Cape Ann, Massachusetts is all about life on, in, around or near the waterfront. North of Boston, it's the ideal location for a vacation anytime of year and perfect for a New England roadtrip and weekend getaway. From rugged coastline to charming small towns and villages like Essex, Gloucester, Manchester-by-the-Sea, Rockport and more, Cape Ann has so much to offer.
Cape Ann Massachusetts, courtesy of Google Maps
Recently, we spent the weekend exploring Rockport at the eastern tip of Cape Ann. We stayed at the Courtyard by Marriott in Boston Woburn about a half hour away. The main artery through Cape Ann is Route 128. Route 128 is two-lanes north and south and merges into I-95. The roadtrip is hilly and winding in places and feels like a parkway rather than a route because most of the scenery is trees! From Woburn, Rockport is about a half hour drive.
Rockport is an active and thriving fishing village on the tip of Cape Ann in Massachusetts. Less than an hour north of Boston, Rockport Harbor is the hub of activity. The Rockport shoreline has sandy beaches, rocky coves and cliffs. You can see people engaged in many outdoor activites from swimming and surfing, fishing, whale watching, kayaking and coastal cruises. Just offshore are three islands, Straitsmouth, Thacker and Milk.