What to Wear Daily

Men's flannel shirts: what to wear in Boston this fall

It's fall here in New England and that means cool days, cooler nights and flannel shirts, those warm and colorful shirts that go great with fall foliage.

Choosing a great flannel shirt comes down to the look you want. You can wear a flannel shirt on most occasions, from working in the outdoors to chilling at a nice dinner party to a rocking the cubicle at a casual place of business. Below we've given you three different looks to consider: the rugged look, the casual look, and the business casual look. You can wear flannel for any of these looks relatively easily.

(Go here for the women's version of this article)

The Rugged Look


This look is for guys who want to work hard or want to look hard-working even if they aren't. For the rugged look choose heavier-weight flannel shirts with the bolder and bigger plaids, like the Scottish tartans. These will usually come in regular or relaxed fit. Pair with a chore coat, worn jeans, work boots and a five o’clock shadow.


Good choices for the rugged look:

The Casual Look

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To get a casual look choose mid-weight flannel shirts that are smooth and not heavily brushed. These shirts tend to have good-sized patterns in fun colors but aren't as bold as the rugged look flannels. You would typically wear these in a regular or slim fit. Pair with a cotton jacket, jeans or casual chinos, and sneakers.


The Business/Casual Look


Yes, you can wear flannel shirts to work. It requires a slightly toned-down version of the shirt, with a smoother appearance (not as much brushing for softness) and a more conservative, small pattern (or even no pattern). Flannel shirts are also going to be a little bit warmer in the office, and you'll probably want to tuck them in behind a good belt. Pair them with chinos and plain toe oxfords.


Good choices for the business/casual look:

We've wrapped up these recommendations in a graphic...enjoy!