Fenway Park, home of the Red Sox – Boston

You can’t mention Boston without the Red Sox. The sports-mad city is home to America’s oldest ballpark, Fenway Park which was inaugurated in 1912. Whether you get tickets to a home game (baseball season runs from April to September) or take a behind-the-scenes tour, it’s a must for all ages. Sitatop the Green Monster, a 37ft-high wall overlooking left field, sample a Fenway Frank hotdog and check out the lone red seat that marks the spot where Ted Williams hit a 502ft home run, as well as the last remaining manually operated scoreboard.


Bustling Quincy Market in Faneuil Hall Marketplace houses over 30 food stalls serving everything from pizza to Maine lobster rolls, with al fresco benches offering a front-row seat for street performances by magicians, jugglers and clowns. One of the oldest continuously running restaurants in the country, Durgin Park is ideal for dining en famille with long communal tables and a wide choice of hearty comfort food, fromYankee-style pot roasts to New England classics like clam chowder and prime rib steak, as well as craft hops for the grown-ups.

Quincy Market

If you plan on checking out Harvard on your trip, make a pit stop at the most popular burger joint in Boston, Mr. Bartley’s Gourmet Burgers. Much-loved for its continuously updated menu, with quirky names like the Barack Obama, and the LeBron James that will amuse your offspring, the plump, juicy patties are served with either French fries, sweet potato fries or the legendary onion rings, washed down with an ice-cold frappé. The eatery, which has been around since 1960, has even made Hollywood cameos in Good Will Hunting and The Social Network.

Mr. Bartley’s Gourmet Burgers

Known as Boston’s Little Italy, North End is the city’s oldest neighbourhood and is where you can sample the best pizza in town thanks to the community of Italian-Americans who call it home. Follow the locals to Regina Pizzeria, a no-frills eatery with booths and a, jukebox, serving thin, crispy slices fresh from the brick oven, with an 80-year-old secret dough recipe.

Regina Pizzeria – Boston, MA

Make sure you save space for the neighbourhood’s famous cannoli. The two main contenders sit opposite one another on Hanover Street with queues down the blocks: Mike’s Pastry is famed for its variety of flavours (think chocolate chip, nutty Florentine and pistachio) as well as its ice creams and lobster tail pastries, while Modern Pastry Shop, a smaller family-run spot, is said to be a local favourite. Can’t decide? Try both and let the kids discuss the merits of each.

Modern Pastry Shop

And don’t leave town without trying the Boston cream pie, Massachusetts’ official state dessert. There’s nowhere better to sample this two-layered golden cake filled with pastry cream than the Omni Parker Hotel’s Parker’s Restaurant where it was invented in 1856.

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