Charlestown

Charlestown, the oldest neighborhood in Boston, Massachusetts, sits on a peninsula north of the Charles River and holds a significant place in American history. Established in 1628, annexed by Boston in 1874, Charlestown was the first capital of the Massachusetts Bay Colony and later became the site of one of the most iconic battles of the American Revolution—the Battle of Bunker Hill in 1775. Though technically fought on Breed’s Hill, the battle was pivotal and remains a symbol of American resilience and courage.

One of the most famous landmarks in Charlestown is the Bunker Hill Monument, a 221-foot granite obelisk that commemorates the Revolutionary War battle. Visitors can climb its 294 steps for panoramic views of Boston. The nearby Bunker Hill Museum offers insightful exhibits about the battle and the area’s colonial past. Another major historical site is the USS Constitution, also known as “Old Ironsides,” the oldest commissioned warship still afloat. Docked at the Charlestown Navy Yard, it is part of the Boston National Historical Park and the Freedom Trail, making Charlestown a central destination for heritage tourism.

Charlestown blends its deep historical roots with a burgeoning modern community.  The neighborhood features cobblestone streets, Federal-style row houses, and restored brownstones that evoke a unique elegance, especially around Monument Square and City Square. The Gaslight District, with its old-fashioned streetlamps and preserved architecture, provides a timeless charm. At the same time, new residential developments along the waterfront have added a modern flair to the historic surroundings.

For food lovers, Charlestown offers a variety of popular restaurants that cater to a range of tastes. Warren Tavern, dating back to 1780, is one of the oldest bars in Massachusetts and was once frequented by Paul Revere and George Washington. It serves traditional American fare in a cozy, colonial setting. Pier 6, located on the waterfront, offers seafood and stunning views of the Boston skyline, making it a perfect summer dining spot. Other local favorites include Brewer’s Fork, known for its wood-fired pizza and craft beers, and Zume’s Coffee House, a beloved neighborhood café.

Charlestown is made up of several micro-neighborhoods, each with its own character. Sullivan Square and Thompson Square are more commercial and transit-oriented, while Monument Square is more residential and historic. The Navy Yard area has been revitalized with condos, green spaces, and museums, making it a family-friendly hub with access to the waterfront and views of the Zakim Bridge.