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Kid Friendly Activity and Vacation Ideas
Home›Kid Friendly Activity and Vacation Ideas›11 Best Family Vacations in Massachusetts — That All Ages Love!

11 Best Family Vacations in Massachusetts — That All Ages Love!

By Matthew Lynch
December 24, 2022
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Massachusetts – the living heart of New England – blasts enjoyment and hotspots for every age.

From Boston’s urban miracles to the massive mountains and jungles of the Berkshires, Massachusetts has many family-friendly spots.

And, to assist you in taking the right decision for your loved ones, we’ve listed the 11 most wonderful family holidays in Massachusetts.

  1. Cape Cod

Cape Cod beckons families with its compulsive beaches and family-friendly amusements.

Who should vacation here

Cape Cod is a perfect decision for families eager for a remarkable shore experience in Massachusetts.

With peaceful beaches made for tanning and bathing, I believe Cape Cod is perfect for family beach escapes.

Also, Cape Cod provides many child-friendly activities, such as whale-watching expeditions on Stellwagen Bank and seeing actual pirates at the Whydah Pirate Museum.

And did I say that it is a source of the most wonderful family resorts in Massachusetts?

Expert Tip

We suggest the Green Harbor Resort for families.

It’s a peaceful base with simple entry to different Cape Cod spots.

This family-friendly resort additionally features a private beach, lush lawns, canoe rentals, and a children’s club proper for ages 5 to 12.

  1. Plymouth

Plymouth is one of the most exciting historic spots to go to in Massachusetts with children.

Who should vacation here

Plymouth, famous for being the birthplace of America, is an irresistible spot for families who want to discover the colonial history of America.

Check out Plimoth Plantation while there, a living history museum that deserves a visit for kids who are studying America’s colonization.

Expert Tip

You should not miss the additional child-friendly spots in Plymouth.

We love here the Mayflower II, Plymouth Rock, and W. Russell Blake Planetarium.

  1. Boston

Looking for exciting activities to do in Massachusetts with children?

Don’t look further!

Boston has tons of spots for the entire crew.

Who should vacation here

Boston is perfect for families who choose the energy and enthusiasm of urban life.

With a combination of age-approved spots, there’s never a boring minute for the whole team in Boston.

Kids will have fun at the Boston Children’s Museum, while teenagers will have a blast watching a Celtics game at the TD Garden.

You can additionally let your school-age kids learn about the American Revolution by walking along the Freedom Trail.

Expert Tip

Marriott Vacation Club Pulse at Custom House is one of our much-loved hotels in Boston, specifically since it has a fascinating site.

Guests can speedily go to the New England Aquarium and Faneuil Hall from the hotel.

The hotel also has tons of child-approved amenities we adore, featuring an on-site theater and a game room.

  1. The Berkshires

Get away from the noise and loudness of your urban life by being overwhelmed by a refreshing escape in this mountainous spot in Massachusetts.

Who should vacation here

The Berkshires are heaven for families who are into wildlife getaways and climbing.

With its hilly location, the Berkshires are filled with paths for hiking, involving some sections of the Appalachian Trail.

Also, it’s home to the state’s top waterfall: Bash Bish Falls.

Expert Tip

Desire a rest from the continuous hikes?

If so, have some time going to its art museums, like the Normal Rockwell Museum.

Or you might have fun at a concert at the beloved Tanglewood Music Center.

  1. Springfield

Even though not as famous as Cape Cod or Boston, Springfield makes a vibrant holiday spot in Massachusetts with children.

Who should vacation here

Springfield is an underrated and inexpensive family-oriented holiday spot with tons of sources of amazement for families.

Sports buffs will have a fantastic time at the Basketball Hall of Fame.

Also, children will have a multitude of fun moments at the Dr. Seuss Museum.

From Springfield, you can additionally drive to Agawan, and try the thrilling rides of Six Flags Over New England.

Besides everything else, the city provides simple access to a lot of exciting family holidays close to Massachusetts.

Expert Tip

In the fall, the city welcomes one of the country’s best 10 fairs: the Eastern States Exposition.

Nicknamed the Big E, this fair beckons visitors with its fun rides, shows, and agriculture events.

  1. Martha’s Vineyard

Martha’s Vineyard is for sure listed as one of the top exciting family holiday ideas for sun hunters and fancy travelers.

Who should vacation here

With twisting biking paths and magnificent shores, Martha’s Vineyard provides a wonderful and relaxing shore spot for families.

There are additionally many kid-friendly things to do here, featuring the Felix Neck Wildlife Sanctuary’s nature programs and Island Alpaca Company.

Expert Tip

Since Martha’s Vineyard is pretty broad, we suggest bringing your vehicle if you plan to do some wandering around the island.

  1. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort provides a fresh and exciting holiday for families.

Who should vacation here

Jiminy Peak is an unusual environment-friendly mountain resort that bursts with excitement for the entire crew.

With energetic adventure parks and a ski school, the resort will certainly satisfy your outgoing kids and intrepid teens.

There’s additionally a kids’ playground, tennis courts, pools, and a lot of other family-oriented facilities.

Expert Tip

The resort’s three-bedroom apartment is proper for families, with a great capacity of 8 grown-up guests.

The apartment has a sofa bed, four identical beds, and a queen bed.

  1. Gloucester

Gloucester is one of the most outstanding child-approved weekends escapes in Massachusetts.

Who should vacation here

Gloucester is a quintessential New England fishing village famous for its lovely and friendly whales.

Also, you can see these giants from the beach.

For courageous families, take one of the several whale-watching tours from the town.

Expert Tip

If you’re searching for oceanfront accommodations here, think of staying at The Beaufort Hotel Gloucester.

Regardless of its tremendous location, we additionally like its rooftop pool and other family-oriented facilities.

  1. The Villages at Ocean Edge Resort & Golf Club

Fantasizing about lavish and excitement-filled family trips?

Make your dream come true by experiencing a family escape at the Villages.

Who should vacation here

If your dream vacation includes tons of golf and sports, you’ll enjoy it here.

The resort features over ten tennis courts, a top-notch golf course, and also an archery facility.

Not to miss, it has a magnificent variety of pools and over forty kilometers of bike paths.

Expert Tip

Have a break from being a busy parent and experience the several on-site amenities at this resort.

Simply let the resort coordinate a babysitter, so you can enjoy and relax on your holiday in the Villages.

  1. Sturbridge

Enjoy the vintage New England fascination with a family tour of Sturbridge.

Who should vacation here

Sturbridge offers families a taste of the vintage world and 19th-century New England life.

Mostly, families visit this town to go to Old Sturbridge Village’s living museum, where costumed guides provide tourists a preview of the bygone period.

Expert Tip

The Wells State Park is found outside the town and is excellent for a short-time nature getaway.

It has a stunning pond where bathing and paddling are allowed.

Recommended Hotel:

  1. Nantucket

Nantucket has a lot of stunning views and family-oriented spots to visit from lighthouses to shores.

Who should vacation here

Nantucket attracts families with its peaceful shores and exciting child-friendly spots.

Full of nature, civilization, and maritime history, this island features the formula of a remarkable family vacation.

The best thing is, it has luxurious seafood treats that everyone will love.

Expert Tip

Go for a visit to the Whaling Museum and Atheneum to get more information on Nantucket’s history.

Rent a bike and have a glimpse of a collection of postcard-worthy spots, such as Brandt Point Lighthouse, Cisco, and Jetties Beach.

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