Boutique-lined street in Nantucket. Image credit Mystic Stock Photography via Shutterstock

7 Towns in New England that Are Ideal for Seniors

From Maine down to Rhode Island, New England covers six small states where retirement can feel a little like a weekend at the beach or a long walk through a college town. The seven below mix harbor towns, mountain villages, and tidewater islands. Kennebunkport keeps shipbuilding history right on its main square. Bennington has a 35-room Victorian mansion and Robert Frost’s grave. Nantucket and Narragansett anchor the coast at the south end. Each one earns its place on the list.

Kennebunkport, Maine

Kennebunkport: shopping plaza on a sidewalk street in the downtown village during a summer day
A summer day in downtown Kennebunkport, Maine. Image credit: Kristi Blokhin / Shutterstock.com

Kennebunkport, population about 4,000, is best known as the summer residence of the Bush political family, which includes two presidents. The town incorporated in 1653, and its current and historic attractions cluster around Dock Square, where the town’s evolution from shipbuilding and fishing to warm-weather tourism plays out in one walkable spot.

Local points of interest include the Seashore Trolley Museum and its collection of old streetcars. St. Ann’s Episcopal Church, built in stone in 1887, sits on the ocean and offers visitors strong water views. The town has five senior living centers, two of them low-income-affordable, with a wide range of services according to the online database Senior Housing Net.

Portsmouth, New Hampshire

Historic buildings on Market Street at Market Square in downtown Portsmouth, New Hampshire.
Historic buildings on Market Street at Market Square in downtown Portsmouth, New Hampshire. Editorial credit: Wangkun Jia / Shutterstock.com

Portsmouth, with about 22,300 residents, also sits by the sea. For active retirees, Pierce Island and Four Tree Island are good outdoor options, and Prescott Park runs a summer concert series every year. The town’s historic main street draws visitors of all ages. History buffs will know that Portsmouth hosted the signing of the Treaty of Portsmouth, the 1905 pact that ended the Russo-Japanese War.

Portsmouth has nearly thirty senior care centers in and around town, from waterside options like Wentworth Senior Living to quieter ones away from downtown.

Bennington, Vermont

The downtown district of Bennington, Vermont
The downtown district of Bennington, Vermont.

The southwestern town of Bennington, population about 15,300, has drawn do-it-yourself types and deep thinkers since it was founded in 1749. Home to Bennington College, it’s a classic New England college town in a region full of them. The town also has Revolutionary War history. The Battle of Bennington in 1777 was a key American victory in the Saratoga campaign, which proved a turning point in the war.

Bennington’s history shows up at places like the Park-McCullough House, a 35-room Victorian mansion built between 1864 and 1865 and now operated as a historic site and museum. The town also holds the final resting place of American poet Robert Frost, in the cemetery of the Old First Church. Bennington has a half-dozen retirement communities, two listed as affordable housing, with more options just across the state line in Hoosick Falls, New York.

Gloucester, Massachusetts

Gloucester, Massachusetts seaside scene
A scene from Gloucester, Massachusetts.

Gloucester, a seaside town of about 29,800 residents, has a proud history as a center of maritime trade and industry on the Cape Ann Peninsula. The town provided the setting for the real-life story and movie The Perfect Storm. With docks in operation since 1623, Gloucester continues a New England tradition of seafaring while honoring those who have risked and lost everything at sea. The Gloucester Fishermen’s Memorial and the nearby Fishermen’s Wives Memorial honor members of the Gloucester fishing community past and present.

Gloucester’s retirement care sites sit together northwest of town, conveniently close to Addison Gilbert Hospital. Other nursing and urgent care options abound down the coast in the Beverly-Salem area.

Nantucket, Massachusetts

A row of eclectic stores can be found next to the harbor in Nantucket,
A row of eclectic stores next to the harbor in Nantucket. Image credit: Mystic Stock Photography / Shutterstock.com

Many people dream of a Nantucket retirement. The island has just 14,400 inhabitants and calls to mind New England beaches, seaside meals, and time with family and friends.

For culture, and to entertain your visitors if you settle here, the town’s Whaling Museum conjures former industries and ways of life. As an island, Nantucket is literally surrounded by beaches. The Great Point Coskata-Coatue Wildlife Refuge gives nature fans a chance to see local species. For assisted care, Landmark House in the south of Nantucket town is a low-income listing per Senior Housing Net.

Farmington, Connecticut

Aerial view of the Farmington Historic District
Aerial view of the Farmington Historic District. Image credit: Spongetastic69, CC BY-SA 4.0, via Wikimedia Commons.

Farmington, with about 26,700 residents, offers a historic retirement setting in a slightly larger town. As a suburb of Hartford, it provides big-city access at a comfortable distance. The town’s historic district sits on the National Register of Historic Places, along with the nearby Pequabuck Bridge, an unusually-named stone structure dating back to 1833 and one of the few of its kind remaining in the state. For culture, the Hill-Stead Museum showcases French Impressionist paintings in a Colonial Revival-style home built in 1901. Visitors enjoy access to over 150 acres of grounds and gardens.

Farmington is home to more than a dozen senior living centers, along with various offices associated with the University of Connecticut medical school in and around the town.

Narragansett, Rhode Island

Claiborne Pell Newport Bridge on Narragansett Bay and town of Jamestown aerial view in summer, Jamestown on Conanicut Island, Rhode Island
Claiborne Pell Newport Bridge on Narragansett Bay and the town of Jamestown on Conanicut Island, Rhode Island.

With a population of 14,500, Narragansett is more than a historic beach town. The name comes from the Algonquian Native American language family, and shows up in the town’s four historic districts of grand summer residences past and present. Notable among them is St. Peter’s-by-the-Sea Episcopal Church, an example of English Gothic architecture with Tiffany stained-glass windows. During summer tourist season, the town’s population more than doubles. Narragansett has four senior centers, three of them affordable for low-income residents, and South County Hospital sits just outside town.

A New England Retirement Promises Strong Senior Years

These New England towns deliver retirement in different ways. Stretching from Maine to Rhode Island, and from the Atlantic coastline to inland college towns like Bennington and Farmington, the region works hard to meet retirees where they want to be. Retirement facilities sit at different price points, and major hospitals are close at hand. A New England retirement is a real option.

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