Charlestown High Bridge

The Warren Bridge connected downtown Boston, Massachusetts with Charlestown from its construction in the 1820s until its demolition in 1962. It was replaced by the Charles River Dam in 1978. The Warren Bridge was requested in 1823 and chartered in 1828 by John Skinner and Isaac Warren, in response to the politically unpopular tolls on the 1786 Charles River Bridge. Its proprietors were authorized to collect tolls until they were reimbursed the cost of building the bridge and the other necessary expenses, with five per cent interest thereon, when the bridge was to revert to the Commonwealth. They were expressly limited from taking tolls for a longer period than six years. The bridge opened for travel on December 25, 1828. It connected Beverly Street in the North End of Boston to the then-independent city of Charlestown at City Square. The Charles River Bridge also terminated at City Square, with the Boston side at Charlestown Street (now North Washington Street, the site of the current Charlestown Bridge). This prompted a lawsuit, in which Daniel Webster served as attorney for the Charles River Bridge proprietors, which eventually reached the United States Supreme Court as Charles River Bridge v. Warren Bridge. The Commonwealth in 1833, assumed the control of the bridge, and tolls were received to its use until April, 1836, when the bridge was declared free. The Warren Bridge devolved to a state-owned, toll-free bridge on March 2, 1836. The receipts from tolls charged by the State on the Charles River Bridge and Warren Bridge, were sufficient to establish a fund of $850,000; and on the 1st December, 1843, the bridges were declared free, and so remained until June 1, 1854, when the income of the fund being found insufficient to sustain the bridges, and a large portion of the principal having been expended, tolls were again imposed on both bridges, to continue until a sufficient sum should be received to rebuild the Charles River Bridge, and repair the Warren Bridge, and to leave in the treasury of the Commonwealth a fund of $100,000 for the future maintenance and repair of the bridges. This was accomplished in 1858, and since April 30, 1858, both bridges were free.

The Leonard P. Zakim () Bunker Hill Memorial Bridge (also known as the "Lenny" or “The Zakim”) is a cable-stayed bridge completed in 2003 across the Charles River in Boston, Massachusetts. It is a replacement for the Charlestown High Bridge, an older truss bridge constructed in the 1950s. Of ten lanes, using the harp-style system of nearly-parallel cable layout, coupled with the use of "cradles" through each pylon for the cables, the main portion of the Zakim Bridge carries four lanes each way (northbound and southbound) of the Interstate 93 and U.S. Route 1 concurrency between the Thomas P. "Tip" O'Neill Jr. Tunnel and the elevated highway to the north. Two additional lanes are cantilevered outside the cables, which carry northbound traffic from the Sumner Tunnel and North End on-ramp. These lanes merge with the main highway north of the bridge. I-93 heads toward New Hampshire as the "Northern Expressway", and US 1 splits from the Interstate and travels northeast toward Massachusetts' North Shore communities, crossing the Mystic River via the Tobin Bridge. The bridge and connecting tunnel were built as part of the Big Dig, the largest highway construction project in the United States. The northbound lanes were finished in March 2003, and the southbound lanes in December. The bridge's unique styling quickly became an icon for Boston, often featured in the backdrop of national news channels, to establish location, and included on tourist souvenirs. The bridge is commonly referred to as the "Zakim Bridge" or "Bunker Hill Bridge" by residents of nearby Charlestown. Notwithstanding, Boston sports fans also refer to the bridge as the "Bill Buckner Bridge" after Red Sox fielder Willam Buckner, since like Buckner's famous mishap, traffic goes between the legs of the bridge. The nickname takes on significance as Boston sports fans came to fondly embrace Buckner after many years.The Leverett Circle Connector Bridge was constructed in conjunction with the Zakim Bridge, allowing some traffic to bypass it.

Paul Revere Park is a five-acre (2.0 ha) park located on the Charles River in Charlestown, Massachusetts. The park was the first park to open along the "Lost Half Mile" of the Charles River as mitigation for the taking of planned parkland for the construction of the Big Dig. The park runs along the Charles River between the Freedom Trail on North Washington Street and the Leonard P. Zakim Bunker Hill Memorial Bridge. The park features a large oval-shaped lawn, an informal performance area, and a playground.The park first opened in 1999, although the upstream portions of the park were used as a staging area for the construction of the Zakim Bridge and did not open until 2007. The North Bank Bridge, a 690-foot pedestrian bridge under the Zakim Bridge and over the MBTA railroad tracks leading into North Station, opened in 2012, connecting the park to North Point Park in Cambridge, Massachusetts.

The Charles River Dam is a flood control structure on the Charles River in Boston, Massachusetts, located just downstream of the Leonard P. Zakim Bunker Hill Memorial Bridge, near Lovejoy Wharf, on the former location of the Warren Bridge.

The Leverett Circle Connector Bridge is a highway bridge over the Charles River, carrying two lanes each of northbound and southbound traffic. It connects to Interstate 93 in Somerville, Massachusetts (the "Northern Expressway") at the north end (exit 18, formerly 26 from I-93 South) and splits at the south end, providing direct access to both Storrow Drive and Leverett Circle in Boston. Going northbound, there is also a fork which provides access to the City Square Tunnel under Charlestown to proceed on U.S. 1 North via the Tobin Bridge. The span was built in conjunction with the more dramatic Leonard P. Zakim Bunker Hill Bridge as part of the Central Artery/Tunnel Project, widely known as the Big Dig. During construction, the Leverett Circle Connector Bridge was sometimes called "Baby Bridge". The bridge opened for traffic on October 7, 1999, at a cost of $22.27 million.Also known as the Storrow Drive Connector, it is the largest steel box girder bridge in the United States. It was the winner of a July 2001 National Steel Bridge Alliance (NSBA) "prize bridge" Award. Its weaving design was determined by the other major structures involved in the Big Dig but unlike other parts of the project, it was finished eight days ahead of schedule.

The World War II Memorial is installed in City Square Park, in Charlestown, Boston, Massachusetts, United States.The memorial was dedicated in 1946 and rededicated in 1996.

The Charlestown Bridge, officially named the North Washington Street Bridge, is located in Boston and spans the Charles River. As the river's easternmost crossing, the bridge connects the neighborhoods of Charlestown and the North End. Completed in 1900 and given its current official name in 1910, the bridge carries a portion of the Freedom Trail linking to the USS Constitution and Bunker Hill. To the north of the bridge, Route 99 begins and the street becomes New Rutherford Avenue.Replacement of the bridge started in fall 2018 and is expected to be completed in 2023.

City Square was a rapid transit station in Charlestown, Massachusetts. It served the Charlestown Elevated, part of the MBTA's Orange Line, from 1901 until 1975. It was closed when the line was rerouted into a tunnel that was constructed as part of the Haymarket North Extension project. The closest replacement station to the location is now Community College.

City Square Park is a park in Boston's Charlestown neighborhood, in the U.S. state of Massachusetts.The park has a World War II Memorial.

TD Garden is a multi-purpose arena in Boston, Massachusetts. It is named after its sponsor, TD Bank, a subsidiary of the Toronto-Dominion Bank of Toronto, Ontario. It opened in 1995 as a replacement for the original Boston Garden and has been known as FleetCenter, and TD Banknorth Garden. The arena is located directly above the MBTA's North Station. It is the most visited sports and entertainment arena in New England, as nearly 3.5 million people visit the arena each year.TD Garden is the home arena for the Boston Bruins of the National Hockey League and the Boston Celtics of the National Basketball Association. It is owned by food service and hospitality conglomerate Delaware North, whose CEO, Jeremy Jacobs, also owns the Bruins. It is the site of the annual Beanpot college hockey tournament, and hosts the annual Hockey East Championships. The arena has also hosted many major national sporting events including various rounds of the NCAA Division I Men's Basketball Tournament, NCAA Division I Women's Basketball Tournament, NCAA Division I Men's Ice Hockey Tournament, and the 2014 United States Figure Skating Championships. In addition, TD Garden has hosted the 2021 Laver Cup, an international men’s tennis tournament. Besides sporting events, the TD Garden has also served as a concert venue for numerous nationally touring acts in music and comedy.

North Station is a commuter rail and intercity rail terminal station in Boston, Massachusetts. It is served by four MBTA Commuter Rail lines – the Fitchburg Line, Haverhill Line, Lowell Line, and Newburyport/Rockport Line – and the Amtrak Downeaster intercity service. The concourse is located under the TD Garden arena, with the platforms extending north towards drawbridges over the Charles River. The eponymous subway station, served by the Green Line and Orange Line, is connected to the concourse with an underground passageway.

The Charles River Bridge is a pair of railroad single-leaf, through-truss, rolling bascule bridges across the Charles River that connects North Station in Boston, Massachusetts to MBTA Commuter Rail lines in northern Massachusetts, United States.