Boston Holidays

Green city with rich history & cutting-edge culture

A holiday in Boston has that great mix of fine foods, luxury hotels and lots and lots of history. The destination of the first colonial settlement of the Puritans from England brings you an authentic experience in the USA. Your trip to the famed ‘City on a Hill’ – as governor John Winthrop once sermonised upon the Arabella – has so much to offer.

Top East Coast USA Holidays

Luxury Holidays to Boston

Your Boston holidays will envelop you in a high level of luxury. With exclusive hotels and spas, intermixed with a bustling and lively city life, you’ll experience both sides of this wonderful municipality. Imagine a quick treatment in the local spa before tucking into some green eggs and ham and heading out to Fenway Park to see the Red Sox battle for baseball glory! Not a sports fan? Well there’s a lot to experience from the sublime sounds of the Boston Symphony Orchestra to the fine artworks located at the Institute of Contemporary Art.

With a vast array of museums and galleries, bookshops and legendary sports franchises, you’ll really get an understanding of why this city is so great.

Great reasons to holiday in Boston

  • Major League Baseball action at at Fenway Park 
  • The Institute of Contemporary Art and Museum of Fine Arts
  • Verdant parklands of Boston Common
  • Vibrant nightlife and restaurant scene
  • Beautiful grounds to explore on a historical tour of Harvard
  • Experience the spectacular architecture of the JFK Library
  • Check out the world-famous Boston Ballet
  • South Boston's official St Patrick's Day parade is the country's second largest

Things to do on holiday in Boston 

Re-enact history at the Boston Tea Party Ships and Musuem. Voted Best New Musuem, its holographic displays and immersive live action bring Boston's revolutionary past to the fore. Not to be missed.

Along with the many museums and galleries on offer, Boston is also the world famous home of leading sports teams such as the Celtics (NBA), Patriots (NFL) and Red Sox (MLB). To experience what makes America - and this city - tick, you need to discover the atmosphere around one of these teams by checking out a game.

At the Boston Symphony Orchestra, founded in 1881, why not treat yourself to the latest classical performance. You could be lucky and experience Mozart, Prokofiev or Bartók. Remember to check out the listings before you book.

At the Institute of Contemporary Art, the works of up and coming local artists are displayed together with international pieces. Meanwhile, along with more modernist pieces, the Museum of Fine Arts contains historical collections of the Americas, Asia and Europe, making it a leading cultural attraction in the city.

Go on a Whale Watching tour. Hop on board a highspeed catamaran and set sail for whales. See humpbacks, finbacks and minckes on a narrated tour. Humpbacks average 50 feet in length and can weigh a whopping 37 tonnes. 

Boston Facts

  • State – Massachusetts
  • Area – 89 sq miles
  • Population – 636,000


Its coastal position on the North Atlantic makes Boston susceptible to Nor’easter weather systems and subsequent rain and snow in the winter months (December – March), but snow is more likely further inland away from the city. Overall, Boston has a continental climate. The hottest month is July which enjoys an average temperature of 23°C. Temperatures have been known to exceed 32°C in summer.

Twin Centre & Multi Centre

Why not combine your trip to Boston with visits to other fantastic cities along the east coast? New York and Washington DC are great options for a twin or multi centre holiday. Chicago, a little further inland, is another cosmopolitan centre that would certainly benefit from being experienced alongside similarly exciting and rewarding city breaks.

Boston Holidays 2024 & 2025

If you want to avoid disappointment, book early and lock-in your 2024 / 2025 holidays. Let us at Kenwood Travel offer our vast experience to find you a bespoke luxury holiday package that suits you perfectly. Give us a call and start your adventure in this great city.

Top Picks

Boston Harbor Hotel

5* out of 5 stars

This iconic landmark hotel is located on the beautiful Rowes Wharf Harbour and is a perfect base from which to discover the fascinating city of Boston.

The Eliot Hotel

4* out of 5 stars

Discover boutique elegance at The Eliot Hotel in Boston. Immerse yourself in chic European style in the heart of the city, complemented by an award-winning restaurant.

The Godfrey Hotel Boston

4* out of 5 stars

For shopping, dining and nightlife, you won’t find a better spot. The Godfrey offers a modern boutique hotel experience in the heart of Downtown Crossing.


Useful information

  • Local time GMT(-5)
  • Currency US Dollar ($)
  • Language English
  • Location State of Massachusetts
  • Flying time 7 hours & 30 minutes

Destination map


Things to do

Walk the Historic Freedom Trail

Walk the Historic Freedom Trail

In this famously historic city, there are countless sights to see, but one of the most iconic and unforgettable things for any visitor to do is walk the Freedom Trail. With different lengths to choose from depending on your energy levels, the Freedom Trail connects 16 historical sites of national importance, demonstrating parts of the history of the American Revolution that would each be wonders in their own right. Together, they form the basis of an attraction that any history buff will adore.

Visit Boston Public Garden

Visit Boston Public Garden

As the first public botanical garden to be established in America, this garden's history dates back to 1837, before which time it was the Boston Common instead. Transforming from a practical and pastoral space into a decorative, verdant botanical garden, the change saw this area becoming a perfect place to stroll and enjoy one's surroundings, with vibrant Victorian floral designs in every direction. It is as beautiful and iconic today as it was then, and certainly an important site for any holidaymaker to visit.

Catch a Red Sox game at Fenway Park

Catch a Red Sox game at Fenway Park

Any baseball fan will know that Boston is the home of the Boston Red Sox team, based in the iconic Fenway Park stadium. It has been the ballpark of the team since 1912, and the only Major League Baseball franchise in the city. If you're already a devoted baseball lover, you'll be blown away by the excitement of attending one of these iconic games in person. Even if you're not a fan already, attending a game might change your mind: the sheer energy in the stadium, and the excitement of the games themselves, are a truly an experience to remember.