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Massachusetts Holidays

from £459 per person

Any airport
Any Date
1 Room
2 Adults
1 Room
2 Adults



USD: United States dollar

Massachusetts Holidays 2021

A fascinating history is what makes holidays to Massachusetts so special. Monuments and museums highlight the US state’s colonial past. Whilst major cities like Boston take to the forefront thanks to the huge role it played during the American Revolution. Situated within the New England region, many traces of this historical event are left behind for its visitors to explore. Follow the Freedom Trail which is a 2.5-mile stretch highlighting the historic sights which led to the finding of the United States.

With a visit to Massachusetts you can expect much more than just walking tours and museums. Trips to the theatre and a spot of retail therapy are also on the cards too. Not forgetting, there is plenty for sports fanatics to do as well. Boston is home to the Boston Red Sox and for those who take a liking to American football, you can find the home of the New England Patriots in Massachusetts too.

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Your guide to Massachusetts holidays

Things to do in Massachusetts

Things to do in Massachusetts

There are plenty of fascinating things to see and do in Massachusetts. Whether you’re a history buff or a sports fan, you’ll no doubt enjoy wandering around and soaking up all the state has to offer. With a holiday to Massachusetts, all eyes are on its capital of Boston. The majority of the state’s main attractions can be found here including:

  • The Freedom Trail – This historic walking route covers 2.5 miles, highlighting a number of sites important to the history of the United States, such as churches, museums and burial grounds, including the Bunker Hill Monument.
  • Boston Common – This huge park lays in the centre of the city, known for accommodating the British troops during the American Revolution.
  • North End – Best-known as Boston’s ‘Little Italy’, roam around the narrow streets as you witness some of the city’s oldest buildings.
  • Fenway Park – The home of the Red Sox, this is a must see for any sports fan.
  • Harvard Square – One of America’s best-know universities and also the oldest in the country.
When to go

When to go

Since exploring Massachusetts and more specifically Boston includes walking around on foot quite a bit. It is preferred if you book your Massachusetts holiday for when the weather is pleasant and enjoyable. The summer is a wonderful time to head to Massachusetts, regardless of the extra crowds of tourists. The weather is lovely during this period, making sightseeing a treat. On the other hand, the spring is another alternative as the weather is mild and there are fewer crowds. Winter is a cold time to head to Massachusetts so wrap up warm and prepare for snow.

Average monthly weather (°C):

  • January: 2° / -5°
  • February: 4° / -4°
  • March: 8° / 0°
  • April: 13° / 5°
  • May: 19° / 10°
  • June: 24° / 15°
  • July: 28° / 19°
  • August: 27° / 18°
  • September: 23° / 14°
  • October: 16° / 8°
  • November: 11° / 3°
  • December: 5° / -3°
Places to eat

Places to eat

Massachusetts is every foodie’s heaven! There are plenty of places to try and foods to sample. You’re never too far away from a delicious burger restaurant or a great Italian spot. If you’relooking to venture away from the pizzas, why not try a pastrami? Made up of dry-cured beef which has been seasoned then smoked, loaded into bread along with cheese or salad. Fried clams are also a popular dish in the New England region, making it a must have during your holiday. When it comes to desserts, you have to try a Boston crème pie. This creamy delight just might be the highlight of Massachusetts. Top places to eat in Massachusetts include:

  • Omni Parker House
  • Santarpio’s Pizza
  • R.F. O’Sullivan & Son
  • Sam LaGrassa’s
  • Legal Seafood
Massachusetts Nightlife

Massachusetts Nightlife

If you’re looking for a great time out in Massachusetts, your best bet is to head to Boston. In the city, you’ll find a collection of nightclubs, bars and live music venues. Whatever tickles your fancy, you’ll surely find a night out you can enjoy in Massachusetts. Listen to the modern beats played by underground DJ’s as you get your night started in true American fashion. Continue to dance away into the middle of the night as some of these nightlife hotspots in Massachusetts:

  • Wally’s Café Jazz Club
  • Middlesex Lounge
  • Tunnel
  • Lizard Lounge
  • Toad


There are plenty of museums on offer in Massachusetts, highlighting many cultural fronts. From art, science and history. So, whether you’re intrigued in learning about these topics in general or closely related to the US state, there are many fascinating places to visit.

  • Harvard Museum of Natural History – Captivating collections related to the natural sciences are held here, including animals and minerals.
  • The Institute of Contemporary Art – Located along Boston’s waterfront, this institute houses a number of modern art pieces.
  • Plimoth Plantation – Based in Plymouth, Massachusetts, the Plimoth Plantation is a real-life recreation of the Plymouth Colony established by English colonists in the 17th-century, otherwise known as the Pilgrims.
The Freedom Trail

The Freedom Trail

The Freedom Trail can be found in Boston, Massachusetts and is one of the top tourist attractions within the whole state. Covering a 2.5-mile stretch, the Freedom Trail outlines major historic sites along the way. Witness an extraordinary 16 significant sites including museums, churches, meetinghouses and burial grounds. During your walking tour, learn all about the trail and the significance it holds in relation to the American Revolution, which all began in Boston. Along the route, you’ll come across sites like Boston Common, Old North Church and the well-known Bunker Hill Monument which commemorates the Battle of Bunker Hill on 17th June 1775.

Most popular Massachusetts hotels

Boston Park Plaza
  1. Boston
  2. Massachusetts
From £536 per person Check availability
DoubleTree by Hilton Hotel Boston Bayside
  1. Boston
  2. Massachusetts
From £540 per person Check availability
View all Massachusetts hotel deals

Massachusetts weather

Massachusetts weather
Avg. Dry Days 25
Avg. Dry Days 23
Avg. Dry Days 25
Avg. Dry Days 23
Avg. Dry Days 25
Avg. Dry Days 25

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Prices last checked at 02:21 27 January 2021