Rockport, Massachusetts, is a charming coastal town located on Cape Ann, about 40 miles northeast of Boston. Known for its picturesque scenery, vibrant arts community, and historic landmarks, Rockport offers a perfect blend of natural beauty and cultural attractions. This guide will help you make the most of your visit to Rockport.









Rockport, Massachusetts Travel Guide
Top Attractions
Bearskin Neck: This narrow peninsula is the heart of Rockport’s shopping and dining scene. Stroll through the charming streets lined with art galleries, boutiques, and restaurants. Don’t miss the iconic Motif No. 1, a red fishing shack that is one of the most painted buildings in America.



Halibut Point State Park: Located on the northern tip of Cape Ann, this state park offers stunning ocean views, walking trails, and an old granite quarry. It’s an ideal spot for hiking, picnicking, and birdwatching.



Rockport Art Association & Museum: Founded in 1921, this museum showcases works by local artists and offers rotating exhibits, workshops, and events. It’s a must-visit for art enthusiasts.



Thacher Island: Home to twin lighthouses, Thacher Island is accessible by boat. Explore the island’s trails, historic lighthouse, and enjoy panoramic views of the Atlantic Ocean.



Sandy Bay Historical Society: Discover Rockport’s rich history through exhibits on maritime heritage, local industries, and notable residents. The museum is housed in an 18th-century sea captain’s house.


Outdoor Activities
- Beaches: Rockport boasts several beautiful beaches, including Front Beach and Back Beach. These are perfect for swimming, sunbathing, and kayaking.
- Whale Watching: Take a whale watching tour from nearby Gloucester, just a short drive from Rockport. Witness humpback, minke, and finback whales in their natural habitat.
- Hiking and Biking: Explore the numerous trails around Rockport and Cape Ann. Halibut Point State Park and Dogtown Common offer great opportunities for outdoor enthusiasts.
Dining
- Roy Moore Lobster Co.: Enjoy fresh seafood in a casual setting. This local favorite offers lobster rolls, clam chowder, and more.
- The Red Skiff: A cozy breakfast spot known for its hearty meals and friendly service. Try the blueberry pancakes or lobster benedict.
- Feather & Wedge: For a more upscale dining experience, this restaurant offers a seasonal menu featuring locally sourced ingredients.
Shopping
- Local Art Galleries: Rockport is home to numerous galleries showcasing works by local artists. Don’t miss the Rockport Art Colony and the Art Nook Gallery.
- Bearskin Neck Shops: Browse through unique boutiques offering everything from handmade jewelry to nautical decor.
Accommodations
- Rockport Inn & Suites: Offering comfortable rooms, an indoor pool, and a complimentary breakfast, this hotel is a great option for families and couples.
- Emerson Inn: A historic oceanfront inn with elegant rooms, fine dining, and stunning views. Perfect for a romantic getaway.
- The Tuck Inn B&B: This charming bed and breakfast offers cozy accommodations and a delicious homemade breakfast.
Tips for Visiting
- Best Time to Visit: The best time to visit Rockport is from late spring to early fall when the weather is pleasant, and most attractions are open.
- Parking: Parking can be limited, especially during peak season. Utilize public parking lots and consider using public transportation.
- Local Events: Check out local events such as the Rockport Chamber Music Festival, Fourth of July Fireworks, and the HarvestFest for unique experiences.
Getting There
Rockport is accessible by car, train, or bus. If you’re driving from Boston, take I-95 North to Route 128 North and follow signs for Rockport. Alternatively, you can take the MBTA Commuter Rail from North Station in Boston to the Rockport station.
Rockport, Massachusetts, is a delightful destination that offers something for everyone. Whether you’re interested in art, history, outdoor activities, or simply relaxing by the sea, Rockport provides a perfect escape from the hustle and bustle of city life.
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