Gloucester MassachusettsATTRACTIONS & THINGS TO DO


Listed below are the best attractions and things to do near Gloucester, Massachusetts.



1. Hammond Castle Museum

MEDIEVAL-STYLE CASTLE MUSEUM


Hammond Castle Museum is a striking medieval-style castle built in the late 1920s by inventor John Hays Hammond, Jr. The castle features a unique blend of Roman, medieval, and 20th-century architecture and is filled with artifacts and antiques from Europe. Visitors can explore its elaborate rooms, gardens, and learn about Hammond's legacy as an inventor and eccentric figure.


2. Fishermen's Memorial Monument

HISTORIC WATERFRONT MEMORIAL


The Fishermen's Memorial Monument, also known as the Man at the Wheel, stands as a tribute to Gloucester's generations of fishermen lost at sea. The monument is located on Stacy Boulevard and features a dramatic statue and a granite base inscribed with the names of those who perished. Visitors come to reflect on the city's maritime heritage and to enjoy scenic oceanfront views.


3. Good Harbor Beach

POPULAR SANDY BEACH


Good Harbor Beach is one of Gloucester's most famous beaches, renowned for its wide sandy shores and stunning views of the Atlantic. The beach is ideal for swimming, sunbathing, and body surfing during summer, and offers a scenic setting for long walks any time of year. Its tidal island, Salt Island, can be reached on foot during low tide, adding to its unique charm.


4. Beauport, the Sleeper-McCann House

HISTORIC DESIGNER MANSION


Beauport, the Sleeper-McCann House, was the summer home of renowned interior designer Henry Davis Sleeper. This 40-room mansion is filled with a fascinating collection of art, antiques, and folk objects, each room uniquely themed and meticulously designed. Guided tours showcase period decor and the house's beautiful harbor views and gardens.


5. Cape Ann Museum

REGIONAL ART & HISTORY


Cape Ann Museum chronicles the rich artistic, maritime, and industrial history of Cape Ann through its impressive collection of art and artifacts. Highlights include paintings by well-known marine artists, historic ship models, and changing exhibits about local culture. The museum is a cultural cornerstone of Gloucester and offers programs and events throughout the year.



6. Maritime Gloucester

HANDS-ON MARITIME CENTER


Maritime Gloucester is a waterfront museum and education center dedicated to the city's connections to the sea. Visitors can explore interactive exhibits, touch tanks, historic schooners, and learn about local marine science and history. It's a popular destination for families and anyone interested in maritime traditions.


7. Dogtown Commons

LEGENDARY HIKING PRESERVE


Dogtown Commons is a sprawling wilderness area full of hiking trails, glacial boulders, and historic ruins from Gloucester's early settlement. The area is famous for its rugged landscape and the mysterious 'Babson Boulders' carved with inspirational words. It's a favorite spot for hikers, nature lovers, and those interested in local lore.


8. Eastern Point Lighthouse

ICONIC HARBOR LIGHTHOUSE


Eastern Point Lighthouse marks the entrance to Gloucester Harbor and has safely guided mariners since 1832. The lighthouse and its breakwater offer scenic ocean views and are a popular location for photographers and those wanting to experience Cape Ann's maritime charm. While the lighthouse itself is not open to the public, the surrounding area is accessible for walks and sightseeing.


9. Rocky Neck Art Colony

CREATIVE ARTS DISTRICT


Rocky Neck Art Colony is one of the oldest working art colonies in the United States, with vibrant galleries and studios nestled along the picturesque harbor. Visitors can meet local artists, view rotating exhibitions, and attend art openings and events. The neighborhood also features restaurants and waterfront spots, making it a lively hub for culture and creativity.


10. Seaport Grille

WATERFRONT SEAFOOD DINING


Seaport Grille is a popular waterfront restaurant known for its fresh local seafood and classic American fare. Diners enjoy meals on a spacious deck overlooking Gloucester Harbor, with both indoor and outdoor seating available. The restaurant is celebrated for its relaxed atmosphere and diverse menu, making it a favorite among visitors and locals alike.



11. Mile Marker One Waterfront Restaurant

RIVERSIDE SEAFOOD SPOT


Mile Marker One Waterfront Restaurant offers fresh seafood and creative dishes in a casual setting beside the scenic Annisquam River. Patrons can dine inside or on the outdoor deck, enjoying panoramic water views year-round, including wintertime igloo dining options. The menu features regional favorites like lobster, oysters, and inventive twists on New England classics.


12. Nichol's Candy

HISTORIC CANDY SHOP


Nichol's Candy is Gloucester's oldest candy shop, delighting customers with handmade confections since 1932. The shop offers a wide variety of treats including fudge, brittle, caramels, and fresh roasted nuts. Its nostalgic atmosphere and time-honored recipes make it a sweet stop for visitors of all ages.


13. Gloucester Schooner Festival

ANNUAL MARITIME CELEBRATION


The Gloucester Schooner Festival is a beloved annual event celebrating the city's rich sailing heritage. Each year, majestic schooners gather for races, parades, and waterfront festivities, drawing large crowds and fostering community spirit. The festival features live music, family activities, and opportunities to tour historic vessels.


14. Cape Ann Olive Oil Company

GOURMET TASTING SHOP


Cape Ann Olive Oil Company is a specialty shop offering tastings and sales of artisan olive oils and balsamic vinegars from around the world. Guests can sample a variety of unique blends and receive expert advice on pairings and recipes. The boutique also sells other gourmet items and makes a perfect stop for food enthusiasts.


15. Bearskin Neck

HISTORIC SHOPS & GALLERIES


Bearskin Neck in neighboring Rockport is a charming waterfront district lined with distinctive shops, local art galleries, and seafood restaurants. The narrow peninsula offers gorgeous harbor views and opportunities to browse for handmade crafts and gifts. Its lively atmosphere and scenic beauty make it a must-visit spot near Gloucester.