Maryland Avenue Shopping

Fall Haul: Downtown Annapolis Main Street Edition

In November, we celebrate veterans, spending time with family, and of course, Small Business Saturday (November 27)! We visited some of Downtown Annapolis’ hippest boutiques to find out what’s hot for fall…and beyond. Fall Fashion On our jaunt along Main Street, we had to start at Hobo’s flagship…

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Shop Local: Small Business Saturday

Downtown Annapolis celebrates small local businesses on the regular, but on November 30th, we’re showing our favorite establishments some extra love for Small Business Saturday. From modern clothing shops to vintage boutiques, the storefronts that line the streets of Downtown and West Annapolis…

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There’s No Place Like Hobo, Where Vintage Meets Modern

Annapolis has a long history of being home to adventure seekers. From swashbuckling pirates to the adventurous nature of Naval and recreational sailors, it only seems natural that a leather brand that identifies with the traveling spirit established its home in downtown Naptown. Hobo bags, wallets…

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