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The most painted spot in New England is a 40-minute drive from Boston and smells like salt and lobster

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Rockport Harbor aerial view including Bearskin Neck and Motif Number 1 building in historic waterfront village of Rockport, Massachusetts MA, USA.

It’s a bear story, a art colony, and fresh lobster

Forty miles northeast of Boston, a narrow strip of land juts into Rockport Harbor with no chain stores, no corporate signage, and no pretense.

Bearskin Neck runs just a quarter mile, but it packs in weathered cottages, working artists, salt air, and one of the most photographed fishing shacks in the country. The name alone has a story behind it.

So does almost everything else here, and the best parts start where the pavement ends.

Halibut point state park Rockport MA USA

From granite quarries to an artists’ colony

Rockport started as part of Gloucester, one of America’s oldest seaport towns, founded in 1623.

It broke off on its own in 1840, named for the rocky coastline and the granite quarry business that drove the local economy. That granite went far.

It helped build the Panama Canal and shipped to construction sites across the country. Scandinavian and Finnish immigrants came to work the quarries and left a lasting mark on the town.

When demand dried up in the early 1900s, Rockport shifted gears entirely and became an artists’ colony.

fishing shack in Rockport with sailboat

The most-painted building in America sits right here

At the edge of Bearskin Neck on Bradley Wharf, a red fishing shack has been staring down painters for over a century.

The original went up around 1884, and artists came back to it so often that art teacher Lester Hornby eventually named it Motif No. 1.

The town bought it in 1945 and dedicated it as a memorial to local residents who served in the military. The Blizzard of 1978 wiped out the original, and Rockport rebuilt an exact replica the same year.

Tourist shops and art galleries on Bearskin Neck in Rockport, Ma.

Why artists keep coming back to Cape Ann

The Rockport Art Association and Museum has been running since 1921, making this one of the oldest working art colonies in the country.

More than 30 galleries now fill the town, showing paintings, sculpture, photography, and more. Walk Bearskin Neck and you’ll pass several of them, many run by the artists who made the work on the walls.

The draw has always been the same: sharp coastal light, a rocky shoreline that changes with every tide, and a working harbor that looks like it belongs in a painting.

Rockport, Massachusetts, USA – July 7, 2024: Traditional Design Country Store in Rockport with Striped Awnings, Massachusetts, USA.

Shop the Neck and eat saltwater taffy since 1929

No two shops on Bearskin Neck sell the same thing.

You’ll find handmade jewelry, leather goods, candles, pottery, and clothing spilling out of weathered shingled cottages.

The Bearskin Neck Country Store has been family-owned for over 40 years, stocking retro candy, toys, and souvenirs.

Over at Dock Square, Tuck’s Candy Factory has been handcrafting saltwater taffy and chocolates since 1929, now run by the third generation of the Tuck family.

Galleries sit between the storefronts, so you move between browsing and looking at original art without planning to.

Rockport, Massachusetts, USA downtown and harbor view at dusk.

Lobster with a view of the harbor

The seafood here comes with context. Lobster boats still work Rockport Harbor, and from the outdoor seats along Bearskin Neck, you can watch them come and go while eating chowder or cracking into a fresh lobster.

Several casual spots line the Neck with harbor views right out front. If you want something beyond seafood, Dock Square has more dining options a short walk away.

MASSACHUSETTS ROCKPORT THATCHERS ISLAND TWIN LIGHTS

Walk to the tip for open Atlantic views

The further you walk down Bearskin Neck, the more the town falls away behind you.

At the end, a granite breakwater stretches into the water and gives you the full Atlantic in front and the harbor behind. On a clear day, you can see Thacher Island and its twin lighthouses rising offshore.

Straitsmouth Island and its own lighthouse are also visible from the rocks. Photographers come out here in every season, and for good reason.

Twin Lights Thacher Island

Thacher Island’s twin lighthouses still working after 250 years

About a mile offshore, Thacher Island holds the only operating pair of twin lighthouses in America.

The original towers first lit up in 1771, among the last lighthouses built while the colonies were still under British rule. The current 124-foot granite towers went up in 1861 and have 156 steps each.

In 2001, the station earned National Historic Landmark status.

In summer, a launch boat runs from Rockport Harbor to the island for tours, and you can even book overnight camping out there.

Massachusetts, United States-September 25, 2022: Scenic landscape of Halibut point state park Rockport

Halibut Point’s tide pools and three-state views

Halibut Point State Park sits at the northern tip of Cape Ann, built on the site of the old Babson Farm granite quarry. The flooded quarry now sits ringed by walking trails that lead down to the rocky shore.

On clear days, the view stretches from Crane Beach in Ipswich all the way to Mount Agamenticus in Maine and the Isles of Shoals off New Hampshire.

Tide pools along the shore hold snails, hermit crabs, and sea stars.

A World War II fire control tower now serves as the visitor center, telling the story of Cape Ann’s granite era.

Massachusetts, United States-September 25, 2022: Porch of old Paper House, which wall was insulated with old newspapers Rockport

A house built from 100,000 newspapers still stands

In the Pigeon Cove neighborhood of Rockport, there’s a house made almost entirely of newspapers. Swedish-born engineer Elis F. Stenman built it between 1922 and 1924 as a summer cottage.

The walls are 215 layers of newspaper thick, held together with a homemade paste of flour, water, and apple peels.

Stenman also rolled newspapers into furniture, including a desk covered in headlines from Charles Lindbergh’s transatlantic flight and a grandfather clock made from papers from each of the then-48 state capitals.

It’s been standing through New England winters for over 100 years and opens to visitors from April through October.

Guitarist Gil Gutiérrez joined by Bob Stern on violin and Dave Rodriguez on double bass performing at sunset in the Shalin Liu Performance Center, Rockport, Massachusetts. Photo:: John Kisch

The concert hall with the Atlantic as its backdrop

The Shalin Liu Performance Center opened in 2010 in a restored 1860s building redesigned to fit Rockport’s historic look.

Inside, a 330-seat concert hall has a floor-to-ceiling glass wall behind the stage framing the ocean.

Rockport Music, which has been running since 1981, puts on the Rockport Chamber Music Festival each summer here, along with jazz, folk, and pop shows throughout the year.

Sitting in that hall with the Atlantic behind the performers is an experience the room was designed around.

Cape Ann (Rockport) Massachusetts Front Beach Low Tide at Dawn

Front Beach puts you right in the middle of it all

Front Beach sits at the center of town, a short walk from both Bearskin Neck and Dock Square, and small enough that you can take it in at a glance.

The Rockport Breakwater runs out into the harbor from here, giving you a clean view of Motif No. 1 and the rocky coastline beyond. It works as a starting point before you head onto the Neck or a place to wind down after.

Either way, the harbor is right there in front of you.

Famous fishing shack at sunset in boat harbor at Rockport, MA. Rockport is a town in Essex County, Massachusetts, United States

Explore Bearskin Neck in Rockport, Massachusetts

You can reach Bearskin Neck by car on Route 128, or take the MBTA commuter rail from Boston’s North Station on the Newburyport/Rockport line. The train drops you about a half-mile walk from the Neck.

Once you’re there, the whole area is walkable and compact, with shops, galleries, and restaurants lining both sides of the main road. Bearskin Neck has no set admission.

Halibut Point State Park charges a small day-use parking fee. The Paper House charges a modest admission and runs April through October.

This article was created with AI assistance and human editing.

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Currently residing in the "Sunset State" with his wife and 8 pound Pomeranian. Leo is a lover of all things travel related outside and inside the United States. Leo has been to every continent and continues to push to reach his goals of visiting every country someday. Learn more about Leo on Muck Rack.

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