Eastern Massachusetts Holidays from £1,066

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Your Eastern Massachusetts Holiday

Seize the opportunity for discovery with an Eastern Massachusetts holiday package. Head straight for Boston, where the dining and culture will be among the many highlights of your escape. With so many things to explore on a trip to Eastern Massachusetts, it can be tricky to know where to start. Kick off your travels in Boston at Fenway Park and TD Garden — two popular attractions here. Another top city worthy of a spot on your itinerary is Cambridge. Don't miss Fenway Park and TD Garden. Expedia has hotels, flights and whatever else you need to help you organise your own tailored Eastern Massachusetts holiday today.

Top Eastern Massachusetts Flight + Hotel Deals

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

Arcadian Hotel

Coolidge Corner
£1,066
per person
24 Oct - 31 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
8.2/10 Very good! (4,438 reviews)
Boston Harbor Hotel

Boston Harbor Hotel

North End
£2,093
per person
24 Oct - 31 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,014 reviews)
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

Back Bay
Save 100% on your flight
£1,643
per person
24 Oct - 31 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (1,317 reviews)
Raffles Boston

Raffles Boston

Back Bay
Save 100% on your flight
£1,241
per person
18 Nov - 22 Nov
found 1 day ago
Return flight included
London (LHR) to Boston (BOS)
9.6/10 Exceptional! (312 reviews)
Hotel AKA Boston Common

Hotel AKA Boston Common

Downtown Boston
Save 100% on your flight
£1,554
per person
24 Oct - 31 Oct
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9/10 Wonderful! (1,773 reviews)

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
A nighttime street scene with illuminated trees, a market stall, and historic buildings.

Downtown Boston

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.

A historic building with ornate architecture, a staircase, and a tree in front.

Back Bay

1 out of top 10 points of interest in this area

Parisian boulevards and elegant brownstones conjure a truly romantic atmosphere, perfect for strolling and window shopping.

A city skyline with modern high-rise buildings, a historic bridge, and a river with boats.

Seaport District

1 out of top 10 points of interest in this area

Join excited crowds enjoying harbor-side views, Revolutionary War-era landmarks, as well as superb restaurants and museums along this thriving waterfront.

A street lamp with a lit bulb, surrounded by trees and a brick building.

Beacon Hill

1 out of top 10 points of interest in this area

Lose yourself in the charming streetscapes, historic buildings and village-like atmosphere of Boston’s oldest and wealthiest suburbs.

A bustling riverside area with a prominent building featuring a large arched entrance, a dock with a boat, and a crowd of people.

North End

The ample dining options and captivating waterfront views are just a few popular features of the neighbourhood. Make a stop by Boston Harbor or New England Aquarium while you're visiting, and jump aboard the metro at Aquarium to get around town.

Eastern Massachusetts Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)

Top hotels in Eastern Massachusetts

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
£300
20 Sept - 21 Sept
includes taxes & fees
Omni Boston Hotel at the Seaport
Seaport Hotel Boston

Seaport Hotel Boston

1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
£260
20 Sept - 21 Sept
includes taxes & fees
9.6/10 Exceptional! (5,004 reviews)
"I stayed here primarily because the Seaport can accommodate requests for fragrance free stays. The room was clean and hypoallergenic, which met my needs. The location is across the street from a public transportation station, so this made getting to a bus or train easy. There's lots of food nearby ..."

Reviewed on 17 Sept 2026

Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
£125
20 Sept - 21 Sept
includes taxes & fees
The Revolution Hotel
See all 16,243 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.

Stay near popular Eastern Massachusetts attractions

A cityscape with a prominent stadium, a busy intersection, and a skyline with high-rise buildings.

Fenway Park

9.2/10 (11,009 reviews)
Catch a game or take a tour at one of America’s most historic and beloved ballparks.
See properties
A historic building with a clock tower, a large gate, and a well-maintained lawn.

Harvard University

9.2/10 (6,542 reviews)
Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.
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A city park with green grass, trees, and a white church steeple.

Boston Common

9.4/10 (18,299 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.
See properties
A soccer stadium with a crowd of spectators, a goalpost, and players in action.
Photo by The Curious Zephyr

Gillette Stadium

9.0/10 (1,182 reviews)
Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's great live music and acclaimed theatre scene.
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A historic church with a pointed roof and a large tower, surrounded by modern buildings and a well-maintained park with flowers and trees.

Copley Square

9.4/10 (7,327 reviews)
Explore some of Boston’s finest buildings, educational and arts institutions, and shopping, or simply find a patch of grass and relax.
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A modern building with 'GARDEN' signage, a waterfront, and a cable-stayed bridge.

TD Garden

9.2/10 (7,449 reviews)
Catch an event at TD Garden during your trip to Boston. Attend a sporting event or visit the notable monuments in this vibrant area.
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A historic town square with brick buildings, a red bus, and a Harvard sign.

Harvard Square

9.0/10 (3,936 reviews)
With a visit to Harvard Square, a favourite shopping spot in Cambridge, you can browse for souvenirs. Experience the fascinating museums and acclaimed art galleries in this vibrant area.
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A modern architectural building with a large overhanging roof and a glass facade.

Boston Convention and Exhibition Center

8.8/10 (2,207 reviews)
During your trip, find out what's happening in Boston Convention and Exhibition Center, a top convention centre in Boston. Experience the fascinating museums or attend a sporting event in this vibrant area.
See properties

What to do in Eastern Massachusetts

Gloucester: Scenic Cape Ann & Rockport Self-Driving Tour

Cape Ann Harbor: Self-Guided Driving Audio Tour

£12
per traveller
100% of travellers recommend
Cape Ann Harbor: Self-Guided Driving Audio Tour
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

£37
per adult
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

£12
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 travel package cost?
Be ready to book, because a getaway to Eastern Massachusetts starts from just £1,066. When you combine your flights, hotels and car rentals into a package, you'll enjoy the best prices.
If I'm not able to travel, can I cancel my Eastern Massachusetts travel package?
Don't worry if you're rethinking your Eastern Massachusetts travel package — it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur a fee from your hotel, airline or car rental company. We realise your circumstances can suddenly change, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we're here to help.
How do I get a cheap travel package to Eastern Massachusetts?
Book everything in the one place with our Eastern Massachusetts travel packages. You'll find deals on flights, hotels and more that'll keep your hip pocket happy and your spirit of adventure alive. And, with more than 550 air carriers and 1,000,000 hotels globally to select from, you'll have endless opportunities to mix and match as you want.
Does Expedia offer Book Now, Pay Later Eastern Massachusetts holidays?
We certainly do. Expedia has partnered with online lender Klarna to help you easily pay for your trip in manageable instalments. Simply choose the payment plan that suits you best during checkout and take away the stress of budgeting for your trip. Remember to bundle your accommodation, flights and activities with Expedia to get the biggest bang for your holiday buck. Browse our flexible payment options below:
  • Pay monthly holidays: Escape on that dream holiday sooner with Klarna's manageable monthly instalment plans. If making small repayments each month works for you, pick this option during the checkout process.
  • Pay in instalments holidays: If you'd like to pay off your getaway in multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Clicking the "book now" button is easier with this plan. Just put down a small deposit on your escape and then start working on your travel itinerary.
How far in advance should I book my Eastern Massachusetts holiday?
Smart travellers often book early. You can normally browse through international fares on Expedia up to 12 months before your intended flight. If you've left things to the last minute, don't stress. Low prices occasionally occur in the last weeks prior to departure.
What does an Expedia Eastern Massachusetts travel package include?
You can select from any combination of flights, rental cars and hotels. Once you've made your booking, you can add the fun stuff like experiences and activities. Want to pick your airfare class? That's also possible. The choice is yours when it comes to planning your perfect Eastern Massachusetts escape.
What should I know before booking an Eastern Massachusetts travel package?
An Expedia travel package can be customized for your circumstances and is an easy way to make your hard-earned dollars stretch further. How much you include is completely up to you. Rental cars, hotels and flights — choose any combination that suits your plans.
Can I choose my airline with an Eastern Massachusetts Expedia travel package?
Yes, and with over 550 airlines to select from around the world, you've got lots of choice. Have a look through the available options and find out which airline suits your needs and budget.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.