Best of Boston

2019 Best Running Apparel

Heartbreak Hill Running Company

On the Esplanade sporting this shop’s iconic logo? You can bet you’ll get a few high-fives along the way. That’s because Heartbreak Hill is a bona fide pavement pounders’ haven, stocked with top-rated sneakers, breathable T-shirts, ergonomic water bottles, and anti-chafe balm (because…sweat). As avid runners themselves, staffers intuitively know what you need along your journey—most important, free running clubs to help you find your tribe.

294 Massachusetts Ave., Cambridge, 617-945-7137,