Kittery

Known as the "Gateway to Maine," Kittery has become primarily a major shopping destination thanks to its massive complex of factory outlets. Flanking both sides of U.S. 1 are more than 120 stores, which attract serious shoppers year-round. But Kittery has more to offer than just retail therapy: head east on Route 103 to the area around Kittery Point to experience the great outdoors. Here you'll find hiking and biking trails, as well as fantastic views of Portsmouth, New Hampshire, Whaleback Ledge Lighthouse, and the nearby Isles of Shoals. The isles and the light, along with two others, can be seen from two forts near this winding stretch of Route 103: Fort McClary State Historic Site and Fort Foster, a town park (both closed to vehicles off-season).