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Settled in 1663, Wiscasset sits on the banks of the Sheepscot River. It bills itself "Maine's Prettiest Village," and it's easy to see why: it has graceful churches, old cemeteries, and elegant sea captains' homes (many converted into antiques shops or galleries), and a good wine and specialty foods shop called Treats (stock up here if you're heading north).
Pack a picnic and take it down to the dock on Water Street, where you can watch the fishing boats or grab a lobster roll from Red's Eats or the lobster shack nearby. Wiscasset has expanded its wharf, and this is a great place to catch a breeze on a hot day. U.S. 1 becomes Main Street, and traffic often slows to a crawl come summer. You can walk to all galleries, shops, restaurants, and other attractions. You'll likely have success if you try to park on Water Street rather than Main.
Wiscasset at a Glance
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