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Problem Solved: Here’s The Best Fall Menswear to Pack for an Autumn Trip

Deciding on the best fall menswear to pack for a long weekend instigates a critical search that we all surely need help with right now. Maybe it’s your first getaway of the season, no less? Wonder no more — today’s rugged, essential menswear picks will answer that question quite handily. It’s certainly something to get excited about; that is, the promise of fun and adventure on a fall weekend trip. Whether you’re heading upstate, heading down south, heading to a friend’s house, or exploring an entirely new town, it’s the best time to layer up and get dressed in rugged fall fashion. We think you’ll like the gear we’ve got on hand if you need to know about the best fall menswear to pack for a long weekend this Autumn.

Flint and Tinder 10-Year Pullover, $89

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Want a hoodie that’s so much more than your average, old-school college hoodie? One that looks as great over a classic Oxford as it does over a simple T-shirt? One that practically screams fall style? The Flint and Tinder 10-Year Pullover is your best bet if ever you were curious about menswear to pack for a fall trip.

Danner Vertigo 917 Boots, $220

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If your fall getaway involves anything from hiking to exploring old cobblestone streets — which it should — you’re going to need footwear that can keep up. With the heritage of a pair of classic leather boots and the comfort that comes from Danner’s signature construction, the new Vertigo 917 Boot is the ideal pair in terms of menswear to pack for a fall trip. 

Western Rise Dryweight Merino Henley, $98

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Is there any item of menswear more fitting for fall than the rugged henley? Whether you layer this handsome, functional piece under a leather jacket or a workshirt is entirely up to you — and the blend of Merino wool and Tencel fibers is going to make for a piece that stands up just fine on its own this fall. If you were wondering about menswear to pack for a fall trip, start with this rugged Henley. 

Momentum Watches Flatline 42 Fabric Watch, $165

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Your outfits, whether on the road or trekking just down the street, should start to reflect rugged fall style accordingly. Adding a textured, tough watch to your travel ensemble is but one way to get in the spirit of the season while looking great no matter where your first fall getaway takes you. Pack it or wear it the whole weekend — it belongs on any what-to-wear list.

FairEnds Flannel Ballcap, $48

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As we said above, your accessories should reflect essential fall style just as readily as the main parts of your travel ensemble — this flannel ballcap should serve as a quick-and-easy ballcap to toss on before exploring your new favorite town this fall. Certainly, this hat should handsomely round out any list of of the best fall menswear.

Beau Hayhoe
Beau Hayhoe is a freelance men's style writer, consultant and PR pro based in Brooklyn. Beau's menswear and gear writing has…
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