Eastern Massachusetts Vacation Packages

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Top Eastern Massachusetts Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
per person
Oct. 26 - Oct. 28
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Boston (BOS)
8.6/10 Excellent! (1,001 reviews)
I enjoyed my stay at the Fairmont Copley Plaza! My significant other and I were warmly greeted and were upgraded to a king sized suite. The lobby staff, room attendant, and the door holders were so kind. Some of them even noticed when I had a lot of bags or drinks in my hand and would click the elevator buttons for me. The location and convenience is unbeatable!! Just a short walk to Newbury Street and the Prudential Center. I also loved the comfort of the bed and the toiletries provided in the room. The only downside to the stay is that the building and rooms themselves need to be renovated. When we entered our room hallway and room, there was a strange smell that permeated the area. I purchased air sanitizer to help the situation. In the future, the hotel owners should consider making further renovations to the property. Thank you for the lovely stay!

Reviewed on Sep. 22, 2024

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Dec. 6 - Dec. 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (56 reviews)
Amazing hotel. The hotel staff were very helpful, attentive to detail and professional. The staff at the Long Bar and Terrace were a different story. We got a table in the evening and no one ever came to us, we ended up standing by the bar and just ordering a drink there. For breakfast, we placed our order and apparently we were forgotten. I had to get up and go look for a staff member. The room was great, but we found body hair in the tub as we arrived. It was taken care of but something to keep in mind.

Reviewed on Sep. 13, 2024

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Oct. 24 - Oct. 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (295 reviews)
Had the most wonderful stay at the Mandarin Oriental in Boston. The room was perfect and the staff 5 star. Can't wait to come back.

Reviewed on Sep. 16, 2024

The Lenox Hotel Boston

The Lenox Hotel Boston

4.5 out of 5
Back Bay
per person
Dec. 5 - Dec. 8
found 14 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (1,000 reviews)
This hotel is close to everything you might need or want on a vacation: shuttle to the airpport, huge mall, restaurants, beautiful park, the Charles River, historical buildings, and modern shops. The staff was incredibly friendly and helpful. With the comfortable accomodations, the Lenox ia a 10!

Reviewed on Sep. 23, 2024

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
per person
Dec. 5 - Dec. 8
found 14 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (1,000 reviews)
Top quality hotel with the club lounge an especially nice benefit

Reviewed on Sep. 18, 2024

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 which includes night scenes and a city as well as a small group of people

Downtown Boston

4.5/5(193 area reviews)

Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.

Find hotel + flight trips in Downtown Boston

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Eastern Massachusetts Hotel Deals

The Dagny Boston
The Dagny Boston
4 out of 5
89 Broad Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $399 per night from Sep. 29 to Sep. 30
CA $399
CA $504 total
includes taxes & fees
Sep 29 - Sep 30
9.2/10 Wonderful! (4,562 reviews)
"Overall a good stay but had to move into an accessible room. Unfortunately no bellman to help with bags. They did refund our city taxes which was helpful. Had a good dinner in Fin Tail restaurant."

Reviewed on Sep. 21, 2024

The Dagny Boston
Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4.5 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $379 per night from Oct. 13 to Oct. 14
CA $379
CA $489 total
includes taxes & fees
Oct 13 - Oct 14
9/10 Wonderful! (2,762 reviews)
"Thin walls but gorgeous building. Excellent services and kind staff."

Reviewed on Sep. 21, 2024

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 CA $243 per night from Sep. 29 to Sep. 30
CA $243
CA $338 total
includes taxes & fees
Sep 29 - Sep 30
8.2/10 Very Good! (3,317 reviews)
"Beautiful property in great part of Boston Thank you!"

Reviewed on Sep. 21, 2024

Hilton Boston Park Plaza
See all 14,873 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.

All Inclusive Vacations

All Inclusive Vacations

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Frequently asked questions

How much does an Eastern Massachusetts vacation package cost?
From as low as CA $1,007. Yes, you read that correctly. Our Eastern Massachusetts vacation 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 vacation?
Savvy travelers 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 vacation goals, you’re sure to find a package that best suits your budget.
Can I choose my airline with an Eastern Massachusetts Expedia vacation package?
With a vacation 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 vacation package?
Your situation can change unexpectedly, so yes. You may be able to cancel or amend your Eastern Massachusetts vacation 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.

Discover the most popular places to visit in Eastern Massachusetts

Image for Fenway Park

Fenway Park

4.5/5(305 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Image for Harvard University

Harvard University

4.5/5(279 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
Image for Boston Common

Boston Common

4.5/5(518 reviews)

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common

What to do in Eastern Massachusetts

Image for Whale Watching Tour in Gloucester

Whale Watching Tour in Gloucester

CA $65
Per adult
98% of travellers recommend
Whale Watching Tour in Gloucester
Image for Cape Ann Harbor Tour: Self-Guided Drive

Cape Ann Harbor Tour: Self-Guided Drive

CA $23
Per adult
100% of travellers recommend
Cape Ann Harbor Tour: Self-Guided Drive
Image for Full-Day Private Guided Tour of Hammond Castle and Boston

Full-Day Private Guided Tour of Hammond Castle and Boston

CA $957
Per adult
Full-Day Private Guided Tour of Hammond Castle and Boston
See all activities in Eastern 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.