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Wool Flannel Shirts – Five Plus One

Five Plus One is our weekly series of buyer’s guides. We pick a specific category and dig up five great options along with one that’s a little outside the norm.


It used to be that there were two main flavors of flannels, the soft cotton and the itchy wool. But these days wool flannels can be just as comfortable as their cotton counterparts with a ton more warmth and character. Today we’re exploring both styles of wool flannels in the hopes that there will be something for everyone.

1) Wool & Prince: Flannel Utility Shirt

Wool-Flannels---Five-Plus-One 1) Wool & Prince: Flannel Utility Shirt

Wool & Prince’s Flannel Utility Shirt is a solid choice if you are looking for a flannel that can be tucked in and dressed up in a pinch. Constructed from a midweight, 100% merino wool twill, this shirt is designed to be as soft as it is sharp and comes in a range of a classic, flannel patterns at an affordable price.

Available for $98 from Wool & Prince.

2) American Trench: Plaid Wool Overshirt

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Designed to be worn over a layer or two, American Trench’s Plaid Wool Overshirt is constructed from 100% virgin wool from Woolrich Woolen Mills. With two chest pockets and large front buttons, this shirt is sure to become your next favorite this winter season.

Available for $249 from American Trench.

3) Pendleton: Trail Shirt

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You can’t write about wool flannels without including Pendleton, who have continued to update their classics to match with the times. Their Trail Shirt features a classic, stripped flannel fabric that is paired brilliantly with their newer, fitted shirt pattern. Finished with a single, hidden chest pocket and tonal elbow patches, this shirt is sure to be a fan favorite this season.

Available for $159 from Pendleton.

4) Naked and Famous: Wool Shaggy Shirt

Wool-Flannels---Five-Plus-One-4)-Naked-and-Famous-Wool-Shaggy-Shirt

If there is one thing Naked & Famous knows, it’s good fabrics, so it’s no surprise that they came out with a killer flannel: the Wool Shaggy Shirt. Made from an 88%/10%/2% wool/nylon/other blend, this boxy CPO style shirt is designed to be worn over something a bit softer but fits perfectly with the thick, hairy fabric used in its construction.

Available for $258 from Tate + Yoko.

5) Buzz Rickson: Flannel CPO Shirt

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Buzz Rickson makes a bunch of phenomenal, historically inspired garments but their Flannel CPO Shirt really takes the cake. It’s made in Japan from 100% melton wool and features mil-spec buttons, chainstitch runoff details, and scallop-flapped single chest pocket. If you are looking to add a new flannel to your collection and want something both classic and special to add, then this piece is the obvious choice.

Available for $285 from Self Edge.

Plus One – A Kind of Guise: Dullu Tie-Dyed Virgin Wool-Flannel Overshirt

Wool-Flannels---Five-Plus-One-Plus-One---A-Kind-of-Guise-Dullu-Tie-Dyed-Virgin-Wool-Flannel-Overshirt

A Kind Of Guise’s Dullu Tie-Dyed Virgin Wool-Flannel Overshirt is truly one of a kind. Constructed from a tie-dyed wool fabric that sets this shirt apart from anything else on the market, this made in Germany piece features Buffalo horn buttons and cotton trim detail. While not a true camo pattern, this tie-dye colorway certainly achieves the same goal of blending in a very different way.

Available for $270 from Mr. Porter.