20 Top Things to Do in Boston with Kids 🇺🇸: Top Attractions, Free Activities & Family Fun

Boston is a city full of history, culture, and fun activities for everyone. Whether you are visiting for the first time or returning, there is always something new to explore.

In this guide, you will find the best things to do in Boston, from iconic landmarks to free experiences and activities for kids. Keep reading to plan your perfect trip.

🏠 Where to Stay in Boston

• 💎 Luxury Hotel: InterContinental Boston by IHG, Boston
• ✨ 5-Star: The Eliot Hotel, Boston
• 🏨 4-Star: Omni Boston Hotel at the Seaport, Boston
• 🛏️ 3-Star: DoubleTree by Hilton Hotel Boston Bayside, Boston
• 💸 Cheap: Found Hotel Boston Common, Boston
• 🏢 Apartament: Hampton Inn & Suites Boston Crosstown Center, Boston
• 👨‍👩‍👧‍👦 For Families: The Dagny Boston, Boston
• 🏩 For Couples: Boston Marriott Copley Place, Boston

💁 Best Guided Tours

• Boston Freedom Trail Revolutionary City Small-Group Tour from € 40 (⭐ 4.9/5)
• Boston Hop-On Hop-Off Trolley 1- or 2-Day Pass with 14 Stops from € 50 (⭐ 4.6/5)
• Boston Historic Sightseeing Harbor Cruise from € 35 (⭐ 4.8/5)
• Boston Revolutionary History Group Walking Tour from € 45 (⭐ 4.9/5)

Best Things To Do in Boston

1. Freedom Trail Walking Tour

Historic adventure. I recently joined the Freedom Trail Walking Tour, Boston’s iconic 1-mile red brick path that connects 16 historic sites. The costumed 18th-century guides truly bring Revolutionary history to life as you explore landmarks like Boston Common, Massachusetts State House, and the site of the Boston Massacre.

Tour options. There are several tour variations to choose from, including the standard Walk Into History Tour (90 minutes), Revolutionary Women, African American Patriots, and even a Historic Pub Crawl for adults. My personal favorite was the standard tour that departs from the Boston Common Visitor Information Center.

Practical details. Tours run daily at 10am, 11am, 12pm and 1pm, with additional specialty tours on weekends. The terrain is mostly flat with little incline, making it accessible for most visitors. The standard tour costs around $16.80 per person, though prices may vary slightly by season.

Local tip. Book your tickets online in advance as tours often sell out, especially during summer months. The tickets are non-refundable and tours operate rain or shine, so dress accordingly. I recommend wearing comfortable walking shoes and bringing a water bottle.

Hidden gems. While the main sites are fascinating, I discovered some lesser-known stories about colonial Bostonians who were ordinary people who achieved extraordinary things. Don’t miss the memorial to Robert Gould Shaw and the all-Black 54th Regiment near the starting point at Boston Common.

Based on the links provided, I’ve formatted them as requested with the “⭐ Best Activities” prefix for each tour:

⭐ Best Activities

• Guided Freedom Trail Walking Tour – Travel back in time to colonial New England on a historic walking tour with a costumed guide who gives you an immersive understanding of life during America’s infancy.

2. Boston Harbor Cruise

Maritime adventure. I took a Boston Harbor cruise that offered spectacular views of the city skyline from the water. These typically last between 60-90 minutes and provide fascinating narration about Boston’s maritime history, from the Tea Party to modern developments.

Options. You can choose from several types of harbor experiences, including historical sightseeing tours, sunset cruises with city lights, and even dining ones with full meals. City Experiences (formerly Boston Harbor Cruises) operates many of these voyages, with boats departing regularly from Long Wharf.

Best views. From the water, you’ll get unmatched perspectives of Boston’s landmarks including the Seaport District, the harbor islands, historic North End, and Charlestown Navy Yard. I recommend sitting on the open-air top deck for the best photo opportunities of the city skyline.

⭐ Best Activities

• Boston Historic Sightseeing Harbor Cruise – Enjoy spectacular views of the city while passing by numerous islands including Thompson Island, Bumpkin Island, Peddocks Island, and Spectacle Island.

3. Fenway Park

Baseball paradise. I recently toured Fenway Park, America’s oldest and most beloved ballpark operating since 1912. Even if you’re not a baseball fan, the historic charm and cultural significance of this venue make it a must-visit Boston attraction.

Tour experience. The guided tours take you through the stadium’s most iconic features including the Green Monster (the famous 37-foot left field wall), the red Ted Williams seat marking the longest home run inside the park, and press boxes where sports history has been chronicled for generations.

Game day atmosphere. If possible, I recommend experiencing an actual Red Sox game. The energy of 37,000+ passionate fans singing “Sweet Caroline” in the 8th inning creates an unforgettable Boston memory. The current capacity is 37,305 during day games and 37,755 for night games.

Local tip. If attending a game, arrive early to explore the surrounding Fenway-Kenmore neighborhood with its lively sports bars and restaurants. The stadium is easily accessible via the Green Line T at Kenmore or Fenway stations.

⭐ Best Activities

• Tour of Historic Fenway Park, America's Most Beloved Ballpark – Explore America’s oldest major league ballpark and learn about its rich history and significance.

4. Newbury Street Shopping and Dining

Shopping paradise. I spent a delightful afternoon exploring Newbury Street, Boston’s premier shopping destination stretching eight blocks from the Public Garden to Massachusetts Avenue. This mile-long stretch features 250 shops and 52 food spots housed in elegant Victorian brownstones.

Retail variety. What makes Newbury Street special is its mix of high-end luxury brands like Chanel and Cartier alongside more affordable options like Uniqlo and Newbury Comics. The street has a distinctly Boston character that sets it apart from generic shopping malls.

Dining highlights. After shopping, I stopped at La Neta for delicious Mexican food that didn’t break the bank (tacos start at $6). For dessert, The Bittersweet Shoppe offers old-school soda fountain treats like Italian cream sodas and creative coffee drinks in a charming setting with a sunlit patio.

Historical note. The street has a fascinating history – in the early 1800s, this area was actually part of Boston Harbor before developers filled it with land in 1857. From 1865 to 1916, Newbury Street was even home to MIT before the university moved to its current Cambridge location.

5. Isabella Stewart Gardner Museum

Artistic treasure. I visited the Isabella Stewart Gardner Museum, a Venetian-style palace housing an extraordinary collection of European, Asian, and American art. Built between 1898-1901 by its namesake patron, this museum offers a uniquely personal glimpse into one collector’s vision.

Architectural wonder. The museum is centered around a stunning four-story courtyard filled with flowering plants and classical sculptures. Each room maintains the exact arrangement Isabella Stewart Gardner intended, creating an intimate experience unlike conventional museums.

Collection highlights. The museum contains masterpieces by Titian, Rembrandt, and John Singer Sargent. Sadly, it’s also known for the infamous 1990 heist where 13 works valued at $500 million were stolen and remain unrecovered to this day.

Visitor tip. The museum can get crowded on weekends, so I recommend visiting on weekday mornings. Don’t miss the special exhibitions in the new Renzo Piano-designed wing completed in 2012, which contrasts beautifully with the historic palace.

⭐ Best Activities

• Boston Explorer Pass: Save up to 50% on 30+ Top Attractions – Get access to over 30 top attractions and activities at discounted prices with this flexible explorer pass.

6. Museum of Fine Arts

Artistic immersion. I spent a full day exploring the Museum of Fine Arts (MoS), one of America’s largest and most comprehensive art museums. With over 700 interactive exhibits spanning multiple floors, it offers something for every interest from ancient Egyptian artifacts to contemporary installations.

Collection highlights. The museum’s strengths include its impressive collection of American art featuring works by John Singleton Copley and John Singer Sargent, Japanese ukiyo-e prints, Impressionist masterpieces, and ancient Egyptian treasures including remarkable mummies and sarcophagi.

Interactive experiences. Beyond traditional galleries, the museum offers hands-on activities, multimedia presentations, and live demonstrations throughout the day. The schedule changes regularly, so check the daily program when you arrive to catch special talks and performances.

Visitor strategy. The museum is massive, so I recommend planning your visit around 2-3 collections that interest you most rather than trying to see everything. The Art of the Americas Wing and the Japanese collection were my personal favorites.

⭐ Best Activities

• Museum of Fine Arts Boston General Admission Ticket – Discover one of the most comprehensive art museums in the world with collections spanning ancient to contemporary works.

7. Whale Watching Tours

Marine adventure. I joined a whale watching tour departing from Boston Harbor, which took us to Stellwagen Bank National Marine Sanctuary, a nutrient-rich feeding ground for several whale species. The experience of seeing these magnificent creatures in their natural habitat was truly unforgettable.

Wildlife sightings. During my 3-4 hour excursion, we spotted multiple humpback whales, a few minke whales, and even a pod of Atlantic white-sided dolphins. The naturalists onboard provided fascinating information about marine biology and conservation efforts in the area.

Tour experience. The boats are equipped with comfortable indoor cabins with large windows and outdoor viewing decks. I recommend bringing layers (it’s always cooler on the water), sunscreen, and seasickness medication if you’re prone to motion sickness.

Best time. While whales can be spotted throughout the season, I found that late summer (August-September) offers the most active whale behaviors and generally calmer seas. Morning tours typically have smoother water conditions than afternoon excursions.

⭐ Best Activities

• Boston Whale Watching Cruise – Head out to Stellwagen Bank National Marine Sanctuary for an unforgettable opportunity to observe majestic marine mammals in their natural habitat.

8. Boston Tea Party Ships & Museum

Revolutionary experience. I visited the Boston Tea Party Ships & Museum, an immersive historical attraction that brings the famous 1773 protest vividly to life. Located on the Congress Street Bridge, this interactive museum combines live actors, high-tech exhibits, and full-scale replica ships.

Participatory history. What makes this museum unique is its participatory nature – visitors receive feather disguises and character cards of actual Tea Party participants. I joined fellow “colonists” in throwing replica tea chests into the harbor, feeling connected to this pivotal moment in American history.

Authentic replicas. The museum features full-scale reproductions of the Beaver and Eleanor, two of the three ships involved in the original protest. I explored below decks and watched costumed interpreters demonstrate colonial life aboard merchant vessels.

Historical artifacts. The museum houses one of only two known surviving tea chests from the original Boston Tea Party. Seeing this authentic artifact, displayed in a special climate-controlled case, created a tangible connection to the events of December 16, 1773.

⭐ Best Activities

• Tickets for Boston Tea Party Ships & Museum – Experience an immersive historical adventure that brings the famous 1773 event to life through interactive exhibits and authentically restored ships.

9. Faneuil Hall Marketplace

Historic marketplace. I spent a delightful afternoon exploring Faneuil Hall Marketplace, a historic shopping and dining complex comprising four buildings: Faneuil Hall, Quincy Market, North Market, and South Market. This pedestrian-friendly area has served as a marketplace since 1742.

Culinary paradise. The central Quincy Market Colonnade houses over 35 food vendors offering everything from New England classics like clam chowder and lobster rolls to international cuisine. I enjoyed sampling from multiple stalls before settling on a bowl of creamy chowder from Boston Chowda Co.

Street performances. The marketplace is famous for its street performers, and I watched several impressive acts including jugglers, acrobats, and musicians. The central rotunda and outdoor areas host scheduled performances throughout the day, adding to the lively atmosphere.

Shopping variety. Beyond food, the marketplace houses over 70 shops ranging from local boutiques to national brands. I found unique Boston souvenirs at Newbury Comics and sampled local treats at Boston Honey Company.

⭐ Best Activities

• Tour of the Freedom Trail: Faneuil Hall to Boston Common – Explore the historic path from Faneuil Hall to Boston Common with a knowledgeable guide sharing stories of American history.

10. The Paul Revere House

Colonial time capsule. I visited the Paul Revere House in Boston’s North End, the oldest remaining structure in downtown Boston (built around 1680) and home to the famous patriot from 1770 to 1800. This modest wooden dwelling provides a rare glimpse into colonial domestic life.

Authentic furnishings. The house is furnished with period pieces including some original Revere family possessions. The simple, functional rooms reflect the lifestyle of a prosperous artisan family in colonial Boston, with informative displays explaining daily life in the 18th century.

Historical context. Beyond Revere’s famous midnight ride, I learned about his successful career as a silversmith, bell founder, and early industrialist. The site includes a small museum with examples of Revere’s silverwork and engravings, including his famous depiction of the Boston Massacre.

Neighborhood exploration. The house sits in the heart of Boston’s historic North End, making it easy to combine with visits to the Old North Church, Copp’s Hill Burying Ground, and the neighborhood’s famous Italian restaurants and bakeries.

⭐ Best Activities

• Private Walking tour: Freedom trail, Paul Revere House and Boston Public Market – Enjoy a personalized experience of historic sites including Paul Revere’s home and the vibrant public market.

11. Old State House

Architectural treasure. I visited the Old State House, Boston’s oldest public building (1713) and one of the most significant historical buildings in America. This distinctive brick structure with its lion and unicorn statues stands as a striking contrast among the modern skyscrapers of downtown Boston.

Revolutionary history. Standing in the council chamber where colonial governors and the Massachusetts Assembly debated British policies, I felt the weight of history. The building witnessed crucial events leading to the American Revolution, including debates over the Stamp Act and writs of assistance.

Visitor experience. The building now functions as a museum operated by Revolutionary Spaces. I particularly appreciated the multi-sensory exhibits that use sound, light, and interactive elements to bring historical events to life.

⭐ Best Activities

• Old South Meeting House and Old State House Combo Ticket – Visit two pivotal locations in American revolutionary history with this convenient combo ticket.

12. Quincy Market

Culinary destination. I explored Quincy Market, the central food hall of Faneuil Hall Marketplace and one of Boston’s most popular dining destinations. Built in 1825 to expand the original Faneuil Hall, this Greek Revival building stretches 535 feet with its distinctive copper dome.

Food variety. The market’s central colonnade houses dozens of food vendors offering everything from local specialties to international cuisine. I sampled Boston cream pie from Boston Kitchen, enjoyed fresh oysters from Boston & Maine Fish Co., and couldn’t resist a classic lobster roll from Salty Dog.

Architectural details. Beyond the food, I admired the building’s impressive architectural features, including the central rotunda with its domed ceiling and the granite exterior that has stood for nearly 200 years. Historical placards throughout explain the market’s significance in Boston’s commercial development.

Local tip. While the market can get extremely crowded at peak times, I found that visiting before 11am or after 2pm provided a more relaxed experience. For the best atmosphere, grab your food and enjoy it at the outdoor tables where you can watch street performers while dining.

⭐ Best Activities

• CityView Trolley Boston Tours – Hop on and off at your leisure to explore the city’s most important landmarks and neighborhoods at your own pace.

Things to Do in Boston with Kids

1. New England Aquarium

Underwater adventure. I visited the New England Aquarium with my family and was impressed by how it engages children of all ages. The centerpiece is a massive four-story Giant Ocean Tank that recreates a Caribbean coral reef ecosystem, complete with sea turtles, sharks, and hundreds of tropical fish.

Interactive exhibits. Kids love the penguin colony where African penguins waddle and swim just inches away behind glass. The touch tank allows children to gently handle starfish, hermit crabs, and other tide pool creatures under staff supervision.

Conservation focus. The aquarium does an excellent job balancing entertainment with education about marine conservation. Even young children come away understanding the importance of protecting ocean habitats through engaging, age-appropriate presentations.

Visitor tip. The aquarium can get extremely crowded on weekends and school holidays. I recommend visiting first thing in the morning on weekdays if possible. Consider purchasing tickets online in advance to avoid long entry lines.

⭐ Best Activities

• Tickets for New England Aquarium: Skip the Line – Bypass the queues and discover thousands of aquatic species from around the world in this renowned marine center.

2. Boston Children’s Museum

Interactive learning. The Boston Children’s Museum, founded in 1913, is the second oldest children’s museum in the United States and offers three floors of hands-on exhibits designed specifically for children. Located on Children’s Wharf along the Fort Point Channel, it’s a paradise for curious kids.

Popular exhibits. My children were particularly captivated by the three-story climbing structure called the New Balance Foundation Climb at the entrance. Other highlights include the Construction Zone where kids can operate a Bobcat and use toy jackhammers, and the Japanese House, a real two-story townhouse from Kyoto.

Age-appropriate areas. The museum thoughtfully provides spaces for different age groups, including PlaySpace specifically designed for children 0-3 years with soft climbing structures and sensory activities. Older kids enjoy KidStage performances and the Art Studio for creative projects.

Parent tip. Plan to spend at least 3 hours here as children often don’t want to leave. The museum café offers healthy lunch options, or you can bring your own food to eat in designated areas.

3. Swan Boats at Boston Public Garden

Timeless tradition. I took my children for a ride on the iconic Swan Boats in the Public Garden, a beloved Boston tradition since 1877. These charming pontoon pleasure boats, inspired by the opera Lohengrin, are pedaled by drivers sitting inside a swan figure at the back of the boat.

Gentle experience. The 12-15 minute ride circles the garden’s lagoon, passing under the small suspension bridge and offering views of the garden’s beautiful willow trees and flower beds. It’s a peaceful, slow-paced activity perfect for families with children of all ages.

Historical charm. Children are fascinated to learn that the oldest boat still in operation was built in 1910, and that the Swan Boats have been operated by the same family for five generations. They’re even featured in classic children’s books like Make Way for Ducklings and The Trumpet of the Swan.

Family tip. Combine your Swan Boat ride with a visit to the famous Make Way for Ducklings statues in the Public Garden and a stroll through Boston Common. The entire experience makes for a perfect morning with young children.

4. Boston Science Museum

Scientific wonder. The Museum of Science offers over 700 interactive exhibits that make learning exciting for children. Located on the Charles River between Boston and Cambridge, this massive facility combines traditional museum displays with hands-on experimentation and live demonstrations.

Star attractions. My kids were mesmerized by the lightning shows in the Theater of Electricity featuring the world’s largest air-insulated Van de Graaff generator. The dinosaur exhibits, complete with a full-size Tyrannosaurus Rex model, are also consistently popular with young visitors.

Immersive experiences. The museum houses both the Charles Hayden Planetarium and the Mugar Omni Theater (New England’s only domed IMAX theater), offering spectacular shows about space, nature, and science. These require separate tickets but are well worth the additional cost.

Educational value. The museum excels at presenting complex scientific concepts in ways children can understand and enjoy. Live presentations throughout the day cover topics from animal adaptations to chemistry experiments with spectacular visual effects.

⭐ Best Activities

• Tickets for Boston CityPASS – Save on admission to multiple must-see attractions with this comprehensive city pass option.

5. Boston Harbor Islands Family Activities

Island adventure. I took my family to explore the Boston Harbor Islands, a national and state park consisting of 34 islands and peninsulas just a short ferry ride from downtown. Spectacle Island and Georges Island are the most accessible and offer the most amenities for families.

Beach fun. Spectacle Island features sandy beaches with lifeguards, changing facilities, and even showers – perfect for a summer swimming day with kids. The 121-acre island also has hiking trails with panoramic views of the Boston skyline and harbor.

Historical exploration. Georges Island is home to Fort Warren, a Civil War-era fortress that children love exploring. The fort’s dark passages, cannon emplacements, and historical exhibits captivate young imaginations, and rangers often offer kid-friendly tours and activities.

Family planning. Pack plenty of water, snacks, sunscreen, and hats as amenities are limited on the islands. Spectacle Island has a small café, but bringing a picnic lunch is recommended for a full day of island exploration.

Free Things to Do in Boston

1. Walk the Freedom Trail (self-guided)

Historical journey. I followed the Freedom Trail’s distinctive red brick path through Boston without spending a penny. While guided tours cost money, you can easily follow the 2.5-mile trail independently using free maps available online or from the Boston Common Visitor Center.

Historical highlights. The trail connects 16 significant historical sites including Boston Common, the Massachusetts State House with its golden dome, the site of the B. Massacre, Paul Revere’s House, and the USS Constitution. Each site has informational plaques explaining its historical significance.

Self-guided experience. Walking at your own pace allows you to spend more time at sites that interest you most and skip others if needed. I found the trail well-marked and easy to follow, though comfortable walking shoes are essential as some sections involve cobblestone streets.

Budget tip. While some sites along the trail charge admission (like Paul Revere’s House), many are free including Bunker Hill Monument, USS Constitution, and the Old State House exterior. You can enjoy a full day of Boston history without spending on attractions.

2. Boston Common and Public Garden

Urban oasis. I spent a delightful afternoon exploring America’s oldest public park, Boston Common (established 1634), and the adjacent Public Garden (established 1837). These connected green spaces offer 75 acres of landscaped grounds in the heart of downtown Boston.

Seasonal beauty. The Public Garden features meticulously maintained flower beds that change with the seasons – tulips in spring, vibrant annuals in summer, and rich foliage in fall. The Common offers more open recreational space with ball fields, the Frog Pond, and shady paths.

Historical significance. Boston Common has witnessed centuries of American history, from Colonial militia training to civil rights rallies. Informational plaques throughout the park highlight key events and the significance of monuments like the Robert Gould Shaw Memorial.

Local’s approach. I recommend entering from the Beacon Street side near the State House and walking diagonally across the Common to reach the Public Garden. This route takes you past major landmarks while avoiding the busier Park Street entrance.

3. Boston Public Library (free tours and events)

Architectural marvel. I joined one of the free Art and Architecture Tours at the Boston Public Library’s Central Library in Copley Square. Often called a “Palace for the People,” this 1895 masterpiece by architect Charles Follen McKim features stunning interior spaces including a Renaissance-style courtyard.

Tour highlights. The hour-long tour showcases the library’s impressive art collection, including murals by John Singer Sargent, sculptures by Daniel Chester French, and the ornate Abbey Room depicting the quest for the Holy Grail. The blend of art, architecture, and literature makes this a cultural treasure.

Practical details. Free tours run several times weekly: Mondays and Tuesdays at 2pm, Thursdays at 6pm, and Fridays and Saturdays at 11am. No reservations are needed for individuals or small groups, and tours begin in the McKim Vestibule off the Dartmouth Street entrance.

Beyond tours. The library also hosts free lectures, author talks, musical performances, and art exhibitions throughout the year. Check their events calendar online for current offerings during your visit.

4. Explore Boston Harborwalk

Waterfront discovery. I spent a day exploring sections of the Boston Harborwalk, a continuous 43-mile public walkway that follows the shoreline around Boston Harbor. This free attraction connects Boston’s waterfront neighborhoods and provides access to beaches, parks, and historic sites.

Scenic highlights. My favorite stretch runs from the New England Aquarium through the Seaport District, offering spectacular views of the harbor, passing public art installations, and providing access to numerous restaurants with outdoor seating. The path is well-maintained and clearly marked.

Active options. Beyond walking, the Harborwalk is perfect for jogging, biking, and photography. Many sections have benches and picnic areas for relaxing and enjoying the views of boats, islands, and the city skyline.

5. Visit the Institute of Contemporary Art (seasonal free exhibits)

Modern art access. I took advantage of the Institute of Contemporary Art’s free admission periods to explore this striking waterfront museum. While regular admission costs $20, the ICA offers free entry every Thursday from 5-9pm, making world-class contemporary art accessible to everyone.

Architectural experience. Even if modern art isn’t your passion, the building itself is worth visiting. The dramatic cantilevered design by Diller Scofidio + Renfro seems to float above the harbor, and the massive glass walls frame spectacular views of Boston Harbor.

Changing exhibitions. The museum focuses on rotating exhibitions rather than a permanent collection, meaning there’s always something new to see. Exhibitions typically feature cutting-edge works across various media including painting, sculpture, film, and digital installations.

Visitor tip. Even during free hours, I recommend reserving tickets online in advance as they can reach capacity quickly, especially for popular exhibitions. The museum café offers reasonably priced refreshments with harbor views.

6. Old Town Walks and Promenades

Historical strolling. I discovered that some of Boston’s most charming neighborhoods can be explored completely free through self-guided walks. Beacon Hill, with its narrow gas-lit streets, brick sidewalks, and Federal-style row houses, offers a journey back to 19th-century Boston.

Architectural variety. The Back Bay neighborhood features elegant Victorian brownstones along Commonwealth Avenue’s tree-lined mall. Walking Marlborough Street provides a glimpse into Boston’s residential grandeur, while the South End showcases beautiful bow-front row houses around pocket parks.

Hidden gems. During my walks, I found charming hidden alleys like Acorn Street in Beacon Hill (often called America’s most photographed street) and the Commonwealth Avenue Mall with its statues and memorials. These areas offer endless photography opportunities.

Walking approach. I found these neighborhoods best explored without a strict itinerary – simply wander the streets, admire the architecture, and discover charming shops and cafés along the way. Early morning offers the best light for photography and fewer crowds.

7. Beaches with Free Entrance

Coastal relaxation. I was pleasantly surprised to discover several free public beaches within Boston city limits and just a short public transit ride away. Castle Island’s beaches in South Boston offer swimming with views of planes landing at Logan Airport and ships entering the harbor.

Family-friendly options. Constitution Beach in East Boston provides playground equipment, sports courts, and shallow swimming areas ideal for families with young children. The beach is easily accessible via the Blue Line’s Orient Heights station.

Natural beauty. For a more natural setting, I visited Savin Hill and Malibu beaches in Dorchester, which offer quieter experiences away from the crowds. These beaches connect to the Harborwalk, allowing for extended shoreline exploration.

Practical tips. Boston beaches typically have lifeguards on duty from late June through early September. Water quality is generally good but can vary after heavy rainfall. Check the Massachusetts Water Resources Authority website for current water quality reports.

Seasonal Activities in Boston

1. Christmas in Boston

Winter wonderland. I experienced Boston’s magical holiday transformation, with the city’s historic architecture providing the perfect backdrop for seasonal celebrations. The Boston Common and surrounding areas become particularly enchanting with thousands of twinkling lights.

Frog Pond skating. Ice skating on the Boston Common Frog Pond is a quintessential winter activity. The rink typically opens in November and operates through March, weather permitting. Skating under the stars with the illuminated skyline as your backdrop creates unforgettable memories.

Holiday markets. Boston hosts several festive markets during the season, including the Boston Winter Holiday Market at City Hall Plaza and pop-up markets in the Seaport District. These markets feature local artisans selling handcrafted gifts, seasonal foods, and hot beverages.

Local tradition. Don’t miss the annual tree lighting ceremony on Boston Common, typically held in early December. The tree is a gift from Nova Scotia in gratitude for Boston’s assistance following a devastating explosion in Halifax Harbor in 1917.

2. Summer Festivals and Events

Festival season. Summer brings Boston to life with numerous outdoor festivals celebrating food, music, and culture. I attended several events including the Boston Pizza Festival at City Hall Plaza and the Boston Arts & Music Soul Festival in Franklin Park, both offering fantastic food and live performances.

Patriotic celebrations. Boston’s Harborfest (July 1-4) is America’s largest Fourth of July festival, featuring historical reenactments, a Chowderfest competition, live entertainment, and spectacular fireworks over the harbor. Activities take place throughout downtown and the waterfront.

Cultural diversity. I particularly enjoyed the August Moon Festival in Chinatown with its colorful lion dances, folk performances, and delicious street food. The North End’s Fisherman’s Feast (mid-August) offers an authentic taste of Italian-American culture with processions, entertainment, and incredible food.

Outdoor enjoyment. Summer beer gardens pop up throughout the city, with popular locations along the Greenway and in Dewey Square. Many offer free live music, lawn games, and food trucks, creating perfect spots to relax on warm evenings.

3. Spring Blooms in Boston Public Garden

Floral spectacle. I visited Boston during spring when the Public Garden transforms into a breathtaking display of color. The garden’s horticulturists plant thousands of tulips and other spring bulbs that typically bloom from mid-April to early May, creating a photographer’s paradise.

Magnolia magnificence. Commonwealth Avenue Mall in Back Bay becomes a tunnel of pink and white magnolia blossoms in mid-April. These majestic trees create a stunning contrast against the historic brownstones, making this one of Boston’s most photographed spring scenes.

Cherry blossom viewing. The Charles River Esplanade features beautiful cherry trees that typically bloom in late April, creating scenes reminiscent of Washington DC’s famous display. Early morning visits offer the best light for photography and fewer crowds.

Timing tip. Spring weather in Boston can be unpredictable, and bloom times vary each year depending on temperatures. For the most current bloom updates, check the Boston Parks Department social media accounts or local news reports.

4. Autumn Foliage Walks (Arnold Arboretum)

Fall splendor. I visited the Arnold Arboretum, Harvard University’s 281-acre “museum of trees” in Jamaica Plain, during peak fall foliage season. This free public park contains over 16,000 specimens from around the world that transform into a spectacular palette of reds, oranges, and golds.

Peak timing. Boston’s fall colors typically reach their peak in mid-to-late October, though this varies by year depending on weather conditions. The Arboretum offers guided fall foliage tours during this period, though exploring independently with a map is equally rewarding.

Photography paradise. The Arboretum’s diverse collection includes many species known for dramatic fall color, including Japanese maples, various oak species, and native New England sugar maples. Peters Hill offers panoramic views of the colorful landscape with the Boston skyline in the distance.

Visitor approach. I recommend downloading the Arboretum’s free mobile app or picking up a paper map at the Visitor Center. The grounds are open daily from dawn to dusk, and admission is always free. The Forest Hills T station (Orange Line) provides easy access.

Day Trips from Boston

1. Salem Historical Tour

Witch City exploration. I took a day trip to Salem, Massachusetts, just 30 minutes north of Boston by commuter rail. While best known for the 1692 witch trials, Salem offers a fascinating mix of maritime history, literary connections, and unique museums.

Historical immersion. Salem Historical Tours offers walking experiences led by knowledgeable guides who share the complex history of the witch trials while separating fact from fiction. The tours also cover Salem’s prosperous maritime past when it was one of America’s wealthiest ports.

Beyond witchcraft. I was surprised by Salem’s diverse attractions beyond witch history, including the Peabody Essex Museum with its global art collections and the House of Seven Gables that inspired Nathaniel Hawthorne’s novel. The picturesque waterfront and historic district feature well-preserved Federal architecture.

Practical tip. While October is Salem’s busiest month due to extensive Halloween celebrations, I found spring and summer visits offered more relaxed experiences with shorter lines and easier restaurant access. The commuter rail from Boston’s North Station provides the easiest transportation.

⭐ Best Activities

• Salem Hauntings and History Walking Tour – Discover the mysterious and haunted past of Salem on this engaging walking tour just a short trip from Boston.

2. Cambridge University Tour (Harvard and MIT)

Academic exploration. I spent a day visiting America’s two most prestigious universities, Harvard and MIT, located in Cambridge just across the Charles River from Boston. The campuses offer distinct architectural styles and atmospheres, providing fascinating contrasts.

Harvard highlights. Founded in 1636, Harvard is America’s oldest university. I explored Harvard Yard with its historic buildings and the famous John Harvard statue (known as the “Statue of Three Lies” because the inscriptions contain historical inaccuracies). The campus architecture spans nearly four centuries of styles.

MIT innovation. MIT’s campus features bold contemporary architecture, including buildings designed by I.M. Pei and Frank Gehry. The quirky Stata Center particularly impressed me with its unconventional angles and colorful elements. The campus also features numerous public art installations and scientific displays.

Transportation tip. Both campuses are easily accessible via the Red Line subway. Harvard Station puts you right at Harvard Square, while Kendall/MIT Station serves the MIT campus. Walking between the two campuses takes about 30 minutes along Massachusetts Avenue.

⭐ Best Activities

• Harvard Campus Walking Tour – Explore the prestigious university grounds and learn about its fascinating history and traditions from knowledgeable guides.

3. Concord Revolutionary War Sites

Historical pilgrimage. I took a day trip to Concord, Massachusetts, just 20 miles west of Boston, to visit the birthplace of the American Revolution. The town’s well-preserved historic sites offer profound connections to both Revolutionary history and American literary traditions.

Revolutionary landmarks. The North Bridge, site of the “shot heard ’round the world” on April 19, 1775, stands as a solemn reminder of where Colonial militia first fired on British regulars. The adjacent Minute Man National Historical Park preserves the landscape where the first battle of the Revolution unfolded.

Literary legacy. Beyond Revolutionary history, Concord was home to transcendentalist writers including Ralph Waldo Emerson, Henry David Thoreau, Louisa May Alcott, and Nathaniel Hawthorne. I visited Orchard House (Alcott’s home where she wrote “Little Women”) and Walden Pond where Thoreau lived and wrote.

Transportation options. While driving offers the most flexibility for exploring multiple sites, the MBTA commuter rail from Boston’s North Station to Concord is convenient. From Concord station, it’s a 15-minute walk to the town center, though reaching outlying sites like Walden Pond requires a taxi or rideshare.

⭐ Best Activities

• Revolutionary War tour: Boston, Lexington and Concord – Follow the path of Paul Revere’s famous ride and visit the locations where the first shots of the American Revolution were fired.

FAQ

How can I view Boston from the water?

You can join a fully narrated duck tour, which travels both on land and water for a unique city perspective. It’s a fun way to see in Boston for both kids and adults.

What are the best places to explore Beacon Hill?

Explore Beacon Hill’s cobblestone streets, historic row houses, and the famous Acorn Street, considered one of the best places for photos. The area is also home to Beacon Hill Books and cozy restaurants and cafés.

Where can I stroll around Boston for free?

Try your hand at a self-guided walk through the centre of Boston, including the Charles River Esplanade and historic neighborhoods. Many of these areas are free to visit and popular with both tourists and locals alike.

Is the Frog Pond Carousel worth a visit?

The Frog Pond Carousel is a popular spot for families, offering rides for kids and adults near the heart of the city. It’s free to enter the area, and the carousel itself is affordable and fun.

What is the best way to see the Boston Marathon?

The Boston Marathon is considered one of the best races in the world, and Copley Square is a top place to watch the finish. Travel guides recommend arriving early to secure a good spot along the route.

Are there any unique pubs or restaurants around Boston?

Boston is brimming with historic pubs and modern restaurants and cafés, especially in areas like Beacon Hill and the greater Boston area. Many are considered among the best places for local cuisine.

Can I learn about art and architecture in Boston?

Yes, Boston is home to one of the best museums and several historic sites where you can learn about its history, art, and architecture. Many travel guides highlight these as must-see in Boston.

What’s the best way to travel around Boston with kids?

A duck tour is a top choice, as it’s fully narrated and appeals to both kids and adults, making it easy to see the city’s highlights. The Frog Pond Carousel and family-friendly museums are also popular.

Where can I find travel guides for Boston?

Travel guides for Boston are widely available online and in local bookstores, covering the best places, top things to do, and how to explore neighborhoods. They often include tips for events like the Boston Marathon and Patrick’s Day Parade.

Is it free to visit historical sites in the centre of Boston?

Many historical sites around the city, including the Charles River Esplanade and some museums, are free to visit. These locations are considered worth a visit by both tourists and locals alike.