With its historical sites, quaint cobblestone streets, rabid sports fans, and excellent food, there’s plenty to do in Boston in 48 hours. Make sure you experience it all with this handy guide.

How to Spend 48 Hours in Boston

Boston is well known for its historical sites and rabid sports fans. Let’s not forget this town offers some great food as well. If you have 48 hours to spend in Boston, don’t worry. This guide can help you navigate the town and see the best Boston has to offer.



Let’s start right off and hit the trail – The Freedom Trail. This two-and-a-half-mile walk will take you past some of the most important historical sites in the city. There are 16 different stops on the walk. Many of these places played a crucial part in the American Revolution.

Freedom Trail end at Bunker Hill Monument. Located in Boston, Massachusetts, USA.

If you’re looking for a caffeine pickup, make sure to stop at Boston Brewin’ Coffee for a selection of java and pastries. They are a local shop that gives a portion of their proceeds to the local charities.


Spend the afternoon taking in the beauty of the Boston Public Garden. Enjoy the beauty of a green space in the middle of town and take some time to people watch or stretch out under a shady tree.

Weeping willow trees and a pond in the Boston Public Garden.

You can ride a swan boat, walk the paths, and even marvel at the artwork. If the Red Sox are in the playoffs, the Make Way for Ducklings statues will be wearing their baseball jerseys!


All that walking has probably left you with an appetite. Make sure you head over to Union Street.

Glasses of light and dark beer on a pub background.

The Union Oyster House, The Green Dragon Tavern, and The Bell in Hand Tavern all offer food, drinks, and entertainment. You might even see costumed actors stopping in for a pint and a lobster roll.



Boston loves its sports teams, so what better way to get a feel for the city than to go on a tour of its legendary baseball park? Fenway Park has been the home to the Red Sox since 1912. The park has seen its share of heartbreak and triumphs throughout the years. Daily tours are offered and you can grab a spot for $20 per adult.

The architecture of the historic Fenway Park Stadium in Boston, MA, USA showcasing one of its signs at the ticket booths

Tasty Burger is just down the street from Fenway Park. The establishment has not been around long but they offer a quick meal for a reasonable price.


Check out the local architecture in the Beacon Hill neighborhood. This area features gaslit streets and Federal-style row houses. It is considered the most exclusive neighborhood in Boston.

Narrow Cobbled Street and Red-Brick Houses in Boston

Here you will find Acorn Street, often known as “most frequently photographed street in the United States.” The narrow street is paved with cobblestones and offers a great photo op.


No trip would be complete without a visit to the North End neighborhood. It’s the oldest section of the city and known for its Italian cuisine.

Seafood pasta in tomato sauce

You can find everything from pizza to pasta to cannolis, and you won’t find it hard to navigate the neighborhood — just follow your nose!

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