Massachusetts Holidays

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Top Flight + Hotel Deals in Massachusetts

Price found within the past 48 hours. Click for updated prices.
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was €1,045, price is now €891 per person
€891
per person
29 Dec - 2 Jan
found 13 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
8.6/10 Excellent! (1,285 reviews)
Staff was very friendly, close to North Station and TD Garden. Walkable to the north end for dinner.

Reviewed on 3 Oct 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was €1,781, price is now €1,307 per person
€1,307
per person
29 Dec - 2 Jan
found 13 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (160 reviews)
Best hotel in Boston without question! The staff are exceptional, very friendly and attentive. The masseuses at the spa, especially (I believe her name was) Paula are very skilled and helpful with sore muscles and joints after traveling. La Padrona, Amar, and The Long Bar all have delicious food. I will definitely be back!

Reviewed on 15 Sept 2025

Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
Price was €1,093, price is now €925 per person
€925
per person
29 Dec - 2 Jan
found 13 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.2/10 Wonderful! (1,150 reviews)
Our experience at Hotel AKA Back Bay was above & beyond hospitality & location for any Boston traveler!

Reviewed on 3 Oct 2025

Omni Parker House

Omni Parker House

4.5 out of 5
Downtown Boston
Price was €1,146, price is now €992 per person
€992
per person
29 Dec - 2 Jan
found 13 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
8.8/10 Excellent! (2,996 reviews)
It was clean, great service, perfect location

Reviewed on 5 Oct 2025

The Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
Seaport District
Price was €1,027, price is now €896 per person
€896
per person
29 Dec - 2 Jan
found 13 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (2,172 reviews)
Clean rooms and convenient to everything

Reviewed on 5 Oct 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 featuring 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

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 €272 per night from 30 Oct to 31 Oct
€272
30 Oct - 31 Oct
includes taxes & fees
9/10 Wonderful! (4,106 reviews)
"The only downside is you needed reservations for the pool. They gave us a corner room on the 22nd floor. The view was amazing. I would definitely stay here again."

Reviewed on 30 Sept 2025

Omni Boston Hotel at the Seaport
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 €262 per night from 2 Nov to 3 Nov
€262
2 Nov - 3 Nov
includes taxes & fees
9.2/10 Wonderful! (3,848 reviews)
"We loved our stay at CitizenM."

Reviewed on 1 Oct 2025

citizenM Boston North Station
The Dagny Boston

The Dagny Boston

4 out of 5
89 Broad Street, Boston, MA
The price is €407 per night from 12 Oct to 13 Oct
€407
12 Oct - 13 Oct
includes taxes & fees
9.4/10 Exceptional! (6,521 reviews)
"Amazing hotel and location"

Reviewed on 30 Sept 2025

The Dagny Boston
See all 17,342 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 €891. 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.

Popular places to visit

Fenway Park showing night scenes and a sporting event 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 which includes heritage architecture and a city

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
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

The top floor of View Boston - 360 degree indoor observation deck

View Boston Observation Deck Admission Tickets

€29
per adult
84% of travellers recommend
View Boston Observation Deck Admission Tickets
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

€67
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston: Old State House/Old South Meeting House Museum Combo

Boston: Old State House/Old South Meeting House Museum Combo

€13
per adult
100% of travellers recommend
Boston: Old State House/Old South Meeting House Museum Combo
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.