55+ Retirement Communities Massachusetts

There are many small towns in this New England state Massachusetts perfect for retirement living. Many villages, towns are near the metro cities and Boston. Some of the best small towns in MA are Acton, Athol, Arlington, Chatham, Chelmsford, Concord, Danvers, East Hampton, Hingham, Middleboro, Milton, Newton, Needham, Rockland, South Dennis, Taunton, Woburn, Westborough, Wilbraham, Wellesley MA.

Best Small Towns in Massachusetts

The New England state of Massachusetts is one of the hidden gems among the retirement community. From being home to America’s oldest city – Boston, to loads of charming coastal villages along Cape Cod, Massachusetts offers diversity and guarantees something for everyone to enjoy.

There are four distinct seasons in Massachusetts.The summers are hot and dry, while the winters are cold and snowy. The climate surrounding Cape Cod can be more moderate in temperature and storms, while the western part of the state has the most severe weather. Autumn in New England is something to write home about. The brisk fall air accompanied by nearly every color on the harvest palette makes Massachusetts one of the prettiest states in the US.

Below are some of the best small towns found in the Bay State region, popular for retirement and visiting with the entire family.

1. Nantucket

The historic island of Nantucket is well worth the day trip to see the historic charm of the old whaling community. The streets are made of cobblestone and the buildings exude 19th century architecture. Majestic homes line the streets and there are literally miles of beach access and bicycle paths. The area is a wonderful place to shop with the family or stroll along the paths that lead to popular historical sites.

2. Stockbridge

Stockbridge is best known for its MainStreet depicted in one of Norman Rockwell’s famous paintings. The community is rich in history and architecture dating back to the19th century. Large mansions sit above the streets featuring stories from the French and Indian Wars. The architecturally sound homes have housed rich farmers, aspiring artists and even some unassuming politicians throughout the years. Stockbridge is as full of history as it is mystery and is a wonderful place to visit in Massachusetts.

3. Provincetown

Near Cape Cod and along the farthest tip of the Cape’s curl is the exquisite community of Provincetown.The history dates back nearly 400 years and is home to the largest bohemian community in the state. Artists, writers and culture-mongers from all over the country visit Provincetown for its delicious food, retail therapy and people-watching. One thing is certain in Provincetown– you will never grow bored.

4. Marblehead

Marblehead is known as America’s Yachting Capital and has landed itself on many postcard fronts. During the summer months, the harbor in Marblehead fills with boats of nearly every shape and size. The downtown area of the town is a short walking distance to the water and the pathway is remarkable. Streets are lined with flowers that lead to the breathtaking crystal blue seascape at the end of the pathway. Marblehead offers shops and antique stores that are as unique as the town itself.

5. Oak Bluffs

Located near Martha’s Vineyard, Oak Bluffs is one of those towns you don’t want to pass by without visiting. Kids, parents and grandparents find fun and lots of ice cream in this island harbor community. The streets along Circuit Avenue are filled with colorful cottages that lead to Mad Martha’s ice cream parlor and the beautiful carousel. Bike paths, beaches with public access and some of the best nightlife in the Vineyard can all be found in Oak Bluffs.

6. Easton

Easton is in Eastern MA about 30 min. from Boston with about 23,000 pop.

Lexington, Wayland, Lincoln and Sudbury were small towns that turned into suburban enclaves.

New England Apartments and Communities for Retirement

New England retirement seekers can look to be many small towns in Massachusetts for the great small town life and charm. A good list is above for small towns in MA. Also visit our state pages for other New England states for small town and communities in Connecticut, Maine, Rhode Island and Vermont.

MA Retirement Communities

Senior Apartments in MA