Eastern Massachusetts Holidays

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Top Flight + Hotel Deals in Eastern Massachusetts

Price found within the past 48 hours. Click for updated prices.
Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
24 Oct - 29 Oct
found 10 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
8.8/10 Excellent! (235 reviews)
We enjoyed having the bistro on site.

Reviewed on 17 Jul 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
27 Oct - 1 Nov
found 19 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (135 reviews)
Awesome hotel. Staff is great. Best hotel in Boston! And I've stayed at alot of em.

Reviewed on 11 Aug 2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
Save 100% on your flight
per person
24 Oct - 29 Oct
found 10 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
8/10 Very Good! (571 reviews)
Washer/Dryer did not work properly. Despite 2 calls and 1 email to customer service, the issue was not resolved. The washer didn’t rinse clothing out and they remained sopping wet. They required extensive drying time as a result ( over 4 hours). This was extremely inconvenient.

Reviewed on 2 Aug 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
27 Oct - 1 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (433 reviews)
Had an amazing time at the Whitney. Front desk service was impeccable, friendly and was ‘just’ the added touch I would expect of a property of this caliber. I really do look forward to my next time in Boston and hope to stay at the Whitney.

Reviewed on 25 Jul 2025

Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
Save 100% on your flight
per person
27 Oct - 1 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.2/10 Wonderful! (1,102 reviews)
This hotel is within walking distance to most of Boston’s historic sites, Fenway and the T (subway).

Reviewed on 9 Aug 2025

Where to stay in Eastern Massachusetts

Find the best Eastern Massachusetts areas and neighborhoods for the activities you enjoy most. Learn more about Eastern 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 Eastern 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 €218 per night from 24 Aug to 25 Aug
€218
24 Aug - 25 Aug
includes taxes & fees
9/10 Wonderful! (3,789 reviews)
"Everything was great"

Reviewed on 8 Aug 2025

Omni Boston Hotel at the Seaport
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza, Boston, MA
Fully refundableReserve now, pay when you stay
The price is €196 per night from 1 Sept to 2 Sept
€196
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (3,193 reviews)
"Rooms are very dated but the location is exceptional!"

Reviewed on 6 Aug 2025

Hilton Boston Park Plaza
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 €174 per night from 24 Aug to 25 Aug
€174
24 Aug - 25 Aug
includes taxes & fees
9.2/10 Wonderful! (3,616 reviews)
"🤘"

Reviewed on 8 Aug 2025

citizenM Boston North Station
See all 15,756 properties in Eastern 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.

Popular places to visit

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

Fenway Park

4.5/5(61 reviews)

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

4.5/5(102 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
New England Aquarium

New England Aquarium

4.5/5(57 reviews)

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 Eastern Massachusetts

Gloucester: Scenic Cape Ann & Rockport Self-Driving Tour

Cape Ann Harbor: Self-Guided Driving Audio Tour

€15
per traveller
100% of travellers recommend
Cape Ann Harbor: Self-Guided Driving Audio Tour
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

€15
per traveller
80% of travellers recommend
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Highlights: Freedom Trail, Salem & More Tour

€43
per adult
Massachusetts Highlights: Freedom Trail, Salem & More Tour
See all activities in Eastern Massachusetts

Frequently asked questions

How much does an Eastern Massachusetts holiday package cost?
From as low as €1,009. Yes, you read that correctly. Our Eastern Massachusetts holiday packages are an awesome way to make your dollars go much further. Combine your flights, hotels and rental car and get out and see this popular destination.
How do I get a cheap travel package to Eastern Massachusetts?
One of the simplest ways to save cash (and time) is to bundle your bookings with Expedia. Flights, rental cars, hotels and activities — we've got everything you need. Select the combination that best suits you and see your savings grow. We know a package deal is never one-size-fits-all. That's why Expedia offers over 550 air carriers and 1,000,000 hotels across the world, which lets you customize your Eastern Massachusetts adventure.
Where should I stay in Eastern Massachusetts?
Boston is a great place to visit. This city is where you'll find impressive sights such as Fenway Park and Boston Common. Cambridge also draws in many jetsetters eager to check out some of the best attractions in Eastern Massachusetts. They include Harvard Square and Harvard University.
What are the top hotels in Eastern Massachusetts?
When it comes to properties in Boston, Hampton Inn Boston - Logan Airport and Boston Park Plaza are two excellent options. If you're also heading to Provincetown, Hilton Boston Logan Airport and Sheraton Boston, a Marriott Hotel will make you feel right at home.
How far in advance should I book my Eastern Massachusetts holiday?
Savvy travellers often book as early as possible. You can generally browse through international fares on Expedia up to 12 months before your flight. If you're purchasing tickets last minute, don't despair. Discounted prices sometimes appear just weeks prior to departure.
What does an Expedia Eastern Massachusetts travel package include?
Flights, hotels and rental cars — we've got them all. With Expedia, you can create your Eastern Massachusetts package just how you like it. All you have to do is decide just what you need. Once you've made your booking, you can add extras like experiences and activities. The more you bundle, the more you save!
What should I know before booking an Eastern Massachusetts travel package?
A travel package can be easier on the credit card than individually booking everything you need for your getaway. For example, bundle your hotels, flights and rental cars and save a tidy sum. No matter your holiday goals, you're sure to find a package that best suits your budget.
Can I choose my airline with an Eastern Massachusetts Expedia holiday package?
With a holiday package, you're the boss. Whether you want to fly to Eastern Massachusetts in economy or business class, simply select from the available airline options. Expedia has access to more than 550 airline partners across the world.
If I'm not able to travel, can I cancel my Eastern Massachusetts holiday package?
Your situation can change unexpectedly, so yes. You may be able to cancel or amend your Eastern Massachusetts holiday package for free if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel or make changes, but your airline, hotel or car rental company may charge additional fees. Need more information? Check out our Customer Service Portal. We'll help make sure your trip goes off without a hitch.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.