Massachusetts Vacations & Trips from ￥208,522

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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.
Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
Price was ￥307,837, price is now ￥208,522 per person
￥208,522
per person
Jan 16 - Jan 18
found 1 day ago
Roundtrip flight included
Fukuoka (FUK) to Boston (BOS)
18.4/10 Exceptional! (1,196 reviews)
Great experience. From the first greet until the final goodbye everything was exemplary. Rooms were clean and spacious, staff extremely polite and attentive and the location is perfect. Will def return.

Reviewed on Nov 25, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
Price was ￥440,938, price is now ￥278,940 per person
￥278,940
per person
Feb 12 - Feb 19
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Boston (BOS)
19.2/10 Exceptional! (482 reviews)
The room was wonderful, the bed was heaven. Room service was delicious and the overall aesthetic and ambience of the lobby and common areas were fabulous

Reviewed on Nov 18, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was ￥365,005, price is now ￥238,384 per person
￥238,384
per person
Jan 16 - Jan 18
found 1 day ago
Roundtrip flight included
Fukuoka (FUK) to Boston (BOS)
19.6/10 Exceptional! (1,005 reviews)
Everywhere you went you were greeted with a smile. The front desk were wonderful. The doorman and bellman were very attentive. The room itself was very spacious and well appointed. I was thrilled to have access to Diptique beauty products. It was a fabulous stay from start to finish.

Reviewed on Nov 24, 2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
Price was ￥316,386, price is now ￥209,393 per person
￥209,393
per person
Jan 16 - Jan 18
found 1 day ago
Roundtrip flight included
Fukuoka (FUK) to Boston (BOS)
16/10 Exceptional! (621 reviews)
Good location. It's an appartment building, so no reception and was hard to get in as the doorwoman was away when I arrived.

Reviewed on Nov 24, 2025

The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Price was ￥339,964, price is now ￥228,273 per person
￥228,273
per person
Jan 16 - Jan 18
found 1 day ago
Roundtrip flight included
Fukuoka (FUK) to Boston (BOS)
18.4/10 Exceptional! (2,268 reviews)
Room was really clean!!

Reviewed on Nov 17, 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

citizenM Boston North Station

citizenM Boston North Station

4 out of 5
70 Causeway Street Boston MA
Fully refundableReserve now, pay when you stay
The price is ￥18,895 per night from Nov 30 to Dec 1
￥18,895
￥22,002 total
Nov 30 - Dec 1
includes taxes & fees
9.2/10 Wonderful! (4,060 reviews)
Room was cute and compact. The view from the causeway was amazing. Centrally located to all things i wanted to walk to and the train station.

Reviewed on Nov 20, 2025

citizenM Boston North Station
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is ￥21,737 per night from Dec 18 to Dec 19
￥21,737
￥31,678 total
Dec 18 - Dec 19
includes taxes & fees
9/10 Wonderful! (4,225 reviews)
Room was extremely clean, wonderful smell. We received extra amenities in honor of our anniversary. They have everything you need from restaurants, pools, and activities.

Reviewed on Nov 18, 2025

Omni Boston Hotel at the Seaport
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
The price is ￥19,625 per night from Nov 27 to Nov 28
￥19,625
￥22,853 total
Nov 27 - Nov 28
includes taxes & fees
9.2/10 Wonderful! (5,971 reviews)
Staff was helpful with lost key

Reviewed on Nov 21, 2025

Harborside Inn Of Boston
See all 17,407 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 ￥208,522. 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

4.5/5(2,499 reviews)

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

Fenway Park
Boston Common featuring landscape views, a skyscraper and flowers

Boston Common

4.5/5(4,786 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
Harvard University showing a city and heritage architecture

Harvard University

4.5/5(1,966 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

What to do in Massachusetts

View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

￥5,190
per adult
86% of travellers recommend
View Boston Observation Deck Admission Tickets
Hear the legendary true stories of Revolutionary Bostonians like Paul Revere, Midnight Rider at the Old North Church

Boston: Freedom Trail History Small Group Walking Tour

￥5,954
per adult
100% of travellers recommend
Boston: Freedom Trail History Small Group Walking Tour
Boston Duck Tour

Boston Duck Boat Sightseeing City Tour with Cruise Along Charles River

￥9,121
per adult
90% of travellers recommend
Boston Duck Boat Sightseeing City Tour with Cruise Along Charles River
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.