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.
Lakeside Inn

Lakeside Inn

2 out of 5
Price was €983, price is now €660 per person
€660
per person
29 Oct - 4 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
7.4/10 Good! (2,174 reviews)
Amazing full hot breakfast. Professional and friendly staff. Great quiet location with easy access.

Reviewed on 27 Aug 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was €2,724, price is now €1,765 per person
€1,765
per person
29 Oct - 4 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
Great location. Beautiful building and setting. Staff are helpful and friendly!

Reviewed on 24 Aug 2025

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
Save 100% on your flight
Price was €1,326, price is now €867 per person
€867
per person
29 Oct - 4 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (2,711 reviews)
1st time here in NM. Good for overnite solo traveller. Safe. Not really a walking distance for rests or shops but not too far by car. Didn’t see has a local transportation close by, Thin wall between room , so @nite had to lower TV & talk noise in room.

Reviewed on 28 Aug 2025

Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
Save 100% on your flight
Price was €1,668, price is now €1,113 per person
€1,113
per person
29 Oct - 4 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.2/10 Wonderful! (1,108 reviews)
Great place and location.

Reviewed on 26 Aug 2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
Save 100% on your flight
Price was €1,649, price is now €1,115 per person
€1,115
per person
29 Oct - 4 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
8/10 Very Good! (585 reviews)
Overall is pretty good and the only thing that we don’t like it is the water volume of shower head just need to be way a lot more .please turn it up .

Reviewed on 28 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

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 €157 per night from 1 Sept to 2 Sept
€157
1 Sept - 2 Sept
includes taxes & fees
9.6/10 Exceptional! (3,284 reviews)
"Nice hotel in great location"

Reviewed on 27 Aug 2025

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 €249 per night from 1 Sept to 2 Sept
€249
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (3,869 reviews)
"Property was well ran and clean. Expensive but everything in Boston is expensive. It’s like Canada except without the exchange. You better like taxes and toll roads or you won’t like Boston."

Reviewed on 25 Aug 2025

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 €184 per night from 1 Sept to 2 Sept
€184
1 Sept - 2 Sept
includes taxes & fees
citizenM Boston North Station
See all 15,583 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

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 Eastern Massachusetts

Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Highlights: Freedom Trail, Salem & More Tour

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

Frequently asked questions

How much does an Eastern Massachusetts holiday package cost?
From as low as €660. 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.