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Boston Holidays 2026 & 2027 This city brimming with history can be combined with New York or New England

Boston Holidays

Boston is a city steeped in history and culture, with a rich colonial past that played a pivotal role in the founding of the United States. From the cobbled streets of Beacon Hill to the bustling waterfront of the Seaport District, Boston offers a unique blend of old-world charm and modern sophistication.

A holiday to Boston promises something for everyone, whether you’re a history buff looking to explore the iconic Freedom Trail, a foodie eager to sample the city’s world-famous seafood, or a sports fan excited to catch a Red Sox game at Fenway Park.

Book your holiday to Boston now and discover all that the city has to offer.

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Holidays to Boston 2026 & 2027

Its British settler roots and centuries of inward migration have created a unique European feel to this grand city, with fine buildings and historic monuments around every corner. Home to Harvard University, boasting an array of museums and galleries and with marine life on your doorstep, there is plenty of culture to keep you occupied.

Things To Do In Boston

  • Walk the famous Freedom Trail, linking 16 of the city’s most significant landmarks
  • Take a tour of Harvard University
  • Stroll the historic streets of Seaport
  • Learn about the city on an Old Town Trolley Tour
  • Watch a Boston Red Sox baseball game at Fenway Park, or take a tour of the stadium
  • Visit the 200 year old iron-sided ship, USS Constitution
  • See the Boston Tea Party ships and museum
  • Picnic and people watch in America’s first park, Boston Common
  • Join a Boston Historical Cruise around the harbour
  • Search for humpbacks on a Boston whale watching tour
  • Browse in the enormous Boston Public Library
  • Marvel at the magnificent Trinity Church
  • Look down over the city from the View Boston viewpoint
  • Enjoy the bars and restaurants of trendy South End
  • Visit the Museum of Fine Arts, boasting one of the largest Monet collections outside of Paris
  • Delve into the city’s haunted past on a ghost tour
  • Head 15 minutes outside the city to walk the trails at Blue Hills Reservation
  • Go to Salem to visit the Salem Witch Museum

Boston day tours and experiences can be booked locally or incorporated into your bespoke Boston holiday before you go.

How to Get to Boston

By Air – From the UK, you can fly directly to Boston, which takes between seven and eight hours. Flights are offered year round from London Heathrow, with seasonal services also operating out of London Gatwick and Edinburgh Airports. There are also direct flights from most major US cities.

By Road – New York is 227 miles from Boston, so the drive takes around 3.5 hours. Niagara Falls is 470 miles away, with the drive taking around 7 hours.

By Rail – You can easily reach Boston by train from New York, with the service taking 4 hours. There are also convenient local services offering easy access to the rest of New England.

Getting Around the City – Downtown Boston is easy to navigate without a car. It is compact and walkable, has an abundance of taxis and an accessible public transportation system.

Plan your holiday

Holidays Designed For You

Discover America your way. Combine a self drive with a city stay or an escorted tour with a cruise.

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