TravelSupermarket logo

Boston city breaks

Compare the best Boston city breaks

Compare 20+ trusted brands

Terms & Conditions apply

Part of MoneySuperMarket

Saving you money with over 15 years’ experience

TrustYou reviews

Rated by verified guests

ATOL-protected holidays

Book with confidence

Travel Alert:

Countries reopen borders.

Find out more

Why go to Boston

Get to know one of the USA’s most enigmatic, historic and fascinating cities when you book Boston city breaks. This sports-mad, food-loving harbour city never fails to show guests a good time.

If you’re looking for a great deal on a Boston city break, look no further. TravelSupermarket compares prices on a range of short breaks...

Marvel at Massachusetts' capital city, where super-swanky skyscrapers soar confidently over cobbled streets, on city breaks to Boston.

Located on the US east coast, the city of Boston is a cool and cultured destination. It’s often used as a gateway to the natural vistas of New England, especially during the autumn, or “fall”, when the trees of this glorious region take the landscape from green and lush to red, gold and orange – an utterly spectacular sight.

But don’t go anywhere before you’ve got to grips with Boston. Walk the Freedom Trail, visit the Cheers bar, shop in Faneuil Hall, tuck into fresh-from-the-sea lobster or crab, or join the locals as they cheer on one of their teams.

With its waterside café scene, sculpture-strewn parks and showy architecture, Boston is a city that mesmerises. The cobbled streets lying neatly behind the shiny yachts of Charlestown harbour give a sense of the city's colonial history. Triple decker townhouses tower over the web of wide avenues in Mission Hill and a collection of trendy art venues define nearby Roxbury. Cool bistros tempt in the Leather District and haute couture beckons in the boutique-lined avenues of Back Bay.

Flights to the city land at Boston Logan International Airport (BOS). It’s easy to get into Boston from Logan airport. The MBTA Silver Line fast transit service whisks you from the airport to downtown Boston in around 10 minutes. The MBTA Blue Line subway, the speedy underground system, also connects the airport with central Boston. Most hotels provide a free shuttle bus for guests or you can take a taxi outside the terminal.

It’s also easy to get around once you’ve checked into your Boston hotel. Dedicated cycling lanes make it easy and safe to sightsee by bicycle on short breaks in Boston, while trains, buses and the subway are inexpensive and efficient ways to travel around the city. Trip planner guides are available at all stations.

Find a cheap break to Boston now when you compare prices on TravelSupermarket.

Travel Information




US Dollar ($)

Average flight time(from London)

6h 30m

We compare millions of holidays from the UK’s leading travel companies

jet2holidays logotui logoeasyjet-holidays logofirst-choice logolast-minute logoexpedia logoon-the-beach logo

*ATOL (Air Travel Organiser's Licence) is a financial protection scheme for package holidays: It provides support to consumers in the event their holiday provider collapses. Booking with an ATOL holder ensures that you won't be left out of pocket and you won't be left stranded abroad. All package holidays compared using TravelSupermarket are protected by ATOL.

ABTA (Association of British Travel Agents) offers similar cover for packages booked with its members. However, while ATOL predominantly covers flight-based packages, ABTA covers non-flight based holidays (such as rail and cruise) and linked travel arrangements. If you are unsure whether or not your trip is covered by ABTA, check with your provider.

Latest travel tips and advice

Travel advice

7 common city break rip-offs and how to avoid them

New sights and sounds, plenty to eat and drink, and endless things to see and do - it doesn't get much better than a city break. So, don't let a rip off spoil your next one.

Read more about 7 common city break rip-offs and how to avoid them
Travel advice

7 ways to cut the cost of long-haul flights

Read more about 7 ways to cut the cost of long-haul flights
Travel advice

Cash, credit cards or prepaid? The simple guide to holiday spending

Read more about Cash, credit cards or prepaid? The simple guide to holiday spending
Read more from the blog

More holiday options

Take a look at these top destinations...

Get your travel essentials sorted for less


Fly away with an incredible deal. Search and compare a huge range of airlines today.

Compare Flights

Car Hire

Finding the right wheels is much more than getting the cheapest price. Compare a range of car rentals.

Compare Car Hire

Travel Insurance

Make sure you find the right cover. Compare a range of comprehensive travel insurance policies.

Compare Travel Insurance


Get from A to B hassle free with an affordable transfer. Compare a range of options and save.

Compare Transfers


Whether you’re after boutique in Berlin or affordable in the Algarve, the right hotel is just a comparison away.

Compare Hotels


Make sure your ride is safe and secure while you’re away. Compare a range of airport parking deals.

Compare Parking

Sign up. Be inspired. Travel.

Subscribe now for hand-picked holiday deals, inspiration and the latest travel tips, straight to your inbox.

Staying safe abroad

The Foreign, Commonwealth & Development Office (FCDO) provides valuable up-to-date travel advice for British citizens abroad. It is the best resource for reliable safety and security information. You can also find other important details, such as local laws, passport information and visa requirements. Stay safe abroad – check the FCDO before you travel.

For the latest FCDO advice, follow @FCDOtravelGovUK and