City Break: Boston

City break (noun): a short holiday spent in a city, such as when on business travel.

Before there was bleisure travel, there was the city break—the short space of leisure time that grants you access to the cultural and culinary amenities that big cities offer. In this series from TripIt, we explore some of the world’s best cities for planning a quick getaway or extending a work trip.

Here are our tips for making the most of your city break in Boston.

Where to fly in

Boston metro area is primarily served by Boston Logan International Airport (BOS), located just four miles from downtown Boston in East Boston. While Logan is the largest airport in the New England area, Boston-bound travelers can also fly into alternate airports like Manchester International Airport (MHT) in Manchester, New Hampshire (about an hour’s drive), and T.F. Green International Airport (PVD) in Providence, Rhode Island (driving time of approximately an hour and a half). 

Thanks to Amtrak, Boston is also easily accessible from many cities in the Northeast—like New York City, Philadelphia, and Washington, D.C.—via train. 

As for your ground transportation options from Logan, cabs and ride shares are available upon arrival. Alternatively, travelers can take public transportation from the airport to downtown Boston via the Massachusetts Bay Transportation Authority, or MBTA, Blue Line Subway service or Silver Line Bus Rapid Transit. The Silver Line is free from Logan to South Station and includes a free Red Line transfer. 

Where to stay during your city break city break Boston

From boutique to luxury to no frills, there’s a hotel for every budget in Boston. If you’re opting for a luxury experience, look no further than the Mandarin Oriental Boston with its marble lobby and skyline views. 

If you’re attending an event at the Boston Convention and Exhibition Center, you can’t beat the convenience of The Westin Boston Waterfront. After your conference, you’re just a short walk from attractions like the Boston Tea Party Ships & Museum and the Institute of Contemporary Art, as well as many waterfront restaurants in the Seaport District.

If a hotel in a prime Boston location is what you’re after, look no further than the Fairmont Copley Plaza. This historic Back Bay hotel is within walking distance to popular Boston attractions like Newbury Street, Beacon Hill, and the Boston Public Library.

In need of event space? The Hyatt Regency Boston has 30,000 square feet of conference and meeting room space available. Business travelers will appreciate the in-room laptop-compatible desks and on-site business center. Guests can also get a workout in the indoor swimming pool or relax in the hotel sauna. 

Looking for more budget-friendly digs? Consider an Airbnb. Vacation rentals are often a more affordable option, even in the busy summer months. 

How to get around city break Boston

The MBTA Subway Line, affectionately known as the T, has four main lines—the Red Line,

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