Casual Henley Shirts

Discover the perfect blend of comfort and style with our casual henley shirts. Designed for versatility, these shirts feature a classic buttoned neckline and soft, breathable fabrics that make them ideal for any occasion. Whether you're dressing up for a night out or keeping it relaxed on the weekend, our henley shirts offer a flattering fit and timeless appeal. Available in a variety of colors and styles, they are a must-have addition to your wardrobe. Elevate your casual look with these essential pieces that effortlessly combine fashion and function.

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16 products
View:  All|16 Products
Nike Men's Club Henley Shirt
  • Black
  • Dk Grey Heather

Nike Men's Club Henley Shirt

$55.00

(1)

the standard fit is designed to feel relaxed through the body for easy layering. ... nike crafted this classic silhouette with the comfort of nike club. ... midweight cotton feels soft and slightly structured for durable, daily

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5 Shun41
This is the best purchase. This shirt is comfortable and breathable

On Sale
Faherty Women's Sunwashed Fishermans Henley Shirt
  • Honey Gold

Faherty Women's Sunwashed Fishermans Henley Shirt

$112.48

WAS: $188.00*

Quick Facts

with its relaxed fit and soft feel, it ’s made for slow weekends, unwinding at home, or wherever comfort calls. ... it delivers the perfect amount of warmth for cool mornings and breezy evenings, while the sun- faded hues evoke the ease of sun- soaked

On Sale
Free Fly Women's Waffle Long Sleeve Henley Shirt

Free Fly Women's Waffle Long Sleeve Henley Shirt

$35.98-$41.98

WAS: $88.00*

Quick Facts

you might put it on for breakfast, but you ’ ll end up wearing it through lunch, coffee, and probably late into the evening, thanks to the all- day comfort and casual, goes- with- everything

On Sale
Hurley Men's Merchant Long Sleeve Henley
  • Night Force

Hurley Men's Merchant Long Sleeve Henley

See Price in Cart

WAS: $49.95*

Quick Facts

finished with woven labels at the neck and side, it ’s an easy go- to for everyday wear. ... machine wash cold( 30c) gentle cycle use non- chlorine bleach if needed tumble dry low cool iron dry cleanable do not iron

Smartwool Men's Heavy Henley Sweater
  • Light Gray Heather

Smartwool Men's Heavy Henley Sweater

$190.00

Quick Facts

made with sustainable materials imported ... slim fit collared henley sweater hugs the body for a flattering look 3- button placket lets you adjust your fit flatlock seam construction is designed to minimize chafing made with argyle pattern at chest to give a classic appearance pocket at wearer's...

On Sale
DSG Women's USA So Soft Henley Shirt
  • Navy/White

DSG Women's USA So Soft Henley Shirt

$18.73

WAS: $45.00*

Quick Facts

fit& design regular fit so soft fabric keeps you ultra- cozy on the

Hurley Men's H2O-Dri Slub Knit Long Sleeve Henley
  • Roadside

Hurley Men's H2O-Dri Slub Knit Long Sleeve Henley

$45.00

Quick Facts

h2o- dri fabric wicks sweat to help keep you dry soft, comfortable fabric side seam construction long sleeves ... machine

On Sale
Carhartt Women's TENCEL™ Fiber Relaxed Fit Ribbed Henley Shirt
  • Black

Carhartt Women's TENCEL™ Fiber Relaxed Fit Ribbed Henley Shirt

$27.97

WAS: $34.99*

(12)

This top is so soft, really like the texture, and a perfect fit. ... These shirts are so comfortable and feel great on. ... I 'm 5' 5 '' 125lbs and the small fits

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5 Camas
Buttery feel against the skin and great as layer or on its own. Everything I 've had from the TENCEL line has a nice drape and skin fill. I still wear my classic heavyweight Carhartt tees, but these feel so much nicer on the skin. It would be great to see more layering options in this material such as tanks/undershirts to wear under more heavy duty workwear that tends to be more abrasive to the skin.

5 LisaS
Love this shirt! So comfortable. Please offer MORE COLORS, I will buy them all!

5 MiezeF
Soft, comfortable and well made. It's a great weight for layering.

5 maryk
great quality, nice material, fit not to tight but semi fitted. liked it so much, i purchased 2, only thing i wish it came in different colors,

5 DanielleD
I like the way the Henley fits. It's not tight but just right. Loose and comfortable. Would order more colors if they come out with more colors.

On Sale
Free Fly Men's Bamboo Flex Long Sleeve Henley

Free Fly Men's Bamboo Flex Long Sleeve Henley

$40.48-$78.00

WAS: $78.00*

(9)

regular fit long sleeve henley shirt constructed with soft fabric for a comfortable feel set- in sleeves for a classic fit ribbed collar keeps it shape and prevents 3 button placket for adjustable ventilation heathered colors give this style the versatility to take you from dock to downtown...

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5 Chris D.
Love tall the flex gear, most comfortable clothes I have boughten!

5 Devin S.
This is THE HENLEY! Everything else is just nonsense. Love the Flex line at Free Fly. It is the perfect weight, drys fast, does n't wrinkle and fits amazing. Free Fly team, PLEASE ADD MORE COLORS!!!

5 Richard G.
These shirts for the winter months are So Comfortable and attractive, as a casual long sleeve shirt!

5 Devin S.
This is the henley that FreeFly should have always made. I love the Flex line, great material and super comfortable. Dear FreeFly please make in more colors!!!

5 Marissa Z.
Great everyday long sleeve that you can dress up or down. Runs a little large though.

Obermeyer Women's Explorer Tech Henley
  • Cosmo
  • Summit Sage
  • Mauve Deep

Obermeyer Women's Explorer Tech Henley

$49.97-$199.00

WAS: $199.00*

Quick Facts

this sleek henley is an excellent midlayer for cold- weather explorations. ... fit& design regular fit henley high neck with 1/2 snap closure so you can personalize your level of coverage long sleeves with fitted ribbed cuffs side seam zip security pocket to keep essentials close and

On Sale
Faherty Women's Apres Waffle Henley
  • Seamoss
  • Light Grey Heather

Faherty Women's Apres Waffle Henley

$67.47-$76.47

WAS: $128.00*

Quick Facts

designed with a casually laid back silhouette that pairs perfectly with your fave denim. ... the soft, textured fabric adds just the right amount of coziness while keeping things airy and

On Sale
Fair Harbor Men's Saltaire Henley
  • Maritime
  • Black

Fair Harbor Men's Saltaire Henley

$33.12-$33.97

WAS: $78.00*

Quick Facts

fit& design breathable sun- drenched look ribbed neck and cuff garment dyed for a one- of- a- kind wash that is unique to each piece ... garment- dyed for a one- of- a- kind vintage style that's softer than shirts you 've owned for years, our version is an effortless layer for every

On Sale
Patagonia Women's Capilene Cool Trail Bike Henley
  • Classic Navy

Patagonia Women's Capilene Cool Trail Bike Henley

$55.00

WAS: $59.00*

Quick Facts

q® odor control fabric fair trade certified™ casual on- bike aesthetic is perfect for long trail rides ... weight: 125 grams made with 100% recycled polyester spun

On Sale
Antigua Men's Penn State Nittany Lions Blue Strong Hold Hooded Henley

Antigua Men's Penn State Nittany Lions Blue Strong Hold Hooded Henley

$37.97

WAS: $84.99*

Quick Facts

design long sleeve, pullover henley 3- button placket using matte buttons 3- piece hood and shoulder seam forward detail standard fit style and team spirit printed team graphics additional details machine washable officially licensed collegiate

On Sale
FP Movement Women's Bail Out Long Sleeve Layer
  • Dark Amythest

FP Movement Women's Bail Out Long Sleeve Layer

$52.99

WAS: $68.00*

Quick Facts

so sleek and versatile, this top features a smooth, soft fabrication and henley silhouette with a peaky back cutout, deep scoop neckline, and flattering underbust

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On Sale
Hurley Men's Harbor Short Sleeve T-Shirt
  • White
  • Bristlecone Heather

Hurley Men's Harbor Short Sleeve T-Shirt

See Price in Cart

WAS: $27.95*

On Sale
Casual Henley Shirts

On this page...

  • What are the key features to look for in a casual henley shirt?
  • What occasions are casual henley shirts suitable for?
  • How do casual henley shirts differ from other types of shirts?
  • What styles of casual henley shirts are available?
  • What should I consider when choosing the right size for a casual henley shirt?
  • Can casual henley shirts be worn in different seasons?

Frequently Asked Questions For Casual Henley Shirts

When selecting a casual henley shirt, consider the fabric, fit, and style. Look for breathable materials that offer comfort for all-day wear, and choose a fit that complements your body shape. Additionally, pay attention to the design details, such as button placement and sleeve length, which can enhance the overall aesthetic.

Casual henley shirts are versatile and can be worn for a variety of occasions. They are perfect for relaxed outings, casual gatherings, or even as a layering piece for outdoor activities. Their comfortable style makes them a great choice for both everyday wear and more laid-back events.

Casual henley shirts are distinguished by their unique neckline featuring a few buttons, which sets them apart from traditional crew neck or polo shirts. This design adds a touch of style while maintaining a relaxed look. Additionally, henleys often come in various materials and weights, making them suitable for different seasons and activities.

Casual henley shirts come in a range of styles, including long sleeve, short sleeve, and even sweater variations. They can be found in various colors and patterns, allowing for personal expression. Some styles may also feature unique details like textured fabrics or contrasting buttons, adding to their appeal.

When selecting the right size for a casual henley shirt, it's important to consider both your measurements and the desired fit. Check the sizing chart provided by the retailer, and think about whether you prefer a more relaxed or fitted look. Additionally, consider the fabric's stretch and how it may affect the overall fit.

Yes, casual henley shirts can be worn in various seasons depending on the material and layering options. Lightweight cotton or linen henleys are great for warmer months, while heavier fabrics can provide warmth in cooler weather. Layering with jackets or sweaters can also make henleys suitable for transitional seasons.