Across Boston Harbor from the North End, historic Charlestown (“Chucktown” to residents) is a very pretty, quietly affluent neighbourhood that stands considerably isolated from the city. Most visitors only make it over this way for the historic frigate the USS Constitution (if at all), which is a shame, because the neighbourhood’s narrow, hilly byways, lined with antique gaslights and Colonial- and Federal-style rowhouses, make for pleasant exploration and offer great views of Boston. As you make the uphill climb to the Bunker Hill Monument – Charlestown’s other big sight – look toward the water for jaw-dropping vistas.

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