The Ultimate Boston Travel Guide

Boston is one of the oldest cities in the United States and has a rich history that dates back to its founding in 1630 by Puritan settlers.  Whether you’re interested in history, art, sports, or simply enjoying the city’s vibrant culture, Boston has something for everyone to enjoy.  In this travel guide, you will find all of the best things to do and see in Boston.  You will also find tips on where to stay and what to eat.  

Boston Skyline at Dusk

wHEN TO GO

The best time to travel to Boston depends on your preferences and what you want to experience.  The peak tourist season in Boston is from June through August.  The weather is generally warm and pleasant, making it the best time for outdoor activities.  However, it can be crowded, and hotel prices tend to be higher during this time.  

Fall is another popular time to visit Boston due to the stunning foliage as the leaves change colors.  The weather is still nice in September and early October, making outdoor activities pleasant.  Winter in Boston can be quite cold, with temperatures often dropping below freezing.  If you enjoy winter recreation activities, you can take advantage of skiing and snowboarding opportunities in nearby areas.  During the holidays, the city celebrates with festive decorations and events.  Hotel rates tend to be lower during the winter months.  

Spring in Boston can be unpredictable in terms of weather, with temperatures ranging from the 40s to 60s.  With the arrival of warmer weather, you can enjoy blooming flowers and trees in the public gardens.  Hotel rates tend to be more reasonable compared to summer.  

Where to Stay

The best place to stay in Boston depends on your interests and the type of experience you’re looking for.  The Back Bay area might be your best bet, especially if it is your first time visiting the city.  It’s a great choice if you want a central location with easy access to shops, restaurants, and attractions.  It is important to share that hotels in Boston are expensive.  Mainly due to high demand and limited supply.  With that being said, some highly rated hotels in Boston include Hotel AKA Back Bay, The Revolution Hotel, Hyatt Regency Boston, The Colonnade, and Fairmont Copley Plaza Boston.

What to Eat

Boston offers a diverse and delicious culinary scene, with a range of dishes that reflect its rich history and cultural influences. Here are some iconic foods and dishes to try when you’re in Boston.

  New England Clam Chowder

This creamy soup is a Boston classic. It’s made with tender clams, potatoes, onions, and bacon, all simmered together in a rich, creamy broth.  Enjoy it in a bread bowl for the full experience.  You can find New England Clam chowder in most seafood restaurants in Boston.  However, some good spots to find it include Atlantic Fish Company, Row 34, Union Oyster House, and Legal Sea Foods.

Lobster Roll

Boston is famous for its lobster, and a lobster roll is a must-try. It typically consists of tender chunks of lobster meat mixed with mayonnaise, served in a buttered and toasted roll.  You can choose between a cold lobster roll (with mayo) or a warm lobster roll (with melted butter).  You can find it at several locations in Boston including Yankee Lobster, Row 34, James Hook & Co., and Pauli’s

Boston Cream Pie

Boston Cream Pie is a classic American dessert that is often referred to as a pie but is actually a cake. The base of the cake is a sponge-like yellow cake filled with rich and creamy vanilla custard or pastry cream. A chocolate ganache is poured over the cake to top it off. Perhaps the most iconic place to get Boston Cream Pie is the location where it was created, Parker’s Restaurant at Omni Parker House. Other spots include Flour Bakery & Cafe, Bova’s Bakery, and Mike’s Pastry.

Cannoli

Head to the North End, Boston’s Italian neighborhood, for some of the best cannolis you’ll ever taste.  These Italian pastries are filled with sweet ricotta cream and often topped with powdered sugar or chocolate chips.  Popular places in the North End neighborhood include Mike’s Pastry, Modern Pastry Shop, and Bova’s Bakery

What to See and Do

Acorn Street

Acorn Street

The most photographed street in Boston, Acorn Street is a historic and picturesque cobblestone street in the Beacon Hill neighborhood.  Beacon Hill is one of the oldest and most historic neighborhoods in Boston.  The street is lined with brick rowhouses, many of which date back to the early 19th century.  The architectural details, such as wrought-iron railings and colorful window boxes filled with flowers, contribute to the street’s picturesque quality.  While there are no specific attractions or businesses on Acorn Street, its historic and architectural significance and its picturesque setting make it a notable and beloved part of Boston’s cultural heritage. 

Boston Harbor Islands National and State Park

The Boston Harbor Islands National Recreation Area is a collection of 34 islands and peninsulas that offer a wide range of outdoor recreational opportunities, historical sites, and natural beauty. The islands are situated in the waters of Boston Harbor, adjacent to the city of Boston and several coastal towns.  The focal point of the national recreation area is 39-acre Georges Island and its partially restored pre-Civil War Fort Warren which once held Confederate prisoners.  Another highlight is Spectacle Island, a popular destination for swimming and hiking.  This island provides excellent views of the harbor and the city skyline.  You can find more information here.  

New England Aquarium

The New England Aquarium is one of the most popular attractions in Boston and is renowned for its commitment to marine conservation, education, and research.  The aquarium is home to a wide range of marine life including sea turtles, sharks, African penguins, seadragons, seals, and sea lions.  The IMAX Theater at the aquarium shows educational films related to marine life and environmental conservation.  You can find more information here

Boston Tea Party Ships and Museum

Boston Tea Party Museum

The Boston Tea Party Ships and Museum offers visitors an immersive experience that brings to life one of the most iconic events in American history—the Boston Tea Party of 1773.  Museum guides decked out in period-appropriate costumes tell visitors the story of that fateful night in an interactive way. The tour includes boarding one of the museum’s replica 18th-century ships to throw fake tea into the Boston Harbor.  Additionally, the museum features a range of exhibits and artifacts related to the Boston Tea Party and the broader history of colonial Boston and the American Revolution. You can find more information here

Boston’s Children’s Museum

Boston Children’s Museum is the second-oldest children’s museum in the country.  The museum is dedicated to providing engaging, educational, and interactive experiences for children and families.  It is known for its wide range of interactive exhibits designed to engage children’s imaginations and encourage learning through play.  Some of the most popular exhibits include bubble-making machinery, a two-story climbing maze, and a play place for kids under three.  You can find more information here.  

Boston Public Garden

George Washington Statue in Boston Public Garden

America’s oldest botanical garden, the Public Garden is one of the city’s most beloved green spaces and a popular destination for both locals and visitors. One of the most iconic features of the Boston Public Garden is the Swan Boats.  These pedal-powered boats have been a fixture in the garden since 1877 and are operated by a local family business.  The garden is also known for its stunning floral displays and a variety of statues and sculptures, including the famous equestrian statue of George Washington.  Another popular attraction in the garden is the Make Way for Ducklings sculpture by Nancy Schön.  The sculpture depicts the beloved characters from the classic children’s book by Robert McCloskey and is a favorite spot for family photos.  You can find more information here

Boston Public Library

Bates Hall in Boston Public Library

Founded in 1848, the Boston Public Library was the first public library in the United States.  It has a rich history of serving the people of Boston and has played a significant role in the development of public library systems nationwide.  The Boston Public Library boasts an extensive collection of books, periodicals, manuscripts, maps, and other materials.  It is known for its rare book and manuscript collections, including the personal library of John Adams, one of the Founding Fathers of the United States.  The library is also known for its architectural beauty and features stunning murals, sculptures, and artwork.  Explore the library on your own or join one of the guided tours.  You can find more information about the library here

Trinity Church

Although the church was initially founded in 1733, the present church building dates to the late 19th century.  The building is famous for its architectural design, stunning stained glass windows, and intricate woodwork.  Explore the church on your own or book one of the offered guided tours.  You can find more information here.  

Fenway Park

Gate A Entrance to Fenway Park

Fenway Park is one of the most iconic and historic baseball stadiums in the United States.  The home of the Boston Red Sox opened in 1912, making it one of the oldest MLB ballparks still in use.  The park’s most distinctive feature is the Green Monster, a high left-field wall that stands 37 feet tall.  If you are visiting during baseball season, attending a game is a must-do experience.  You can also take a guided tour of Fenway Park to learn about its history, see behind-the-scenes areas, and explore the ballpark’s unique features.  You can find more information here

Museum of Fine Arts

Appeal to the Great Spirit Statue at the MFA

The Museum of Fine Arts, often referred to as the MFA is one of the most prominent and extensive art museums in the United States.  The museum was founded in 1870 and opened to the public in 1876. The MFA’s collection is vast and diverse, encompassing over 450,000 works of art.  It includes artworks from a wide range of cultures, periods, and artistic disciplines, including painting, sculpture, decorative arts, textiles, photography, and more.  You can find more information here

Harvard

Matthews Hall at Harvard

Harvard University is one of the world’s most prestigious and renowned universities. While Harvard is primarily an educational institution, it is also home to several attractions and points of interest that visitors can explore. Harvard is home to three separate art museums: the Fogg Museum, the Busch-Reisinger Museum, and the Arthur M. Sackler Museum.  These museums house an impressive collection of art, including paintings, sculptures, and decorative arts from various periods and cultures. 

The Harvard Museum of Natural History features an extensive collection of natural history specimens, including dinosaur fossils, minerals, meteorites, and a famous glass flower collection.  It’s an educational and family-friendly attraction.

Lastly, the best way to explore Harvard University is by taking a student-led guided tour around the campus. These tours provide visitors with the history of the school, as well as the day-to-day student life on campus. You can find more information here.  

North End

Boston’s Little Italy, also known as the North End, is a historic and culturally vibrant neighborhood located in the heart of the city.  It is one of the oldest neighborhoods in Boston and is known for its Italian-American heritage, delicious food, and rich history.  The neighborhood is dotted with Italian bakeries, delis, restaurants, and shops that offer a taste of Italy in the heart of Boston.  Bakeries and pastry shops are trendy in the North End.  Popular spots include Mike’s Pastry and Modern Pastry.  You can find more information here.  

Boston Duck Tour

A Boston Boat Tour DUKW

Boston Duck Tours are a popular and unique way to explore the city.  These tours offer a combination of land and water sightseeing, allowing visitors to see many of Boston’s historic landmarks and attractions both on the road and on the Charles River.  The tours are conducted aboard amphibious vehicles known as DUKWs (pronounced “ducks”).  These vehicles can operate on both land and water, making them ideal for the tour’s unique format.  You can find more information here.  

The Freedom Trail

The Freedom Trail is a 2.5-mile-long historic trail, that passes through 16 significant historical sites and landmarks related to the American Revolution and the early history of the United States. It’s a popular tourist attraction and an excellent way to explore the rich history of Boston and its role in American independence.  The trail is marked by a distinctive red-brick path or painted red lines on the sidewalks, making it easy to follow. Along the trail, you’ll also see informational plaques and markers.  You can find a free Freedom Trail audio tour here and a trail map here.  Here are the sites that you will encounter along the way.

Boston Common

Boston Common

Generally the first stop on the Freedom Trail, Boston Common is one of the oldest and most historic public parks in the United States.  It has played a significant role in the city’s history and has been a central gathering place for both residents and visitors for centuries.  The Common features lush green spaces, walking paths, and several tree-lined areas. It provides a tranquil escape from the bustling city, making it a popular spot for picnics, leisurely strolls, and relaxation.  The park is home to various monuments and statues, including the Soldiers and Sailors Monument, the Robert Gould Shaw and the 54th Regiment Memorial, and the Boston Common Tablet.  You can find more information here

Massachusetts State House

The Massachusetts State House is the seat of the state government of Massachusetts.  It is one of the most iconic and historic government buildings in the United States, and its distinctive gold-domed roof is a recognizable symbol of both the city and the state.  The Massachusetts State House was completed in 1798, making it one of the oldest continuously functioning state capitols in the country.  It is open to the public for guided tours, allowing visitors to explore the historic building and learn about its rich history and the state’s government.  It is stop number two on the Freedom Trail.  

Park Street Church

Park Street Church Steeple

Stop number three on the Freedom Trail is one of the oldest churches in the United States and holds a prominent place in both American religious history and the history of Boston.  Park Street Church was founded in 1809, at the corner of Park and Tremont Streets.  The 217-foot church steeple was once the first landmark travelers saw when approaching Boston.

Granary Burying Ground

The Granary Burying Ground is one of the oldest cemeteries in the city and holds a significant place in American history.  Established in 1660, this cemetery serves as a burial site for notable historical figures including Paul Revere, John Hancock, Samuel Adams, Crispus Attucks, and Benjamin Franklin’s parents.  It is stop number four on the Freedom Trail.  

King’s Chapel & King’s Chapel Burying Ground

Founded in 1686, King’s Chapel is a historic church located in the neighborhood of Beacon Hill.   It is known for its red-brick facade as well as its historic bell, which dates to 1772.  After the bell cracked in 1814, it was recast by Paul Revere. It still rings daily to this day.  The church has played a role in several significant events in American history, including hosting George Washington during his visits to Boston. It also became a symbol of religious freedom in Massachusetts during the colonial period.  Adjacent to King’s Chapel is the King’s Chapel Burying Ground, one of Boston’s oldest cemeteries.  Visitors can explore on guided tours or at their own pace during open hours.  You can find more information here

First Public School Site

The first public school site in the United States is associated with the Boston Latin School, which was founded in 1635.  The original site of the Boston Latin School is believed to have been on School Street.  Today, the site is commemorated by a historical plaque.  This is stop number six on the Freedom Trail.  

Old Corner Bookstore

The Old Corner Bookstore, also known as the “Anne Hutchinson House,” is known for its significance in American literary history, serving as a gathering place for prominent 19th-century authors and publishers.  Today, the Old Corner Bookstore is no longer a bookstore but continues to stand as a historic building in Boston.  It is currently occupied by commercial businesses on its lower levels, while the upper floors may serve various purposes.  This is stop number seven on the Freedom Trail. 

Old South Meeting House

The Old South Meeting House is one of the most significant buildings in American history and played a pivotal role in the events leading up to the American Revolution.  It was here that a series of meetings and gatherings took place in the years leading up to the Boston Tea Party in 1773. One of the most notable events occurred when thousands of colonists gathered in the meeting house to protest the British Tea Act.  This gathering ultimately led to the Boston Tea Party, during which American colonists boarded British ships and dumped tea into Boston Harbor.  Today, visitors can explore the museum at the Old South Meeting House and book a guided tour.  You can find more information here

Old State House

Old State House

The Old State House was built in 1713 and is considered one of the oldest public buildings in the United States. It was the site of several key events leading up to the American Revolution.  In 1770, a deadly confrontation between British soldiers and colonists, known as the Boston Massacre occurred just outside of the Old State House.  This event was one of the triggers of the American Revolution. On July 18, 1776, the Declaration of Independence was first read to the people of Boston from the building’s balcony, making it one of the first public readings of the document in the colonies.  Today, the Old State House is a museum and historic site and offers visitors the opportunity to explore the building’s history through exhibits and interactive displays.  It is stop number nine on the Freedom Trail.  You can find more information here

Boston Massacre Site

Stop number ten on the Freedom Trail is the Boston Massacre Site.  The Boston Massacre occurred near the intersection of State Street and Devonshire Street, right in front of the Old State House.  It is marked by a cobblestone circle in the street, which outlines the approximate location where the events unfolded.  There is also a historical marker in front of the Old State House that provides information about the Boston Massacre.

Faneuil Hall

The Historic Faneuil Hall

Faneuil Hall is a historic marketplace and meeting hall with a rich history dating back to the 18th century.  It is often referred to as the “Cradle of Liberty” due to its significant role in American history.  In its early years, it was primarily a marketplace where merchants sold goods such as produce, meat, and seafood.  It also functioned as a meeting place for various civic and political events.  During the lead-up to the American Revolution, it was the site of speeches by patriots like Samuel Adams, James Otis, and John Hancock, who advocated for colonial rights and resistance against British oppression.  Today, Faneuil Hall Marketplace is an adjacent complex that includes Quincy Market and North and South Markets.  It features a variety of shops, boutiques, restaurants, food stalls, and street performers.  It has become a popular destination for shopping and dining in Boston.  You can find more information here.  

Paul Revere House

Paul Revere’s House is a historic house museum that was once the home of American patriot and silversmith Paul Revere.  Built in 1680, it is one of the oldest buildings in Boston and provides visitors with a glimpse into the life of this famous Revolutionary War figure.  Visitors can explore the furnished rooms and see period-appropriate furnishings, artifacts, and exhibits related to Revere’s life and times.  It is stop number 12 on the Freedom Trail.  You can find more information here.  

Old North Church

The Old North Church was built in 1723, making it the oldest church building in Boston. It is renowned for its pivotal role in the events leading up to the American Revolution.  On the night of April 18, 1775, two lanterns hung in the church’s steeple to signal to American patriots in Charlestown that British troops were advancing by sea.  This event, known as the “One if by land, two if by sea” signal, led to Paul Revere’s famous midnight ride to warn the colonial militia.  Visitors to the Old North Church can take guided tours to learn about its history and the role it played in American history.  You can also explore Old North Church via a self-guided tour.  It is stop number 13 on the Freedom Trail.  You can find more information here.  

Copp’s Hill Burying Ground

Copp’s Hill Burying Ground was established in 1659, making it one of the earliest cemeteries in Boston.  It is the final resting place of many notable individuals from colonial Boston, including artisans, merchants, and soldiers.  Visitors can explore the grounds, admire the historic gravestones, and learn about the lives of those buried here.  It is stop number 14 on the Freedom Trail.  You can find more information here.  

Bunker Hill Monument

Bunker Hill Monument

The Battle of Bunker Hill was one of the first major confrontations between American colonial forces and British troops in the American Revolutionary War.  Although the American patriots lost the battle, they proved they could hold their own against the superior British Army.  Today, Bunker Hill is the site of the Bunker Hill Monument, a tall obelisk that commemorates the battle.  Visitors can climb the monument and enjoy panoramic views of Boston and the surrounding area.  It is stop number 15 on the Freedom Trail.  You can find more information here

USS Constitution

USS Constitution

The USS Constitution, also known as “Old Ironsides,” is one of the most famous ships in United States naval history.  Today, the USS Constitution is berthed at the Charlestown Navy Yard and serves as a floating museum.  Visitors can explore the ship, learn about its history, and gain insight into life aboard a 19th-century naval vessel.  The USS Constitution has several unique traditions, including firing a 21-gun salute with cannons upon leaving and returning to its berth. It occasionally goes on short cruises in the Boston Harbor.  When the Ship is open, it is free to visit on a first-come, first-served basis.  Visitors can also explore the museum to go deeper into the Ship’s history.  It is the last stop on the Freedom Trail.  You can find more information here

How to Get Around

Getting around Boston is relatively easy, thanks to its well-developed transportation system and various modes of transportation available to residents and visitors.  The Massachusetts Bay Transportation Authority (MBTA) operates the subway system (aka the “T”) in Boston. The subway consists of four lines: the Red Line, Green Line, Orange Line, and Blue Line. It provides convenient access to many parts of the city and surrounding areas.  Fares can be paid with a CharlieCard or CharlieTicket.  The MBTA also operates an extensive bus network that serves Boston and its suburbs. Buses are a flexible way to reach areas not covered by the subway, and they complement the subway system well.  You can find more information here

Taxis are readily available throughout Boston, especially in popular tourist areas. Ride-sharing services like Uber and Lyft are also widely used and can be a convenient way to get around the city.  Boston has become increasingly bike-friendly, with dedicated bike lanes and bike-sharing programs like Bluebikes (formerly known as Hubway). You can rent a bike and explore the city’s neighborhoods and bike paths.  You can find more information here.  

Boston Travel Itinerary

Are you ready to plan your Boston adventure? Start by downloading our easy-to-customize Boston Travel Itinerary.  This is just a sample of what your trip could look like.  Easily make changes to fit your schedule and interests.