Best Urban Upgrade: Philadelphia

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It may be better known for its cheesesteak, hoagies, and underdog sports teams, but lately the City of Brotherly Love has been gaining ground as an outdoor town. This year it’s launching a bike-share program and adding three miles of multi-use trails to its 220-mile citywide system. In 2014, it transformed 20,571 square feet of cemented wasteland into Dilworth Park. You can even do paddleboard yoga along the Delaware River with Aqua Vida (from $45).