The Pros and Cons of Retiring in Massachusetts

Whether you’ve lived in Massachusetts your entire life or are considering relocating there, the Bay State has a lot to offer retirees. Its robust health care systems and community resources make it a popular destination for older adults. It also provides plenty of entertainment, as its diverse landscapes are ideal for outdoor hobbies, and there are several notable historical sites throughout the state.

However, retiring in Massachusetts also has its downsides. The state has one of the highest costs of living, with its home prices far exceeding the national average. Its taxes can also be expensive, and traffic and weather-related issues are also a concern. If you’re thinking about calling Massachusetts home during your later years, it’s advisable to do adequate research beforehand so you know what to prepare for. This guide covers some of the advantages and drawbacks of living in Massachusetts as a retiree.

THE PROS OF RETIRING IN MASSACHUSETTS

Considering Massachusetts for your retirement? Here’s why it might suit your needs:

HEALTH CARE SYSTEMS

Massachusetts has many leading academic institutions with medical schools, including Harvard, the University of Massachusetts, Boston University and Tufts. The high quality of medical education translates to a high quality of health care within the state. In 2025, the Commonwealth Fund ranked Massachusetts first in the nation for health care access and affordability. This is critical for seniors, who tend to use more medical services than their younger peers.

Massachusetts is home to several top hospitals, such as Massachusetts General Hospital, Brigham and Women’s Hospital and Beth Israel Deaconess Medical Center.  Living in a state with quality health care helps you be prepared for any medical issues that may come your way during your later years and enables access to some of the best specialists in the country.

WALKABLE CITIES

Nothing’s more convenient than being able to put on your shoes, grab your purse or wallet, and go – no car keys required. Boston is considered one of the most walkable cities in the world. If you’re looking for a place where you can take a leisurely stroll to meet with friends at a restaurant, go shopping or visit a performing arts event, it may be the place for you. Areas outside of the capital city, including Worcester, are increasingly gaining a reputation for this kind of living too.

Living in a walkable neighborhood has physical health benefits, as well. Someone who lives in a place with high walkability is more likely to engage in the recommended levels of physical activity and have a lower body mass index than someone who lives in a less-walkable area. Given that many older adults are physically inactive, living in a place where walking is built into your day-to-day life can help promote wellness.

OUTDOOR ACTIVITIES

If you like spending time outdoors, Massachusetts has plenty to offer. In retirement, you’ll have more free time to engage in the hobbies you love. Popular activities include:

• Camping
• Fishing
• Swimming
• Hiking or walking
• Hunting
• Boating
• Professional sporting events

If you love nature, there are more than 150 Massachusetts State Parks to visit. They cover diverse landscapes – mountains, freshwater beaches, saltwater beaches and more.

Additionally, sporting events are an institution in the state. If you want to get fresh air while enjoying an exciting game, consider attending a Red Sox or Patriots game.

HISTORICAL SITES AND MUSEUMS

Massachusetts has a rich history, as it was only the sixth state to join the Union. So, of course, there are plenty of historical places and museums to explore. There are far too many to list, but popular options include:

• The Mayflower II, a replica of the original Mayflower
• Plymouth Rock, an iconic spot that commemorates the Pilgrims’ landing
• The Freedom Trail, which connects many Revolution-era landmarks
• The North Bridge, where the first shot was fired in the American Revolution
• The Old South Meeting House, where the Boston Tea Party was planned
• Walden Pond, where writer Henry David Thoreau lived
• The Salem Witch Museum, where you can learn about the city’s witch trials

THE CONS OF RETIRING IN MASSACHUSETTS

Despite the Bay State’s stellar health care system and exciting activities to enjoy, there are also some drawbacks to consider before deciding to make it your retirement destination.

COST OF LIVING

Massachusetts is considered to have one of the highest costs of living in the United States, with only California and Hawaii being more expensive. In July 2025, the median listing price for homes in the state was $797,000, which is far higher than the U.S. median of $439,450. Renting is also pricey, with the median rent in 2023 being $1,757 per month compared to the U.S. median of $1,406.

TAX BURDEN

Unlike some other states, Massachusetts has its own income tax, sales tax and estate tax. These liabilities can add up over time and contribute to the cost of living in the Bay State.

• Personal Income Tax: Most income is taxed at a flat 5% rate. However, there is an additional 4% tax on income exceeding $1,083,150.
• Sales Tax: 6.25%
• Estate Tax: Estates valued at $2 million and above are subject to Massachusetts’ estate tax. The marginal rates range from 0.8% to 16%.

WEATHER-RELATED CONCERNS

While extreme weather in Massachusetts has historically been rare, it’s been on the rise in recent years. Since 1950, winter storms have become more intense and frequent, and heavy downpours have also increased. Property damage from natural disasters is a significant concern, and both physical and mental health can worsen as a result. Those over age 65 are particularly vulnerable in natural disasters, with many of them living alone.

TRAFFIC

If you want to have a car during retirement, be aware that Boston has some of the highest traffic congestion in the world and the fourth-highest traffic delay time in the U.S. This can cost you valuable time and money that you’d prefer to spend somewhere other than sitting in your car. Fortunately, Massachusetts is a highly walkable state, so you don’t have to rely on your car if you don’t want to. However, if you like going on long drives and enjoy owning cars, Massachusetts traffic is unavoidable.

START PLANNING FOR RETIREMENT IN MASSACHUSETTS

Regardless of your location, you need a thorough plan in place so you can enjoy your life to the fullest during retirement. A financial advisor can help you create a personal retirement plan that fits your needs and lifestyle goals. So, consider the pros and cons and seek some professional guidance that can help you design the retirement you deserve.