BosGuy

The city of Boston is comprised of 23 neighborhoods. Many of the downtown neighborhoods span less than a square mile, but they are full of interesting sites and places of interest. To that end, this month I selected four downtown neighborhoods and shared my thoughts about what make them worth visiting.

South End

I started this series with the neighborhood I know best, the South End. I’ve lived here for nearly twenty years now but have been visiting since I moved back to Boston in the late 1990s.

The South End is incredibly charming. Built on landfill in the mid-19th century as a residential district for Boston’s growing upper middle-class, hundreds of Victorian Bow Fronts were built and today it’s the largest enclave of urban Victorian residential architecture in the country. The picturesque neighborhood is full of parks, unique shops and restaurants and cafes. While only a few gay bars remain in the South End, this was once upon a time an enclave for Boston’s LGBTQ+ community and while most of those businesses have closed or moved online, this is still where many in Boston’s gay community come out for dinner or to meet up with friends for drinks. Read my full profile of the South End here.

Back Bay

I moved into the Back Bay in the late 1990s after living in Atlanta for a few years. I thought I’d live in my apartment on Commonwealth Avenue for a year maybe two but ultimately, I stayed in the Back Bay for six years. I still consider it a homebase and love this neighborhood for all that it has to offer.

If you’ve visited Boston, you’ve probably spent time in the Back Bay. It is a centrally located, afluent neighborhood with some of Boston’s most iconic buildings, busiest streets, best restaurants, bars and shops. It is chock-full of office buildings, hotels, retailers, restaurants and of course residents. Tourists will love the parks (my favorite is The Esplanade) that run through this neighborhood, but Back Bay also has amazing architecture ranging from the modern I.M. Pei design of The Hancock Tower built in the 1970s to the beautiful McKim Building of the Boston Public Library and its hidden Italianate Courtyard that dates back to the late 1800s. In addition, this neighborhood has no shortage of restaurants, bars and shopping so there is plenty to see and do when here. Read my full profile of the Back Bay here.

Beacon Hill

I never lived in Beacon Hill but one of my best friends went to Suffolk University which is located here. I also spent many hours at bars in this neighborhood in my late 20s and early 30s.

Beacon Hill is a popular destination for visitors due to its many historical sites, with some dating back to the 1600s. While this neighborhood is less than a square quarter mile in size it contains a lot to see and enjoy with its pretty as a postcard streets to its many Freedom Trail sites of interest to great restaurants and good pubs. While the neighborhood’s stodgy image is well deserved there is still plenty of fun to be had here and my favorite time of year to visit is in the summer when you can sit outside and enjoy the people watching along Charles Street. For more information about this historic and interesting neighborhood, read my full profile of Beacon Hill here.

North End

The North End is where my maternal grandmother grew up as a kid. My brother briefly lived here and at the moment one of my cousins call the North End home. While I’ve never lived here, it is this familial connection to this tiny neighborhood that makes me feel connected to it.

The North End is charming unless you’re driving then it is a nightmare. The neighborhood is comprised of a maze of narrow, meandering streets that are chock-full of Italian restaurants, bakeries and cafes. The tiny neighborhood is hemmed in between Boston’s inner harbor to the North and East and The Rose Kennedy Greenway (a.k.a. The Greenway) to the West and South. This neighborhood is for those who love American History (esp. American Revolution) and for those who love food. For more information about Boston’s “Little Italy”, read my full profile of the North End here.