Massachusetts Holidays from NZ$1,308

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to NZ$616 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top destinations in Massachusetts

FlightsFlightsHotelsHotels

Boston

Boston

The Latest Massachusetts Holiday Deals

Price found within the past 48 hours. Click for updated prices.
YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Price was NZ$1,550, price is now NZ$1,308 per person
NZ$1,308
per person
20 Nov - 23 Nov
found 5 hours ago
Return flight included
Los Angeles (LAX) to Boston (BOS)
8.6/10 Excellent! (2,200 reviews)
This hotel is beautifully located near everything we needed. Our room was unique. The TV was at a 90 degree angle to the bed so viewing from the bed was not practical. The bed was awesome. The view was great, we were able to see some of the bay from our room. We were disappointed that we didn't get to use the rooftop bar area. We tried twice but it was holding a private gathering and the second time it was full. But, we would still choose this hotel again. It was very accessible for my husband that uses a scooter for distance mobility.

Reviewed on 6 Sep. 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was NZ$3,280, price is now NZ$2,323 per person
NZ$2,323
per person
20 Nov - 23 Nov
found 5 hours ago
Return flight included
Los Angeles (LAX) to Boston (BOS)
9.8/10 Exceptional! (159 reviews)
Staff went above and beyond everyday! The dining options and location were amazing.

Reviewed on 2 Sep. 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was NZ$2,494, price is now NZ$1,972 per person
NZ$1,972
per person
20 Nov - 23 Nov
found 5 hours ago
Return flight included
Los Angeles (LAX) to Boston (BOS)
9.6/10 Exceptional! (1,011 reviews)
First rate hotel. Definitely a Luxury hotel stay!

Reviewed on 1 Sep. 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Price was NZ$2,289, price is now NZ$1,875 per person
NZ$1,875
per person
20 Nov - 23 Nov
found 5 hours ago
Return flight included
Los Angeles (LAX) to Boston (BOS)
9.4/10 Exceptional! (1,001 reviews)
Lou the driver was awesome and very informative. We enjoyed walking to Harvard Yard which is only two blocks away! So much fun for family’s.

Reviewed on 6 Sep. 2025

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was NZ$1,675, price is now NZ$1,403 per person
NZ$1,403
per person
20 Nov - 23 Nov
found 5 hours ago
Return flight included
Los Angeles (LAX) to Boston (BOS)
8.6/10 Excellent! (1,275 reviews)
The front desk staff was uniformly helpful and courteous! They were able to accommodate an early check in. They placed our group of 4 rooms close together. The rooms were small but very well appointed. The beds were comfortable. We enjoyed breakfast in the lobby restaurant. The hotel was a walkable distance to TD Garden and a lot of great restaurants. Definitely recommend and hope to stay again when we visit Boston!

Reviewed on 4 Sep. 2025

Our guide on where to stay in Massachusetts

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

Downtown Boston

4.5/5(17 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

Our pick of the best Massachusetts Hotel Deals

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane, Boston, MA
Fully refundableReserve now, pay when you stay
The price is NZ$534 per night from 11 Sept to 12 Sept
NZ$534
11 Sept - 12 Sept
includes taxes & fees
Seaport Hotel Boston
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 NZ$613 per night from 21 Sept to 22 Sept
NZ$613
21 Sept - 22 Sept
includes taxes & fees
Omni Boston Hotel at the Seaport
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 NZ$413 per night from 21 Sept to 22 Sept
NZ$413
21 Sept - 22 Sept
includes taxes & fees
citizenM Boston North Station
See all 17,349 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 holiday package cost?
Chart your own course with our Massachusetts holiday packages, which start from only NZ$1,308. 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 holiday 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 travellers 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 holiday?
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 holiday 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 holiday package?
We understand — unexpected stuff happens. If you've locked in a Massachusetts holiday 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 night scenes and a sporting event as well as a large group of people

Fenway Park

The iconic home of the Boston Red Sox is on the must-see list of every red-blooded baseball fan.

Fenway Park
Harvard University which includes heritage architecture and a city

Harvard University

You don’t have to be a history student to appreciate the unique heritage of this world-renowned academic institution.

Harvard University
New England Aquarium

New England Aquarium

From sea lions to sharks, this modern aquarium on Boston’s waterfront brings the ocean world to your fingertips.

New England Aquarium

What to do in Massachusetts

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

NZ$134
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

NZ$92
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

NZ$58
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.