The Cape Ann region in Massachusetts, located just a short drive north of Boston, offers a quintessential New England coastal experience that rivals its more famous southern counterpart, Cape Cod. This area, comprising Manchester-by-the-Sea, Gloucester, Rockport, and Essex, is a treasure trove of picturesque landscapes, charming fishing villages, and vibrant cultural life. A scenic 40-mile route connects these towns, providing an immersive journey through stunning coastal vistas and historical landmarks, making it an ideal destination for those seeking authentic New England charm.
Your Cape Ann adventure begins by traversing the Veterans Memorial Bridge from Salem to Beverly, leading you directly into the heart of this captivating region. Manchester-by-the-Sea, famous for its cinematic namesake, welcomes visitors with the timeless allure of Singing Beach, known for its unique sands and an iconic 1920s bathhouse. Beyond its sandy shores, the town boasts the serene Coolidge Reservation, a natural sanctuary with diverse woodlands and stunning ocean views. A short drive away lies Gloucester, America's oldest seaport, offering a rich tapestry of history and natural beauty. Its renowned beaches, including Good Harbor Beach and Wingaersheek Beach, provide perfect settings for relaxation and recreation. History enthusiasts can delve into the past at Beauport, the Sleeper-McCann House, or explore the architectural marvels of Hammond Castle, a medieval-style fortress with fascinating artifacts and a unique weather-controlling interior courtyard.
Continuing the journey, Rockport emerges as a vibrant coastal town celebrated for its artistic flair and charming boutiques. Strolling along Bearskin Neck, visitors are treated to panoramic ocean views, quaint nautical shops, and diverse art galleries. The town encourages outdoor activities such as whale watching, sea kayaking, and exploring scenic nature trails, all while surrounded by its distinctively colorful architecture. The final stop on this coastal road trip is Essex, a town with a significant culinary claim to fame. It is home to Woodman's of Essex, widely recognized as the birthplace of the fried clam, offering a delightful no-frills seafood experience. Beyond its gastronomic delights, Essex presents the magnificent Crane Estate on Castle Hill, a vast historic property spanning 2,100 acres. This luxurious estate, meticulously preserved by the Trustees of Massachusetts, offers a glimpse into European grandeur and provides expansive protected lands for public enjoyment, alongside scenic Essex River cruises that showcase the area's beautiful coastal inlets.