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Massachusetts Holiday Packages

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Accommodation, flights, car rentals, things to do and more - for your holiday in Massachusetts choose Expedia! Find everything you need to organise your trip to Massachusetts in one place. Enter your dates in the search bar above or scroll to our top deals below!

Where to stay in Massachusetts

Find the best Massachusetts areas and neighborhoods for the activities you enjoy most. Learn more about Massachusetts

Top Hotel Deals

citizenM Boston North Station
citizenM Boston North Station
4 out of 5
80-120 Causeway Street, Boston, MA
The price is £82 per night from 8 Mar to 9 Mar

Located in West End, this hotel is within a 5-minute walk of TD Garden and The Freedom Trail. Boston Harbor and Museum of Science are also within 10 minutes. ...

4.6/5Wonderful! (1,417 reviews)

"Very clean, and strict with Covid regulations which made you feel safer. Parking.... had to pay at the garage and you don’t get to come in an out, so plan ahead if you’re traveling. It’s expensive"…"

Reviewed on 17 Feb 2021

citizenM Boston North Station
Loews Boston Hotel
Loews Boston Hotel
4 out of 5
154 Berkeley Street, Boston, MA
The price is £138 per night from 12 Mar to 13 Mar

Located in Back Bay, this romantic hotel is within a 5-minute walk of John Hancock Tower and Newbury Street. Copley Square and Copley Place are also within 10 ...

4.6/5Wonderful! (985 reviews)

"El trato del personal fue excelente, siempre muy amables y atentos"…"

Reviewed on 16 Feb 2021

Loews Boston Hotel
Boston Park Plaza
Boston Park Plaza
4 out of 5
50 Park Plaza at Arlington Street, Boston, MA
The price is £124 per night from 7 Mar to 8 Mar

Located in Back Bay, this historic hotel is within a 10-minute walk of Newbury Street, Boston Public Garden and Boston Common. Copley Place and Hynes Convention ...

4.1/5Very Good! (5,049 reviews)

"I didnt like tge fact that restaurant was closed. It was available for take out. The room were very nice. The bed was very comfortable."…"

Reviewed on 23 Feb 2021

Boston Park Plaza
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top things to do in Massachusetts

Massachusetts Holiday

Celebrate this state’s famous past as one of the original 13 colonies. Enjoy its historic sites, relaxing seashore and modern urban excitement. Every U.S. schoolchild learns of the Pilgrims landing at Plymouth Rock, Massachusetts in 1620, establishing an early European settlement in the New World. This and other attractions make Massachusetts a fascinating historic state. Add the area’s exciting metropolitan centers and beautiful natural seashore and you’ll find plenty to do.

Visit Boston, the state’s capital and largest city, for both history and excitement. Follow the Freedom Trail along cobblestone streets to see over 50 landmark sites memorializing Revolutionary War events. Stroll through two-and-a-half-century-old Faneuil Hall near Boston Inner Harbour for boutique shopping, street performances and numerous cafés and fine restaurants. Sample Boston’s famous seafood. 

Travel to Cambridge along the Charles River to Harvard’s campus, with its ivy-covered nearly 550-year-old buildings, and nearby Massachusetts Institute of Technology, better known as MIT, with its resident geniuses. Walk or bike along the Minuteman Trail, retracing Paul Revere’s path as he raced on horseback shouting, “The British are coming!” as the Revolutionary War began.

Drive to Salem, north of Boston, to learn about its notorious history during the 1692-1693 Salem witch trials, which generally ended with burning at the stake. The modern city treats its witches more civilly; feel free to be a bit wild. 

Cape Cod ’s arm extends into the Atlantic Ocean, providing many miles of rugged shoreline on the east and protected inner harbors on the west. Enjoy summer on the Cape; swim, boat, shop, visit art galleries and attend performing art productions. Walk along peaceful dunes at the Cape Cod National Seashore and be hypnotized by waves and clouds.

For a relaxing several days in Massachusetts, make an overnight island trip. Whale-watch or enjoy the smell of sea spray on the ferry ride. Rent bikes to explore quiet streets and swim in the ocean waters. Nantucket provides a peaceful getaway with shopping and galleries. Look for celebrities on Martha’s Vineyard, a frequent presidential holiday spot, or find your own private places to de-stress along the quaint streets of the old-fashioned towns.

Plan your Massachusetts holiday with Expedia

  • Book your 2021 holiday package deals now! Buy your accommodation, flight or car together and get extra savings on your next trip!
  • We have selected for you amazing deals on incredible hotels in Massachusetts. Have a look simply by using the search bar above.
  • Most hotels come with free cancellation, because we believe that flexibility matters now more than ever!

For more information, visit our COVID-19 information page
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*Some hotels require you to cancel at least 24-48 hours before check-in.

Frequently asked questions

If I'm not able to travel, can I cancel my Massachusetts holiday package?
It’s impossible to predict what tomorrow might bring, so it’s comforting to know that you can change or cancel your Massachusetts holiday package. If your booking was made in the last 24 hours, you may be eligible for a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal for further details.
Where should I stay in Massachusetts?
Boston is a terrific place to include in your itinerary. It’s where you’ll find popular sights including Fenway Park and Boston Common. Provincetown also lures many wanderers eager to explore some of the best attractions in Massachusetts. These include Pilgrim Monument and Herring Cove Beach.
What are the top hotels in Massachusetts?
Boston Park Plaza and The Westin Copley Place, Boston, a Marriott Hotel know how to make their guests feel welcome in Boston. If you also plan to get to Springfield, take a look at La Quinta Inn & Suites by Wyndham Springfield MA and D. Hotel Suites & Spa. Both are top picks with travellers.
When is the best time of year to visit Massachusetts?
If your definition of “best” means when you’ll land the best deals, pack your bags and head for Massachusetts in . By contrast, is the most expensive month to plan a getaway. Peak season falls in and is an exciting time to visit — if you don’t mind rubbing elbows with the crowds. is generally a much quieter time of year.
How far in advance should I book my Massachusetts holiday?
To score discount prices, book as early as you can. Airlines typically start selling tickets, along with some of the lowest fares, nearly 12 months in advance. Hotels, car rental and experiences should also be booked well in advance to avoid disappointment. If you’re in need of a last-minute getaway to Massachusetts, there are always plenty of great deals to be had on Expedia. Check them out now!
What should I know before booking a Massachusetts travel package?
We already have low prices. However, you’ll pick up even more bargains if you book your hotels, flights and car rentals together. With an Expedia travel package, you’ll always get transparent pricing and lots of choice.
Does Expedia offer Book Now, Pay Later Massachusetts holiday packages?
If you’re eager to see the world but aren’t able to pay full price, Expedia can lend a hand with a simple payment plan. Thanks to our partnership with online lender Affirm, you can Book Now, Pay Later and start planning your adventure today.