The 21 Nicest Men’s Henley Shirts to Upgrade Your Style

Born as a simple undershirt for Englishmen back in the 1800s, the henley shirt is one of the few items of clothing to remain in fashion and relatively unchanged for as long as it has. If anything can be considered timeless in style, it’s the henley. That’s why we believe every man should have at least one great henley shirt in his wardrobe.

Even so, with so many options available today with the wealth of different materials and unique twists that brands are bringing to the high street, where do we start? Lucky for you, we’ve put a lot of great thought into the matter and came out with this list of the 21 nicest men’s henley shirts to upgrade your style. We can guarantee that there’s something on this list for everyone.

OUR RECOMMENDATIONS

BEST CASUAL

The Taylor Stitch The Heavy Bag Henley is a great all-rounder that is not only super comfortable and stylish but is also made completely of recycled or upcycled materials. That definitely doesn’t hold it back on quality, though.

BEST HENLEY SHIRT FOR SUMMER

Take a look at the Olivers Apparel Convoy Short Sleeve Henley, which is made of 100% 18.5 micron Merino wool – the perfect material for lasting softness that can help keep you cool and fresh in summer. Pair that with a lightweight knit and short-sleeve design, and you have yourself a winner.

BEST FOR WINTER

You can’t go wrong with Cashmere. The Mack Weldon Tech Cashmere Henley is the perfect winter henley shirt that will aid in thermal regulation. The Tech Cashmere will look great with any winter ensemble with a stylish, raglan-sleeve design.

1. L.L.Bean Signature Men’s Long Sleeve Henley Shirts

If you’re looking for a comfortable, slim-fitting henley that you can wear on any occasion, take a look at L.L.Bean’s Signature Long Sleeve Henley. With a slightly heavier knit and a subtle, slubbed texture – this is a shirt that will keep you warm and comfortable throughout the day – whatever the weather – and looking good at the same time.

2. Taylor Stitch The Heavy Bag Henley

If sustainability is a priority for you, look no further than Taylor Stitch’s ‘The Heavy Bag’ henley. Unlike most clothing products that consume vast amounts of water to produce each item, this henley is made from the first’ truly waterless’ fabric made of a blend of upcycled cotton and recycled polyester. Even so, this is a high-quality garment with a tailored fit, so you definitely don’t need to worry about sacrificing comfort, style, or quality in favour of the environment. This henley t-shirt delivers on all three.

3. Buck Mason Pima Curved Hem Henley

Made with luxuriously soft and durable 140gsm Pima cotton, the Pima Curved Hem Henley from Buck Mason is a stylish and high-quality garment that’s made to last. This shirt offers everything you could want from a classic henley – even that authentic, classic look that’s hard to find on a high-street clothes rack.

4. Patagonia Men’s Long-Sleeved Work Henley Pocket Tee

With a Fair Trade Certified™ sewing practice and a durable yet soft hemp/cotton fibre blend, the Patagonia Men’s Long-sleeved Work Henley is made thoughtfully not just to embrace the classic designs of yesterday but improve upon them. Not only is this henley pocket tee superbly comfortable to wear, but it’s also built for daily use with lasting durability. No Patagonia product would be complete without the classic logo, of course, which is brandished subtly on the convenient chest pocket.

5. Cuts Clothing L/S Henley Curve-Hem

Having hit the ground running, making a name for themselves over the last few years, Cuts Clothing has several great options when it comes to henley tee-shirts, including this L/S Henley Curve-Hem tee. Coming in six classic Cuts colour-ways, the L/S Henley Curve-Hem will keep you looking dapper on any occasion, thanks to a wrinkle-free PYCA Pro® fabric that’s engineered to perfection.

6. Mr Porter Rag & Bone Henley

Perhaps the epitome of the classic henley shirt look, the Rag & Bone Henley by Mr. Porter has an extremely soft, heathered mélange cotton fabric that absolutely screams the word ‘comfort.’ This henley is designed to give off a clean but vintage appeal that would suit most attires but would look especially great amongst a vintage collection or throwback ensemble.

7. Arc’teryx Sirrus Men’s Henley Shirt

Made with performance in mind – Arc’teryx’s Sirrus Henley utilizes a clever DryTech fabric that works to rapidly evaporate moisture away from the body, keeping you cool and dry even with strenuous activity. If you’re looking for a henley that can support an active lifestyle or just something a little more sporty than your typical henley design. We’d definitely recommend considering this product.

8. Everlane Men’s Uniform The Premium Weight Henley

A more modern option that’s part of Everlane’s 365-day guarantee-backed ‘Uniform’ collection, the Premium Weight Henley is made with a durable, 6.2 oz cotton fabric that remains breathable and comfortable even with extended use. Even if you’re skeptical of the quality, thanks to the 365-day guarantee, Everlane will send you a brand new one if you experience any tears, fading, shrinkage, or holes. What have you got to lose?

9. prAna Ronnie Men’s Henley Shirt

The prAna Ronnie is made with comfort and conscience in mind. Utilizing only organic cotton and recycled polyester, this henley tee is far more sustainable than some other options on this list. A great option if you want a casual henley shirt under your work attire on a cold winter’s day or while hanging out with friends as a casual tee.

10. Mack Weldon Tech Cashmere Henley

If you want luxury, you go Cashmere. Mack Weldon knows too well the benefits of this magical material and has striven to give us a classic men’s thermal henley shirt that offers all the benefits of Cashmere wool. Cashmere is not only superbly soft and durable, but it’s also a naturally thermoregulating fibre, which makes it a great thermal layer to keep you cool in summer but warm in winter. This raglan-style henley is a perfect all-rounder for every season.

11. Everlane The Air Henley

Another option from Everlane’s collection of smart-casual attire, The Air Henley, is a slightly lighter option with a short-sleeve design. Made with a breathable design that incorporates a fine-gauge, lightweight knit, this henley shirt is the perfect piece of attire to have in the warmer summer months when you need something casual but cool (in both senses of the word).

12. Patagonia Long-Sleeved Organic Cotton Henley Pullover

Made almost entirely of 100% organic virgin cotton, this henley pullover is a highly comfortable option that offers the best (and most natural) breathability. However, a small addition of Spandex steals the show by providing that little bit of extra give to make this an easy shirt to pull on and off and the beginning or end of your day.

13. Carhartt Men’s Workwear Pocket Henley

The Men’s Workwear Pocket Carhartt Henley Shirt takes inspiration from the polo with its short-sleeved, pocketed, club-collar design. This comfortable short sleeve henley shirt is perfect for the working man (as the name suggests) thanks to its mostly cotton design and relaxed fit. Choose from a variety of vibrant colour-ways to help you stand out from the crowd.

14. Pegeno Men’s Casual Henley

Pegeno has something to offer when it comes to the short-sleeve henley with this versatile, lightweight henley t-shirt. This product has a straight hem, three-button placket, and comes in a slim fit for a classic but complementary style that will complement most ensembles. When it comes to colours, you’re spoilt for choice. Not only is this shirt available in classic solid or heathered colours, but also floral, tye-dye, and camo designs too.

15. Nitagut Men’s Casual Henley T-Shirt

Available in both a short-sleeve and a long-sleeve option and over 22 different colours (including striped patterns), the Nitagut Men’s Casual Henley does exactly what it says on the tin – offers an affordable, casual henley tee to add to your wardrobe in abundance. Due to the great price range, we’d recommend ordering a handful of different colours to add to your wardrobe, so you’ve always got a henley shirt on hand for casual events.

16. Public Rec Go-To Henley Shirt Long Sleeve

Opting for the more modern raglan-style sleeve cut, Public Rec’s entry on this list is a stylish but reserved henley shirt men with an active lifestyle will love. The Wrinkle-resistant fabric makes it easy to throw this shirt on a whim, and a blend of Pima Cotton and TENCEL provides a fabric that’s also highly breathable and consistently fresh. The perfect henley tee for a man on the move.

17. Flint and Tinder Henley Sweatshirt

If anyone knows how to create a clothing product that lasts, it’s Flint and Tinder. Their Henley Sweatshirt is no different, with a relaxed but stylish cut that’s reminiscent of your favourite sweatshirt but with the classic henley dressing. This henley pullover is made from super soft french terry and ‘unbreakable’ rubber buttons. It also has a convenient chest pocket that serves a purpose and adds that little something extra to the overall design.

18. Cuts Clothing Henley Curve-Hem

You didn’t think we were done with Cuts Clothing just yet, did you? One of the standout features that make their products the best henley shirts is the PYCA™ Pro fabric. This clever fabric offers lots of give for a snug fit, is super soft, and is pre-shrunk to avoid any washing machine or tumble-dryer-inspired disappointments. This soft, casual henley tee comes in a collection of cool colours and a fit that is slightly on the trimmer side to make the most of that super soft fabric.

19. Oliver’s Apparel Convoy Short Sleeve Henley

While not quite as warm as Cashmere, Merino wool offers a lot of the same benefits as well as greater durability, and it’s still one of the softest materials out there. Oliver’s Apparel has made great use of Merino in their Convoy Short Sleeve Henley, which is the ideal Merino Wool henley shirt for warmer weather. This isn’t one of those ‘Merino-composite’ blends either – when you buy a Convoy, you’re getting 100% Merino wool for maximum benefits.

20. Fjallraven Singi Merino Henley

It’s hardly a surprise that from the minds of prolific Scandi clothing brand Fjallraven comes a lightweight, comfortable henley that works brilliantly as a winter underlayer. The Fjallraven Singi is made with moisture-wicking Merino wool, which helps to keep your body fresh and bad odours at bay, whatever the weather. All of Fjallraven’s Merino wool is traced back to the source to ensure only ethically-produced wool is used in this product.

21. Bonobos Lightweight Cotton Sweater Henley

The Bonobos Cotton Sweater Henley comes in a stylish cotton feeder stripe design that offers something a little bit different. As always, the cotton component of this henley shirt keeps it nice and breathable, making it a great option for summer or as a winter under-layer that doesn’t restrict air circulation. If you like to show off your build, the athletic fit of this henley will definitely do it justice, fitting snuggly against the contours of your body in all the most aesthetic places.

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