Your family will enjoy Massachusetts’ beautiful and diverse environment from the picturesque views through the Berkshires to the sandy beaches of Cape Cod. Need help planning your trip to Massachusetts? Find out more about the best sights to see, where to go for weekend getaways, and what to do when you get there.

When it comes to vacation spots, Massachusetts has attractions for the whole family. The east coast state has great trip opportunities to choose from, including whale watching, skiing, and hiking. Check out the best sights to see in the Berkshires and Boston.

Staying in the Berkshires

Reconnect with nature and enjoy the attractions in the Berkshires! The mountainous region in western Massachusetts is home to several family-friendly fascinations, including nature trails, museums, and historic country cottages. Whether you are interested in art, music, or other recreational activities, the area has plenty of fun options for everyone.

Vacation Village in the Berkshires has the features your family wants for an enjoyable and activity-filled trip. Complete with two heated swimming pools, a special pool for children, and poolside activities, the resort is perfect for water-based fun. Outside you can hit the hiking trails, heat up the barbeque grills, and score some points on the basketball and volleyball courts. But the amusement doesn’t stop there! Check out the arcade as well as the private movie theater for quality entertainment.

Berkshire Mountain Lodge has one-bedroom, condo-style accommodations that are great for family trips to the area. The resort offers an indoor swimming pool, outdoor hot tub, arcade room, children’s playground area, and picnic area with barbeque grills. With a business center, fitness center, and access to laundry amenities, you’ll also enjoy your vacation with the necessary conveniences of home.

What are the top attractions in the Berkshires?

Tanglewood is a music venue and the summer home to the Boston Symphony Orchestra. The venue features several performances during the season from renowned artists and musicians. Tanglewood also has a learning institute with engaging music classes and programs year-round.

Jiminy Peak Mountain Resort has great skiing, snowboarding, and snowshoeing trails for riders at all skill levels. The park hosts competitions each season and offers child care services so families can make the most of their time on the mountain. It also has activities for non-riders like table games and a fire pit for making s’mores. Jiminy Peak even has a thrilling roller coaster that twists and turns through the woods.

Ramblewild Tree-to-Tree Adventure Park has aerial and zip line activities throughout the 1,400-acre forest. Your family will learn about environmental conservation while walking the nature trails and swinging on the ropes course. The outside park has challenging ventures for all fitness levels, from easygoing hikes to traversing through the suspended trail in the trees. It’s the best local attraction for kids and adults alike.

Nearby in the small town of Northampton, you’ll find an active nightlife, festivals, plenty of shopping, and much, much more. The Smith College Botanic Garden is a picture-perfect place, no matter the season. Even mid-winter, you can take in the warmth, beauty, and fragrance of the flowers and plants.

What are popular weekend getaways?

The three most popular weekend getaways are Boston, Cape Cod, and Martha’s Vineyard. Millions of visitors come to these areas annually for both short and long trips.

What are the top attractions in Boston?

The best way to explore Boston’s rich history is the walk down the Freedom Trail. Starting at the country’s oldest public park, Boston Common, this nearly three-mile route takes you past historical attractions like the State House, the Paul Revere House, and the USS Constitution.

Book a Freedom Trail tour to enrich your experience. You can choose a tour based on personal interests such as historical pirates, revolutionary women, and patriots of the American Revolution. Or, choose to guide yourself by using one of the available maps.

If you’re a fan of music, then visit Symphony Hall to hear the Boston Symphony Orchestra. Violins, flutes, and drums fill the concert hall beautifully played by some of the best musicians in the world. The esteemed musicians play classics from Tchaikovsky, Stravinsky, and other renowned composers.  

Take a bit of Boston home with you and walk through the Faneuil Hall Marketplace. Once the location where Samuel Adams gave speeches, the meeting hall now has shopping, dining, and other fun experiences by more than 70 businesses. Kids and parents alike will marvel at magicians, musicians, and other street performers around the marketplace.

Check out the famous Fenway Park, home to the Boston Red Sox! Built in 1912, the baseball park is part of the National Register of Historic Places. Fenway Park hosts more than baseball games. Ray Charles, Billy Joel, Lady Gaga, and many more also used it for concerts.

What’s there to do in Martha’s Vineyard and Cape Cod?

Martha’s Vineyard has refined restaurants, shopping, and many things for families to do. The famous and family-friendly State Beach is off the sound, and the views from the Aquinnah Cliffs Overlook and Gay Head Cliffs are awe-inspiring. You can also check out the historical attraction and oldest operating carousel, the Flying Horses carousel!

The Elizabeth Islands are just north of Martha’s Vineyard but are relatively untouched with a population fewer than 100. Cuttyhunk Island is the more popular of the two public islands, and visitors can reach it by ferry in New Bedford. The little commerce makes it a great place to relax, but make sure you pack everything before checking into your bed and breakfast.