Massachusetts Holidays

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Your Massachusetts Holiday

When adventure calls, answer it with a holiday package to Massachusetts. Kick off your journey with a visit to Boston, which is famous among other things for its dining and culture. With so much to see on a trip to Massachusetts, it can be hard to know where to start. Kick off your travels in Boston at Fenway Park and TD Garden — two leading attractions here. Another great city to add to your itinerary is Cambridge. Be sure not to miss Fenway Park and TD Garden. Expedia has hotels, flights, car rentals and more to help you curate your own tailored Massachusetts holiday today.

Top destinations in Massachusetts

FlightsFlightsHotelsHotels

Boston

Boston

Top Massachusetts Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Harbor Hotel Provincetown

Harbor Hotel Provincetown

3 out of 5
Save 100% on your flight
per person
8 Sept - 16 Sept
found 1 day ago
Return direct flight included
Manchester (MAN) to Provincetown (PVC)
7.8/10 Good! (1,007 reviews)
Great spot in P-town - right across from the beach. Rooms are clean and newly-renovated.

Reviewed on 21 Jul 2025

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
per person
28 Aug - 1 Sept
found 17 hours ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
9.6/10 Exceptional! (242 reviews)
Beautiful place. But floor in the bathroom was a little sticky. Yuck. When I checked in, I was shown a beautiful dining room where breakfast would be served. But then, instead, it was served in a much more shabby room. Also, the included breakfast was quite skimpy. Extra charge for a real breakfast. (Also, I may be wrong, but I don’t think the word “potatoes” appears anywhere on the menu. Of course, you do serve potatoes - with a delicious omelette that I enjoyed, for example.)

Reviewed on 6 Jun 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
28 Aug - 1 Sept
found 1 day ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
The Boston Harbor Hotel is 5 Stars for a reason! From check in to check out. Every staff member was amazing. We were upgraded to a suite with a full ocean view. Our room was amazing. Every meal was excellent. The room was gifted to us! We were there for our wedding night 33 years ago and were so lucky to teturn

Reviewed on 19 Jul 2025

Crowne Pointe Historic Inn & Spa - Adults Only

Crowne Pointe Historic Inn & Spa - Adults Only

4 out of 5
Save 100% on your flight
per person
8 Sept - 16 Sept
found 1 day ago
Return direct flight included
Manchester (MAN) to Provincetown (PVC)
9.2/10 Wonderful! (782 reviews)
Beautiful resort tucked away in the middle of all the fun that is Ptown. Delicious breakfast (included), lovely pool and hot tubs, and excellent service, esp from Chris and Richard. We highly recommend it!

Reviewed on 29 Jun 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
28 Aug - 1 Sept
found 1 day ago
Return flight included
Edinburgh (EDI) to Boston (BOS)
9.6/10 Exceptional! (122 reviews)
Excellent, elegant, great service in every way possible. Friendly, helpful and responsive staff too.

Reviewed on 14 Jul 2025

Where to stay in Massachusetts

Find the best Massachusetts areas and neighborhoods for the activities you enjoy most. Learn more about Massachusetts
Downtown Boston which includes a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(94 area reviews)

The heart of America’s revolutionary history lies in the center of this city. Uncover the story of the nation and enjoy excellent arts and dining venues.

Find hotels in Downtown Boston

Massachusetts Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Top Sights
New England Aquarium, Boston Common and Wingaersheek Beach

Top hotels in Massachusetts

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is £214 per night from 10 Aug to 11 Aug
£214
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (3,677 reviews)
"beautiful!"

Reviewed on 19 Jul 2025

Omni Boston Hotel at the Seaport
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is £151 per night from 27 Jul to 28 Jul
£151
27 Jul - 28 Jul
includes taxes & fees
9.2/10 Wonderful! (1,455 reviews)
"Very small."

Reviewed on 19 Jul 2025

citizenM Boston Back Bay
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
80-120 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is £151 per night from 27 Jul to 28 Jul
£151
27 Jul - 28 Jul
includes taxes & fees
9.2/10 Wonderful! (3,544 reviews)
Citizen M STAN!!!!
"I have never been to a hotel so Eclectic!!! The decor, the vibe, the rooftop, the customer service all was AMAZING!!!! I’m from South Fl i’m use to beautiful weather and even more beautiful hotel's This was my first time at a CitizenM hotel i am obsessed and will look for that brand for all my hotel ..."

Reviewed on 18 Jul 2025

citizenM Boston North Station
See all 17,585 properties in Massachusetts
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

Why should I book my Massachusetts holiday with Expedia?
Choose Expedia to plan your next adventure simply and all in the same place. Our top tip for scoring a great deal on a Massachusetts getaway? Bundle your accommodation, airfares and/or hire car into a package holiday. Then throw in a couple of exciting tours and activities. Many bookings also have flexible cancellation policies, so there's no need to worry if you have to switch up your travel plans. Round-the-clock assistance with cancelling and changing your trip is on-hand via our Customer Service Portal link.
When is the best time of year to holiday in Massachusetts?
Enjoy sightseeing but don't like huge crowds? Lock in your Massachusetts getaway for November, December and January. Typically, it's much quieter than in June, July and August. With daytime average temperatures of -2ºC, January is the coolest period in Massachusetts. The warmest time of year is July, when you can experience averages of 22ºC during the day. Whatever the weather, you'll discover a whole lot to keep you busy here.
What are the top hotels for my holiday in Massachusetts?
When it comes to properties in Boston, Boston Park Plaza and Hilton Boston Logan Airport are two terrific options. If you're also heading to Provincetown, Harborside Inn Of Boston and Club Quarters Hotel Faneuil Hall, Boston will make you feel right at home.
How do I get a cheap holiday to Massachusetts?
Bundle your hotels and flights with Expedia to save on your next getaway. With more than 400 airlines and 321,000 hotel options across the world, your Massachusetts holiday can be tailored exactly to suit your budget. With all that extra cash, why not add one or two interesting activities and tours? It's an easy way to unlock even more savings. The holiday you've always dreamed of in Massachusetts is much closer than you thought! Learn more about how you can save money on your holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Massachusetts holiday?
Organise your next holiday in Massachusetts around well-known attractions such as Fenway Park and Boston Common. Many tourists also highly recommend Faneuil Hall Marketplace and Harvard Square.
What are the best cities to stay in when on holiday in Massachusetts?
There are plenty of terrific places to stay in Massachusetts, such as Boston. This city is home to renowned attractions including Fenway Park and Boston Common. You can also head to Provincetown, where you'll discover Pilgrim Monument and Herring Cove Beach. If time is no issue, explore both buzzing cities!
Do I need a visa for my Massachusetts holiday?
Official government websites have all the information you need on visa requirements, application procedures and any necessary documentation. Your nationality and the reason for your visit, whether it be for tourism or work, will determine if you'll need a visa for Massachusetts. Also make sure your passport is up to date and has a minimum of six months validity remaining beyond your planned date of return. Finalise all your travel planning ahead of time to avoid any last-minute surprises.
What should I wear on my Massachusetts holiday?
Think about the type of activities planned during your holiday in Massachusetts and create a travel wardrobe that you can easily mix and match. For fashion inspiration or even information on dress codes, browse style blogs or social media accounts. The weather will influence your choice of clothing, so check the forecasts for the places you want to visit. Massachusetts is at its warmest in July, with a daily average temperature of 22ºC. January is the coolest time of year here with the mercury averaging -2ºC during the daytime.
What does an Expedia Massachusetts holiday include?
Flights, hire cars and hotels — you'll discover them all here. With Expedia, you can shape your Massachusetts package however you want. All you have to do is figure out what you need. Once you've made your booking, why not add extras like tours and activities? The more you bundle, the greater your savings! Expedia offers a wide range of properties in Massachusetts, giving you the flexibility to tailor-make your holiday. Private holiday homes and apartments are two of the most popular stays for our customers here.
Does Expedia offer Book Now, Pay Later Massachusetts holidays?
We certainly do. Expedia has joined forces with online lender Klarna to help you easily pay for your trip in instalments. Simply pick the payment plan that suits best during checkout and take the stress out of budgeting for your trip. Be sure to bundle your flights, car hire and accommodation with Expedia to get the biggest bang for your holiday buck. Consider these flexible payment options below:

  • Pay monthly holidays: Klarna offers convenient monthly payment plans that fit all budgets, so you can lock in that well-deserved holiday now.
  • No-deposit holidays: If not paying upfront for your trip makes pressing that "book now" button easier, go for a no-deposit holiday plan with Klarna so you can Book Now, Pay Later!

Can I choose my airline with a Massachusetts Expedia holiday?
Expedia offers access to more than 400 partner airlines worldwide, so you sure can! Just choose the airline you want and put together the perfect Massachusetts holiday.

Popular places to visit

Fenway Park which includes a sporting event and night scenes as well as a large group of people

Fenway Park

4.5/5(61 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Harvard University showing a city and heritage architecture

Harvard University

4.5/5(102 reviews)

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University
Boston Common which includes a skyscraper, landscape views and a park

Boston Common

4.5/5(204 reviews)

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common

What to do in Massachusetts

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

£58
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

£52
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
The top floor of View Boston - 360 degree indoor observation deck

View Boston Observation Deck Admission Tickets

£25
per adult
84% of travellers recommend
View Boston Observation Deck Admission Tickets
See all activities in Massachusetts

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.