Massachusetts Vacations & Trips from ￥366,252

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Top destinations in Massachusetts

Quincy Market showing a city, an administrative buidling and heritage architecture
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Boston

Boston
Nantucket which includes cbd, boating and a small town or village
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Nantucket

Nantucket

The Latest Massachusetts Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
per person
Sep 8 - Sep 14
found 6 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Boston (BOS)
8.6/10 Excellent! (1,606 reviews)
Great location. Walking distance to all things on the North end

Reviewed on Jul 28, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Sep 8 - Sep 14
found 6 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
I would say this is one of the best hotel I've stayed in my life!! The room had an amazing harbor view and nice chair, comfortable bed and best amenities!! The stuff was super nice too. Definitely 5 stars!!!

Reviewed on Jul 28, 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
per person
Sep 8 - Sep 14
found 6 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Boston (BOS)
9.2/10 Wonderful! (1,007 reviews)
Nice rooms. Convenient.

Reviewed on Jul 29, 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
per person
Sep 8 - Sep 14
found 6 hours ago
Roundtrip non-stop flight included
Tokyo (NRT) to Boston (BOS)
9.4/10 Exceptional! (452 reviews)
Beautiful property, great location, great service. We stayed there for 5 nights and I 100% recommend.

Reviewed on Jul 13, 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
per person
Sep 12 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (1,003 reviews)
I had an amazing stay over the 4th of July, the bubbly left in my room was a great treat! Nothing but luxuries throughout my stay and i will be returning!!

Reviewed on Jul 28, 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 night scenes and a city as well as a small group of people

Downtown Boston

4.5/5(2,415 area reviews)

Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.

Find hotels in Downtown Boston

Massachusetts Hotel Deals

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 ￥27,207 per night from Aug 24 to Aug 25
￥27,207
￥37,736 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (3,765 reviews)
"Was pleasantly surprised, great hotel and staff."

Reviewed on Jul 28, 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 ￥28,068 per night from Aug 10 to Aug 11
￥28,068
￥32,685 total
Aug 10 - Aug 11
includes taxes & fees
9.2/10 Wonderful! (1,504 reviews)
"Nice new property. Small clean modern rooms. Best for one person traveling for a short period of time. The umbrella has a check in and out. I checked it in but the employee never noted it even after asking for my room number. If I didn’t catch it I would have been charged for a $20 umbrella that ..."

Reviewed on Jul 28, 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 ￥25,841 per night from Aug 24 to Aug 25
￥25,841
￥30,093 total
Aug 24 - Aug 25
includes taxes & fees
9.2/10 Wonderful! (3,602 reviews)
"Very contemporary! Fun decor! And the view from sitting up in bed was amazing! Didn’t want to get up. But breakfast was excellent! Little jars of clotted cream - I mean who does that?"

Reviewed on Jul 28, 2025

citizenM Boston North Station
See all 17,484 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.

Frequently asked questions

How much does a Massachusetts vacation package cost?
Chart your own course with our Massachusetts vacation packages, which start from only ￥366,252. Select the flights and hotels that suit your style. Then, add on a couple of tours or activities for an incredible adventure.
How do I get a cheap travel package to Massachusetts?
Creating your own Massachusetts vacation package with Expedia is a smart way to save. We have access to more than 550 airlines and 1,000,000 hotel options spread across the globe. With such a wonderful range to choose from, you'll have no issues putting together your perfect escape.
Where should I stay in Massachusetts?
Boston is a terrific place to include in your itinerary. This is where you'll find impressive sights such as Fenway Park and Boston Common. Cambridge also lures many jetsetters eager to check out some of the best attractions in Massachusetts. Included in these are Harvard Square and Harvard University.
What are the top hotels in Massachusetts?
Look up Hampton Inn Boston - Logan Airport and Boston Park Plaza. They're the first choice for many travelers headed to Boston. If Provincetown is on your itinerary, Hilton Boston Logan Airport and Sheraton Boston, a Marriott Hotel are both popular options.
How far in advance should I book my Massachusetts vacation?
It's difficult to pick the best time for airfares, but we generally say the earlier, the better. Most international journeys on Expedia become available to compare up to 12 months in advance. If you're booking late, don't stress. Bargain prices occasionally appear just weeks before departure dates.
What does an Expedia Massachusetts travel package include?
That's up to you. You can choose from a variety of Massachusetts bundles, such as a flight, rental car and hotel. You can also book a flight and a hotel, or a flight and a rental car. Once you've made your booking, you can add on the fun stuff like experiences and tours. Whatever your dream Massachusetts break looks like, you're sure to save!
What should I know before booking a Massachusetts travel package?
Get ready to save with an Expedia travel package. Bundle your flights, rental cars and hotels and score terrific discounts. You're not restricted to hotels, however. We have oceanfront condos, rural cottages and everything in between!
Can I choose my airline with a Massachusetts Expedia vacation package?
You can, and with over 550 airlines to pick from around the world, you have plenty of choice. Browse the available options and find out which airline suits your budget and needs.
If I'm not able to travel, can I cancel my Massachusetts vacation package?
We understand — unexpected stuff happens. If you've locked in a Massachusetts vacation package and need to change or cancel it, we can help. It's always worth checking out our Customer Service Portal first for information. But in general, if you've booked your package within 24 hours, you may be able to cancel or amend your itinerary free of charge. If it's been more than 24 hours, your hotel, airline or car rental company may impose a fee.

Discover the most popular places to visit in Massachusetts

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

Fenway Park

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

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 featuring landscape views, a skyscraper and flowers

Boston Common

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

￥11,581
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

￥10,286
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

￥4,984
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.