Name a more versatile piece of clothing than a henley shirt; go on, we dare you. The best henley shirts benefit from a super functional design, making them a go-to undergarment, as they allows us to wear our heavyweight garments over the top, securing incredible warmth in winter. However, lightweight short-sleeve henley shirts are perfect for summer, as they’re highly breathable and comfortable.
The henley shirt has always been a super practical staple piece, as it initially served as the uniform for sailors in the town of Henley-on-Thames. However, this undergarment went on a brief hiatus and didn’t merge into mainstream culture until the 1960s, after Ralph Lauren began designing henley-style shirts into his menswear collections. Soon after its reincarnation, everyone began rocking these designs, recognised for their casual, laidback style; suitable to wear all year round.
Aside from a basic white tee, there is no undergarment more adaptable than a henley shirt. To celebrate the functionality of this classic top, we’ve carefully curated a list of the best henley shirts men can buy today. These shirts are of the finest quality and will quickly become the foundation of all your casual wear.
Browse through the list of the best makers of men’s henley shirts.
Hugo Boss

Price: From $348
Sizes: S-XXXL
Customer Reviews: “All fit nicely and excellent quality.”
Hugo Boss is a famous luxury fashion brand headquartered in Metzingen, Baden-Württemberg, Germany. Hugo Boss has pioneered the fashion industry for almost a century through its game-changing and stylish designs, the pinnacle of classic menswear.
Hugo Boss supply some of the best henley shirts for men on the market, as they’re a classic, simple staple piece, suitable for every man’s wardrobe. If you’re looking for a quality henley shirt that’s an excellent underlayer for winter, make sure you check out their collection. These henley shirts come in oversized, slim fit, long sleeve and short sleeve styles, designed to be exceptionally soft and cosy. These shirts are premium cotton, guaranteed to last a long time.
Everlane

Price: From $60
Sizes: XS-XXL
Customer Reviews: “This shirt provides not only extremely high quality, but excellent fit and comfort. The best I have encountered in many years of clothing purchases.”
Everlane is one of the best sustainable clothing brands, delivering clothes crafted from the most delicate fabrics and materials. This company is committed to making a difference as they only partner up with ethical factories. However, beyond being eco-friendly, this brand is impeccably stylish, with its diverse contemporary range of men’s fashion.
They have an endless collection of henley shirts for men, offering both short and long sleeve styles. Made from 100% cotton, these henley shirts are incredibly soft and warm on the skin, keeping you protected in cold weather, and they’re built to last, thanks to their highly durable construction.
Outerknown

Price: From $99
Sizes: S-XXL
Customer Reviews: “This will be perfect for times when I want the weight of a t-shirt but a more refined look.”
In 2015, surfing legend Kelly Slater and John Moore’s created their own lifestyle clothing brand, with the vision to serve quality apparel to outdoor enthusiasts while preserving the planet. If you’re searching for a pioneering sustainable clothing brand that manufactures incredible products, make sure you check out their online store.
Outerknown has a collection of innovative henley shirts for men made purely from renewable and recyclable materials, including organic Pima cotton. Outerknown’s henley shirts also offer a relaxed fit and are the perfect basic tee to wear in the colder seasons. Better still, Outerknown’s henley shirts come in various styles, cuts and colours cater to every man’s preferred aesthetic.
Ministry of Supply

Price: From $88
Sizes: XS-XXL
Customer Reviews: “Great fabric. Pleasure to wear. Absolutely functional and nearly zero care.”
Ministry of Supply was born in Cambridge and is headquartered in the Massachusetts Institute of Technology (MIT) labs, ensuring their clothing is of the highest quality. This brand is committed to tailoring the finest men’s shirts, including their stylish range of henley shirts.
Ministry of Supply’s henley shirts benefit from a simple yet effective design, as they feature advanced technology geared to be highly functional and protective. They’re incredibly well-made too, being crafted from premium merino wool that is super stretchy and flexible, allowing you to move with great ease. For man wanting choice with his henley shirts, Ministry of Supply offer their collection in a range of cool colours, promising to complement any casual outfit.
Todd Snyder

Price: From $88
Sizes: XS-XXL
Customer Reviews: “The cotton is so soft, making the shirt incredibly comfortable to wear. The color (black) is really eye-catching.”
Todd Snyder launched his label in 2011, with the dream to infuse his love of New York in his clothing. This brand’s distinct style draws influence from Savile Row craftsmanship, military tailoring, fusing it with a New York sensibility, and has been hailed as one of the best menswear brands of all time.
Make sure you visit their online store, as Todd Snyder offers a versatile collection of henley shirts for men, available in the most striking colours. This collection has everything from jersey long sleeve henley shirts to basic short sleeve henley shirts. Many of these designs are also fine cotton and feature shell buttons and a button placket for your convenience.
Buck Mason

Price: From $78
Sizes: XS-XXL
Customer Reviews: “These are by far the highest quality and stylish too. I wore my black one to the theater Saturday night and it looked great dressed up!”
In 2013, neighbours Sasha Koehn and Erik Allen launched their clothing brand Buck Mason from a 50 square foot garage supplying basic jeans and tees. Despite starting from humble beginnings, this company has cultivated a loyal following, recognised for its laidback, easy-going style. If you’re looking for the best henley shirts for men that are perfect for casual wear, you have to check out their store.
Buck Mason’s men’s henley shirts are 100% Pima cotton, designed to feel super soft and delicate on the skin. Many of their henley shirts also come with a curved hem, geared to be super flattering while making you look taller. As with other brands on this list, Buck Mason offers its henley shirts in a range of colours, but they particularly focus on rich dark winter colours, the perfect choice if you’re looking for something to blend in with any outfit seamlessly.
Club Monaco

Price: From $79
Sizes: XS-XL
Customer Reviews: “I haven’t had the chance to wear it but quality is what I had expected from Club Monaco.”
Deemed as “affordable luxury”, Club Monaco design clothes redefining how modern men present themselves available for affordable prices. Founded in the mid-eighties, Club Monaco is primarily known for combining great casual style with an athletic sensibility, as they’re all about creating a “better basic”.
Club Monaco has both linen and double knit henley shirts for men available, guaranteed to elevate your casual wardrobe. Their double knit long-sleeved henley shirt is the perfect staple piece for winter, offering a three-button placket and topstitched detailing. However, if you’re looking for a great summer shirt, their linen men’s henley shirt is super lightweight and breathable, geared to make you feel effortlessly comfortable.
J. Crew

Price: From $49
Sizes: XS-XXL
Customer Reviews: “These shirts have fantastic quality and they are comfortable AF (“as feathers”). They are truly a great look and are exactly what I want in a henley. Well done, J.Crew.”
J. Crew is a lifestyle clothing brand creating modern designs that feature high-end technology. They have set a global benchmark for their accessible, high-quality products that feature excellent materials.
They have a diverse collection of garment-dyed, cotton and waffle knit henley shirts for men available in different colours and styles. Their long-sleeve shirts are super practical as they feature ribbed cuffs and chest pockets. Meanwhile, their short-sleeved henley shirts are highly breathable and lightweight, the ideal top for warm weather.
Aether

Price: From $150
Sizes: S-XXL
Friends Palmer West and Jonah Smith founded Aether in 2009 after becoming frustrated with the mediocre outdoor apparel that was on offer. Wanting to strive for better products for outdoor enthusiasts, Aether produces high-quality clothing that can sustain in even the harshest, most gruelling weather conditions.
They manufacture some of the best henley shirts for men that are crafted from Japanese merino wool and Suprima cotton. These designs also include flatlock seams for a more flattering and comfortable fit. These shirts are the perfect basics to build your wardrobe with, as they’re a clean and simple design.
Western Rise

Price: From $68
Sizes: S-XXL
Customer Reviews: “Fantastic! Fit is excellent. Material feels and looks amazing.”
Western Rise was founded in 2014 by Kelly Watters, whose vision was to create high-end clothing that featured the most technical fabric, securing high performance. You’ll struggle to find a brand that offers highly diverse outdoor clothing that aims to elevate your life and outdoor exploration.
If you’re looking for a men’s henley shirt suited for the great outdoors, then Western Rise has you covered. Make sure you have a look at their cotton henley, as this shirt is cut from a heavier fabric designed to keep you warm in the coldest temperatures. This shirt is also very functional, as it features moisture-wicking, odour resistant and 4-way stretch materials.
James Perse

Price: From $145
Sizes: XS-XXL
Customer Reviews: “Good quality for a reasonable cost.”
James Perse founded his eponymous label in the mid-nineties after he was inspired by warm west-coast indoor-outdoor living and the coastal style that goes along with it. This brand is synonymous with its luxurious casual style while emphasising sophistication and comfort. If you’re looking to add a bit effortless luxe to your clothing, delve into their online store and check their henley shirt.
This lightweight henlty shirt features simple and clean cuts, making it the ideal basic shirt to incorporate into your off-duty style. This shirt is impeccably made, as it’s cotton-blend jersey brushed with softness, available in black, grey and white colours.
Tom Ford

Price: From $490
Sizes: XS-4XL
Customer Reviews: “Love it. Soft, comfortable, and stylish.”
Thomas Carlyle Ford launched his award-winning eponymous luxury brand in 2005, having previously served as the creative director at Gucci and Yves Saint Laurent. This renowned American brand is recognised for its timeless and classic fashion, which has elevated men’s fashion.
Like everything else in the Tom Ford collection, their henley shirts for men are incredibly classic and stylish, guaranteed to never go out of fashion. These slim-fitted shirts are a cotton blend made to be extremely flattering and comfortable. These shirts come in various styles and cuts; and are available in grey, white and black colours.
Tommy Hilfiger

Price: From $75
Sizes: XS-XXXL
Customer Reviews: “Absolutely beautiful. So comfortable and soft. Definitely but worth every penny.”
Tommy Hilfiger has been the pinnacle of classic, relaxed American style since the mid-80s. Founded by Tommy Hilfiger himself, this brand produces unique, distinct clothing inspired by iconic pop culture and Americana heritage.
If you’re looking for colourful prints and bold designs, Tommy Hilfiger has a collection of some of the best henley shirts for men that challenge the traditional henley style. Offering shirts made from exceptional cotton, not only are these designs super fashionable but they’re built to last.