Massachusetts is historic, coastal, and culturally rich. If you are planning a trip and searching for the Best Things to Do in Massachusetts, you will quickly realise that this New England state offers far more than colonial landmarks. From Revolutionary War sites and Ivy League campuses to seaside villages and mountain trails, Massachusetts blends history, education, art, and natural beauty in one compact yet diverse destination.
Located in the northeastern United States, Massachusetts is known for its pivotal role in American history and its scenic Atlantic coastline. The Best Things to Do in Massachusetts range from walking historic streets in Boston to relaxing on Cape Cod beaches or exploring charming Berkshires towns.
The most memorable Best Things to Do in Massachusetts combine cultural depth, waterfront scenery, literary heritage, and outdoor exploration. Whether you are travelling as a couple, with family, or on a solo city break, this guide will help you plan a balanced and rewarding itinerary.
Historic and Revolutionary Best Things to Do in Massachusetts
Massachusetts is deeply connected to the founding of the United States. Exploring its historic landmarks is central to the Best Things to Do in Massachusetts.
1. Walk the Freedom Trail in Boston
Freedom Trail is a 2.5-mile walking route that connects 16 historic sites in Boston. Following this red-brick path is one of the essential Best Things to Do in Massachusetts.
Stops include the Massachusetts State House, Paul Revere’s House, and the Old North Church. Walking the trail allows visitors to experience Revolutionary history step by step.
2. Visit Plymouth Rock
Plymouth Rock marks the landing site of the Pilgrims in 1620. Seeing this historic landmark is among the symbolic Best Things to Do in Massachusetts.
Nearby attractions like Plimoth Patuxet Museums provide deeper historical context.
3. Explore Lexington and Concord
Lexington and Concord are towns where the first battles of the American Revolution took place. Visiting these battlefields ranks high among the meaningful Best Things to Do in Massachusetts.
Walking through Minute Man National Historical Park connects visitors to the earliest moments of American independence.
4. Tour Salem’s Historic Sites
Salem is famous for the 1692 witch trials. Exploring its museums and waterfront is one of the fascinating Best Things to Do in Massachusetts.
The Salem Witch Museum and historic houses provide insight into this complex chapter of history.
Coastal and Island Best Things to Do in Massachusetts
Massachusetts’ Atlantic shoreline brings a completely different rhythm to your trip. Salt air, historic lighthouses, fishing villages, and sandy beaches add relaxation and scenic beauty to the Best Things to Do in Massachusetts. From iconic Cape Cod to quiet harbour towns, the coast offers classic New England charm in every season.
5. Relax on Cape Cod
Cape Cod is one of the most famous coastal destinations in the United States. Spending time here is easily one of the classic Best Things to Do in Massachusetts.
The peninsula stretches into the Atlantic, offering sandy beaches, picturesque lighthouses, and small seafood restaurants serving fresh lobster rolls and clam chowder. The Cape Cod National Seashore protects miles of pristine coastline, dunes, and walking trails.
Whether you choose to swim, cycle along scenic paths, or simply relax by the water, Cape Cod provides a peaceful escape from city life. Including it among the Best Things to Do in Massachusetts guarantees a mix of natural beauty and coastal tradition.
6. Visit Martha’s Vineyard
Martha's Vineyard offers a charming island experience just a short ferry ride from the mainland. Exploring this island ranks among the relaxing Best Things to Do in Massachusetts.
The towns of Oak Bluffs and Edgartown feature colourful gingerbread cottages, white-clapboard houses, and scenic harbour views. Quiet beaches and cycling routes make it ideal for a slower-paced holiday.
During summer, the island attracts visitors looking for both elegance and simplicity. Including Martha’s Vineyard in your list of Best Things to Do in Massachusetts adds an island atmosphere filled with maritime heritage and coastal beauty.
7. Discover Nantucket
Nantucket feels like a preserved piece of maritime history. Visiting this island is one of the picturesque Best Things to Do in Massachusetts.
Cobblestone streets, historic whaling-era homes, and scenic lighthouses define the town’s character. The island’s museums and waterfront walks highlight its past as a major 19th-century whaling centre.
Bicycle paths connect beaches and villages, making it easy to explore at a relaxed pace. Adding Nantucket to the Best Things to Do in Massachusetts gives your itinerary a refined coastal experience with deep historical roots.
8. Explore Rockport and Bearskin Neck
Rockport is a small seaside town known for art galleries, seafood spots, and harbour views. Walking along Bearskin Neck is among the charming Best Things to Do in Massachusetts.
The narrow peninsula is lined with colourful shops and studios overlooking the Atlantic. Motif No. 1, one of the most painted buildings in America, sits nearby and reflects Rockport’s artistic reputation.
Spending an afternoon here allows you to enjoy ocean breezes, browse local art, and watch fishing boats drift in the harbour. Including Rockport and Bearskin Neck among the Best Things to Do in Massachusetts adds small-town charm to your coastal adventure.
Cultural and Urban Best Things to Do in Massachusetts
Massachusetts’ cities bring intellectual energy, artistic excellence, and historic character to your itinerary. From world-renowned universities to vibrant neighbourhoods and major museums, urban experiences form a key part of the Best Things to Do in Massachusetts. Boston and Cambridge, in particular, blend tradition and innovation in a way few cities can match.
9. Visit Harvard University
Harvard University in Cambridge is one of the most prestigious universities in the world. Touring its historic campus is among the iconic Best Things to Do in Massachusetts.
Founded in 1636, Harvard’s red-brick buildings, leafy courtyards, and centuries-old libraries create an atmosphere of academic tradition. Harvard Yard is the heart of the campus, and guided tours led by students provide insight into the university’s history and achievements.
Visitors can also explore nearby Harvard Square, filled with bookshops, cafés, and street performers. Including Harvard among the Best Things to Do in Massachusetts adds intellectual depth and cultural prestige to your trip.
10. Explore Boston Common and Public Garden
Boston Common and Boston Public Garden form a peaceful green space in the heart of the city. Walking through these parks is one of the relaxing Best Things to Do in Massachusetts.
Boston Common, established in 1634, is the oldest public park in the United States. Just across the street, the Public Garden features colourful flowerbeds, a lagoon, and the famous Swan Boats that glide across the water during warmer months.
These parks provide a quiet break between sightseeing stops. Including them among the Best Things to Do in Massachusetts balances busy city exploration with calm open space.
11. Visit the Museum of Fine Arts, Boston
Museum of Fine Arts, Boston houses one of the most comprehensive art collections in North America. Visiting this museum stands among the enriching Best Things to Do in Massachusetts for art enthusiasts.
The collection spans ancient Egyptian artefacts, European masters, American paintings, Asian art, and contemporary exhibitions. Rotating special exhibitions ensure that each visit feels fresh and engaging.
Spending a few hours here offers both inspiration and cultural perspective. Adding the Museum of Fine Arts to your list of Best Things to Do in Massachusetts enhances your experience with world-class artistic achievement.
12. Explore the North End
North End is Boston’s oldest residential neighbourhood and is widely known for its Italian heritage. Dining here is one of the flavourful Best Things to Do in Massachusetts.
Narrow streets are lined with bakeries, cafés, and traditional restaurants serving pasta, seafood, and famous cannoli. Historic sites such as Paul Revere’s House also sit within this lively district.
The mix of colonial history and vibrant food culture creates a distinctive atmosphere. Including the North End among the Best Things to Do in Massachusetts allows you to experience both the city’s past and its culinary traditions in one walkable neighbourhood.
Nature and Scenic Best Things to Do in Massachusetts
Beyond its historic cities and coastal villages, Massachusetts offers mountain views, forest trails, and peaceful countryside. Exploring these natural settings adds balance to the Best Things to Do in Massachusetts, especially for travellers who enjoy hiking, scenic drives, and quiet landscapes.
13. Hike Mount Greylock
Mount Greylock is the highest peak in the state, rising over 3,400 feet above sea level. Hiking here is among the scenic Best Things to Do in Massachusetts for outdoor enthusiasts.
Located in the northwestern corner of the state, Mount Greylock offers sweeping views across the surrounding valleys and, on clear days, into neighbouring states. Trails range from moderate woodland paths to more challenging summit routes. At the top, the War Memorial Tower provides an additional vantage point for panoramic scenery.
In autumn, the foliage transforms the mountain into a landscape of deep reds and golds, making it especially popular. Including Mount Greylock among the Best Things to Do in Massachusetts adds fresh air, elevation, and impressive natural beauty to your itinerary.
14. Visit the Berkshires
The Berkshires is a region known for rolling hills, cultural festivals, and charming rural towns. Exploring this area is one of the relaxing Best Things to Do in Massachusetts, especially during summer and autumn.
Small towns such as Lenox and Stockbridge feature art galleries, historic inns, and scenic countryside roads. The region is also home to music festivals and theatre performances that blend culture with natural surroundings.
Visitors can hike forest trails during the day and enjoy live performances in the evening. Adding the Berkshires to your list of Best Things to Do in Massachusetts creates a well-rounded experience that combines landscape and culture in a peaceful setting.
15. See Natural Bridge State Park
Natural Bridge State Park features a rare white marble arch carved by glacial activity thousands of years ago. Visiting this geological formation adds unique interest to the Best Things to Do in Massachusetts.
The marble quarry and surrounding walking paths provide insight into the area’s industrial and natural history. Informational signs explain how glaciers shaped the landscape and exposed the marble deposits.
The compact park makes it easy to explore within a short visit, while still offering impressive scenery. Including Natural Bridge State Park among the Best Things to Do in Massachusetts highlights the state’s lesser-known natural wonders beyond its coastline and cities.
Family-Friendly Best Things to Do in Massachusetts
Massachusetts offers plenty of attractions that keep children engaged while still appealing to adults. From high-speed roller coasters to interactive marine exhibits and historic warships, these activities add excitement and learning to the Best Things to Do in Massachusetts for families.
16. Visit Six Flags New England
Six Flags New England is the largest amusement park in the region and stands among the thrilling Best Things to Do in Massachusetts for families.
Located in Agawam near the Connecticut River, the park features major roller coasters, family-friendly rides, and a full water park. Attractions range from high-speed coasters for adrenaline seekers to gentler rides suitable for younger children. During summer, the water slides and lazy rivers provide a refreshing break.
Seasonal events, including Halloween-themed nights and holiday festivals, add variety throughout the year. Including Six Flags New England among the Best Things to Do in Massachusetts guarantees a full day of excitement and shared family fun.
17. Explore New England Aquarium
New England Aquarium is located on Boston’s waterfront and is one of the educational Best Things to Do in Massachusetts for visitors of all ages.
The centrepiece of the aquarium is the Giant Ocean Tank, a multi-story exhibit filled with sea turtles, tropical fish, and sharks. Interactive touch tanks allow children to gently handle rays and other marine creatures while learning about ocean conservation.
The aquarium also offers whale-watching cruises departing from the nearby harbour. Adding the New England Aquarium to your list of Best Things to Do in Massachusetts combines entertainment with environmental awareness in an engaging waterfront setting.
18. Tour Battleship Cove
Battleship Cove in Fall River features one of the largest collections of historic naval vessels in the world. Touring these ships ranks among the interactive Best Things to Do in Massachusetts.
Visitors can step aboard battleships, submarines, and destroyers to explore crew quarters, control rooms, and deck areas. Walking through the tight corridors and examining equipment provides a hands-on understanding of naval life.
For children interested in history or engineering, this experience is especially engaging. Including Battleship Cove among the Best Things to Do in Massachusetts adds an adventurous and educational dimension to your family itinerary.
Unique Experiences Best Things to Do in Massachusetts
Massachusetts offers experiences that go beyond museums and historic streets. From legendary sports venues to presidential history and open-ocean wildlife encounters, these activities add excitement and meaning to the Best Things to Do in Massachusetts.
19. Watch a Red Sox Game at Fenway Park
Fenway Park is one of the oldest and most beloved baseball stadiums in the United States. Attending a game here is one of the iconic Best Things to Do in Massachusetts.
Home to the Boston Red Sox since 1912, Fenway Park is famous for its Green Monster left-field wall and its intimate seating design. The atmosphere on game day is electric, with fans filling the stands and historic traditions carried on each season.
Even outside the baseball season, stadium tours provide access to the press box, dugouts, and field views. Including Fenway Park among the Best Things to Do in Massachusetts offers a true taste of Boston’s sporting spirit and community pride.
20. Visit the John F. Kennedy Presidential Library and Museum
John F. Kennedy Presidential Library and Museum sits along Boston Harbor and honours the legacy of the 35th President of the United States. Visiting this museum ranks among the insightful Best Things to Do in Massachusetts.
Exhibits explore Kennedy’s early life, presidential campaign, major speeches, and key moments of his administration. Multimedia displays and personal artefacts provide a deeper understanding of his leadership and historical impact.
The building itself, with large glass walls overlooking the harbour, adds a reflective atmosphere to the experience. Adding this museum to your list of Best Things to Do in Massachusetts connects political history with personal storytelling in a powerful way.
21. Whale Watching off the Coast
Whale watching tours departing from Boston or Cape Cod provide close encounters with marine wildlife. This activity stands among the unforgettable Best Things to Do in Massachusetts.
Boats travel to feeding grounds in the Atlantic where humpback, finback, and minke whales are commonly spotted. Naturalist guides explain migration patterns and conservation efforts during the journey.
Seeing a whale breach or surface near the boat creates a memorable and emotional moment. Including whale watching in your Best Things to Do in Massachusetts itinerary combines adventure, education, and the raw beauty of the Atlantic Ocean.
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Conclusion:
Massachusetts offers remarkable diversity within a small geographic area. When exploring the Best Things to Do in Massachusetts, you experience Revolutionary history, coastal charm, academic prestige, scenic mountains, and vibrant city culture.
The true strength of the Best Things to Do in Massachusetts lies in its balance. You can walk through historic battlefields in the morning, relax on a Cape Cod beach in the afternoon, and enjoy world-class dining at night. Whether you visit for history, nature, family fun, or cultural discovery, Massachusetts delivers experiences that remain meaningful long after your trip ends.
