The Fenway is generally comprised of two areas: The East Fenway (sometimes called the Symphony area), which borders Back Bay and the South End, and the quiet, tree shaded West Fenway. Across Boylston Street lies Fenway Park, home to the Boston Red Sox.

The world-renowned Museum of Fine Arts on Huntington Avenue is the city's premier destination for viewing works of art from some of the most famous artists of all time. The Isabella Stuart Gardner Museum displays the lifelong artistic passions and collections of its namesake philanthropist in a beautiful building complete with central courtyard. And classical music lovers take abundant delight in the numerous performing ensembles, including The Boston Conservatory, New England Conservatory and most prominently, The Boston Symphony Orchestra and its performance venue, Symphony Hall.

It also has plenty of sports history, both as the site of namesake Fenway Park, which opened in 1912, and as the place where the Red Sox, Bruins, and Celtics all played their first home games - about 1 1/2 miles from the ballpark. The first-ever World Series game was played in 1903 at the Huntington Avenue Grounds, home of the Sox from 1901 to 1911. Boston Arena, now called Matthews Arena and home to Northeastern teams, hosted the Bruins from 1924 through 1928, when Boston Garden opened. The Celtics debuted at Boston Arena in 1946.

Also on the west is the Longwood Medical Area, with Beth Israel Deaconess, Brigham and Women's, Children's Hospital, Dana Farber Cancer Institute, and the Joslin Diabetes Center. It's bordered on the South by Huntington Ave (location of the Boston Museum of Fine Arts and Northeastern University)