1. “Chester Wallace” bags, designed by illustrator Patrick Long and named after his two grandfathers, are quintessentially Portland and a must-have in our book. The stringent prototype testing began with one priority: can it carry a six pack across town on a bike? Turns out it can handle that and more. The heavy waxed cotton makes the bag strong, durable, and — of great importance in Portland’s always-wet weather — rain-repellent. Versatility comes in the form of two different strap options — one, tote style, the other, adjustable nylon messenger style — and exterior and interior pockets. You can find them at lots of Portland shops, including Canoe, Stand Up Comedy, and Lizard Lounge, as well as a few other spots around the nation. Check out more colors, dimensions, and stockists on the Chester Wallace website, and check out Patrick’s illustration work on his website.

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