Family Friendly Vacations in Massachusetts

Are you looking to maximize the fun factor of your vacation without traveling very far? If so, Massachusetts might be the answer to your prayers. This state is packed with fun, from the sports teams of Boston to the beaches of Cape Cod. Family-friendly vacations in Massachusetts can take place on the hiking trails of the Berkshires or a fishing boat off Martha’s Vineyard. Some locations have begun classics for family trips, and Massachusetts is one of them. With a luxurious vacation rental, you will have the ingredients for one fabulous family vacation.

family friendly boston vacation


While there are many options for Massachusetts family-friendly vacations outdoors, that doesn’t mean you should dismiss Boston as an option. This city is great for families with its simple and affordable transportation system and fun attractions like its harbor and sports stadiums. If your kids have never been to a major league baseball game, treat them to tickets at Fenway Park. Other professional sports include hockey, basketball, and football.

Boston is designed for walking, and the best way to explore is on foot. Kids will love popular sites such as Quincy Market, but don’t forget to add in a little history as well, such as visiting the John F. Kennedy Presidential Library & Museum. If you’re looking for a way to bring your kids’ history lessons to life, bring them to Boston and walk the Freedom Trail to learn about the fight for independence. For adults, there’s also great shopping, dining, and spas too.

Cape Cod, Nantucket, and Martha’s Vineyard

For decades, people have been fleeing Boston in the summer for the pleasures of Cape Cod, Nantucket, or Martha’s Vineyard. These beaches all have their own appeal, and renting an oceanfront villa is the best way to enjoy them. Family-friendly vacations in Massachusetts reach new heights in these destinations, where your family can spend evenings barbecuing after lazy days on the beach.

Besides offering beaches, these destinations are known for their history and charm. Local residents are firmly in favor of individually owned shops, so you can expect to find boutiques and art galleries with unique flair. This concept extends to restaurants as well. Bring your family for a stroll to one of the lighthouses at sunset and your classic Massachusetts beach experience will be complete.

family friendly vacation

The Berkshires and Western Massachusetts

Not all of the options for family-friendly vacations in Massachusetts are located on the coast. The Berkshires and Western Massachusetts also have plenty to offer. Choose a vacation rental here and experience country bliss. Small, charming towns will provide all the supplies you need to stock your rental, and otherwise your family can enjoy hiking, biking, horseback riding, and other outdoor activities.

Adults will be happy to know that there are many options for golf courses in this region as well. What was once the summer getaway of the elite, the Berkshires especially is home to a number of mansions. Exploring these historic buildings will be fun for curious kids as well as history-buff adults. This area is also known for fresh farmers markets. From border to border, Massachusetts offers fun activities for families.

More to Explore in Massachusetts

If you’re wondering when to plan family-friendly vacations in Massachusetts, the best season is definitely summer. These months will allow your family to enjoy all of the outdoor activities they crave. The early fall is also great for hiking, especially if you want to see the fall foliage in the Berkshires. Some travelers choose to avoid Boston during its cold, snowy winters, while others want to see the city under a blanket of snow. From north to south, east to west, Massachusetts is full of family fun.