Most Comfortable Dress Socks for Men 2022
The most highly sought-after characteristic in dress socks: comfort.
This installment in our Most Comfortable Series is all about the most comfortable dress socks for men.
And when we use the term comfortable, you might be wondering what level of comfort we’re actually talking about here.
To make our Most Comfortable List, we’re talking about socks that fit like a second skin. A pair that you’re happy to put on and then forget you’re even wearing levels of comfort.
Now, of course, we know that men come in all different shapes and sizes, not to mention have different preferences when it comes to fit, fabric type, etc.
For this reason, it’s difficult to promise that each pair of socks listed here is going to fit and feel perfect to you.
So, while there may be some scrolling and a little trial and error involved, we’re confident that you’ll find a pair of incredibly comfortable dress socks on this list that fit just right and become your new favorites.
Note: Featured products are independently selected and reviewed by The Underwear Review. If you purchase through our links, we may earn commission.
1. Mack Weldon Silver Extended Crew Dress Socks
Shop at Mack Weldon: Mack Weldon Silver Extended Crew Dress Socks
The Mack Weldon Silver Extended Crew Dress Socks feature a signature ionic+ silver fabric infused with super-fine Pima cotton for comfort and anti-odor properties. These socks have a cushioned footbed, stay-put pique cuffs, and an extended crew length.
2. Tommy John Stay-Up Dress Socks
Shop at Tommy John: Tommy John Stay-Up Dress Socks
The Tommy John Stay-Up Dress Socks feature a comfortable Pima cotton fabric blend with zoned ventilation to keep your feet cool and dry. These socks have added arch support, light compression to support blood flow, and stay-put InvisiGrip Technology.
3. Bombas Dress Calf Socks
Shop at Bombas: Bombas Dress Calf Sock
The Bombas Dress Calf Socks feature a lightweight fine gauge knit with a cushioned footbed, seamless toe, and honeycomb arch support system. These socks have a slightly shorter mid-calf length with stay-up technology.
4. Bombas Merino Wool Dress Knee High Socks
Shop at Bombas: Bombas Merino Wool Dress Knee High Socks
The Bombas Merino Wool Dress Knee High Socks feature incredibly soft merino wool that’s naturally breathable and moisture-wicking. These socks have a honeycomb arch support system, seamless toe, and stay-up technology.
5. Calvin Klein Flat Knit Dress Socks
Shop at Calvin Klein: CK Flat Knit Dress Socks
The Calvin Klein Flat Knit Dress Socks feature a soft flat knit combed cotton blend with ribbed knit trim and subtle logo styling. These socks have a modern mid-calf length and stylish seaming details.
6. Calvin Klein Ribbed Logo Dress Socks
Shop at Calvin Klein: CK Ribbed Logo Dress Socks
The Calvin Klein Ribbed Logo Dress Socks feature a combed cotton stretch blend in a wide ribbed knit design. These socks have a modern mid-calf length, subtle logo styling, and stylish seaming details.
7. London Sock Company Dash of Class Dress Socks
Shop at London Sock Company: London Sock Company Dash of Class Dress Socks
The London Sock Company Dash of Class Dress Socks feature a signature stretch-fit cotton blend that’s finely knitted and hand finished. These stylish socks sit perfectly at mid-calf and come with a 12-month Sock Sure Guarantee.
8. Falke Tiago Dress Socks
Available on Amazon: Falke Tiago Dress Socks
The Falke Tiago Dress Socks feature a premium cotton fabric with slight sheen, color brilliance, and a non-slip sole. These socks have reinforced stress zones for durability and hand-linked flat toe seams for extra comfort.
9. Falke Airport Dress Socks
Available on Amazon: Falke Airport Dress Socks
The Falke Airport Dress Socks combine a fine merino wool for thermal regulation with soft cotton for all day comfort. These socks have extended cuffs to stay up, reinforced stress zones for durability, and a wrinkle-free fit.
10. Brooks Brothers Over-the-Calf Dress Socks
Shop at Brooks Brothers: Brooks Brothers Over-the-Calf Socks
The Brooks Brothers Over-the-Calf Socks feature a very comfortable cotton and nylon fabric blend with a touch of stretch for exceptional fit. These socks have great durability and stay up all day with an over-the-calf length.
If you’re all about comfort when it comes to your socks, shirts, and underwear be sure to check out the rest of our Most Comfortable Series.
