Learn about early Boston and U.S. history on this 2.5-mile-long trail that passes through 16 historic locations. Look out for the brick markers—starting in downtown Boston, crossing through the North End, and finishing at the famous Bunker Hill Monument in neighboring Charlestown. You'll pass by notable stops like Faneuil Hall, the Paul Revere House, and the USS Constitution frigate. You can embark on the Freedom Trail for free and at your own pace, but audio guides and guided tours are also available. The trail is lined with lots of cool cafes and restaurants for you to fuel up along the way. – Tripadvisor

Hallowed ground to baseball fans, this century-old ballpark is the home field of the Boston Red Sox. Fans often flock to Fenway Park to catch a game over beer and hot dogs—the game season typically runs from April through October. You might want to stay till at least the eighth inning to sing “Sweet Caroline” with the crowd. The stadium is also home to the iconic Green Monster wall, a 37-foot-tall left-field wall. Apart from games, you can join a year-round guided tour of the stadium to learn about the history of the sport and the team, as well as get a behind-the-scenes peek into the locker room. – Tripadvisor

Located in the heart of downtown Boston, this bustling complex of novelty carts, distinctive shops, national chain stores, performers, food stands and restaurants brought new life to a historic meeting place.

Boston's Little Italy is the city’s oldest neighborhood, famous for its Italian restaurants and pastry shops, and centuries-old architecture. Stroll around this Italian American enclave to discover its narrow, cobbled alleys and iconic streets like Hanover Street. The best way to taste some of the fantastic food here is by joining a walking food tour. Or book yourself on a history tour to learn about the significance of landmarks like Paul Revere's house and the Old North Church. The North End is also part of the Freedom Trail, a 2.5-mile path that retraces the early history of the United States across 16 significant locations. – Tripadvisor

The Boston Tea Party Ships and Museum is a history lesson you won’t forget. Relive the event that started the American Revolution with historical interpreters, interactive exhibits, and full-scale replicas of 18th-century sailing vessels. Join a town meeting, hang out with talking portraits, and take part in the tradition of tossing tea into the harbor. Then, enjoy a spot of afternoon tea in Abigail’s Tea Room or visit the gift shop for some souvenirs. Entry to the museum is on a first come, first-served basis, so join the line early. – Tripadvisor

Relive the Kennedy era in this dynamic combination museum and library, where your visit starts with a short film and then leaves you on your own to explore a series of fascinating exhibits, including the Kennedy-Nixon debate, the Cuban Missile Crisis, the space program, 1960s campaign paraphernalia and displays about Jacqueline and other Kennedy family members. The striking, I.M. Pei-designed building overlooks the water and the Boston skyline.

This historic Boston market has been around since 1826, and today has over a hundred pushcarts, shops, restaurants, and food court stops. Across the three market buildings (Quincy Market, South Market and North Market), you can find interesting coffees, artisanal bread, fresh seafood and of course, the Boston favorites: lobster rolls, clam chowder and Boston cream pie. Learn more about its history on a free guided tour by the city, or along with other historic sites in Boston on a walking tour. Located along the Freedom Trail, make a stop on the way to the New England Aquarium, Beacon Hill, and the Museum of Fine Arts. – Tripadvisor

Built in 1723, Old North Church is Boston’s oldest surviving church building and an icon of the American Revolution. Old North is famous for the events of April 18, 1775, when allies of Paul Revere secretly climbed the steeple and held high two lanterns as a signal that British forces were marching to Lexington and Concord by sea across the Charles River and not by land. Uncover the church’s secrets and stories with an immersive audio guide, as you make your way through the sanctuary’s unique box pews and new exhibit. Explore the crypt where 1,100 souls were laid to rest or tour the bell chamber where Paul Revere rang bells as a teen. We highly recommend our Crypt Combo Package, which includes a self-guided tour of the crypt, our immersive audio guide, and general admission. Only $9 when you book online at oldnorth.com! Old North’s campus is also home to the Printing Office of Edes & Gill, a reproduction colonial-style print shop that offers free printing press demonstrations.