12 Enchanting Places to Live in Massachusetts That Feel Like a Fairytale

Massachusetts got me good. From the moment I wandered through Beacon Hill’s gas-lit streets (where even the trash cans look fancy) to chilling on the Berkshires porches of Lenox watching thunder clouds roll in over the mountains, I understood why people never want to leave. The history here feels alive, but it’s the modern energy that really grabbed me.

The best places in Massachusetts to live aren’t just about colonial charm and fall foliage. From Cambridge, where I watched Harvard students debate philosophy over Vietnamese coffee, to Northampton where bookstores and music venues share walls with farm-to-table spots, this state mixes old school vibes with serious cool factor. Ready to find your own New England paradise? Here are 12 spots that’ll make you want to start apartment hunting by sunset.

Most Amazing Places to Live in Massachusetts  

Looking for places to live in Massachusetts? Explore Belmont, a suburban gem known for its excellent schools and quiet neighborhoods. Consider Cambridge, home to world-renowned universities, a vibrant culture, and diverse dining options. Experience Lexington, a historic town offering top-rated schools and a strong sense of community. Discover Newton, a picturesque city with beautiful parks, charming villages, and a high quality of life. Whether you’re seeking history, education, or a welcoming community, these are some of the best places to live in Massachusetts.

• Best for modern living: Belmont
• Best for dynamic city life: Boston
• Best for cultural richness: Cambridge
• Best for suburban tranquility: Brookline
• Best for modern amenities: Lexington
• Best for urban and suburban feel: Medford
• Best for city conveniences: Newton
• Best for youthful, artsy vibe: Somerville
• Best for urban and suburban living: Springfield
• Best for education: Waltham
• Best for natural beauty: Wellesley
• Best for cultural diversity: Worcester

1. Belmont

First on our list is Belmont, a town that effortlessly blends suburban charm with modern convenience. Known for its tree-lined streets, excellent schools, and strong sense of community, it’s a top choice for families and professionals alike.

Nature lovers will appreciate Lone Tree Hill Conservation Area, offering scenic trails and lush greenery. The town’s quaint shopping district is filled with boutique stores and cozy cafés, creating a vibrant yet relaxed atmosphere.

One of Belmont’s biggest advantages is its proximity to Boston—a short commute brings you to the heart of the city, while still enjoying quiet, suburban living. The town also boasts beautiful homes, ranging from classic Colonials to contemporary designs. With top-tier education, safety, and a prime location, Belmont remains one of the most desirable places to live in Massachusetts.

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2. Boston

For those who crave big-city energy, Boston delivers in every way. As the cultural and economic heart of Massachusetts, this city blends rich history, modern innovation, and endless entertainment.

Stroll through Beacon Hill’s cobblestone streets, explore the Seaport District’s sleek skyscrapers, or catch a game at Fenway Park—Boston offers a vibrant mix of past and present. The Freedom Trail takes you through historic landmarks, while the city’s culinary scene boasts everything from fresh seafood at Faneuil Hall to high-end dining in Back Bay.

Boston is also home to world-renowned universities, including Harvard, MIT, and Boston University, making it an intellectual and tech powerhouse. Its efficient public transit, thriving job market, and diverse neighborhoods cater to students, professionals, and families alike. Whether you’re looking for history, culture, or career opportunities, Boston offers a lifestyle that’s hard to match.

3. Cambridge

A city where intellect meets innovation, Cambridge is a hub of academic excellence, cultural diversity, and cutting-edge technology. Anchored by Harvard University and MIT, this city thrives on education, research, and entrepreneurship, making it one of Massachusetts’ most dynamic places to live.

Residents enjoy cycling along the Charles River, browsing Harvard Square’s historic bookstores, and dining at award-winning restaurants in Kendall Square, the city’s thriving tech and biotech hub. Cambridge’s commitment to sustainability makes it one of the most walkable and bike-friendly cities in the state, with excellent public transit options.

The city’s diverse neighborhoods, from the Victorian-lined streets of West Cambridge to the artsy energy of Central Square, offer a variety of housing options. With a booming job market, thriving arts scene, and progressive values, Cambridge is an inspiring place to call home—perfect for scholars, creatives, and innovators alike.

4. Brookline

Just minutes from downtown Boston, Brookline is a town that combines suburban tranquility with city convenience. Its tree-lined streets, historic homes, and top-rated schools make it a prime location for families looking for a balanced lifestyle.

A highlight of Brookline is Coolidge Corner, a lively hub filled with independent bookstores, local cafés, and the iconic Coolidge Corner Theatre—one of the best places to catch indie and foreign films. The Brookline Reservoir and Larz Anderson Park provide plenty of outdoor space for jogging, picnics, and scenic walks.

With its proximity to Boston, excellent public transit, and a thriving cultural scene, Brookline is a perfect choice for those who want urban amenities without sacrificing community charm. Whether you’re a professional, student, or growing family, this town offers the best of both worlds.

5. Lexington

A town where history and modern living collide, Lexington is famous for its role in the American Revolution, yet today, it’s one of the most sought-after places to live in Massachusetts.

History buffs can explore the Lexington Battle Green, while outdoor enthusiasts can enjoy the Minute Man National Historical Park, filled with walking trails and scenic landscapes. The town’s top-rated public schools and strong sense of community make it an ideal choice for families.

Beyond its rich past, Lexington offers modern conveniences, from boutique shopping in the town center to high-end restaurants and cultural events. Its proximity to Boston ensures easy commuting, while the quiet, suburban environment provides a peaceful retreat. With its historic charm, excellent schools, and family-friendly atmosphere, Lexington remains one of Massachusetts’ premier places to call home.

6. Medford

For those who want a mix of urban and suburban living, Medford is a hidden gem just five miles from Boston. Home to Tufts University, this city offers a vibrant, youthful energy alongside historic charm.

Medford’s location along the Mystic River provides plenty of outdoor recreation, from kayaking and paddleboarding to waterfront jogging trails. The Middlesex Fells Reservation, a 2,500-acre nature escape, is perfect for hiking, biking, and exploring wildlife.

The city’s revitalized downtown boasts trendy cafés, diverse restaurants, and boutique stores, making it a lively yet welcoming place to live. With affordable housing compared to Boston, strong public transit access via the Green and Orange Line, and a growing arts scene, Medford is a top contender for professionals, students, and families who want city convenience with a suburban feel.

• Read Next: Best Things to Do in North Shore, MA

7. Newton

Just west of Boston, Newton is an upscale, family-friendly suburb known for its top-rated schools, beautiful parks, and strong local economy. Nicknamed the “Garden City,” it boasts tree-lined streets, historic homes, and a strong sense of community.

Newton consists of 13 distinct villages, each with its own unique vibe—from the historic homes of Newton Centre to the boutique shopping in Chestnut Hill. The Charles River offers residents kayaking, walking paths, and peaceful waterfront views, while the Newton Free Library is one of the largest and most well-loved libraries in the state.

With low crime rates, high-quality schools, and quick access to Boston, Newton remains one of the best places to live in Massachusetts. Whether you’re looking for a quiet suburban retreat or a thriving local culture, Newton provides the perfect balance of charm and convenience.

8. Somerville

Artsy, eclectic, and endlessly vibrant, Somerville is the perfect place for creatives, young professionals, and tech enthusiasts. Located just outside Cambridge, this city blends historic charm with cutting-edge innovation.

Davis Square and Assembly Row are hubs of activity, offering independent bookstores, vintage shops, craft breweries, and an exciting food scene. The annual Fluff Festival, celebrating the invention of Marshmallow Fluff (which originated here!), adds to the city’s quirky charm.

Somerville is also one of the most bike-friendly cities in Massachusetts, with dedicated lanes and easy access to the Minuteman Bikeway. Its thriving arts scene, diverse culture, and close proximity to Boston and Cambridge make it one of the most exciting places to live in the state. If you’re looking for energy, creativity, and a strong sense of community, Somerville is calling your name.

9. Springfield

If you’re looking for affordability without sacrificing convenience, Springfield is one of Massachusetts’ best-kept secrets. Located in Western Massachusetts, this city offers a blend of history, culture, and outdoor adventure.

As the birthplace of basketball, Springfield is home to the Naismith Memorial Basketball Hall of Fame, a must-visit for sports fans. Families love the Springfield Museums, featuring the Dr. Seuss National Memorial Sculpture Garden—a nod to the city’s most famous literary icon.

Springfield’s cost of living is lower than in many other Massachusetts cities, making homeownership more accessible. With beautiful parks, a revitalized downtown, and a growing job market, it’s becoming a popular choice for young professionals and families. Whether you’re catching a concert at Symphony Hall, exploring Forest Park, or enjoying the city’s rich history, Springfield offers big-city perks at a fraction of the cost.

10. Waltham

Known as “Watch City” for its history in the watchmaking industry, Waltham is now a hub of education, business, and innovation. Located just 10 miles from Boston, it offers big-city access with a suburban feel.

Home to Brandeis University and Bentley University, Waltham has a strong academic presence and a thriving tech and biotech sector. Its job market is booming, making it a top choice for professionals and students alike.

Foodies will love Moody Street, often called “Restaurant Row,” where you’ll find everything from authentic Italian to trendy fusion spots. The Charles Riverwalk provides scenic trails for jogging, biking, and kayaking, adding to the city’s outdoor appeal.

With its affordable housing (compared to Boston), strong public schools, and vibrant nightlife, Waltham offers the perfect balance of work, play, and relaxation—making it one of the best places to live in Massachusetts.

11. Wellesley

Refined, scenic, and intellectually rich, Wellesley is one of Massachusetts’ most prestigious suburbs. Home to the renowned Wellesley College, this town is a haven for education, culture, and natural beauty.

Residents enjoy the Wellesley Trails System, offering 25 miles of scenic walking and biking paths, while Lake Waban provides a serene backdrop for outdoor activities. The town’s historic charm is complemented by Wellesley Square, where boutique shopping and gourmet dining create a sophisticated yet welcoming atmosphere.

Wellesley’s public schools are consistently ranked among the best in the state, making it a prime choice for families. Though home prices are on the higher end, the town’s safety, strong community feel, and proximity to Boston make it a top-tier place to call home. If you’re looking for a mix of academic prestige, natural beauty, and high quality of life, Wellesley is unmatched.

12. Worcester

Last but absolutely not least, Worcester is a hidden gem that’s quickly becoming one of Massachusetts’ most exciting cities. Often called “The Heart of the Commonwealth,” it blends history, affordability, and a thriving arts scene.

Worcester is home to nine colleges, including Clark University and Worcester Polytechnic Institute (WPI), giving it a young, energetic vibe. The city’s revitalized downtown boasts trendy cafés, microbreweries, and live music venues, while the Worcester Art Museum showcases world-class exhibits.

For outdoor lovers, Green Hill Park and Lake Quinsigamond offer scenic getaways within the city. With its affordable cost of living, strong job market, and growing cultural scene, Worcester is perfect for young professionals, families, and retirees alike. Whether you’re catching a show at The Hanover Theatre or exploring the Canal District, Worcester offers a rich, dynamic lifestyle without the Boston price tag.

Frequently Asked Questions (FAQs) About the Best Places to Live in Massachusetts                  

Interested in learning more about what are the best places to live in Massachusetts? Here are frequently asked questions about the state’s best living areas.

What is the nicest city in Massachusetts?

If you’re looking for the epitome of charm and sophistication, Brookline town stands out as the nicest city to live in Massachusetts. Known for its lush parks, historic sites, and top-notch schools, Brookline offers a serene yet vibrant lifestyle. The town is a stone’s throw away from Boston, providing easy access to the city’s amenities while maintaining a peaceful, suburban atmosphere. With its diverse population and cultural richness, Brookline is not just a good place to live in Massachusetts; it’s a community that many are proud to call home.

What is the nicest city in Massachusetts?

When it comes to sheer allure and quality of life, Boston often tops the list as the nicest city to live in Massachusetts. Known for its rich history, diverse neighborhoods, and vibrant arts scene, Boston offers a unique blend of traditional charm and modern convenience. Whether you’re a history buff, a foodie, or someone who enjoys the hustle and bustle of city life, Boston has something for everyone. It’s not just a great place to live in Massachusetts; it’s a city that embodies the spirit of New England in a cosmopolitan setting.

What is the best town to live in Massachusetts 2023?

As of 2023, Wellesley Town has garnered attention as the best town to live in Massachusetts. With its top-rated schools, lush parks, and a tight-knit community, Wellesley offers a suburban feel while being just a short drive from Boston. The town is also home to Wellesley College, adding a youthful energy and intellectual vibe to the community. It’s the best Massachusetts town to live, especially for families looking for a safe, affluent, and education-focused environment.

Is Massachusetts voted the best place to live in?

While Massachusetts consistently ranks high in various quality of life metrics, it hasn’t been universally voted as the best place to live in. However, it does excel in education, healthcare, and cultural opportunities, making it a great place to live in Massachusetts for those who prioritize these aspects. Cities like Boston are hubs for innovation and education, boasting some of the world’s leading universities and hospitals.

Is Massachusetts a Fun Place to Live?

Absolutely, Massachusetts offers a vibrant lifestyle that caters to a variety of interests. From the bustling streets of Boston, filled with historical landmarks and a lively arts scene, to the serene landscapes of the Berkshires, there’s no shortage of entertainment. Sports enthusiasts will find themselves right at home with iconic teams like the Boston Red Sox and New England Patriots. Foodies can explore a diverse culinary landscape, from fresh seafood to international cuisines. For those who love the outdoors, the state offers hiking, skiing, and beach activities. There are lots of vacation rentals as well, making it one of the most livable cities in Massachusetts for adventure seekers.

Is Life Expensive in Massachusetts?

Living in Massachusetts does come with a higher price tag compared to the national average, particularly in areas close to Boston. Housing tends to be the most significant expense, followed by healthcare and education. However, the state also offers robust employment opportunities, especially in sectors like technology, healthcare, and education, which can offset the cost of living. High salaries in these industries make it a good place to live in Massachusetts if you’re in these fields. Public transportation is efficient but can also add to monthly expenses if you’re commuting to the city regularly.

Is it Cheaper to Live in Florida or Massachusetts?

When it comes to the cost of living, Florida generally offers a more affordable lifestyle compared to Massachusetts. Housing costs, in particular, are significantly lower in the Sunshine State. Additionally, Florida has no state income tax, which can make a considerable difference in your take-home pay. However, it’s essential to consider other factors like job opportunities, healthcare, and education. Massachusetts excels in these areas, offering high-paying jobs, especially in tech and healthcare sectors, and top-notch educational institutions. In summary, while Florida may be easier on the wallet, Massachusetts offers great places to live with potentially higher earning potential and better public services.

Final Thoughts on the Best Places to Live in Massachusetts                   

Embarking on a journey to find the perfect place to call home in Massachusetts is an adventure in itself. From the bustling streets of Boston to the tranquil vibes of Wellesley Town, the state offers a diverse range of lifestyles and landscapes. Each destination we’ve explored has its unique charm and set of advantages, making them some of the best places to live in Massachusetts.

While some places like Brookline and Newton offer top-tier schools and a family-friendly environment, cities like Cambridge and Boston are hubs for innovation and culture. Whether you’re a young professional, a growing family, or someone looking to enjoy their golden years, Massachusetts has a corner that feels like it was made just for you.

So, where is the best place to live in Massachusetts? It’s not just about the cost of living or proximity to amenities; it’s about the quality of life. Massachusetts consistently ranks high in healthcare, education, and overall well-being, making it a great place to live. So, if you’re contemplating a move, this state should be high on your list.

Ready to make the move? Your dream home in one of Massachusetts’ charming towns or vibrant cities awaits you. Take the plunge and experience what it’s like to live in one of the most dynamic and diverse states in the U.S.