel navy blue stripes near the toe.

Sock Science

Enhanced Arch Support

The perfect balance of tension & stretch creates a more sleek and secure fit
A close-up of a maroon and gray striped sock with a ribbed texture.

Sock Science

Undetectable Toe Seams

Flat, hand-linked toe prevents irritation for smooth, seamless feel without any distractions

You may also like

    ★★★★★
    ★★★★★
    ★★★★★
    ★★★★★