Online Shopping Picks: The Best Henleys to Buy Right Now

Editor’s note: Start your seasonal menswear shopping here.

So, we’re into November here on The Style Guide. There’s a chill in the air, the holidays are around the corner (crazy!) and maybe, just maybe, you’ve noticed a piece or two missing from your cold-weather wardrobe. Now, we talked tough denim shirts last week, and we’re talking another choice menswear essential today. You might have tough high-top sneakers and slim selvedge denim covered this season– maybe even a stylish fall cardigan — but what else are you going to layer it with? The answer’s pretty simple, and it’s one that comes up here often on this site. It’s rugged, it’s durable and it makes just about any guy look great – the essential long-sleeve henley, folks. While we’ve covered the best short-sleeve henleys and even took a stab at rounding up stylish henleys last fall, it’s high time for an update. The layering potential of a slim henley is such that you can pair it with a cotton peacoat, a V-neck sweater or underneath a chambray shirt without missing a beat. And if you get one that’s made with quality materials and attention to detail — like the picks below — you’ll have an easier and even more enjoyable time wearing it. Want to chime in on the conversation? Head over to The Style Guide Facebook page for a spell, or hit up Instagram for more.

#1. Flint and Tinder Marled Long-Sleeve Henley — $62

One of the best henleys on the market, and sold by the great Huckberry team, to boot.
One of the best henleys on the market, and sold by the great Huckberry team, to boot.

Our top pick here is almost too easy of a choice. Sold by the folks at Huckberry, the Flint and Tinder Marled Long-Sleeve Henley is as good as it gets. With a unique, visually interesting four-button placket, a  trim-yet-mobile fit and nicely marled mid-weight jersey fabric, it’s sure to become your  new fall go-to. Heck, you could pair this stylish henley with a pair of Flint & Tinder selvedge denim and a rich suede bomber jacket for excellent style nearly any day of the week.

#2. Reigning Champ Long Sleeve Henley — $85

Made in Canada with all the reliable style details you could ask for.
Made in Canada with all the reliable style details you could ask for.

Like Flint and Tinder, Reigning Champ knows a thing or two about reliable, well-crafted basics. Its Long Sleeve Henley is no exception, made from soft cotton in a seasonally appropriate olive color. It’s the type of henley to throw on underneath a chambray shirt, or on its own, with brown leather sneakers for a weekend coffee run. The raglan sleeves are a flattering touch that’ll broaden your shoulders, and a scalloped hem is another neat visual touch. It’ll also work nicely in the early days of spring — keep it around for the fall and beyond.

#3. Grayers Byron Double Cloth Henley — $59.98

Easygoing, essential and stylish. The Byron Double Cloth Henley definitely gets a lot right!
Easygoing, essential and stylish. The Byron Double Cloth Henley definitely gets a lot right!

It’s only fitting that Grayers — so named for the flannel trousers worn casually by young British men in the ’50s — makes a heck of a nice henley. It nods to the style’s real-life sportswear roots, yet does so with the modern fit and excellent fabric that’s become a hallmark of the Grayers brand. The Byron Double Cloth Henley is lined with soft cotton jersey and features a heather slub fabric that’s the right weight and feel to team up with a Grayers blazer., for example. The price on the Double Cloth Henley isn’t half-bad for a quality layering essential, either.

#4. Alex Mill Indigo French Terry Mock Henley (Available via East Dane) — $125

Part sweatshirt and part henley -- but there's really no wrong way to wear this Alex Mill piece.
Part sweatshirt and part henley — but there’s really no wrong way to wear this Alex Mill piece.

If you’re unfamiliar with Alex Mil, it’d be a wise bet to get acquainted. Particularly if you like ridiculously well-made basics that add a touch of continental flair, the French Terry Mock Henley is worth checking out. It’s made from, as the name would suggest, lightweight French terry fabric in a deep indigo wash — it’s part sweatshirt, part henley and stylish  no matter how you slice it. Layer it over a classic blue Oxford or a tough chambray shirt for rugged-refined office style.

#5. Todd Snyder Classic Chambray Henley (Available via East Dane) — $125

An excellent mix of the heritage-inspired and the modern from Todd Snyder.
An excellent mix of the heritage-inspired and the modern from Todd Snyder.

In the midst of his excellent work with collaborations like the Timex x Todd Snyder Mod Watch, it’s easy to forget that Todd Snyder still makes excellent basics in his own right.  The Classic Chambray Henley is virtually a classic Snyder piece, right up there with the Todd Snyder x Champion Pocket Sweatshirt. Why’s that? Well, it mixes classic sportswear touches — like a elongated placket and a modern fit — with neat chambray detailing at the collar. It’s a premium piece that’s so well-made, you could even get away with wearing it under a wool blazer in the colder months ahead.

Although plenty of people think of the henley solely as a casual piece, the above selections are well-crafted and feature enough visual detailing that they’d work quite well underneath a fall and winter blazer or a slim cardigan on a casual day at the office. And for the investment you’re making, it’s worth it to get as much wear out of it as possible. Pieces like the Flint and Tinder Marled Long-Sleeve Henley are top of the line, made in American out of premium materials. And a hybrid piece like the Long Sleeve Henley  from Reigning Champ mix in fall-appropriate color and texture. Those types of touches are exactly what you should be looking for in a stylish henley — and hopefully, the above picks are enough to get you started.

Until the next post — thanks for reading!

-Beau

Buck Mason - Timeless Design. Made in America.

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