15 Best Family Resorts in Massachusetts


Do you want to spend your upcoming family vacation in Massachusetts creating a ton of priceless memories?

Do yourself a favor, and book a room at any of our recommended best family resorts in Massachusetts.

These Massachusetts resorts have all the makings of a magical family adventure: luxurious accommodations, excellent locations, and thrilling activities.

Whether it is a mountain retreat or a beach vacation is what you’re after; you’ll adore our suggestions.

  1. Jiminy Peak Mountain Resort

Jiminy Peak is undoubtedly one of the best New England family weekend getaways, offering cozy suites and endless activities.

Who should stay here

Jiminy Peak is a fantastic option for families seeking a resort with a wide variety of entertaining activities for all ages.

There is a ski school, a playground for kids, swimming pools, tennis courts, and exhilarating adventure parks.

It’s also an environmentally friendly resort close to Balance Rock State Park and the Berkshire Museum.

Expert tip

It hosts a three-bedroom apartment which is ideal for large families.

The apartment has plenty of space, so it can comfortably sleep up to 8 adults.

It boasts a queen bed, four twin beds, and a sofa bed.

  1. The Villages at Ocean Edge Resort & Golf Club

The Villages at Ocean Edge provides nonstop entertainment for the pack, including tennis courts and refreshing pools.

Who should stay here

You’ll enjoy it here if you want to spend your days on vacation honing your golf swing or being out on the water.

It is home to 5 pools and a top-notch golf course.

The fun keeps building up; a 42-kilometer bike trail, 11 tennis courts, and an archery facility make it even better.

Expert tip

The resort is impressively baby-friendly.

It provides childcare services for families taking children under the age of two on vacation.

So, if you need a brief break from your duties and want to take advantage of the resort’s amenities, utilize the childcare services.

  1. Cape Codder Resort

For a good reason, Cape Codder is referred to as one of the best family hotels in Massachusetts.

It hosts many family-friendly features that can give you vacation for the ages.

Who should stay here

The abundance of amenities in Cape Codder will undoubtedly make everyone in your group’s time there a ton of fun.

Your little ones will enjoy the vibrant indoor park and planned family events like family movies, animal encounters, and arts and crafts.

Mothers and daughters can visit Beach Plum Spa for manicures and pedicures.

Expert tip

Participate in the nightly bonfires to spend time with your loved ones while roasting marshmallows for s’mores.

You might also look into the resort’s group offers, like the Family Vacation Package.

  1. The Masthead Resort

At the Masthead Resort, you can spend a relaxing and enjoyable family vacation by the beach.

Who should stay here

The Masthead is a relaxed beachfront resort ideal for families looking to escape the hurly-burly of city life.

The resort’s serene atmosphere, stunning sea views, and cozy accommodations will undoubtedly revive your worn-out spirit.

The resort also offers many family-friendly features like BBQ pits and roomy lawns for picnics.

Expert tip

We recommend their sea-viewing 3-bedroom cottage.

This cottage is ideal for a family of six with its total area of 93 square meters and four comfortable beds.

Additionally, it’s crammed with luxuries to make your stay incredibly convenient.

  1. Riverview Resort by VRI

Do you think the best family getaways in Massachusetts all have sky-high prices?

Amazingly, at Riverview Resort, you’ll experience a fantastic family vacation without the heavy price ticket.

Who should stay

Riverview Resort is ideal for families on a tight budget.

Despite its reasonable rates, the resort still overflows with superb amenities and activities for adults and children.

The resort boasts a hot tub, an indoor pool, a fitness center, a playground, and a fishing pier.

Expert tip

You can spend some time checking out the nearby attractions, such as The Sea Gull Beach, Bass River Golf Course, and John F. Kennedy Memorial, which are all conveniently located close to the resort.

  1. Winnetu Oceanside Resort at South Beach

Families yearning for an exciting oceanfront getaway in Massachusetts are drawn to Winnetu.

Who should stay here

Winnetu offers a wide range of activities that elevate leisure time and family fun to a new level.

While kids have a blast with the complimentary kids’ program, adults will enjoy the two relaxing heated pools.

Winnetu has a playground, a tennis club, and a games room.

The resort may also set up a kayak tour or a sunset cruise if you want to amp up the family fun.

Expert tip

The four-bedroom house is our absolute favorite. It is very spacious and can accommodate up to 10 adult sleepers.

It boasts of a king bed, two queen beds, and four bunk beds.

  1. The Mansion at Ocean Edge Resort & Golf Club

The Mansion is a must-have on any list of the best family-friendly resorts in Massachusetts.

This kid-friendly resort is a mix of a relaxing retreat and a fun-filled vacation.

Who should stay here

The Mansion blends luxury with beach activities to give families a pleasant vacation.

Also included in the resort’s extensive list of age-friendly amenities are a golf course, tennis courts, a playground for kids, and water sports.

Best of all, it has a kids’ club for kids ages 4 to 12.

Expert tip

Do your kids tend to be picky eaters?

The resort has a kid-friendly buffet, so don’t worry.

Additionally, it provides special kid meals for kids with particular dietary needs.

  1. Riviera Beach Resort

The Riviera is a delight for kids and adults who enjoy taking advantage of the sun and having sand-filled adventures.

Who should stay here

Riviera is a haven of fun for families who enjoy the water with swimming pools and a private beach.

Additionally, the resort offers a wide range of other family-friendly activities like cycling, hiking, and fishing.

It has its playground too!

Expert tip

A fantastic accommodation choice for families is the pool ocean view room.

This room, which sleeps five people, has two full beds and a variety of luxuries like a flat-screen TV, refrigerator, and patio.

  1. Chatham Bars Inn

Chatham provides a paradise with its upscale setting and outstanding amenities.

Who should stay here

Chatham Bars Inn offers families the ideal Cape Cod vacation because it is picture-perfect and elegant.

Furthermore, it provides entertaining activities for children and romantic experiences for couples.

Not to mention, there are tennis courts, hiking and biking trails, and a private beach area.

Expert tip

Taking the resort-organized local tours will add even more excitement to your family’s vacation.

The resort provides a variety of incredible experiences nearby, including deep-sea fishing and vintage car tours.

  1. Vacation Village in the Berkshires

Vacation Village is brimming with exciting things to do for out-of-doors adults and energetic kids.

Who should stay here

Families seeking a rural resort with a wide range of recreational opportunities should consider Vacation Village.

Energetic kids will enjoy using the indoor pool, playground, games room, and horseback riding facilities.

Other activities nearby include; swimming, fishing, and top-rated ski and biking trails.

Additionally, it is close to various delectable dining establishments, historical sites, and activities.

Expert tip

The resort’s 2-bedroom suite is recommended for large families.

The suite can accommodate up to 8 adult sleepers thanks to 2 sofa beds and two large double beds.

To help you cut costs on food, it also has a kitchen and a microwave.

  1. Blue Water Resort

Blue Water Resort offers a tranquil beach getaway in Massachusetts with kids.

Who should stay here

With its constant ocean breezes and waves, Blue Water is a family-friendly resort that provides families with a relaxing beachfront getaway.

Alternatively, you can swim at their private beach or in one of their pools.

And, you can keep your children amused through the children’s club.

Expert tip

The Blue Water is a phenomenal year-long resort.

However, for the perfect beach vacation, go there in July, August, September, or October.

  1. Red Jacket Beach Resort

Red Jacket offers your family a wet and wild adventure with its beachfront setting and numerous water sports.

Who should stay here

Red Jacket hosts a lively beach setting where your crew can hop into several activities, like swimming, fishing, and kayaking.

Visit the outdoor pool for relaxation because it has stunning sea views.

At this resort, you can also play tennis and shuffleboard.

Expert tip

Longing to play a round of golf?

Fortunately for you, the resort is close to Bass River Golf Course and Links nine at Bayberry Hills Golf Course.

  1. Cape Cod Family Resort and Inflatable Park

The Cape Cod Family Resort provides loads of entertainment for the whole family with its lively parks and family-friendly attractions.

Who should stay here

The Cape Cod Family Resort is a playground full of thrills and spills for little ones.

The resort features a water park, playgrounds, a games room, and an inflatable park.

Despite appearing to be kid-centered, it does have amenities for parents, such as a jacuzzi.

Expert tip

The resort is situated in a convenient area.

While you’re here, visit a few of the nearby attractions, such as The John F. Kennedy Hyannis Museum, Sea Gull Beach, and Bass River Golf Course.

  1. Lighthouse Inn Cape Cod

Lighthouse Inn revitalizes your weary spirit with its soothing ocean breezes and peaceful atmosphere.

Who should stay here

This idyllic resort has a calm atmosphere.

Although there is a lot you can do as a family, there are also romantic things you can do if you and your partner want some time to yourselves without the kids.

Excellent location with easy access to the ocean.

Expert tip

Families with young children can ask for a free crib at this resort if they have children under two years old.

Additionally, considering how cramped and only big enough for four adults and one child, the resort’s double room might be the best option for you.

  1. The Nantucket Hotel & Resort

Looking for a resort in Nantucket that is child-friendly?

The Nantucket Hotel & Resort has all the makings of an enjoyable family getaway, from a kid’s program to gorgeous scenery.

Who should stay here

With its many amenities for the whole family, The Nantucket is an award-winning destination.

Children will adore the rides in the vintage fire trucks, the kid’s club activities, the games room, and the program where you can make your own S’mores.

Parents will appreciate the beach, heated pools, ping-pong court, and evening entertainment.

Expert tip

Bike around the island and engage in various family-friendly activities for an unforgettable vacation.

Alternatively, you could relax on a stunning beach or go to the renowned Whaling Museum.

You could also leave the island on a harbor or whale-watching cruise instead.



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