Boston City Breaks
Reasons to buy Thomas Cook City breaks

Boston City Breaks

Boston’s a vibrant waterfront city that blends cobbled streets and colonial history with towering skyscrapers. As you stroll through the streets, you’ll discover everything from historic brownstone houses to colourful markets during Boston city breaks. But wherever you go you can expect a lively, cosmopolitan atmosphere and a hearty welcome from the locals. You won’t want to leave without sampling the very best of New England seafood; bring a big appetite along, as there’ll be plenty of lobster rolls, clam chowder and oysters to try. This is the perfect place to go to soak up some American history, take laid-back waterfront walks, and sample fantastic food.

Things to do

Things to do
Boston city breaks will whisk you to a place that’s rich in American history, incredible culinary delights and gorgeous green spaces. Here, you can expect a bustling atmosphere to boot. Let’s take a look at some of the best things to do during Boston city breaks.

Explore the city

Explore the city
From spectacular contemporary buildings to wonderful historic houses, Boston’s a city of contrasts. There are almost 300 historic sites to here, including 58 National Historic Landmarks. Two of the best attractions are connected by two excellent walking trails: The Freedom Trail and the Black Heritage Trail. If you want to learn all about the momentous Boston Tea Party, head over to the Boston Tea Party Ships & Museum. The trendy Back Bay area is the place to go for designer boutiques, amazing entertainment, and vibrant nightlife.

Feast on fresh lobster

Feast on fresh lobster
Ever head of New England lobster? Sampling mouth-watering seafood from the local region is an absolute must for foodies during Boston city breaks, and you’ll find lobster rolls being served up all over town. The Barking Crab down on the waterfront is a great place to go to tuck in; there’s always a friendly vibe here, and you can go the whole hog with a plastic bib and a metal cracker to tackle the claws. The clam bake is a firm favourite here; be sure to arrive hungry, as the portions are huge, and you can add as many sides as you like, too, from chowder to corn on the cob.

Visit green spaces

Visit green spaces
When the sun comes out, there’s nowhere better than the Charles River Esplanade; this big park runs for three miles on the southern bank of the Charles River Basin. From here, take a walk up to Beacon Hill and catch a glimpse of the iconic golden dome of Massachusetts State House.

If you’re a sports fan, you’ll love Boston city breaks; it’s your chance to take a tour of Fenway Park, the home of the world-famous Boston Red Sox baseball team. If you’re lucky enough to bag yourself a ticket for the game, you can expect an electric atmosphere throughout the stadium. If not, you can still take a fascinating tour around the ground and learn all about legendary players like Babe Ruth, memorable moments, and catch a glimpse of the hand-operated scoreboard that’s still in action today.


Foodies: New England lobster rolls at Eventide Fenway, Boston cream pie at Omni Parker House, small-batch bagels at Bagelsaurus; Boston city breaks can be a real culinary adventure.

Couples: Start your day with a romantic walk through the Public Garden and Boston Common, take a Lighthouse Brunch Cruise out on the water, and indulge yourself with a wine tour. This is the perfect place for couples to relax.

History buffs: Learn all about American colonial history, the Boston Tea Party and explore as many of the city’s 300 historic sites as you can. Boston city breaks are a real treat for history lovers.


Language: English

Currency: US Dollar ($)

Local time: 5 hours behind GMT/UK time

Fly to: Boston Logan International Airport (BOS)

Flight time from UK: Approximately 7 hours 30 minutes

Entry details (for British passport holders): The US Visa Waiver Programme (VWP) allows visits to the US for up to 90 days. All travellers must provide details online at least 72 hours prior to travel. This is known as an Electronic System for Travel Authorisation (ESTA). While under the VWP, you may visit Canada, Mexico and the Caribbean and re-enter the US. Your passport must be valid for the duration of your stay. Before you depart, check the latest travel advice at


Temperature: 17°C

Best time to visit: Late September to November, during the colourful autumn season

‘Fall’ brings beautiful colours to Boston and New England, and this is one of the most stunning times of year in the city. Temperatures can reach around 17°C, so it’s nice and mild. If you’re visiting in winter, you’ll want to bring a warm coat and a pair of boots; if you’re lucky, you might even enjoy some snow. Looking for the hottest month of the year? That’s July, when it can reach highs of 28°C.


On foot: Believe it or not, Boston’s a really compact city, so it’s easy to navigate on foot. It only takes around an hour to walk across the heart of the city, and you won’t want to miss out on a stroll along the Charles River Esplanade; the views of the skyline are amazing from here.

Subway: You can get around quickly and cheaply with the subway (it’s called ‘T’), which runs throughout the city and gives you access to all the main attractions. The ‘T’ signs tell you where the stops are.

Taxi: They’re readily available on the streets, so just hail one down when you see one, and they’re particularly useful outside of the subway operating hours.


Boston Wine Festival: This sophisticated three-month event is all about fine wines and amazing menus. It’s America’s longest running food and wine pairing series, and it’s held in the elegant Boston Harbour Hotel from January through to March.

Fourth of July: When Independence Day arrives, you can expect big celebrations to take the city by storm. There’s a fantastic celebratory atmosphere everywhere you go, with parades, cruises entertainers, fireworks, and so much more. This is a great time for a Boston city break.

Boston Marathon: It’s the world’s biggest annual marathon, and one of the most famous road-running events, runs on Patriot’s Day (the third Monday in April). Over 500,000 spectators come to watch every year.

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