Massachusetts Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to CA $1,096 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

Your Massachusetts Vacation

Our Massachusetts vacation packages provide an affordable, easy and engaging way to experience all that this exciting destination has to offer. If it's dining and culture you're after, this is the place to be. A trip to Massachusetts wouldn't be complete without exploring some of its most well-known cities, starting with Boston. A couple of the top attractions here include Fenway Park and TD Garden. Hyannis is another favourite city with Massachusetts travellers. Visitors to this destination enjoy Cape Codder Water Park and Cape Cod Inflatable Park. Expedia has everything you need when it comes to planning your Massachusetts vacation. From hotels and flights, to activities and more, we know how to curate a travel experience like no other.

Top vacation destinations in Massachusetts

Top Massachusetts Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Embassy Suites Boston Logan Airport
Boston Harbor Hotel
Mandarin Oriental, Boston
DoubleTree Suites by Hilton Hotel Boston - Cambridge
Encore Boston Harbor

Where to stay in Massachusetts

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

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 CA $252 per night from Aug 24 to Aug 25
CA $252
CA $350 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (3,755 reviews)
Outstanding Omni
"Outstanding stay. There’s not one thing that could have been better. I would highly recommend this hotel."

Reviewed on Jul. 27, 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 CA $260 per night from Aug 10 to Aug 11
CA $260
CA $303 total
Aug 10 - Aug 11
includes taxes & fees
9.2/10 Wonderful! (1,510 reviews)
Hip Hotel!
"Great hotel! It’s a hip and trendy place. The room itself was efficient, clean, comfortable and without unnecessary frills. I really liked the blackout curtain! Was in town for Red Sox games and stayed for one night. It was convenient location to Fenway Park as well as plenty of shops and ..."

Reviewed on Jul. 30, 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 CA $240 per night from Aug 24 to Aug 25
CA $240
CA $279 total
Aug 24 - Aug 25
includes taxes & fees
9.2/10 Wonderful! (3,610 reviews)
CitizenM never disappoints!
"I love CitizenM and the one in Boston didn't disappoint. The check in staff (it is self check-in, but they always come over to help) and the staff in the "canteen" were wonderfully friendly to a tired traveler."

Reviewed on Jul. 29, 2025

citizenM Boston North Station
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 CA $1,040. 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

What to do in Massachusetts

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.