Great Places to Take a Stroll in Boston

The Boston area is filled with great places to explore in the warmer weather. Now that things are finally starting to warm up, here are a few places you might want to consider taking a stroll.

Acorn Street

Measuring just 250 feet in length, Beacon Street’s Acorn Street is frequently referred to as the most beautiful street in America. 18th– and 19th-century homes are located along this lovely cobblestone street. The surrounding Beacon Hill offers additional opportunities to stretch your legs while soaking in beautiful scenery.

Boston Common

Dating back to 1634, Boston Common is the oldest park in the United States. Encompassing 50 acres, the park is home to a number of monuments, statues and markers. A good place to start your journey is across Beacon Street from the Massachusetts State House and then moving diagonally toward Boylston Street.

Charles River Esplanade

Hugging the Charles River, the Charles River Esplanade runs from about Berkeley Street in Back Bay to Charles River Dam Road in the West End. The route offers nonstop views of downtown as well as some great public art.

Commonwealth Avenue Mall

A 1.3-mile expanse begins at Commonwealth Avenue Mall located at 484 Commonwealth Avenue. Boasting 32 acres, the route passes through Back Bay and provides the sense of strolling through a grand Parisian boulevard. Designed in the 19th century and ending at the Public Garden, the area is dotted with memorials and statues.


Edging some of the most beautiful parks in the city, the Fenway-Riverway-Jamaicaway-Arborway route offers several miles opportunity to stroll through the city. Along the way, you will pass the Back Bay Fens, the Arnold Arboretum, the Museum of Fine Art and the Isabella Stewart Gardner Museum. Pick up the route a 1111 Boylston Street and head toward Fenway before ending at Arborway and Blue Hill Avenue.


Measuring 43 miles in total, HarborWalk is a string of parklands and boardwalks that create one of the longest linear parks in the urban United States. The walk can be started pretty much anywhere where the city touches of coastline outside of Beacon Hill, Back Bay and parts of East Boston and Charlestown.

Louisburg Square

While it is not possible to go inside Louisburg Square unless you or someone owns property within it, taking a walk around the perimeter can offer a pleasant stroll. Along the way, enjoy looking at the facades of the Greek revival townhouses lining the square.

Public Garden

Dating from the early 19th century, the Public Garden boasts 24 acres of flowers, foliage, statuary and plenty of bench seating. The space is particularly lovely this time of the year, during which most of the plants and flowers are in bloom. The entire perimeter is worthy of a stroll. If in a time crunch, start at 4 Charles Street and continue along the street for great views.

These are just a few areas that can be easily explored and enjoyed by foot in Boston. Other possibilities include Monument Square, the Rose Kennedy Greenway or even the Boston Freedom Trail. Step outside and you are sure to find great places to take a walk throughout the city.

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