Search and State PJ-1 Packable Expedition Jacket

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Built with a waterproof-breathable membrane, four-way-stretch, a hood that fits under a helmet, and a long tail for when you're in the drops, the Expedition ($365) has lots of technical chops. But it also looks damn good, thanks to Search and State's simple but refined tailoring and the all-black style.
The cut on the Manhattan-made Expedition is a little looser so you can throw a layer underneath when temps drop, and it packs into its own pocket when not in use.