Whether you want to gain a new perspective on American history, explore unusual art venues or eat your weight in cannolis, Massachusetts is ready for you. 

Native Bay Staters and visitors from afar have little trouble filling their days with unique and exciting things to do all year long. For history buffs, art lovers, outdoor-adventure seekers and everyone else, here are the very best things to do all over Massachusetts.

Dump tea into Boston Harbor

The renowned Boston Tea Party helped pave the way to the American Revolutionary War – and nothing showcases this history quite like the Boston Tea Party Ships & Museum. This in-person, interactive experience allows visitors to adopt a historic persona, engage in heated debates and shout “Huzzah!” as they join the Sons of Liberty in storming ships and hoisting crates of tea overboard. 

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See amazing contemporary art at MASS MoCA

Set in 26 buildings on 19 acres, this extraordinary contemporary-art museum occupies the former site of the Sprague Electric Company. The sprawling post-industrial campus comes complete with brick facades, football field-sized rooms, open-air courtyards, hidden passageways, covered viaducts and other nooks and crannies. 

And every one of them is filled with art – bold, bizarre, eyebrow-raising, head-scratching, mind-boggling art, all frequently refreshed via rotating exhibitions. For a brilliant immersive experience, walk through Sol LeWitt’s Wall Drawing Retrospective, which occupies nearly one acre of wall space all by itself.

A crowd gathers in front Mike’s Pastry on Hanover Street in the North End, Boston, Massachusetts, USA
The queues at the Italian pastry shops in Boston’s North End can be long – but the amazing cannoli is worth the wait © Joseph Sohm / Shutterstock

Treat yourself to cannoli in Boston’s North End

The North End is a little slice of the old country in the heart of Boston. Dining out in the North End is a delightful and delicious experience – only most restaurants don’t serve dessert. 

That’s because they can’t top the sweets on offer at local bakeries. Light and crispy on the outside, sweet and creamy on the inside, cannolis are sheer perfection in a pastry – and a North End specialty. 

Where’s the best place to go for cannoli in the North End? The famous Italian bakeries are on Hanover St, though Bova’s Bakery on Salem St serves equally scrumptious cannolis without the mile-long lines.

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Watch for whales at Stellwagen Bank

There’s nothing like the thrill of seeing a majestic whale launch its massive body out of the water or flip its tail as if saying hello. These types of sightings are (almost) guaranteed on a cruise to the offshore Stellwagen Bank, one of the world’s richest feeding grounds for marine mammals and birds.

Cruises depart from Gloucester, Plymouth, Provincetown and Boston. Common sightings include humpback, minke and fin whales, as well as dolphins, sharks and seals.

Ogle old-master paintings at the Gardner Museum

Isabella Stewart Gardner was a 19th-century socialite, a patron of the arts and a lover of the Boston Red Sox. Today, the unrivaled collection of art she amazzed on display at a Venetian-style palazzo just off the Back Bay Fens. 

From rare books to ancient Roman objects to Italian Renaissance paintings, over 7500 pieces of art dazzle visitors. Watching over it all is Gardner herself, via a captivating portrait by John Singer Sargent hanging in the Gothic Room. If you close your eyes, it’s easy to imagine the salons and soirées that took place here back in the day. 

The interior courtyard – bursting with seasonal blooms, ancient Roman sculptures and mosaics – is worth the price of admission ($20) in itself. The museum was also the site of one of the world’s most brazen – and still unsolved – art heists, in 1990: look out for the empty frames that still hang in the missing paintings’ place.

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Summit the cliffs at Quincy Quarries

This former granite quarry is now a sort of unofficial, experiential outdoor art studio and rock-climbing center. Vibrant paintings cover every cliff – personal tags, political rants and murals wacky and whimsical, their colors exploding off the dull gray granite facades. 

The place has an offbeat, unkempt beauty that may not appeal to everyone. Rock climbers in particular have mixed feelings about the graffiti (which makes the granite extra slick), though the quarry is still a popular spot to rope up, with dozens of climbing routes around the grounds. An epic view of the Boston skyline awaits if you make it to the summit.

Attendees pack the bleachers at Fenway Park for a Red Sox baseball game, Boston, Massachusetts, USA
A Red Sox home game at Fenway Park is as Boston as it gets © Joy Brown / Shutterstock

Catch a Red Sox game at Fenway Park

The oldest ballpark in Major League Baseball, Fenway has been the scene of countless triumphs and tragedies since 1912. It’s the home of the Boston Red Sox, a team that inspires unrivaled passion in their fan base. The scene isn’t always pretty – but it’s pure, unfiltered Boston. If you can’t get tickets to a game, the on-site Bleacher Bar (with a limited view onto center field) is the next best thing.

Eat fried clams on the North Shore

The fried clam is one of the state’s iconic foods, with crispy breading on the outside, tender bivalve on the inside – and tasty all around. 

The North Shore is the place to sample this delicacy: it was invented here, and the clams harvested in Essex and Ipswich are consistently sweet and succulent. Sample them at Woodman’s of Essex (the original), at JT Farnham’s overlooking the salt marsh, or at the Clam Box, a restaurant that actually looks like...a clam box. 

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Discover the street art in Salem

The Point (or El Punto) is a predominately Latinx neighborhood only a few blocks from Salem’s historic center. In recent years, the streets have transformed into a unique Salem attraction: the Punto Urban Museum, an open-air art exhibition with more than 75 murals on the neighborhood’s brick walls, painted by artists from around the world.

The paintings immortalize Latinx heroes, elevate cultural themes and comment on socioeconomic inequities. And they also enrich the neighborhood with their color, texture, detail and vibrancy.

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Learn about Indigenous culture at the Plimoth Patuxet Museums

The town of Plymouth on the South Shore is typically known as the site of an early English settlement – but the native Wampanoag people have inhabited the region for over 12,000 years, with the Patuxet resident in the 17th century. The Plimoth Patuxet Museums explore both these histories. 

At Historic Patuxet, you can visit a wetu (Wampanoag house), study the craftsmanship of a dugout canoe and observe how food was grown and cooked before the English colonists arrived.

A bicycle parked in dunes by the beach, Cape Cod, Massachusetts, USA
Cycling through the glorious dunes of Cape Cod National Seashore is one of the top experiences in Massachusetts © Lorie Brownell / Shutterstock

Cycle through the dunes along Cape Cod National Seashore

Stretching along the outer edge of the Outer Cape, Cape Cod National Seashore is 40 miles of utter paradise. Pristine beaches, sand dunes, pine forests and kettle ponds with a few lighthouses for effect make any trip here one you’ll remember forever. 

It’s impossible to see it all in one visit, but the Province Lands bike trail offers an excellent sampler along a surprisingly rigorous 5.45-mile loop – one of Cape Cod’s top activities. On a hot day, end your ride at wild and wonderful Race Point Beach to cool off in the waves.

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Spy on seals in Chatham

It’s not unusual to glimpse a sweet, whiskered face peeking out of the waters near Cape Cod, which is home to some 50,000 gray and harbor seals. If you want a guaranteed sighting, take a boat trip out to Monomoy Island, where you’ll see the creatures bobbing in the water or lounging on the beach. 

During mating season (especially September and October), the sheer number of bodies astounds, with the long, narrow beach packed with hundreds of seals piled on top of each other like anchovies in a tin.

Alternatively, you can usually spot seals from the observation deck at the Chatham Pier Fish Market (which is also a fantastic place for a lobster roll lunch).

Tip: no matter how cute you think these seals are, remember they are wild animals. Always maintain a safe distance. 

Get lost in the stacks at Montague Bookmill

On a wooded country road along the banks of the Sawmill River on the edge of the micro-town of Montague is a bibliophile’s bliss. The unexpectedly rich and locally beloved Montague Bookmill is a place to get lost for hours. 

The c 1842 building retains the rustic atmosphere the grist mill it was for nearly a century. Today, it contains tens of thousands of volumes in a maze of stacks and shelves, with plenty of comfy chairs and sunny corners to curl up with your treasures. 

With coffee available next door at the Lady Killigrew Café, this place is pretty much perfect.

Behold the dramatic colors of the Aquinnah Cliffs

It’s hard to outdo the red-clay cliffs at the western end of Martha’s Vineyard, both for their sheer natural splendor and their geology, which is unique in Massachusetts. 

Rising 150ft from the ocean, this dramatic glacial formation is a stunner, especially when it reflects rich jewel tones in the late-afternoon sun. Expect gorgeous views – and surprisingly few crowds – at Gay Head public beach.

Crowds in folding chairs enjoy an open-air concert at Ozawa Hall, Tanglewood Music Festival, Berkshires, Massachusetts, USA
A concert under the stars at Tanglewood in the Berkshires is Massachusetts summer at its peak © T photography / Shutterstock

Catch some of the world’s best artists at a Berkshire summer festival

Whether you’re into live music, theater or dance, you can get your cultural fix amid the Berkshires’ forest-covered hills and under star-filled skies. Massachusetts’ western mountain region has been an artistic hub ever since the Gilded Age elite came from New York and Boston to spend their summers amid the greenery. 

No longer as exclusive, it’s now a lovely region for packing a picnic, spreading a blanket and listening to live music at Tanglewood, or watching a dance performance at Jacob’s Pillow. This is Massachusetts summer at its best.

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Pick (and eat) your own apples amid the fall foliage

Apple picking is the perfect way to get your fix of eye-goggling fall foliage and crispy, local produce. In September and October, apple orchards around the state lure families with hay rides, hedge mazes and other farm animals. 

Others forgo these extras: Bartlett’s Orchard in Richmond only has trees, yielding a dozen varieties of apples (the local favorite: tart, juicy McIntosh). But the surrounding Berkshire hills – dressed up in extravagant yellows, oranges and reds – make Bartlett’s one of the top places in Massachusetts to take in the splendor.

A word to the wise: no matter where you get your apples, do not pass on apple-cider donuts, an autumn rite of passage each year.

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