Brookline is a town in Norfolk County, Massachusetts, United States, and part of the Boston metropolitan area. Brookline borders six of Boston's neighborhoods: Brighton, Allston, Fenway–Kenmore, Mission Hill, Jamaica Plain, and West Roxbury. The city of Newton lies to the west of Brookline. Brookline was first settled in 1638 as a hamlet in Boston, known as Muddy River; it was incorporated as a separate town in 1705.
Back Bay is an officially recognized neighborhood of Boston, Massachusetts, built on reclaimed land in the Charles River basin. Construction began in 1859, as the demand for luxury housing exceeded the availability in the city at the time, and the area was fully built by around 1900. It is most famous for its rows of Victorian brownstone homes—considered one of the best preserved examples of 19th-century urban design in the United States—as well as numerous architecturally significant individual buildings, and cultural institutions such as the Boston Public Library, and Boston Architectural College. Initially conceived as a residential-only area, commercial buildings were permitted from around 1890, and Back Bay now features many office buildings, including the John Hancock Tower, Boston's tallest skyscraper. It is also considered a fashionable shopping destination and home to several major hotels.
Route 9 is a 135.310-mile-long (217.760 km) major east–west state highway in Massachusetts, United States. Along with U.S. Route 20, Route 2, and Interstate 90, Route 9 is one of the major east–west routes of Massachusetts. The western terminus is near the center of the city of Pittsfield. After winding through the small towns along the passes of the Berkshire Mountains, it crosses the college towns of the Pioneer Valley and then south of the Quabbin Reservoir and the rural areas of western Worcester County. Entering the city of Worcester from the southwest corner of the city, it passes through the center of the city and forms the major commercial thoroughfare through the MetroWest suburbs of Boston, parallel to the Massachusetts Turnpike. Crossing the Route 128 freeway circling Boston, it passes through the inner suburbs of Newton and Brookline along Boylston Street, and enters Boston on Huntington Avenue, before reaching its eastern terminus at Copley Square.
The Back Bay Fens, often called The Fens, is a parkland and urban wild in Boston, Massachusetts, in the United States. It was established in 1879. Designed by Frederick Law Olmsted to serve as a link in the Emerald Necklace park system, the Fens gives its name to the Fenway-Kenmore neighborhood.
Fenway–Kenmore is an officially recognized neighborhood of Boston, Massachusetts. While it is considered one neighborhood for administrative purposes, it is composed of numerous distinct sections that, in casual conversation, are almost always referred to as "Fenway", "the Fenway", "Kenmore Square", or "Kenmore". Furthermore, the Fenway neighborhood is divided into two sub-neighborhoods commonly referred to as East Fenway/Symphony and West Fenway.
Allston is an officially recognized neighborhood within the City of Boston, Massachusetts. It was named after the American painter and poet Washington Allston. It comprises the land covered by the zip code 02134. For the most part, Allston is administered collectively with the adjacent neighborhood of Brighton. The two are often referred to together as Allston–Brighton. Boston Police Department District D-14 covers the Allston-Brighton area and a Boston Fire Department Allston station is located in Union Square which houses Engine 41 and Ladder 14. Engine 41 is nicknamed "The Bull" to commemorate the historic stockyards of Allston.
Kenmore Square is a square in the Fenway–Kenmore neighborhood of Boston, Massachusetts. It is formed by the crossing of Beacon Street,Commonwealth Avenue, and Brookline Avenue. It is the eastern terminus of U.S. Route 20, the longest U.S. Highway. The Citgo sign is a prominent landmark in Kenmore Square, and Fenway Park is just to the south. Kenmore station is located under the square, with a surface bus terminal inside the square.
The C branch, also called the Beacon Street Line or Cleveland Circle Line, is one of four branches of the Massachusetts Bay Transportation Authority's Green Line light rail system in the Boston, Massachusetts metropolitan area. The line begins at Cleveland Circle in the Brighton neighborhood of Boston and runs on the surface through Brookline along the median of Beacon Street. Reentering Boston, the line goes underground through the St. Mary's Street incline and joins the B and D branches at Kenmore. Trains run through the Boylston Street subway to Copley where the E branch joins, then continue through the Tremont Street subway to downtown Boston. The C branch has terminated at Government Center station since October 2021.
Boston's diverse neighborhoods serve as a political and cultural organizing mechanism. The City of Boston's Office of Neighborhood Services has designated 23 Neighborhoods in the city:
Commonwealth Avenue is a major street in the cities of Boston and Newton, Massachusetts. It begins at the western edge of the Boston Public Garden, and continues west through the neighborhoods of the Back Bay, Kenmore Square, Boston University, Allston, Brighton and Chestnut Hill. It continues as part of Route 30 through Newton until it crosses the Charles River at the border of the town of Weston.
Fenway station is a light rail stop on the MBTA Green Line D branch, located under Park Drive near the Riverway in the Fenway–Kenmore neighborhood of Boston, Massachusetts. It opened along with the rest of the D branch on July 4, 1959, when trolleys replaced Highland branch commuter rail service. The station is fully accessible from Park Drive via the Landmark Center parking lot, as well as from Miner Street. Named after the Fenway parkway rather than Fenway Park, it is further from the stadium than Kenmore, though still used during events.
Huntington Avenue is a thoroughfare in the city of Boston, Massachusetts, beginning at Copley Square and continuing west through the Back Bay, Fenway, Longwood, and Mission Hill neighborhoods. It is signed as Massachusetts Route 9. A section of Huntington Avenue has been officially designated the Avenue of the Arts by the city of Boston.
Fenway, commonly referred to as The Fenway, is a mostly one-way, one- to three-lane parkway that runs along the southern and eastern edges of the Back Bay Fens in the Fenway–Kenmore neighborhood of Boston, in the east-central part of the U.S. state of Massachusetts. As part of the Emerald Necklace park system mainly designed by Frederick Law Olmsted in the late 19th century, the Fenway, along with the Back Bay Fens and Park Drive, connects the Commonwealth Avenue Mall to the Riverway. For its entire length, the parkway travels along the Muddy River and is part of the Metropolitan Park System of Greater Boston. Like others in the park system, it is maintained by the Massachusetts Department of Conservation and Recreation.
Beacon Street is a major thoroughfare in Boston, Massachusetts and its western suburbs Brookline and Newton. It passes through many of Boston's central and western neighborhoods, including Beacon Hill, Back Bay, Fenway–Kenmore, the Boston University campus, Brighton, and Chestnut Hill.
Boylston Street is a major east–west thoroughfare in the city of Boston, Massachusetts and its western suburbs. The street begins in Boston's Chinatown neighborhood, forms the southern border of the Boston Public Garden and Boston Common, runs through Back Bay and Boston's Fenway neighborhood, merges into Brookline Ave and then Washington Street, emerging again contiguous with Route 9 out to where it crosses Route 128, after which it becomes Worcester Street.
Lansdowne station is an MBTA Commuter Rail station in Boston, Massachusetts. It serves the Framingham/Worcester Line. Lansdowne is located next to the Massachusetts Turnpike in the Fenway–Kenmore neighborhood near Kenmore Square, below grade between Beacon Street and Brookline Avenue.
U.S. Route 20 (US 20) runs its easternmost 153 miles (246 km) in the U.S. state of Massachusetts. The highway crosses the state border from New Lebanon, New York, into Hancock and runs eastward to Boston, where it ends at Route 2 in Kenmore Square. It spends the vast majority of its journey paralleling I-90, which has largely superseded US 20 for through travel. Still, US 20 directly serves many towns and local business areas which the turnpike bypasses.
Park Drive is a mostly one-way, two-lane parkway in the Fenway-Kenmore neighborhood of Boston that runs along the northern and western edges of the Back Bay Fens before ending at Mountfort Street. As part of the Emerald Necklace park system mainly designed by Frederick Law Olmsted in the late 19th century, Park Drive, along with the Back Bay Fens and the Fenway, connects the Commonwealth Avenue Mall and Boylston Street to Beacon Street and the Riverway. For a portion of its length, the parkway runs along the Muddy River and is part of the Metropolitan Park System of Greater Boston's Muddy River Reservation. Like others in the park system, it is maintained by the Massachusetts Department of Conservation and Recreation.
Boston Hotel Buckminster, formerly Hotel Buckminster and briefly Hotel St. George, is a historic hotel in Boston, Massachusetts. It is located on the triangular intersection of Beacon Street and Brookline Avenue in Kenmore Square. Along with the Hotel Commonwealth, it is one of two hotels located within one block of Fenway Park, the oldest baseball stadium in the nation and home to the Boston Red Sox of Major League Baseball.
The Ipswich Street line was a streetcar line in Boston and Brookline, Massachusetts. The line ran on Boylston Street and Ipswich Street in the Fenway–Kenmore neighborhood, and on Brookline Avenue through what is now the Longwood Medical Area to Brookline Village.
Route 9 in Brookline
US 20 in Boston 
