Chester, Nova Scotia
This quaint town on the province’s south shore could easily be called “the Hamptons of the east.” A favourite getaway of the affluent for over a century, New England families spent their summers here in stately homes overlooking the Chester Basin. Today, Canadians are discovering the area, using it to explore nearby cities like Lunenberg and Halifax. Cut your normal walking pace in half and enjoy Chester as you stroll along its main streets, savouring the views. Window shop for antiques and hand-crafted items, then pause for an almond croissant at Julien’s Patisserie. Nibble while watching sailboats in the harbour float by and wonder why you haven’t visited sooner.