Rockport MA: On Massachusetts’ “Other Cape” – Cape Ann

WHY GO: Rockport MA is a seaport village as imagined by Hollywood. Roads turn into lanes that front a busy lobster-boat filled harbor. Fishing shacks, now art galleries and boutiques, seem precariously balanced on waterfront rock walls and piers.

This picture-perfect New England seafront town is nearly 200 miles from the town of the same name in Maine. And easier to get to.

As does its Maine counterpart, Rockport MA also fronts the Atlantic Ocean, has a rocky coastline, and is known for lobster shacks.

Lobster Boat in Rockland MA Harbor
Lobster Boat in Rockland MA Harbor

But this Rockport is less than an hour’s drive from Boston on the “Other Cape” – Cape Ann. And, it’s  more accessible than the crowded Cape Cod.

Old Garden Beach, Rockport MA

In the summer, Rockport, especially shop-crammed Bearskin Neck, teems with tourists. Best to go in the shoulder season (May/June or Sept/Oct) when the kids are back in school and it’s still warm enough to set up your easel and paints.

Roy Moore Lobster Co. guys, Rockport MA

Yes, Rockport is home to one of the most painted (and photographed) subjects in New England – the red fishing shack known as “Motif #1.” It’s also got some of the friendliest lobster chefs around. The Mavens tell you what to do, and where to shop, eat and stay on this ultra New England Getaway.

Things to Do in Rockport MA

Paper House, Rockport MA

SEE: Paper House

Most of this two-bedroom summer home is constructed almost entirely of 100,000 rolled-up newspapers covered with marine grade varnish. Swedish immigrant, Elis Stenman, was a mechanical engineer and an avid reader (three newspapers a day) with a unique hobby.

Paper House interior, Rockport MA

In 1922, he began to make “logs” from these newspapers and others that friends would bring to him.  Stenman created his vacation home and the furniture within it out of this unorthodox building material,

Interior of Paper House Rockport MA

The writing desk is composed of newspapers heralding Charles Lindberg’s flight. A grandfather clock is fashioned with newspapers from capital cities of the then 48 states. And the bookshelf is made of periodicals from foreign countries. $2, Open Daily April – October 10-5.

Witch Pix in Salem  is one of our 10 Quirky Places to Propose in Massachusetts

Motif #1 Rockport MA

PHOTO OP: Motif # 1

Originally built as a fishing shack in 1884, this red barn studded with buoys at the end of Bradley Wharf has been a painter’s and photographer’s favorite for over 100 years.

Dubbed “Motif #1” in 1945 (due to this popularity), the building has been destroyed by blizzards and storms over the years. However it’s  constantly rebuilt as symbol of Rockport.

Rockport Art Association, Rockport MA

VISIT: Rockport Art Association

Established in 1920, this is one of the country’s oldest art associations, and still important to regional artists. With multiple buildings, the Rockport Art Association is much larger than it first appears.

Walk in to a beautiful old home, encompassing a series of galleries, and then out the back door to a large barn-like structure housing much more.

The Art Association’s buildings are particularly cozy during inclement weather. However, they are delightful at any time, especially for art lovers of all ages. Free, but donations accepted, Open summer Mon-Sat 10-5, Sun 12-5.

Halibut Point State Park, Rockport MA

WALK: Halibut Point State Park

A special place and one that most tourists miss, Halibut Point State Park sits about 2 ½ miles north of town off Granite Street. It’s the perfect place to contemplate the rock that made this area famous while also blissing out to stunning ocean views.

Stroll about a mile on a level dirt path around a small pond that was the former Babson Farm Granite Quarry (from 1840’s-1929).  Continue out to a point overlooking the ocean and the coast of Maine and New Hampshire.

On Saturdays at 10am in season, watch a quarryman split rock the way it was done before mechanization; a fascinating demonstration of clever engineering. $5, tours Saturdays Memorial Day to Columbus Day. Park open daily year round dawn to dusk.

Cape Hedge Beach

DO: Swim/Sunbathe on Sandy Beaches

Rockport has several beaches that are perfect for sunbathing and swimming. Front Beach – right in town – features an unusual fortress-like tower. Cape Hedge Beach – 2 ½ miles from town towards Gloucester on Eden Rd. is wide and soft.

Long Beach, Rockport MA

And a bit farther out, on the Gloucester border (turn from South St. at Surfside Subs), you’ll find the commercial Long Beach (parking $10). FYI – most beaches here require stickers to park, so you must walk or find a local to take you.

Pebble Beach, Rockport MA

DO: Hunt for Rocks on Rocky Beaches

Dogs and rock-hunting humans love Rockport’s stonier beaches. Back Beach (right next to Front Beach in town), Old Garden Beach (about a mile walk from town), and Pebble Beach (off Eden Rd.) are favorites.  You’ll most likely find happy puppies and plenty of heart-shaped stones.

Shalin Liu Performance Center, Rockport MA

DO: See a show at the Shalin Liu Performance Center

This musical performance space, opened in June 2010, encompasses one feature that I’m certain no other theater does. The heavy curtains strangely hanging behind the stage open to a two-story window overlooking the water.

The window is such a unique feature, in fact, the likes of boomer-favorites Melanie, Joni Collins, Livingston Taylor, and Joan Armatrading play here just to see it. A few years ago, Rickie Lee Jones was bummed out to discover, mid-show, that opening the drapes would screw up the acoustics.

Later on, she had them opened anyway, and the audience was treated to a nighttime scene of a sailboat swaying at anchor – seemingly to the music.

Bear Skin Neck, Rockport MA

WANDER: Bearskin Neck.

Named after a bear that washed up onshore (and, presumably, skinned) in 1700, this stretch of road that thrusts into the harbor was the center of Rockport’s shipbuilding industry for 150 years. Now, it’s jammed with shops, restaurants and people, especially in the summer. You’ll find the following cool establishments among a slew of others:

Wicked Peacock, Rockport MA

SHOP: Wicked Peacock

Unique, edgy jewelry reasonably priced – need I say more?

Ocean Arts, Rockport MA

SHOP: One Ocean/One Love

Hand-blocked t-shirts and sweatshirts are soft and comfy, and well-priced ($26-$40) considering they are designed by the owners. Come in to shop or to browse while enjoying water views through back wall windows.

Bear Skin Neck Country Store, Rockport MA


It wouldn’t be a tourist town without a Fudge and Taffy shop, now would it? There are several Tuck’s shops in town – one where you can watch a candy maker presiding over a taffy-pulling machine.

Bear Skin Neck County Store has been selling all your favorites for decades, including, yes, candy cigarettes.

The Pewter Store sits at a fork in the Neck, and has spoons and napkin rings galore.

Old Fashioned Photo Parlor

DO: Old Fashioned Photo Parlor

Rockport is so touristy, it’s got one of those “old timey” faux flapper/Victorian photography studios. Go ahead. You know you want to dress up like your great grandparents never did.

Restaurants in Rockport MA

Roy Moore Lobster Co, Rockport MA

EAT/BUDGET: Roy Moore Lobster Co.

Not to be confused with the Fish Shack Restaurant (RM’s sit-down place), this hole in the wall has been here since 1918 (owned by amiable Ken Porter since 1986). To the casual observer it looks like a take-out lobster pound.

But you can order a caught-that-day steamed lobster from a bunch of jovial employees and eat it on a picnic table on the back deck. In fact, Roy Moore dishes up between 800 and 1,000 lobsters per day in season. There’s nothing more authentic than chowing down on these crustaceans surrounded by dry-docked lobster pots. Pure joy.

Top Dog, Rockport MA


Another shack, another great meal. This time, gourmet dogs topped with house-made relishes (the Vidalia onion/carrot relish is killer) and Fried Clams. I went gaga for the Shaggy Dog (with coleslaw and BBQ Sauce) and the Seeing Eye Dog (with above mentioned relish) – each just $4.

Order these or the fantastic Clam Strips ($13) or Clam Bellies (MP), over a counter embedded with pennies. The crew is as cheerful as can be. Who can be sad when dishing out food like this?

My Place By the Sea exterior

EAT/UPSCALE: My Place By the Sea

You’ve saved your pennies at Roy Moore and Top Dog. Now it’s time to shell out for an inventive meal well prepared and artfully plated.

My Place By the Sea – at the end of Bearskin Neck right on the ocean – is owned and operated by Barbara Stavropoulos (front of house) and Kathy Milbury (chef) and is as far from a typical tourist “fish house” as it gets.

With breezy casual French decor, and set right on the shoreline rocks overlooking sailboats at anchor, you could be on the French Riviera if it weren’t for the clever applications of fresh New England lobster meat.

Bread, My Place By the Sea, Rockport MA

Through you will want to, don’t fill up on the sweetish, crunchy-soft rustic bread, served with a wedge of butter sprinkled with black and white salt, that comes warm from the pan.

Beet Tomato Salad, My Place by the Sea, Rockport MA

The Beet and Heirloom Tomato Salad  is a wonder of color and tastes perfectly balanced with creamy/tart Maytag Blue Cheese.

Chefs Seafood Trio, My Place By the Sea, Rockport MA

Try the fantastically tasty Sam Smith World Famous BBQ Shrimp and/or one of the creative fish dishes. End the meal with the signature Coco Daniel – a light coconut cake topped with peanut brittle ice-cream and caramel. Whatever you order, plan to stay awhile. This is not the kind of place where you want to rush through a meal.

The Ice Cream Store, Rockport MA


Everyone seems to have his or her favorite. My vote for cutest ice-cream shop goes to The Ice Cream Store, though Ken Porter at Roy Moore believes that Sunday’s Ice Cream Shop is the best. You can’t go wrong with a cone or cup from any one of several ice-cream joints in town.

Where to Stay in Rockport MA

Yankee Clipper Inn Porthole Rockport MA

STAY: Yankee Clipper Inn

Where else can you spy an Atlantic Ocean sunrise through a porthole window in your shower?

This 8 room inn (13 rooms in total with the Bullfinch House across the street), perched over a rocky coastline, stands about a mile from town. It’s perfect for the traveler who cares about a friendly, accommodating welcome, hearty breakfasts, warm and “we can get it for you” staff, and yes, of course, stunning scenery.

First Impressions of Yankee Clipper Inn

Yankee Clipper Inn Lobby

The setting – off a main road on a windswept rise over the Atlantic Ocean – has something of The Ghost and Mrs. Muir about it.

Walk inside to a small reception area and beautiful wood-paneled lobby/parlor that evokes the burnished interior of a clipper ship. Manager, Mike, is courteous and helpful at check-in, with plenty of recommendations for touring the area.

Yankee Clipper Inn grounds, Rockport MA

The grounds are magnificent – dotted with lounge chairs for maximum ocean-appreciation and wave-watching. There’s also a saltwater pool enclosed in a fenced off area that is popular with families.

Rooms at Yankee Clipper Inn

Sunrise from Yankee Clipper Inn, Rockport MA

Ask for Sovereign of the Seas – on the third floor – a corner room that affords 180-degree views of the Atlantic. Décor is retro Yankee. It’s decorated with off-white walls, sheer curtains, antiques, maroon wingback chairs, push-button phone, ship model, and a walk-in closet that features a real, full-sized ironing board and built-in shoe shelves!

The spotless bathroom is dressed in ‘80’s mauve and grey – with that unique porthole window in the shower. The room’s best feature, however, is a small private deck from which you can watch the sunrise.

JFK Room, Yankee Clipper Inn, Rockport MA

The room below, named Flying Cloud, also features a deck. Informally called the “JFK Room,”  John and Jackie Kennedy opted for this suite, as did Paul Newman and John Lennon.

View from Yankee Clipper Inn, Rockport MA

I kept my windows open and fell asleep to the sound of wind and waves crashing on the rocks, and awoke to birds harmonizing outside, thankfully announcing that astounding sunrise (at 5:30am!). There’s a sense of tranquility and wellbeing here that review sites just can’t convey.

Dining at Yankee Clipper Inn

Breakfast Room at Yankee Clipper Inn, Rockport MA

Take breakfast – both Continental and made-to-order, complimentary with room – in a solarium overlooking the ocean. Pancakes are perfection, slight crunch and ultra fluffy, and you can order a custom omelet or “special of the day.”

Rates from $189 – $399 in season, from $125-$199 off season include free wi-fi, parking, cooked to order breakfast and priceless views. 3 or 4 night minimum in summer.

STAY: There are about 20 B&B’s in Rockport

– and most are well-reviewed, especially the Beech Tree Inn, Seacrest Manor and Seven South Street Inn, all closer to downtown. Alternately, book a very basic room with smashing views at the Bearskin Neck Motor Lodge at the end of Bearskin Neck for $200 in season.

Rockport MA Pin


  • Malerie Yolen-Cohen

    Malerie Yolen-Cohen is the Author of the cross-country travel guide, Stay On Route 6; Your Guide to All 3562 Miles of Transcontinental Route 6. She contributes frequently to Newsday, with credits in National Geographic Traveler, Ladies Home Journal, Yankee Magazine,, Sierra Magazine, Porthole, Paddler, New England Boating, Huffington Post, and dozens of other publications. Malerie’s focus and specialty is Northeastern US, and she is constantly amazed by the caliber of restaurants and lodging in the unlikeliest places.

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